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1360 Home & Villa Rentals Found: Anna Maria Island & Holmes Beach
All Pool Options
Get help finding your rental:
941.900.4552
Anna Maria Island luxury Vacation Ocean Front Property
<
>
Platinum
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #906860
Available
Average
$780-1560
per Night plus taxes and fees
941.900.4552
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Luxury Anna Maria Island Three Bedroom Home Private Pool
<
>
Platinum
Home/Villa
Pool
Max
Occupancy: 8
3 Bedrooms
3 Bathrooms
Property #877304
Available
Average
$1285
per Night plus taxes and fees
941.900.4552
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Bay View Luxury Three bedroom Vacation Rental Plus Den
<
>
Platinum
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #877876
Available
Average
$499
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Pool Home 5 bedrooms
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 14
5 Bedrooms
4 Bathrooms
Property #885437
Available
Average
$5995
per Week plus taxes and fees
941.900.4552
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Anna Maria Vacation Home 7 Bedrooms 2 Kitchens! Top Rentals
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 16
7 Bedrooms
5 Bathrooms
Property #884281
Available
Average
$2494
per Night plus taxes and fees
941.900.4552
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Luxury Anna Maria Island Home for Rent on the Beach Sleeps 8
<
>
Platinum
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #884338
Available
Average
$924
per Night plus taxes and fees
941.900.4552
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Canal front beauty on Anna Maria Rental with Pool
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 10
4 Bedrooms
3 Bathrooms
Property #884561
Available
Average
$764
per Night plus taxes and fees
941.900.4552
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Five Bedroom Rental on the North End of Anna Maria Island
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 11
5 Bedrooms
4 Bathrooms
Property #886962
Available
Average
$1575
per Night plus taxes and fees
941.900.4552
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Almost Beachfront - Luxury Anna Maria Island Vacation Home
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 16
7 Bedrooms
5 Bathrooms
Property #901668
Available
Average
$2355
per Night plus taxes and fees
941.900.4552
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Anna Maria Island 4 Bedroom Luxury Vacation Rental Sleeps 8
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #887159
Available
Average
$1042
per Night plus taxes and fees
941.900.4552
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Gulf Views & Almost on the Beach One of the Top island
<
>
Platinum
Home/Villa
Pool
Max
Occupancy: 10
4 Bedrooms
4 Bathrooms
Property #887161
Available
Average
$920
per Night plus taxes and fees
941.900.4552
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Luxury Anna Maria 9 Bedroom Beach Vacation Rental with Pool
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 23
9 Bedrooms
6 Bathrooms
Property #887364
Available
Average
$2039
per Night plus taxes and fees
941.900.4552
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Stunning 3 Bedroom Anna Maria Villa Rental with Private Pool
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #887460
Available
Average
$510
per Night plus taxes and fees
941.900.4552
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Luxury Anna Maria Eight Bedroom Beach Rental Home with Pool
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 18
8 Bedrooms
6 Bathrooms
Property #887973
Available
Average
$6000-22999
per Week plus taxes and fees
941.900.4552
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Anna Maria Island Luxury Home with Pool Two Blocks to Beach
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #888591
Available
Average
$657
per Night plus taxes and fees
941.900.4552
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Three Bedroom Luxury Vacation Rental Anna Maria Island
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #892612
Available
Average
$583
per Night plus taxes and fees
941.900.4552
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One of the Best Beach Vacation Rentals On Anna Maria Island.
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #894045
Available
Average
$1028
per Night plus taxes and fees
941.900.4552
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Luxury Six Bedroom Private Pool Rental on Anna Maria Island
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 16
6 Bedrooms
4 Bathrooms
Property #895375
Available
Average
$952-1485
per Night plus taxes and fees
941.900.4552
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Luxury Five Bedroom Luxury Anna Maria Island Rental Home
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 10
5 Bedrooms
4 Bathrooms
Property #895614
Available
Average
$999
per Night plus taxes and fees
941.900.4552
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One of the Best Anna Maria Island Vacation Rental Homes
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
5 Bathrooms
Property #895657
Available
Average
$1232
per Night plus taxes and fees
941.900.4552
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Anna Maria Steps from Beach at this 4 Bedroom Vacation Home
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 10
4 Bedrooms
4 Bathrooms
Property #896587
Available
Average
$999 - 1430
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Beachfront Home - Nine Bedroom Sleeps 28
<
>
Platinum
Home/Villa
Pool
Max
Occupancy: 28
9 Bedrooms
9 Bathrooms
Property #896635
Available
Average
$2599
per Night plus taxes and fees
941.900.4552
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Rent Anna Maria Beachfront 7 Bedroom Vacation Pool Home
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 16
7 Bedrooms
6 Bathrooms
Property #896659
Available
Average
$2399
per Night plus taxes and fees
941.900.4552
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Luxury Anna Maria 7 Bedroom Rental Private Beach
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 16
7 Bedrooms
7 Bathrooms
Property #896660
Available
Average
$2635
per Night plus taxes and fees
941.900.4552
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Anna Maria Beachfront Ten Bedroom Beachfront Pool Home
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 20
10 Bedrooms
7 Bathrooms
Property #896674
Available
Average
$998
per Night plus taxes and fees
941.900.4552
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Anna Maria 4 Bedroom 4 Bathroom Vacation Home Sleeps 12
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 12
4 Bedrooms
4 Bathrooms
Property #896822
Available
Average
$993
per Night plus taxes and fees
941.900.4552
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Luxury Four Bedroom Home on the Beach
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 10
4 Bedrooms
4 Bathrooms
Property #897250
Available
Average
$1,645
per Night plus taxes and fees
941.900.4552
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A Stunning an Anna Maria Island Vacation Home Sleeps 8
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #897296
Available
Average
$1260
per Night plus taxes and fees
941.900.4552
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One of the Most Stunning Rentals on Anna Maria Island 5 Star
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #897592
Available
Average
$549
per Night plus taxes and fees
941.900.4552
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Nine Bedroom Vacation Home Sleeps 22 Anna Maria island
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 22
9 Bedrooms
6 Bathrooms
Property #899175
Available
Average
$1700
per Night plus taxes and fees
941.900.4552
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Luxury Five Bedroom Anna Maria Vacation Home Sleeps 12
<
>
Platinum
Home/Villa
Pool
Max
Occupancy: 12
5 Bedrooms
4 Bathrooms
Property #899949
Available
Average
$1138
per Night plus taxes and fees
941.900.4552
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Anna Maria Vacation Home Short Walk to Beach Sleeps 14
<
>
Platinum
Home/Villa
No Pool
Max
Occupancy: 14
5 Bedrooms
5 Bathrooms
Property #901607
Available
Average
$2000
per Night plus taxes and fees
941.900.4552
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Anna Maria Luxury Five Bedroom Vacation Home Sleeps Twelve
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 12
5 Bedrooms
4 Bathrooms
Property #901628
Available
Average
$995
per Night plus taxes and fees
941.900.4552
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Anna Maria 4 Bedroom Vacation Home Canal View and Pool
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
2 Bathrooms
Property #906482
Available
Average
$748
per Night plus taxes and fees
941.900.4552
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Large & Luxurious Anna Maria Island 7 Bedroom Rental
<
>
Platinum
Home/Villa
Pool
Max
Occupancy: 17
7 Bedrooms
7 Bathrooms
Property #911369
Available
Average
$1188
per Night plus taxes and fees
941.900.4552
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Luxury Bradenton Beaches Top Rental Home Luxury All the Way!
