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687 Rentals: Longboat Key
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941.900.4552
Luxury Rental on the Beach on Longboat Key
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Platinum
Condo
Pool & Hot Tub
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #11111
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Longboat Key Luxury Vacation Rental Home / Estate for Rent
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Platinum
Home/Villa
Pool & Hot Tub
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Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #2218
Dates Available!
Average
$14078
per Month plus taxes and fees
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Luxury Longboat Key Vacation Rental Private Home with Pool
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Platinum
Home/Villa
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Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #6720
Dates Available!
Average
$9125
per Month plus taxes and fees
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One of the Very Few Beach Houses for Rent on Longboat Key
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Platinum
Home/Villa
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Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #6714
Dates Available!
Average
$1484
per Night plus taxes and fees
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On Longboat Key Beach South Of Publix Best Beach Community
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Condo
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #887148
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South Longboat Key Vacation Condo for Rent at Beachplace
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Condo
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #876816
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Longboat Key Luxury Vacation Beach Condo Sleeps 4 Guests
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Platinum
Condo
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #885091
Dates Available!
Average
$11995
per Month plus taxes and fees
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One of the Few Four Bedroom Condo Rentals on Longboat Key
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Platinum
Condo
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Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #887185
Dates Available!
Average
$16500
per Month plus taxes and fees
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Luxury Beachfront on Longboat A Rare Upscale Beach Rental
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Platinum
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Occupancy: 4
2 Bedrooms
3 Bathrooms
Property #887977
Dates Available!
Average
$16,950
per Month plus taxes and fees
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Two Bedroom Beachfront Vacation Condo in Longboat Key
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Condo
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #891723
Dates Available!
Average
$392
per Night plus taxes and fees
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Luxury Longboat Key Two Bedroom Vacation Condo Sleeps 4
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #913949
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Longboat Key Luxury 5 Bedroom Vacation Home Sleeps 10
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Platinum
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Occupancy: 10
5 Bedrooms
6 Bathrooms
Property #916196
Dates Available!
Average
$17250
per Month plus taxes and fees
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Four Bedroom Longboat Key On Beach with Views
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Platinum
Home/Villa
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Occupancy: 8
4 Bedrooms
5 Bathrooms
Property #916197
Dates Available!
Average
$29182
per Month plus taxes and fees
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The Ultimate Longboat Key Luxury Rental
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Platinum
Home/Villa
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Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #919173
Dates Available!
Average
$15410
per Month plus taxes and fees
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Luxurious 4 Bedroom Island Escape in Longboat Key
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Platinum
Home/Villa
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Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #922002
Dates Available!
Average
$1641
per Night plus taxes and fees
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Longboat Key Luxury Three Bedrooms Vacation Rental Home
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Platinum
Home/Villa
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #926158
Dates Available!
Average
$667
per Night plus taxes and fees
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Longboat key Vacation Home on the Gulf Side
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Platinum
Home/Villa
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Occupancy: 12
5 Bedrooms
5 Bathrooms
Property #930340
Dates Available!
Average
$1455
per Night plus taxes and fees
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Oceanview Longboat Key Vacation Condo Four Bedroom
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Platinum
Condo
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Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #975427
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Longboat Key Vacation Condo Two Bedrooms with Gulf Views
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Gold
Condo
Pool
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #9020
Dates Available!
Average
$257
per Night plus taxes and fees
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Longboat Key Beach Home Full Gulf View Available Now
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Gold
Home/Villa
No Pool
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Occupancy: 8
3 Bedrooms
4 Bathrooms
Property #2777
Dates Available!
Average
$1122
per Night plus taxes and fees
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Longboat Key Beachfront Private Beach Estate with Cottage
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Home/Villa
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Occupancy: 12
5 Bedrooms
5 Bathrooms
Property #6889
Dates Available!
Average
$2794
per Night plus taxes and fees
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Longboat Key Vacation Condo 2 Bedrooms Sleeps Four Guests
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Condo
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #7404
Dates Available!
Average
$4323
per Month plus taxes and fees
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Beachfront Condos on South End of Longboat Key 2 Bedrooms
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #8301
Dates Available!
Average
$4827
per Month plus taxes and fees
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Beautiful 2 bedroom Gulf front condo Lanai overlooks Gulf
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Condo
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #9103
Dates Available!
Average
$10,500
per Month plus taxes and fees
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Longboat Key Condo 6488
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #6488
Dates Available!
Average
$7295
per Month plus taxes and fees
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Longboat Key Vacation Rental
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Gold
Condo
Pool
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #6497
Dates Available!
Average
$7995
per Month plus taxes and fees
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Luxury Longboat Key Two Bedroom Vacation Condo Ocean Views
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #885526
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Luxury Longboat Key Two Bedroom Beachfront Condo Sleeps 4
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Pool
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #6524
Dates Available!