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 23
10 Bedrooms
8 Bathrooms
Property #913189
Available
Average
$2799
per Night plus taxes and fees
941.900.4552
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Holmes Beach Anna Maria Island Luxury Pool Vacation Home
<
>
Platinum
Home/Villa
Pool
Max
Occupancy: 12
4 Bedrooms
4 Bathrooms
Property #913854
Available
Average
$660
per Night plus taxes and fees
941.900.4552
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Wow Luxury Anna Maria Beachfront Vacation Home Sleeps 18
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 18
8 Bedrooms
6 Bathrooms
Property #913890
Available
Average
$2928
per Night plus taxes and fees
941.900.4552
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Anna Maria Vacation Home Rental Sleeps 12 Guests
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 12
5 Bedrooms
6 Bathrooms
Property #916096
Available
Average
$1509
per Night plus taxes and fees
941.900.4552
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Luxury Holmes Beach Vacation Rental Home Sleeps Eight Guests
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #916322
Available
Average
$1024
per Night plus taxes and fees
941.900.4552
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The Most Beautiful Beach Home on Anna Maria Island
<
>
Platinum
Home/Villa
Pool
Max
Occupancy: 10
3 Bedrooms
2 Bathrooms
Property #917969
Available
Average
$961
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Home Sleeps Twelve Guests
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 12
5 Bedrooms
6 Bathrooms
Property #922001
Available
Average
$1010
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Vacation Home Sleeps 14 Spectacular Rental
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 14
6 Bedrooms
6 Bathrooms
Property #922028
Available
Average
$1944
per Night plus taxes and fees
941.900.4552
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The ultimate Anna Maria Vacation Residence
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #927441
Available
Call for Rates
941.900.4552
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Luxury Anna Maria Island Vacation Home
<
>
Platinum
Home/Villa
Pool & Hot Tub
Max
Occupancy: 6
3 Bedrooms
Bathrooms
Property #928668
Available
Call for Rates
941.900.4552
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Luxury Three Bedroom Rental With a Private Outdoor Pool
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #879498
Available
Average
$310
per Night plus taxes and fees
941.900.4552
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Three Bedroom Rental Two Blocks from Bean Point
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #879294
Available
Average
$520
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Luxury Vacation Rental Home Six Guests
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
4 Bedrooms
2 Bathrooms
Property #879678
Available
Average
$548
per Night plus taxes and fees
941.900.4552
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The Ultimate Bayside Vacation Retreat Boat Dock
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 19
5 Bedrooms
3 Bathrooms
Property #879155
Available
Average
$763
per Night plus taxes and fees
941.900.4552
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Beach House- Short Walk to Beach North End
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
5 Bedrooms
4 Bathrooms
Property #879152
Available
Average
$703
per Night plus taxes and fees
941.900.4552
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Locally Owned Property Nice Home and Swimming Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #878843
Available
Average
$499
per Night plus taxes and fees
941.900.4552
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Home with Private Pool and Three Great Bedrooms
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #879183
Available
Average
$360
per Night plus taxes and fees
941.900.4552
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Luxury Bradenton Beach 3 Bedroom Vacation Duplex Rental
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #879178
Available
Average
$521
per Night plus taxes and fees
941.900.4552
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Only Three houses to beach Four bedrooms Pool Anna Maria
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #879164
Available
Average
$567
per Night plus taxes and fees
941.900.4552
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Anna Maria 4 Bedrooms Home Sleeps 10 One Min Walk to Beach
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
4 Bedrooms
3 Bathrooms
Property #879165
Available
Average
$463
per Night plus taxes and fees
941.900.4552
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Anna Maria 4 Bedroom Home Partial Views of Gulf of Mexico
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
4 Bedrooms
3 Bathrooms
Property #879166
Available
Average
$478
per Night plus taxes and fees
941.900.4552
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Bradenton Beach 4 Bedroom Canal-front Vacation Home
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
4 Bedrooms
3 Bathrooms
Property #879167
Available
Average
$628
per Night plus taxes and fees
941.900.4552
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Bradenton Beach Rental Home with Pool Sleeps 10
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
4 Bedrooms
4 Bathrooms
Property #879184
Available
Average
$559
per Night plus taxes and fees
941.900.4552
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Anna Maria Vacation Rental Bayfront 4 Bedroom Home Plus Den
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 12
4 Bedrooms
5 Bathrooms
Property #5157
Available
Average
$600
per Night plus taxes and fees
941.900.4552
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Stunning Anna Maria Vacation Home with the BEST LARGE POOL
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #885740
Available
Average
$343
per Night plus taxes and fees
941.900.4552
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Anna Maria 5 Bedroom Vacation Rental Private Pool WOW Rental
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
5 Bedrooms
3 Bathrooms
Property #879862
Available
Average
$976
per Night plus taxes and fees
941.900.4552
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A Stunner of a Home Vacation Rentals West of Gulf Drive
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #15256
Available
Average
$628
per Night plus taxes and fees
941.900.4552
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Anna Maria Luxury Vacation Rental Pool Gulf View Top Rental
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #15252
Available
Average
$592
per Night plus taxes and fees
941.900.4552
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Three Bedroom Great Interior Decor
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #15265
Available
Average
$545
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Five Bedroom Vacation Rental Cottage
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
5 Bedrooms
3 Bathrooms
Property #15184
Available
Average
$394
per Night plus taxes and fees
941.900.4552
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Beautiful Luxury Vacation Home 3 Bedrooms Sleeps 6 Guests
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #15155
Available
Average
$546
per Night plus taxes and fees
941.900.4552
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Three Bedroom Luxury Anna Maria Rental Close To The Beach
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #15238
Available
Average
$477
per Night plus taxes and fees
941.900.4552
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Anna Maria 3 Bedroom Pool Home - Outdoor Entertaining areas
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #878725