Average
$5405
per Month plus taxes and fees
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A Special Steps to Beach Option on Longboat Key
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Gold
Condo
Pool
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Occupancy: 6
2 Bedrooms
1 Bathroom
Property #6540
Dates Available!
Average
$295
per Night plus taxes and fees
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Longboat Key Vacation Condo on North End of Island.
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Condo
Pool
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #6547
Dates Available!
Average
$490
per Night plus taxes and fees
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Longboat Key Vacation Condo Sleeps Six Guests.
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Condo
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #6551
Dates Available!
Average
$376
per Night plus taxes and fees
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Longboat Key 2 bedroom Beach Front Vacation Rental Sleeps 6
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #6555
Dates Available!
Average
$3495
per Week plus taxes and fees
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Longboat Key 2 Bedroom.Beachfront Condo Partial Gulf Views
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #6562
Dates Available!
Average
$520
per Night plus taxes and fees
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Beachfront Condo With Gulf View 2 bedrooms, Beach chairs
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #6566
Dates Available!
Average
$376
per Night plus taxes and fees
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Boutique Beach Resort Studio Rental Weekly
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #6584
Dates Available!
Average
$184
per Night plus taxes and fees
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Walk Out Beachfront One Bedroom Walk from Living room to Beach
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Condo
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #6586
Dates Available!
Average
$184
per Night plus taxes and fees
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Longboat Key 2 Bedroom Beach Condo Sleeps 6 Communal Pool
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #6589
Dates Available!
Average
$395
per Night plus taxes and fees
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Studio unit on Longboat Key Beach
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #6591
Dates Available!
Average
$2395
per Week plus taxes and fees
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Beachfront Views of Gulf - Modern Interior - Condo
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Condo
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #6592
Dates Available!
Average
$256
per Night plus taxes and fees
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Modern Chic Beachfront Rental with One Bedroom
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #6593
Dates Available!
Average
$2395
per Week plus taxes and fees
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Studio on Beach Rental Longboat Key Florida
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Condo
Pool
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #6595
Dates Available!
Average
$1995
per Week plus taxes and fees
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Longboat Key Florida Rental Beach Condo 1 Bedroom Sleeps 6
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Occupancy: 6
1 Bedroom
1 Bathroom
Property #6596
Dates Available!
Average
$329
per Night plus taxes and fees
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Monthly Rentals on Beach Two bedroom island North End
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Gold
Condo
Pool
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #6626
Dates Available!
Average
$5835
per Month plus taxes and fees
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Longboat Key Vacation Home Rental with Private Pool
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Home/Villa
Pool
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #880277
Dates Available!
Average
$10495
per Month plus taxes and fees
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Longboat Key Condo 879287
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Condo
Pool & Hot Tub
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #879287
Dates Available!
Average
$9695
per Month plus taxes and fees
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Longboat Key Condo 9102
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Condo
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #9102
Dates Available!
Average
$9695
per Month plus taxes and fees
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Longboat Key Vacation Condo 2 Bedrooms with Full Gulf Views
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Condo
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #916606
Dates Available!
Average
$8374
per Month plus taxes and fees
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Longboat Key Beachfront Rental - 2 Bedroom Condo Gulf Views
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #885837
Dates Available!
Average
$476
per Night plus taxes and fees
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This Great Boutique Resort on Longboat Right on Beach
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Pool
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #6688
Dates Available!
Average
$335
per Night plus taxes and fees
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Longboat Key Condo 878411
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Condo
Pool & Hot Tub
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #878411
Dates Available!
Average
$9695
per Month plus taxes and fees
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Longboat Key Three Bedroom Fabulous Vacation Rental Property
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Occupancy: 9
3 Bedrooms
3 Bathrooms
Property #6736
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Four Bedroom Vacation Rental Home on Longboat Key FL
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Home/Villa
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Occupancy: 7
4 Bedrooms
3 Bathrooms
Property #6738
Dates Available!
Average
$584
per Night plus taxes and fees
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Longboat Key 2 Bedroom Beach Front Vacation Rental Sleeps 6
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #6747
Dates Available!
Average
$518
per Night plus taxes and fees
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Gated Beach Community on Posh Longboat Key
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Condo
Pool & Hot Tub
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #880953
Dates Available!
Average
$7995
per Month plus taxes and fees
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Two Bedroom Vacation Rental on Longboat Key Walk Beach
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #6764
Dates Available!
Average
$6995
per Month plus taxes and fees
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Longboat Key Condo 9104
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #9104
Dates Available!
Average
$9695
per Month plus taxes and fees
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Longboat Key 2 Bedrooms Beach Condo Sleeps 4 Full Gulf View
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #6025
Dates Available!
Average
$4600
per Month plus taxes and fees
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Two bedroom Gulf Front Condo in Longboat Key
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Condo
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #6974
Dates Available!
Average
$9695
per Month plus taxes and fees
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Longboat Key Condo Sleeps Four Guests On Beach Views
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #6980
Dates Available!
Average
$915
per Night plus taxes and fees
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Beachfront Condos Pool on Longboat Key Close to St Armands
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Condo
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #6981
Dates Available!
Average
$10800
per Month plus taxes and fees
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On The Beach Condos on Longboat Key Pool Gated South End
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #6988
Dates Available!
Average
$8995
per Month plus taxes and fees
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Longboat Key Beach Condo Direct Gulf Views
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Condo
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #6989
Dates Available!
Average
$5800
per Month plus taxes and fees
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Longboat Key Vacation Condo on the Beach Great Pool
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Condo
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #6990
Dates Available!
Average
$714
per Night plus taxes and fees
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Longboat Key Studio Unit with full Gulf View
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Condo
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #7011
Dates Available!
Average
$2495
per Week plus taxes and fees
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Luxury Beachfront Longboat Key Vacation Rental Condo
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #7014
Dates Available!
Average
$577
per Night plus taxes and fees
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Beachfront Condo Rental on Longboat Key with Full Gulf Views
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #7015
Dates Available!
Average
$975
per Night plus taxes and fees
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Longboat Key Florida Condo on the Beach
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #7025
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GULF VIEW 2 BEDROOM 2 BATH LONGBOAT KEY CONDO
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #7032
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Value Beach Condo Rental on Longboat Key
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #7035
Dates Available!
Average
$300
per Night plus taxes and fees
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Vacation Townhome in Longboat Key Two Bedrooms Sleeps 4
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #8017
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Average
$5495
per Month plus taxes and fees
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Longboat Key Townhome Tennis Resort
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #8026
Dates Available!
Average
$5795
per Month plus taxes and fees
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Stunning Longboat Key Florida Vacation Rental
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #8048
Dates Available!
Average
$4760- 8430
per Month plus taxes and fees
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Beachcastle Vacation Rentals on Longboat Key Fl
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Condo
Pool & Hot Tub
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #7310
Dates Available!
Average
$2695
per Week plus taxes and fees
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One Bedroom Vacation Rental on Longboat Key with Views
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Condo
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #7313
Dates Available!
Average
$2795
per Week plus taxes and fees
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Longboat Key 2 Bedroom Beachfront Vacation Condo Sleeps 6
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #7315
Dates Available!
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$344
per Night plus taxes and fees
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Beach Front Vacation Rentals on Longboat Kery Fl.
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Occupancy: 6
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Property #7316
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$3495
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Beachfront Condo on Longboat Key- Beach to Bay Community
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Occupancy: 6
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Property #7319
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$328-540
per Night plus taxes and fees
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Luxury Longboat Key 2 Bedroom Vacation Condo Full Gulf Views
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Occupancy: 6
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Property #7320
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$320-590
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Beachside North Longboat Vacation Home Sleeps 10 Guests.
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Occupancy: 10
3 Bedrooms
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Property #7354
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$550
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Longboat Key Condo 9114
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Occupancy: 6
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Property #9114
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$3295
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Longboat Key Available Today New Rental on Posh Longboat
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Occupancy: 4
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Property #890975
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$1995
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The Ultimate Vacation Location On Longboat Key
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Occupancy: 4
2 Bedrooms
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Property #8153
Dates Available!
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$6495
per Month plus taxes and fees
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Longboat Key Condo 6038
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Occupancy: 4
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Property #6038
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$7995
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Longboat Key Beach House - Three Bedrooms Sleeps 6 Guests
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #5332
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$798
per Night plus taxes and fees
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Longboat Key Monthly Vacation Rentals
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Occupancy: 6
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Property #7180
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$5495
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Full Ocean Views from this Longboat Key 2 Bedroom Condo
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Occupancy: 4
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Property #1405
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Longboat Key Vacation Condo on The Beach Great Amenities
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Occupancy: 4
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Property #1408
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$9695
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Longboat Key Two Bedroom Beach Condo Sleeps Four
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Property #1409
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Longboat Key Florida Beach Condo with Two Bedrooms Sleeps 4
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Occupancy: 4
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Property #1411
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$8,350
per Month plus taxes and fees
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Beachfront Luxury Vacation Condo in Longboat Key Sleeps 4
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Occupancy: 4
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Property #1412
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$333
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Longboat Key Condo 1417
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Occupancy: 4
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Property #1417
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$9695
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Longboat Key Condo 1418
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Occupancy: 4
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Property #1418
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Luxury Longboat Key Vacation Condo with 2 Bedroom Gulf View
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #1420
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$5800
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Longboat Key Gated Posh Community
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #1422
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$19695
per Month plus taxes and fees
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Longboat Key Two Bedroom Beach Rental
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Occupancy: 4
2 Bedrooms
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Property #1426
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Beachfront Luxury Vacation Condo Longboat Key Florida Pool
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Occupancy: 4
2 Bedrooms
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Property #1427
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$8795
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Longboat Key Vacation Condo on South End of Island
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Occupancy: 4
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Property #1431
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Longboat Key - Monthly Beach Condo
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Occupancy: 4
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Property #1434
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Longboat Key Beach Vacation Community
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Occupancy: 4
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Property #1438
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$8795
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Luxury Longboat Key Vacation Condo On Beach 2 Bedrooms
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #1441
Dates Available!