Available
Average
$345
per Night plus taxes and fees
941.900.4552
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5 Bedroom Anna Maria Island Rental with Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 12
5 Bedrooms
3 Bathrooms
Property #878727
Available
Average
$1006
per Night plus taxes and fees
941.900.4552
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Anna Maria Island 4 bedroom Canal Front Rental Private Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #15250
Available
Average
$559
per Night plus taxes and fees
941.900.4552
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Anna Maria Luxury Home Rental - Canal- North End - 5 Bedroom
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 10
5 Bedrooms
3 Bathrooms
Property #15221
Available
Average
$698
per Night plus taxes and fees
941.900.4552
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Holmes Beach Luxury Vacation Home Sleeps 10 Stroll To Beach
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #15135
Available
Average
$610
per Night plus taxes and fees
941.900.4552
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Island 3 Bedroom Vacation Rental with Pool Peeks of Gulf
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #15237
Available
Average
$499-640
per Night plus taxes and fees
941.900.4552
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Anna Maria Three bedroom Home Rental Weekly Availability
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #15152
Available
Average
$582
per Night plus taxes and fees
941.900.4552
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7 Bedroom Private Pool Anna Maria Beach Home
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 18
7 Bedrooms
7 Bathrooms
Property #15273
Available
Average
$2028
per Night plus taxes and fees
941.900.4552
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Large Anna Maria Vacation Rental Home with Six Bedrooms
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 12
6 Bedrooms
4 Bathrooms
Property #6675
Available
Average
$944
per Night plus taxes and fees
941.900.4552
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Luxury Anna Maria Vacation Home Sleeps 8 Private Pool
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
3 Bedrooms
3 Bathrooms
Property #884966
Available
Average
$495
per Night plus taxes and fees
941.900.4552
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Luxury Four Bedroom Rental Walk to Beach 2 Kings and a Queen
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #6683
Available
Average
$440
per Night plus taxes and fees
941.900.4552
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Three Bedroom Luxury Indoor and outdoor Entertaining Spaces
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #887124
Available
Average
$432
per Night plus taxes and fees
941.900.4552
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Anna Maria Luxury 6 Bedroom Rental - Best Rental Home Award
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 15
6 Bedrooms
4 Bathrooms
Property #884971
Available
Average
$945
per Night plus taxes and fees
941.900.4552
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Holmes Beach Four Bedroom Vacation Pool Home
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #927419
Available
Call for Rates
941.900.4552
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Four Bedroom 3 Bath Rental A Few Homes Back from Gulf
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 10
4 Bedrooms
3 Bathrooms
Property #892226
Available
Average
$756
per Night plus taxes and fees
941.900.4552
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Holmes Beach Vacation Sleeps Six Guests.
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #880947
Available
Average
$280
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Vacation Home Sleeps Ten Guests
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
3 Bedrooms
2 Bathrooms
Property #917572
Available
Average
$854
per Night plus taxes and fees
941.900.4552
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Great Anna Maria Vacation Beach Home with Pool - Sleeps 10
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
4 Bedrooms
4 Bathrooms
Property #4659
Available
Average
$572
per Night plus taxes and fees
941.900.4552
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North Island Vacation Home With Beach Across Street 4 Bedrm
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #878435
Available
Average
$564
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Vacation Beach Villa 4 Bedrooms Sleeps 8
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #4645
Available
Average
$460
per Night plus taxes and fees
941.900.4552
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Anna Maria Island & Holmes Beach Home 4646
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #4646
Available
Average
$499
per Night plus taxes and fees
941.900.4552
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Anna Maria Beach House for Rent Best On The Island with Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
4 Bedrooms
3 Bathrooms
Property #879993
Available
Average
$1565
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Vacation Rental Sleeps Six Guests
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #920476
Available
Average
$280
per Night plus taxes and fees
941.900.4552
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Anna Maria 7 Bedroom Vacation Rental Sleeps 16 Private Pool
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 16
7 Bedrooms
4 Bathrooms
Property #6705
Available
Average
$1263
per Night plus taxes and fees
941.900.4552
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Luxury Anna Maria Vacation Rental 4 Bedrooms Plus Den
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #6712
Available
Average
$350
per Night plus taxes and fees
941.900.4552
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Beachfront Luxury Vacation Home on Holmes Beach Sleeps 6
<
>
Gold
Home/Villa
No Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #882114
Available
Average
$599
per Night plus taxes and fees
941.900.4552
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Coastal Anna Maria Island Vacation Pool Home Walk to Beach
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #881888
Available
Average
$509
per Night plus taxes and fees
941.900.4552
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Luxury Beachfront Anna Maria Island 3 Bedroom Cottage
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #878352
Available
Average
$599-1071
per Night plus taxes and fees
941.900.4552
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What An Amazing Anna Maria Island Vacation Home Available
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #6752
Available
Average
$2195
per Week plus taxes and fees
941.900.4552
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Walk to Beach Vacation Duplex on Holmes Beach PRIVATE Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #6756
Available
Average
$209
per Night plus taxes and fees
941.900.4552
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Four Bedroom Rental on Anna Maria Island Sleeps Eight
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
2 Bathrooms
Property #880943
Available
Average
$425
per Night plus taxes and fees
941.900.4552
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Luxury Holmes Beach Vacation Home with Private Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #6026
Available
Average
$561
per Night plus taxes and fees
941.900.4552
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Anna Maria Stunning 6 Bedroom Impressive Home Close to Beach
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 14
6 Bedrooms
4 Bathrooms
Property #879270
Available
Average
$1020
per Night plus taxes and fees