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$321
per Night plus taxes and fees
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Monthly Beachside Rental on Longboat Key
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #1444
Dates Available!
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$8795
per Month plus taxes and fees
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Longboat Key Vacation Rental Best Location on Island!
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Occupancy: 6
3 Bedrooms
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Property #1448
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Luxury Beach Front Rentals Longboat Views of Ocean
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Occupancy: 4
2 Bedrooms
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Property #1454
Dates Available!
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$9895
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Longboat Key Condo 1458
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #1458
Dates Available!
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$10495
per Month plus taxes and fees
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Four Bedroom Condo Rental on Longboat Key Sarasota
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Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #1459
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$14995
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Beautiful 2 Bedroom Home + Den On a Canal!
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Occupancy: 6
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Property #3623
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A Rare Beachfront Longboat Key Vacation Home Great Views
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #6048
Dates Available!
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$573
per Night plus taxes and fees
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Gulf Front Longboat Key Vacation Rental with 3 Bedrooms
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #5709
Dates Available!
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$7645
per Month plus taxes and fees
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Two Bedroom Beach Condo Sleeps 6 Communal Pool Longboat Key
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Occupancy: 6
2 Bedrooms
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Property #876538
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$3400
per Month plus taxes and fees
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Lovely 2 bed 2 Bay Front Condo
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Occupancy: 4
2 Bedrooms
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Property #876549
Dates Available!
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$5495
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Your Ideal Beach Place Longboat Key Vacation Rentals Beach
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #876568
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$3895-9595
per Month plus taxes and fees
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South End Longboat Key Vacation Rental
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #876650
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$7695
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Longboat Key Vacation Condo Beachfront on South End Island
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Occupancy: 4
2 Bedrooms
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Property #876815
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$4795
per Month plus taxes and fees
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Longboat Key Condo 876832
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Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #876832
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$9695
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Beautiful 3 Bedroom Home Walking Distance to the Beach
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Occupancy: 7
3 Bedrooms
2 Bathrooms
Property #877242
Dates Available!
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$7495
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Walk to Beach House on Longboat Key-
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Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #877686
Dates Available!
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$2895
per Week plus taxes and fees
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Longboat Key 2 Bedroom 2 Bathroom Sleeps Four Beach Condo
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #877694
Dates Available!
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$238
per Night plus taxes and fees
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Longboat Key Beachfront Corner Unit Condo with Gulf Views
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Occupancy: 6
3 Bedrooms
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Property #877729
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Beach Vacation Condo Two Bedrooms Full Gulf View with Pool
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #877744
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$6,295-12,495
per Month plus taxes and fees
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Two Bedroom Longboat Key Vacation Rental- Monthly Rentals
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #878020
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$7995
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Luxury Longboat Key 3 Bedroom Beach Condo Sleeps 6 Gulf View
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #878041
Dates Available!
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$483
per Night plus taxes and fees
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Longboat Key 4 bed one minute walk to private beach access!
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Occupancy: 10
4 Bedrooms
4 Bathrooms
Property #878065
Dates Available!
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$10000.00
per Month plus taxes and fees
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Lovely 3 Bed 3 Bath Longboat Key Home
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Occupancy: 8
3 Bedrooms
3 Bathrooms
Property #878076
Dates Available!
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$3995
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Luxury Vacation Rental Homes on South Longboat Key
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Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #878098
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$861
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Longboat Key Condo 878131
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #878131
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$ 9695
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Longboat Key Condo 878606
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #878606
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$6995
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Longboat key 2 Bedroom Rental Beachfront.
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #878788
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$3495
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Longboat Key Beach Luxury 2 Bedroom Condo At Its Very Finest
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #878789
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$300
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Longboat Key Luxury Rental- 3 Bedrooms Plus Den Condo
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Occupancy: 10
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4 Bathrooms
Property #878790
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One of The Few Rentals on Longboat Key Beach Weekly Rental
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #880001
Dates Available!