941.900.4552
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Four Bedroom Luxury Island Vacation Rental Home Sleeps 8
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #4635
Available
Average
$320
per Night plus taxes and fees
941.900.4552
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Three Great Bedroom Rental has Boat Dock Anna Maria Island
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #6913
Available
Average
$6603
per Month plus taxes and fees
941.900.4552
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Three Bed Rental on Island - Bay Front Home Sleeps 7
<
>
Gold
Home/Villa
No Pool
Max
Occupancy: 7
3 Bedrooms
3 Bathrooms
Property #6800
Available
Average
$299-599
per Night plus taxes and fees
941.900.4552
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Located on the Much Coveted North End Of Anna Maria Island
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
2 Bathrooms
Property #6956
Available
Average
$3295
per Week plus taxes and fees
941.900.4552
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Anna Maria 5 Bedroom Rental Sleeps 12 Guests - Gulf Views
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 12
5 Bedrooms
3 Bathrooms
Property #6965
Available
Average
$840
per Night plus taxes and fees
941.900.4552
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New 4 bedroom Anna Maria rental WHOLE DUPLEX
<
>
Gold
Home/Villa
No Pool
Max
Occupancy: 12
4 Bedrooms
4 Bathrooms
Property #896530
Available
Average
$497
per Night plus taxes and fees
941.900.4552
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Anna Maria Six Bedroom Villa Just 100ft to Sandy Beach
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 14
6 Bedrooms
4 Bathrooms
Property #892522
Available
Average
$835
per Night plus taxes and fees
941.900.4552
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Luxury Vacation Home 6 Bedrooms Anna Maria Island Sleeps 12
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 12
6 Bedrooms
3 Bathrooms
Property #15109
Available
Average
$903
per Night plus taxes and fees
941.900.4552
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Prestigious Elegant Three Bedroom Anna Maria Vacation Home
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #4634
Available
Average
$280
per Night plus taxes and fees
941.900.4552
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5 bedroom North Anna Maria Rental
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 12
5 Bedrooms
3 Bathrooms
Property #15005
Available
Average
$751
per Night plus taxes and fees
941.900.4552
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Anna Maria Luxury Six Bedroom Home With Breathtaking Views
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 14
6 Bedrooms
5 Bathrooms
Property #15008
Available
Average
$812
per Night plus taxes and fees
941.900.4552
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Two Bedroom Beachfront Greatest Views of the Gulf of Mexico
<
>
Gold
Home/Villa
No Pool
Max
Occupancy: 4
2 Bedrooms
1 Bathroom
Property #15101
Available
Average
$370
per Night plus taxes and fees
941.900.4552
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Luxurious 5 Bedroom North Anna Maria Island Vacation Rental
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 13
5 Bedrooms
3 Bathrooms
Property #879299
Available
Average
$643
per Night plus taxes and fees
941.900.4552
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Private Luxury Home Anna Maria Island Home for Rent
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #4643
Available
Average
$316
per Night plus taxes and fees
941.900.4552
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One House Back from the Beach A 30 Second Walk to Sand!
<
>
Gold
Home/Villa
No Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #6036
Available
Average
$343
per Night plus taxes and fees
941.900.4552
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Luxury Anna Maria Island Villa With Pool & Entertaining Area
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #4647
Available
Average
$280
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Vacation Rental with Pool
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #879667
Available
Average
$345
per Night plus taxes and fees
941.900.4552
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Holmes Beach 3 Bedroom Rental Only One Block to Beach Access
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #4651
Available
Average
$295
per Night plus taxes and fees
941.900.4552
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Great Four Bedroom Pool Home in Holmes Beach Sleeps Eight
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #6796
Available
Average
$400
per Night plus taxes and fees
941.900.4552
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Private Vacation Rental with Boat Dock Three Bedrooms
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #6802
Available
Average
$201
per Night plus taxes and fees
941.900.4552
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3 Bedroom Private Pool Just a Block and Half to the Beach
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #6789
Available
Average
$389
per Night plus taxes and fees
941.900.4552
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Beachfront Pool Vacation Home Anna Maria Island
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 14
5 Bedrooms
4 Bathrooms
Property #7700
Available
Average
$1433
per Night plus taxes and fees
941.900.4552
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Anna Maria 2 Bedroom Vacation Home - Five Houses from Beach
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #7703
Available
Average
$413
per Night plus taxes and fees
941.900.4552
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North End Anna Maria Rental Sleeps 8 Private Heated Pool
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #7705
Available
Average
$548
per Night plus taxes and fees
941.900.4552
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Canal front 5 Bedroom Vacation Rental Ground One Level Home
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 14
5 Bedrooms
3 Bathrooms
Property #7707
Available
Average
$870
per Night plus taxes and fees
941.900.4552
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Private Pool Vacation Home Close to Beaches - 3 Bedroom
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
3 Bedrooms
2 Bathrooms
Property #7708
Available
Average
$443
per Night plus taxes and fees
941.900.4552
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Anna Maria Island North End Vacation Home 3 Bedrooms
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
3 Bedrooms
3 Bathrooms
Property #7709
Available
Average
$565
per Night plus taxes and fees
941.900.4552
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Anna Maria 4 Bedroom Pool Home 1.5 Blocks to the Beach
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #7710
Available
Average
$560
per Night plus taxes and fees
941.900.4552
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Anna Maria Four Bedroom Vacation Home Sleeps 8 Private Pool
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #7720
Available
Average
$713
per Night plus taxes and fees
941.900.4552
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Anna Maria Islands Most Amazing Vacation Rental Waterfront
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
4 Bedrooms
2 Bathrooms
Property #7726
Available
Average
$824
per Night plus taxes and fees
941.900.4552
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A Rare Anna Maria Island Three Bedroom Villa on the Beach
<
>
Gold
Home/Villa
No Pool
Max
Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #7796
Available
Average
$625
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Beach House rental- Three Bedrooms Value!