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$283
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Gulf Front Beachplace unit
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Occupancy: 4
2 Bedrooms
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Property #880341
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$9895
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A Rrae Find Beach Front on Posh Longboat Key
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Occupancy: 4
2 Bedrooms
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Property #880364
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$2695
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Luxury Longboat Key Beach Condo - Monthly Rental
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #880430
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$8695
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Spacious Luxury Gulf Front Vacation Home - Sleeps 10 Guests
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Occupancy: 10
4 Bedrooms
4 Bathrooms
Property #880496
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Beach Condo at Longboat Key With Full Ocean View 2 Bedrooms
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Occupancy: 4
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Property #880985
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Longboat Key Condo 881289
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #881289
Dates Available!
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$384
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Luxury Longboat Key Vacation Home Available New Rental!
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #897248
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A Great Two Bedroom Vacation Rental Home on Longboat Key
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #882167
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$6,795
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Beachfront Longboat Key Townhome
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #887503
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$2,495-3,495
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Longboat Key Beach Resort with Pools and Gulf Views
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #882566
Dates Available!
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$1896
per Week plus taxes and fees
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Exclusive Longboat Key Rental Estate Home
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Occupancy: 10
5 Bedrooms
5 Bathrooms
Property #882762
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Gulf Of Mexico Drive South End Luxury Beach Community
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #883622
Dates Available!
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$12400
per Month plus taxes and fees
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Much Sought After Beach Location on Longboat Key
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Occupancy: 4
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Property #883892
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Longboat Key On Beach Gulf Front Condo
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #885015
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$5152
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Longboat Key 2 Bedroom Vacation Rental with Views of Gulf
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #884273
Dates Available!
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$312
per Night plus taxes and fees
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Longboat Key Condo 884329
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #884329
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$9695
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Stay Behind the Gates of the Longboat Key Club
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #893975
Dates Available!
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$5985
per Month plus taxes and fees
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Longboat key True Luxury on The South End of Longboat Key
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Occupancy: 6
3 Bedrooms
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Property #884732
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Monthly Rental at Beachplce on Longboat Key
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Occupancy: 4
2 Bedrooms
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Property #885098
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$9695
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Luxury Longboat Key Vacation Rental
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #885121
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$6875
per Month plus taxes and fees
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Longboat Key Vacation Condo On Beach Sleeps Five
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Occupancy: 5
2 Bedrooms
2 Bathrooms
Property #885452
Dates Available!
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$720
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Longboat Key Vacation Condo Sleeps Six Guests
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #928199
Dates Available!
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$8072
per Month plus taxes and fees
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Spacious 3 Bedroom Family Home with Private Pool
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Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #887133
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Longboat Key Vacation Rental Home on South End of Island
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Hot Tub / No Pool
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #887231
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$6995
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Beach Front Condo with Gulf View on Longboat Key Tennis Pool
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #887256
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$7495
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Charming Beachside Condos on Longboat Key
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Occupancy: 4
2 Bedrooms
1 Bathroom
Property #887499
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$1895
per Week plus taxes and fees
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Longboat Key Condo 887509
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #887509
Dates Available!
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$2395
per Week plus taxes and fees
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Two Bedroom Beach Condo at Longboat Key Sleeps 6
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Occupancy: 6
2 Bedrooms
1 Bathroom
Property #887511
Dates Available!
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$2,095
per Week plus taxes and fees
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Longboat Key Value Beach Front
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887512
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Average
$1795
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Longboat Key Condo 887513
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Occupancy: 4
2 Bedrooms
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Property #887513
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$2395
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Longboat Key Condo 887514
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #887514
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$2395
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Longboat Key Vacation Condo Sleeps 6 Guests Full Gulf Views
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Occupancy: 6
2 Bedrooms
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Property #887516
Dates Available!
Average
$340
per Night plus taxes and fees
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Longboat Key Condo 887517
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #887517
Dates Available!
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$2395
per Week plus taxes and fees
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Longboat Key Two Bedroom Vacation Condo Sleeps 6 Gulf Views
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Occupancy: 6
2 Bedrooms
1 Bathroom
Property #887519
Dates Available!
Average
$300
per Night plus taxes and fees
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Longboat Key Condo 887520
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887520
Dates Available!
Average
$1795
per Week plus taxes and fees
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Luxury Two Bedroom Condo with Full Gulf Views Sleeps 6
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #887525
Dates Available!
Average
$450
per Night plus taxes and fees
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Longboat Key Condo 887526
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887526
Dates Available!
Average
$2195
per Week plus taxes and fees
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Longboat Key Rental One Bedroom on Beach Pool
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887527
Dates Available!
Average
$2195
per Week plus taxes and fees
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Longboat Key Condo 887528
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887528
Dates Available!