<
>
Gold
Home/Villa
No Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #7797
Available
Average
$18,000
per Month plus taxes and fees
941.900.4552
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Three bedroom Vacation Rental with Pool on Anna Maria Island
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #7848
Available
Average
$545
per Night plus taxes and fees
941.900.4552
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Four Bedroom Rental that Sleeps 8 on Anna Maria Island.
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #878717
Available
Average
$526
per Night plus taxes and fees
941.900.4552
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Super Anna Maria Island Vacation Rental with Four Bedrooms
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
4 Bedrooms
3 Bathrooms
Property #887972
Available
Average
$688
per Night plus taxes and fees
941.900.4552
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Beachfront Anna Maria Island Beach House Vacation Rental
<
>
Gold
Home/Villa
No Pool
Max
Occupancy: 13
5 Bedrooms
3 Bathrooms
Property #7968
Available
Average
$729
per Night plus taxes and fees
941.900.4552
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Stunning Beachfront 4 Bedroom Vacation Home Luxury, Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #7929
Available
Average
$1544
per Night plus taxes and fees
941.900.4552
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Anna Maria Area Four Bedroom Rental on Golf Course
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #7976
Available
Average
$299
per Night plus taxes and fees
941.900.4552
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2 Bedroom Vacation Home Rental- Views of Gulf 2.5 Bathrooms
<
>
Gold
Home/Villa
No Pool
Max
Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #7979
Available
Average
$246
per Night plus taxes and fees
941.900.4552
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Anna Maria Island 5 Bedroom Vacation Rental Incredible Pool
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 10
5 Bedrooms
3 Bathrooms
Property #7962
Available
Average
$707
per Night plus taxes and fees
941.900.4552
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Luxury Vacation Rental with Pool Steps to Gulf Beaches
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #8089
Available
Average
$599
per Night plus taxes and fees
941.900.4552
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Holmes Beach Victorian Style Large Heated Pool 4 Bedrooms
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
2 Bathrooms
Property #8092
Available
Average
$8995
per Month plus taxes and fees
941.900.4552
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3 Bedroom Holmes Beach Vacation Rental Sleeps 6 Walk to Beaches
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #8130
Available
Average
$270
per Night plus taxes and fees
941.900.4552
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Anna Maria Luxury 5 Bedroom Vacation Home 450ft to beach
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 10
5 Bedrooms
4 Bathrooms
Property #8099
Available
Average
$1383-1809
per Night plus taxes and fees
941.900.4552
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Three Bedroom Vacation Rental Luxury Pool Home Holmes Beach
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #8104
Available
Average
$510
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Luxury Vacation Home 2 Bedrooms Sleeps 4
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #881038
Available
Average
$220
per Night plus taxes and fees
941.900.4552
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Luxury Anna Maria Island Private Pool Rental Available Now
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 10
5 Bedrooms
3 Bathrooms
Property #880727
Available
Average
$702
per Night plus taxes and fees
941.900.4552
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Anna Maria Lovely Vacation Home with Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #880720
Available
Average
$480
per Night plus taxes and fees
941.900.4552
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Beach House for Rent- Sleeps 6 Guests on Beach
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
3 Bedrooms
3 Bathrooms
Property #3911
Available
Average
$912
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Cottage with Pool Sleeps Nine
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #3918
Available
Average
$2793
per Week plus taxes and fees
941.900.4552
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Anna Maria Island luxury Vacation Rental Four Bedrooms
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
4 Bedrooms
3 Bathrooms
Property #3922
Available
Average
$837
per Night plus taxes and fees
941.900.4552
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Anna Maria 3 Bedroom Vacation Rental Pool Sleeps 6
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #3923
Available
Average
$362
per Night plus taxes and fees
941.900.4552
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Three Bedroom Rental Home on Anna Maria with Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #3924
Available
Average
$452
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Vacation Cottages for Rent
<
>
Gold
Home/Villa
No Pool
Max
Occupancy: 10
3 Bedrooms
2 Bathrooms
Property #3936
Available
Average
$470
per Night plus taxes and fees
941.900.4552
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Anna Maria Six Bedroom Luxury Vacation Rental - Private Pool
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 12
6 Bedrooms
3 Bathrooms
Property #15296
Available
Average
$812
per Night plus taxes and fees
941.900.4552
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5 Star Luxury Rental on Anna Maria Sleeps 16
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 16
8 Bedrooms
5 Bathrooms
Property #15297
Available
Average
$1196
per Night plus taxes and fees
941.900.4552
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Luxury 6 Bedroom Anna Maria Home with Pool - Bloc to Beach
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 12
6 Bedrooms
4 Bathrooms
Property #878738
Available
Average
$937
per Night plus taxes and fees
941.900.4552
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One of the top Four Bedroom Rentals in Anna Maria Sleeps 10
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
4 Bedrooms
3 Bathrooms
Property #3957
Available
Average
$836-1299
per Night plus taxes and fees
941.900.4552
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4 Bedroom Rental with a Private Pool Coastal Decor.