Average
$2195
per Week plus taxes and fees
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Longboat Key Condo 887529
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Occupancy: 3
1 Bedroom
1 Bathroom
Property #887529
Dates Available!
Average
$1995
per Week plus taxes and fees
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Longboat Key Condo 887530
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887530
Dates Available!
Average
$2195
per Week plus taxes and fees
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Longboat Key Condo 887531
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887531
Dates Available!
Average
$2195
per Week plus taxes and fees
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Longboat Key Condo 887532
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887532
Dates Available!
Average
$2195
per Week plus taxes and fees
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Longboat Studio with Gulf Views
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Occupancy: 3
1 Bedroom
1 Bathroom
Property #887533
Dates Available!
Average
$1000
per Week plus taxes and fees
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Longboat Key Condo 887534
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887534
Dates Available!
Average
$2195
per Week plus taxes and fees
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Longboat Key Condo 887535
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887535
Dates Available!
Average
$2195
per Week plus taxes and fees
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Longboat Key One Bedroom Rental Gulf Front
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887536
Dates Available!
Average
$2195
per Week plus taxes and fees
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Longboat Key Condo 887537
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887537
Dates Available!
Average
$2195
per Week plus taxes and fees
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Longboat Key 2 bed Rental with Gulf Views
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #887539
Dates Available!
Average
$2895
per Week plus taxes and fees
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Longboat Key Condo 887540
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887540
Dates Available!
Average
$2195
per Week plus taxes and fees
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Gulf front 1 Bedroom on Longboat Great Beach
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887541
Dates Available!
Average
$1100
per Week plus taxes and fees
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One Bedroom Longboat Key Rental
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887542
Dates Available!
Average
$2195
per Week plus taxes and fees
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Updated 2nd floor unit overlooking Gulf on Longboat Key
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887543
Dates Available!
Average
$1100
per Week plus taxes and fees
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Longboat Key Studio Vacation Rental
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Occupancy: 3
1 Bedroom
1 Bathroom
Property #887544
Dates Available!
Average
$1995
per Week plus taxes and fees
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Studio Rental on the beach
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Occupancy: 3
1 Bedroom
1 Bathroom
Property #887545
Dates Available!
Average
$1995
per Week plus taxes and fees
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Longboat Key Condo 887546
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887546
Dates Available!
Average
$2195
per Week plus taxes and fees
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Longboat Key Condo 887548
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887548
Dates Available!
Average
$2195
per Week plus taxes and fees
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Longboat Key gulf Front Studio unit
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Occupancy: 3
1 Bedroom
1 Bathroom
Property #887549
Dates Available!
Average
$1995
per Week plus taxes and fees
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Longboat Key Condo 887551
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887551
Dates Available!
Average
$2495
per Week plus taxes and fees
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Longboat Key Condo 887552
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887552
Dates Available!
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$2495
per Week plus taxes and fees
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Longboat Key Vacation Condo with full View
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887553
Dates Available!
Average
$2195
per Week plus taxes and fees
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Longboat Key Gulf View condo
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887554
Dates Available!
Average
$2195
per Week plus taxes and fees
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Longboat Key Weekly rental
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #887555
Dates Available!
Average
$2795
per Week plus taxes and fees
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Longboat Key Condo 887597
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #887597
Dates Available!
Average
$2195
per Week plus taxes and fees
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Value Priced Beach Rental Studio
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Occupancy: 3
1 Bedroom
1 Bathroom
Property #887598
Dates Available!
Average
$1995
per Week plus taxes and fees
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Longboat Key Condo 887599
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Occupancy: 3
1 Bedroom
1 Bathroom
Property #887599
Dates Available!
Average
$1995
per Week plus taxes and fees
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Longboat Key Bayside Vacation Rental
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #888616
Dates Available!
Average
$5195
per Month plus taxes and fees
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Luxury Four Bedroom Vacation Rental on Longboat Key Sleeps 8
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Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #888974
Dates Available!
Average
$9995
per Month plus taxes and fees
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Longboat key 2 bed Vacation Condo- Water Views
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #889013
Dates Available!
Average
$6795
per Month plus taxes and fees
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Luxury Beach Vacation Condo on Longboat Key- Full Gulf View
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #889042
Dates Available!
Average
$10495
per Month plus taxes and fees
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Longboat Key Beachfront Condo Rental Gulf Views
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #889082
Dates Available!
Average
$705
per Night plus taxes and fees
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Longboat Key Condo 893895
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #893895
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Longboat Key 1 Bedroom Vacation Rental Canal Views Fishing
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No Pool
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Occupancy: 2
1 Bedroom
1 Bathroom
Property #893825
Dates Available!