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #3959
Available
Average
$576
per Night plus taxes and fees
941.900.4552
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Anna Maria Sleep 10 Vacation Rental Steps from Beaches
<
>
Gold
Home/Villa
No Pool
Max
Occupancy: 10
4 Bedrooms
4 Bathrooms
Property #879878
Available
Average
$8630
per Month plus taxes and fees
941.900.4552
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6 Bedroom No Roads to Cross to Beach Anna Maria Rental
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 12
6 Bedrooms
4 Bathrooms
Property #6664
Available
Average
$1072
per Night plus taxes and fees
941.900.4552
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Anna Maria 6 Bedroom Bayfront Luxury Home - Pool & Boat Dock
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 14
6 Bedrooms
5 Bathrooms
Property #5678
Available
Average
$1050
per Night plus taxes and fees
941.900.4552
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50 STEPS TO BEACH Anna Maria 6 Bedroom Pool Rental Home
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 12
6 Bedrooms
5 Bathrooms
Property #5676
Available
Average
$1,315
per Night plus taxes and fees
941.900.4552
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Ground Level 4 Bedroom Holmes Beach Vacation Home Sleeps 8
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #5542
Available
Average
$493
per Night plus taxes and fees
941.900.4552
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Eight Bedroom Luxury Vacation Home with Pool on Anna Maria
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 16
8 Bedrooms
5 Bathrooms
Property #5437
Available
Average
$1530
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Rental Home with 4 Bedrooms 3.5 Bathrooms
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #5440
Available
Average
$627
per Night plus taxes and fees
941.900.4552
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Stunning Anna Maria 5 Bedroom 4 Bathroom Home Close to Beach
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 12
5 Bedrooms
3 Bathrooms
Property #5464
Available
Average
$647
per Night plus taxes and fees
941.900.4552
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Anna Maria Rental 6 Bedroom With Boat Dock & Pool Sleeps 14
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 14
6 Bedrooms
4 Bathrooms
Property #5337
Available
Average
$658
per Night plus taxes and fees
941.900.4552
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Five Bedroom Rental with Boat Dock and One Block to Beach
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
5 Bedrooms
5 Bathrooms
Property #5212
Available
Average
$799-1450
per Night plus taxes and fees
941.900.4552
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Lovely Five Bedroom Beach Vacation Rental on Holmes Beach
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
5 Bedrooms
3 Bathrooms
Property #5494
Available
Average
$579
per Night plus taxes and fees
941.900.4552
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Anna Maria Island 4 Bedroom Vacation Rental Sleeps 8 Pool
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #5788
Available
Average
$559
per Night plus taxes and fees
941.900.4552
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Tropical Grounds 3 Bedroom Vacation Rental Duplex with Pool!
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #880700
Available
Average
$388
per Night plus taxes and fees
941.900.4552
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Luxury Five Bedroom Vacation Rental Anna Maria Island
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
5 Bedrooms
3 Bathrooms
Property #6076
Available
Average
$634
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Luxury Pool Vacation Home
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #879686
Available
Average
$428
per Night plus taxes and fees
941.900.4552
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Luxury 4 Bedroom Plus 2 Lofts Anna Maria Cottage Sleeps 16
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 16
4 Bedrooms
6 Bathrooms
Property #913130
Available
Average
$1115
per Night plus taxes and fees
941.900.4552
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Holmes Beach 3 Bedroom Vacation Rental Home - Sleeps 8
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #6080
Available
Average
$306
per Night plus taxes and fees
941.900.4552
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Six Bedroom Anna Maria Rental - Peeks of The Gulf of Mexico
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 12
6 Bedrooms
4 Bathrooms
Property #876481
Available
Average
$285
per Night plus taxes and fees
941.900.4552
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Only A Three Min Walk to Beach From this Anna maria Rental
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
3 Bedrooms
3 Bathrooms
Property #909402
Available
Average
$1,895-6,595
per Week plus taxes and fees
941.900.4552
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Holmes Beach villa West of Gulf Dr Luxury 1 Block to Beach
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #878713
Available
Average
$345
per Night plus taxes and fees
941.900.4552
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North Anna Maria Island Vacation Rental Close to Beach
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #876627
Available
Average
$313
per Night plus taxes and fees
941.900.4552
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Anna Maria Bean Point Vacation Home Sleeps 8 - Private Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #876628
Available
Average
$428
per Night plus taxes and fees
941.900.4552
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Luxury Villa for Rent- Pool- Sleeps 9
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #876660
Available
Average
$699
per Night plus taxes and fees
941.900.4552
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Holmes Beach Vacation Rental Home 3 Bedrooms Sleeps 6 Guests
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #876676
Available
Average
$395
per Night plus taxes and fees
941.900.4552
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Luxury Villa 3 Bedrooms Plus Den Pool Rental in Anna Maria
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #876677
Available
Average
$450
per Night plus taxes and fees
941.900.4552
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Anna Maria Island & Holmes Beach Home 876679
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 7
3 Bedrooms
3 Bathrooms
Property #876679
Available
Average
$3195
per Week plus taxes and fees
941.900.4552
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Anna Maria Value Priced Pool Vacation Rental Home 3 Bedrooms
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #876680
Available
Average
$525
per Night plus taxes and fees
941.900.4552
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Anna Maria Rental 4 Bedrooms & Pool 3 Houses from Beach
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #876682
Available
Average
$773
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Three Bedroom Vacation Beach House
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
3 Bedrooms
3 Bathrooms
Property #876738
Available
Average
$799
per Night plus taxes and fees
941.900.4552
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Rental Luxury All The Way Ground Level 4 Bedroom 4 Bath
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #879655
Available
Average
$641
per Night plus taxes and fees
941.900.4552
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Anna Maria Home Four Bedrooms and Pool - 90 Steps to Beach
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
2 Bathrooms
Property #878610
Available
Average
$690
per Night plus taxes and fees
941.900.4552
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Anna Maria Three Bedroom Vacation Rental With Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #880952
Available
Average
$199-420
per Night plus taxes and fees
941.900.4552
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6 houses to beach with this Anna Maria Island Rental
<
>
Gold
Home/Villa
No Pool
Max
Occupancy: 7
3 Bedrooms
2 Bathrooms
Property #877042
Available
Average
$347
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Luxury Beach Rental 4 Bedrooms Sleeps 8
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #877108
Available
Average
$440
per Night plus taxes and fees
941.900.4552
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Lovely 4 Bedroom North End of Anna Maria
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #906865
Available
Average
$500
per Night plus taxes and fees
941.900.4552
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One of the Best 5 Bedroom Homes on Anna Maria with Boat Dock
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
5 Bedrooms
5 Bathrooms
Property #877110
Available
Average
$830
per Night plus taxes and fees
941.900.4552
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Anna Maria Four Bedroom Beachfront Rental with Private Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #877111
Available
Average
$1300
per Night plus taxes and fees
941.900.4552
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Vacation Rental on Anna Maria Island with 4 Bedrooms
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #877113
Available
Average
$640
per Night plus taxes and fees
941.900.4552
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Anna Maria 4 Bedroom Rental One of the closest to the Beach
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 10
4 Bedrooms
3 Bathrooms
Property #892217
Available
Average
$654
per Night plus taxes and fees
941.900.4552
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Holmes Beach Vacation Rental Tropical Landscaping
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #878140
Available
Average
$459
per Night plus taxes and fees
941.900.4552
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Waterfront Luxury Rental 3 min Walk to Beaches
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 18
6 Bedrooms
4 Bathrooms
Property #877123
Available
Average
$991
per Night plus taxes and fees
941.900.4552
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Anna Maria Bayfront Luxury Home Sleeps 17 - Six Bedrooms
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 17
6 Bedrooms
4 Bathrooms
Property #877153
Available
Average
$983
per Night plus taxes and fees
941.900.4552
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Anna Maria 4 Bedroom Vacation Home Short Walk to Beach
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 10
4 Bedrooms
3 Bathrooms
Property #877193
Available
Average
$560
per Night plus taxes and fees
941.900.4552
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Anna Maria Island & Holmes Beach Home 887413
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #887413
Available
Average
$1695
per Week plus taxes and fees
941.900.4552
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Anna Maria Vacation Rental 5 Bedrooms Sleeps 10 Private Pool
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 10
5 Bedrooms
3 Bathrooms
Property #877198
Available
Average
$981
per Night plus taxes and fees
941.900.4552
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Luxury Three Bed Accommodation Bay Beachfront
<
>
Gold
Home/Villa
No Pool
Max
Occupancy: 9
3 Bedrooms
2 Bathrooms
Property #877199
Available
Average
$697
per Night plus taxes and fees
941.900.4552
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Luxury Pool Home Blocks from Rod and Reel Anna Maria
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #877215
Available
Average
$428
per Night plus taxes and fees
941.900.4552
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Anna Maria Five Bedroom Rental - Rarely Look This Great!
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 14
5 Bedrooms
4 Bathrooms
Property #877225
Available
Average
$837
per Night plus taxes and fees
941.900.4552
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Anna Maria Vacation Rental 4 Bedroom
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #877234
Available
Average
$565
per Night plus taxes and fees
941.900.4552
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Four Bedroom Close to Beach Private Pool in North Anna Maria
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
2 Bathrooms
Property #885014
Available
Average
$512-720
per Night plus taxes and fees
941.900.4552
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Anna Maria - Most Beautiful Vacation Stroll to the Beach
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
4 Bathrooms
Property #877239
Available
Average
$684
per Night plus taxes and fees
941.900.4552
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Spacious Vacation Home with Four bedrooms
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #877241
Available
Average
$250
per Night plus taxes and fees
941.900.4552
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Island Beach Vacation Rental with 4 Bedrooms Anna Maria
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #877244
Available
Average
$628
per Night plus taxes and fees
941.900.4552
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North End Anna Maria Vacation Rental with Pool Sleeps 8
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #877253
Available
Average
$509
per Night plus taxes and fees
941.900.4552
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Anna Maria Rental Three Bedroom Sleeps 6 Private Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #879662
Available
Average
$341
per Night plus taxes and fees
941.900.4552
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Luxury Holmes Beach Anna Maria Pool rental
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #877268
Available
Average
$299
per Night plus taxes and fees
941.900.4552
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Holmes Beach Luxury Vacation Pool Home Sleeps 14
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 12
6 Bedrooms
4 Bathrooms
Property #877271
Available
Average
$1192
per Night plus taxes and fees
941.900.4552
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Anna Maria Home with Water Slide Pool and Views
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 10
5 Bedrooms
3 Bathrooms
Property #877292
Available
Average
$979
per Night plus taxes and fees
941.900.4552
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3 bedroom 3 bath private pool Anna Maria Island rental
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #877293
Available
Average
$699
per Night plus taxes and fees
941.900.4552
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Luxury Anna Maria Vacation Rental Sleeps 6 Private Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #877300
Available
Average
$444
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Renovated Historic Home 3 Bedrooms
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #877321
Available
Average
$487
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Four Bedroom Vacation Rental
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #877417
Available
Average
$608
per Night plus taxes and fees
941.900.4552
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One of Anna Maria Island Most Popular 4 bedroom Pool Homes
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
2 Bathrooms
Property #877419
Available
Average
$3591
per Week plus taxes and fees
941.900.4552
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Anna Maria Island Five Bedroom Rental Home - SLEEPS 12
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 12
5 Bedrooms
4 Bathrooms
Property #877471
Available
Average
$980
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Luxury Vacation Rental Home with Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #877528
Available
Average
$590
per Night plus taxes and fees
941.900.4552
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Anna Maria 6 Bedroom Luxury Vacation Rental Home - Sleeps 12
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 12
6 Bedrooms
4 Bathrooms
Property #877542
Available
Average
$1025
per Night plus taxes and fees
941.900.4552
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Two Bedroom Vacation Cottage 3 min Walk to Beach
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #877602
Available
Average
$277
per Night plus taxes and fees
941.900.4552
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Anna Maria Six Bedroom Vacation Weekly Rental Sleeps 12
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 12
6 Bedrooms
5 Bathrooms
Property #877610
Available
Average
$1000
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Luxury Vacation Rental with Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 10
5 Bedrooms
3 Bathrooms
Property #877629
Available
Average
$620
per Night plus taxes and fees
941.900.4552
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Holmes Beach Vacation Home with Pool Sleeps 6 Guests
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #877630
Available
Average
$2875
per Night plus taxes and fees
941.900.4552
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Six Bedroom Vacation Rentals on Anna Maria Island Sleeps 12
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 12
6 Bedrooms
4 Bathrooms
Property #877646
Available
Average
$1002
per Night plus taxes and fees
941.900.4552
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What A Darling Two Bedroom Rental on Anna Maria Island
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #877679
Available
Average
$4,395
per Week plus taxes and fees
941.900.4552
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Three bedroom Rental on Anna Maria Island with Swimming Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #877681
Available
Average
$457
per Night plus taxes and fees
941.900.4552
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Holmes Beach Vacation Pool Rental Sleeps 6 Walk to Beach
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #877683
Available
Average
$362
per Night plus taxes and fees
941.900.4552
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Three Bedroom Pool Rentals Seep 8 on Anna Maria Island
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #877698
Available
Average
$435 - 699
per Night plus taxes and fees
941.900.4552
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Luxury Anna Maria Island Vacation Rental with Three Bedrooms
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #877699
Available
Average
$378
per Night plus taxes and fees
941.900.4552
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Anna Maria Vacation Rental Three Bedroom with Pool Sleeps 8
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #877700
Available
Average
$330
per Night plus taxes and fees
941.900.4552
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Holmes Beach Vacation Home Rental Sleeps Six Block to Beach
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #887330
Available
Average
$482
per Night plus taxes and fees
941.900.4552
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Luxury Anna Maria 3 Bedroom Rental Sleeps 6 Close to Beach
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #877702
Available
Average
$384-599
per Night plus taxes and fees