Average
$2,595-3,795
per Month plus taxes and fees
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Longboat Key Condo 893690
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Occupancy: 4
2 Bedrooms
4 Bathrooms
Property #893690
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One of the Best Beach Communities on Longboat Key
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #890725
Dates Available!
Average
$1995
per Month plus taxes and fees
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Longboat Key Condo 890738
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #890738
Dates Available!
Average
$384
per Night plus taxes and fees
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Longboat Key Luxury Beachfront Rental Home Five Bedrooms
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Occupancy: 10
5 Bedrooms
6 Bathrooms
Property #892086
Dates Available!
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$24,000
per Month plus taxes and fees
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Beachplace Longboat Key Monthly Vacation Rentals
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #892419
Dates Available!
Average
$10,495
per Month plus taxes and fees
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Longboat Key Vacation Rental Condo with 2 Bedrooms
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #892427
Dates Available!
Average
$5586
per Month plus taxes and fees
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Longboat Key Luxury Vacation Condo with Pool - Across Beach
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #892503
Dates Available!
Average
$7315
per Month plus taxes and fees
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Longboat Key Vacation Condo - Canal View - Two Bedrooms
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #913366
Dates Available!
Average
$2548
per Month plus taxes and fees
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Modern Vacation Rental Longboat Key Two Bedrooms Penthouse!
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Occupancy: 5
2 Bedrooms
2 Bathrooms
Property #892798
Dates Available!
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$3857
per Month plus taxes and fees
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Three Bedroom Beach Vacation Condo on Longboat Key
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #892894
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Longboat Key Vacation Condo for Rent
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #893515
Dates Available!
Average
$5995
per Month plus taxes and fees
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Longboat Key Condo 893850
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #893850
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Longboat Key Condo 894129
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Occupancy:
2 Bedrooms
2 Bathrooms
Property #894129
Dates Available!
Average
$9500
per Night plus taxes and fees
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Longboat key Florida Three Bedroom Beach Rental
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Occupancy: 6
3 Bedrooms
1 Bathroom
Property #894135
Dates Available!
Average
$1809
per Week plus taxes and fees
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Longboat Key Vacation Rental Three Bedroom Condo Sleeps SIx
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #894143
Dates Available!
Average
$483
per Night plus taxes and fees
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Longboat Key 4 Bedroom Vacation Rental Sleeps 8
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Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #894160
Dates Available!
Average
$4550
per Month plus taxes and fees
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Longboat Key 2 Bedroom Beach Front Vacation Rental Gulf View
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #894186
Dates Available!
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$7980
per Month plus taxes and fees
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Beachplace Longboat Key Top Beach Condo Rentals
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #894675
Dates Available!
Average
$7586
per Month plus taxes and fees
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Beach Vacation Condos on Longboat Key BEACHFRONT
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #895301
Dates Available!
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$5320
per Month plus taxes and fees
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Stunning beachfront 2 bedroom rental on Longboat Key
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #895889
Dates Available!
Average
$7495
per Month plus taxes and fees
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Luxury 3 Bed Longboat Key Canal View Vacation Home Sleeps 6
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #896062
Dates Available!
Average
$370
per Night plus taxes and fees
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Longboat Keys Value Priced Beach Rentals
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Occupancy: 4
2 Bedrooms
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Property #896475
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Beachplace Longboat Key Building 6
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #896857
Dates Available!
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$8495
per Month plus taxes and fees
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Luxury Longboat Key 3 Bedroom Vacation Home with Pool
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Occupancy: 8
3 Bedrooms
3 Bathrooms
Property #896943
Dates Available!
Average
$920
per Night plus taxes and fees
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Three Bedroom on Lovely Longboat Key Rare Find!
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Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #896944
Dates Available!
Average
$4,395-8,095
per Month plus taxes and fees
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Longboat Key Florida Beach Rental Three Bedroom Villa 2 Bath
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #896947
Dates Available!
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$995-1,295
per Week plus taxes and fees
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New Longboat Key Rental - South End
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #897092
Dates Available!
Average
$7295
per Month plus taxes and fees
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Two Bedroom Two Bathroom Single Family Home Sleeps 6 Guests
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #897254
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Monthly Longboat Key Beach Condo Gulf Views Sleeps 6
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #897276
Dates Available!
Average
$4471
per Month plus taxes and fees
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Two Month Vacation Rental with Gulf Views & Gardens
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #897287
Dates Available!
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$4,395-6,895
per Month plus taxes and fees
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Longboat Key Beachside Seasonal Vacation Condo Two Bedrooms
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #897303
Dates Available!
Average
$5455
per Month plus taxes and fees
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Studio Longboat Key Vacation Condo Sleeps 4 Shared Pool
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Occupancy: 4
1 Bedroom
1 Bathroom
Property #897312
Dates Available!
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$185
per Night plus taxes and fees
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Longboat Key Vacation Condo Sleeps Six Guests.
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #897342
Dates Available!
Average
$1995-3140
per Week plus taxes and fees
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Longboat Key Gulf Front Community Beach Condo Sleeps Four
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #901012
Dates Available!
Average
$118
per Night plus taxes and fees
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Luxury Gulf Front Vacation Condo Two Bedrooms Sleeps Four
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Occupancy: 4
2 Bedrooms
1 Bathroom
Property #901080
Dates Available!
Average
$9,495-15,795
per Month plus taxes and fees
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Longboat Key Two Bedroom Gulf Front Condo Sleeps Four Guest
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #901120
Dates Available!
Average
$724
per Night plus taxes and fees
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Beautiful Gulf Front 2 Bed in Longboat Key
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Condo
Pool & Hot Tub
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #901890
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941.900.4552
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Private Pool and Canal View from this Four Bedroom Rental
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Home/Villa
Pool
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Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #902191
Dates Available!
Average
$9020
per Month plus taxes and fees
941.900.4552
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Walk to Beach Two Bedroom Home in Longboat Key
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Home/Villa
No Pool
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #907234
Dates Available!
Average
$5321
per Month plus taxes and fees
941.900.4552
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Longboat Key Vacation Home Rental Sleeps Four Guests
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Condo
Pool
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #907927
Dates Available!
Average
$142
per Night plus taxes and fees
941.900.4552
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Wow Longboat Key Posh Location Posh 2 Bedroom Condo
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Condo
Pool
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #907928
Dates Available!
Average
$141
per Night plus taxes and fees
941.900.4552
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Longboat Key Vacation Luxury Condo on Beach
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Condo
Pool
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #914861
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941.900.4552
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Longboat Key Beach Front Vacation Condo
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Condo
Pool & Hot Tub
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #916542
Dates Available!
Average
$433-740
per Night plus taxes and fees
941.900.4552
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Luxury Longboat Key Vacation Rental 3 Bedrooms Private Pool
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Condo
Pool & Hot Tub
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #916574
Dates Available!
Average
$295
per Night plus taxes and fees
941.900.4552
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Lovely Four Bedroom Rental on South End of Longboat Key
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Home/Villa
Pool
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Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #916594
Dates Available!
Average
$574
per Night plus taxes and fees
941.900.4552
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Longboat Key Canal Front Three Bedrooms Home
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Home/Villa
No Pool
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #917751
Dates Available!
Average
$5176
per Month plus taxes and fees
941.900.4552
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Canal Front Vacation Home in Longboat Key
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Home/Villa
Pool
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #917759
Dates Available!
Average
$7240
per Month plus taxes and fees
941.900.4552
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Longboat Key Luxury Vacation Rental Home Three Bedrooms
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Home/Villa
Pool
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #917889
Dates Available!
Average
$198
per Night plus taxes and fees
941.900.4552
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Longboat Key Vacation Pool Home Sleeps Eight Guests.
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Home/Villa
Pool & Hot Tub
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Occupancy: 8
3 Bedrooms
3 Bathrooms
Property #918413
Dates Available!
Average
$9277
per Month plus taxes and fees
941.900.4552
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Longboat Key Vacation Condo Sleeps Five Guests.
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Condo
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Occupancy: 5
2 Bedrooms
2 Bathrooms
Property #920477
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Lovely 3 Bedroom Family Condo Communal Pool Sleeps 6 Guests
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Pool
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #919150
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941.900.4552
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Longboat Key Charm Walk To Beach
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Condo
Pool
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Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #919163
Dates Available!
Average
$160
per Night plus taxes and fees
941.900.4552
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Longboat Key Vacation Condo Sleeps Six Guests.
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Condo
Pool
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Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #919323
Dates Available!
Average
$6500
per Month plus taxes and fees
941.900.4552
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Longboat Key Luxury Vacation Rental Home Four Bedrooms
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Home/Villa
Pool & Hot Tub
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Occupancy: 10
4 Bedrooms
3 Bathrooms
Property #920173
Dates Available!
Average
$370
per Night plus taxes and fees
941.900.4552
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Longboat Key Vacation Condo Sleeps Six Guests.
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Condo
Pool
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Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #922076
Dates Available!
Average
$6300
per Month plus taxes and fees
941.900.4552
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Longboat Key Vacation Condo Sleeps Six Guests.
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Gold
Condo
Pool
Max
Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #922190
Dates Available!
Average
$4253
per Month plus taxes and fees
941.900.4552
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Longboat Key Golf Course View Rental Home
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Home/Villa
Pool
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Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #922452
Dates Available!
Average
$4331
per Month plus taxes and fees
941.900.4552
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Longboat Key Vacation Home Sleeps Eight Guests