941.900.4552
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The Ultimate Anna Maria Luxury Beach House Sleeps 21
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 21
9 Bedrooms
6 Bathrooms
Property #877706
Available
Average
$2565
per Night plus taxes and fees
941.900.4552
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BEACHFRONT Anna Maria Island 3 Bedroom w/ pool rental
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
3 Bathrooms
Property #877708
Available
Average
$849
per Night plus taxes and fees
941.900.4552
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Two Bedroom Rental in Holmes Beach FL
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 4
2 Bedrooms
2 Bathrooms
Property #887357
Available
Average
$995-3,495
per Week plus taxes and fees
941.900.4552
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Five Bed Rental on Anna Maria West of Gulf Drive
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #883606
Available
Average
$280
per Night plus taxes and fees
941.900.4552
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Luxury Anna Maria 3 Bedroom Home with Private Pool Sleeps 8
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 8
3 Bedrooms
3 Bathrooms
Property #877737
Available
Average
$399
per Night plus taxes and fees
941.900.4552
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5 Bedroom Vacation Rental on Anna Maria Island Sleeps 10
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 10
5 Bedrooms
3 Bathrooms
Property #877743
Available
Average
$695
per Night plus taxes and fees
941.900.4552
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Anna Maria Island Three Bedroom Rental Home with Water Views
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 7
3 Bedrooms
3 Bathrooms
Property #877746
Available
Average
$395-520
per Night plus taxes and fees
941.900.4552
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Luxury Four Bedroom Vacation Home Rent on Anna Maria Island
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 10
4 Bedrooms
3 Bathrooms
Property #877748
Available
Average
$890
per Night plus taxes and fees
941.900.4552
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Two Bedroom Anna Maria Vacation Pool Home- NORTH ANNA MARIA
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
2 Bedrooms
2 Bathrooms
Property #877756
Available
Average
$296
per Night plus taxes and fees
941.900.4552
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Luxury Vacation Home on Anna Maria Island with Private Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #885600
Available
Average
$400
per Night plus taxes and fees
941.900.4552
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Anna Maria Direct Bay Front Luxury Vacation Home - Boat Dock
<
>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 10
5 Bedrooms
4 Bathrooms
Property #880361
Available
Average
$1243
per Night plus taxes and fees
941.900.4552
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Anna Maria 3 Bedroom Vacation Home Sleeps 6 Private Pool
<
>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #877860
Available
Average
$356
per Night plus taxes and fees
941.900.4552
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Four Bedroom Upscale Pool Home for Rent on Anna Maria Island
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>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #877890
Available
Average
$669
per Night plus taxes and fees
941.900.4552
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3 bedroom Private pool Anna Maria Rental
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>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #877913
Available
Average
$399
per Night plus taxes and fees
941.900.4552
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Anna Maria Upscale 3 Bedroom Vacation Rental Home Sleeps 7
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>
Gold
Home/Villa
Pool
Max
Occupancy: 7
3 Bedrooms
3 Bathrooms
Property #877929
Available
Average
$377
per Night plus taxes and fees
941.900.4552
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Anna Maria 3 Bedroom Sleeps 12 - Almost a House on Beach
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>
Gold
Home/Villa
Pool
Max
Occupancy: 12
3 Bedrooms
2 Bathrooms
Property #878080
Available
Average
$905
per Night plus taxes and fees
941.900.4552
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Anna Maria Pool Vacation Home 3 Bedrooms 2.5 Blocks to Beach
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>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #878093
Available
Average
$400
per Night plus taxes and fees
941.900.4552
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3 Bedroom Rental Home Or Rent Both Homes for Big Group
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>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #878117
Available
Average
$499-634
per Night plus taxes and fees
941.900.4552
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Luxury Anna Maria Island Beach House Full Gulf View Sleeps 6
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>
Gold
Home/Villa
No Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #878118
Available
Average
$577
per Night plus taxes and fees
941.900.4552
Map
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Four Bedrooms and Luxury All the Way!
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>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
3 Bathrooms
Property #878176
Available
Average
$634
per Night plus taxes and fees
941.900.4552
Map
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One of the Best Island Rentals Luxury with Three Bedrooms
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>
Gold
Home/Villa
No Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #878177
Available
Average
$299
per Night plus taxes and fees
941.900.4552
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Anna Maria 3 Bedroom Rental Home and Only 2 Blocks to Beach
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>
Gold
Home/Villa
Pool
Max
Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #878182
Available
Average
$329
per Night plus taxes and fees
941.900.4552
Map
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A More Than Beautiful Holmes Beach Luxury Vacation Home Pool
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>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
3 Bedrooms
2 Bathrooms
Property #880285
Available
Average
$649
per Night plus taxes and fees
941.900.4552
Map
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Beautiful Anna Maria Island Rental with Pool Sleeps Six
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>
Gold
Home/Villa
Pool
Max
Occupancy: 6
3 Bedrooms
2 Bathrooms
Property #880284
Available
Average
$321
per Night plus taxes and fees
941.900.4552
Map
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This Great Vacation Rental is Available For Weekly Bookings
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>
Gold
Home/Villa
Pool & Hot Tub
Max
Occupancy: 8
3 Bedrooms
3 Bathrooms
Property #878624
Available
Average
$728
per Night plus taxes and fees
941.900.4552
Map
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Stunning Four Bedroom Home on Anna Maria with Pool Sleeps 8
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>
Gold
Home/Villa
Pool
Max
Occupancy: 8
4 Bedrooms
2 Bathrooms
Property #878682
Available
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