89 Home & Villa Rentals Found: Longboat Key

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Get help finding your rental: (866) 922.0572

Luxury Vacation Rental Home /Estate for Rent

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Luxury Longboat Key Vacation Rental Home with Pool

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

One of the Very Few Beach Houses for Rent on Longboat Key

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Luxury Vacation Rental Homes on South Longboat Key

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Luxury Four Bedroom Longboat Key Vacation Rental Home

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Longboat Key Luxury Beach Front rental Home Five Bedrooms

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 6 Bathrooms

Luxury Country Club Villa Monthly only

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Longboat Key Luxury Rental on Beach

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 4 Bathrooms

Beach front Estate Gulf Views California Style Living

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 5 Bedrooms
  • 5 Bathrooms

4 Bedroom Home with Private Pool and Boat Dock

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 4 Bedrooms
  • 2 Bathrooms

Longboat Key 3 Bedroom Vacation Rental Home Sleeps 8 Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Longboat Key Homes with Pools to Rent in Country Club Shores

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Longboat Key Vacation Home Rental with Private Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Longboat Key Three Bedroom Fabulous Vacation Rental Property

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 9
  • 3 Bedrooms
  • 3 Bathrooms

Four Bedroom Vacation Rental Home on Longboat Key FL

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 4 Bedrooms
  • 3 Bathrooms

Country Club Shores Longboat Key Vacation Rental

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Longboat Key Home 6959

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Longboat Key Canal Front Home

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Luxury Longboat Key Vacation Home on Beach Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Longboat key Rare Find Beach Vacation House with Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Longboat Key Vacation Home Rental Private Pool Boat Dock

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Beachside 4 Bedroom Vacation Home with Pool Sleeps 10 Guests

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 3 Bedrooms
  • 2 Bathrooms

Longboat Key Beach house- Longboat Key

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Beautiful 2 Bedroom Home + Den On a Canal!

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Beautiful 3 Bedroom Home Walking Distance to the Beach

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 7
  • 3 Bedrooms
  • 2 Bathrooms

Walk to Beach House on Longboat Key-

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Longboat Key 4 bed one minute walk to private beach access!

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Lovely 3 bed 3 ba Longboat Key home

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Three Bedroom Pool Home for Rent on Longboat Key

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Spacious Luxury Gulf Front Vacation Home - Sleeps 10 Guests

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Luxury Longboat Key Vacation Home Available New Rental!

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

A Great Two Bedroom Vacation rental on Longboat Key

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Exclusive Longboat Key Rental in Queens Harbour - Bay Views

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 5 Bathrooms

Longboat key True Luxury on The South End of Longboat Key

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Longboat Key Vacation Rental Home on South End of Island

  • Gold
  • Home/Villa
  • Hot Tub / No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Luxury Four Bedroom Vacation Rental on Longboat Key

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Longboat Key Vacation Rental

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Longboat Key Home 890636

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Longboat Key Home 890637

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Longboat Key Home 890639

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Longboat Key Vacation Rental House Three Bedrooms Pool

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Longboat Key 4 Bedroom Vacation Rental Sleeps 8

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Beautiful 3 Bedroom Longboat Key Home

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Lovely 3 bed Longboat Key home

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Longboat Key Luxury Vacation Rental - Key West Style Home

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms
  • Property #896872
  • Available
  • $6,595-10,595 per Month plus taxes and fees
  • (866) 922-0572
  • Map

Three Bedroom Vacation Villa Sleeps 6 with Private Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Enjoy a Private Pool and Community Pool Great Beach Club

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Longboat Key Florida Close to Sarasota Great Rentals

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Three Bedroom on Lovely Longboat Key Rare Find!

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Bayside Rental Short Walk To Beach Three Bedrooms Sleep 6

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Longboat Key Florida Beach Rental Three Bedroom Villa 2 Bath

  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

New Longboat Key Rental - South End

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Two Bedroom Two Bathroom Single Family Home Sleeps 6 Guests

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Two Bedroom Longboat Key Vacation Home Sleeps 6 Private Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Thee Bedroom Vacation Rental Short Walk to Beach Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Longboat Key Two Bedroom Vacation Home Short Walk to Beach

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Private Pool and Canal View from this Four Bedroom Rental

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms
  • Property #902191
  • Available
  • $5,895-10,095 per Month plus taxes and fees
  • (866) 922-0572
  • Map

Longboat Key Home 6481

  • Silver
  • Home/Villa
  • Hot Tub / No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Longboat Key Home 879022

  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 3 Bathrooms

Longboat Key Home 879023

  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Longboat Key Home 879017

  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Longboat Key Three Bedroom Vacation Rental- North End

  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Gulfside Longboat Key Villa

  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Vacation Rental 4 bedrooms on Longboat Key fl

  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 3 Bathrooms

Country Club Shores Longboat Key Vacation Rentals

  • Silver
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Three Bedroom Value Rental Property- Longboat Key

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Four Bedroom Longboat Key Beach Houses for Rent Weekly

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Longboat Key Vacation Rental Property Home on Canal

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Longboat Key Home 879013

  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Luxury Longboat Key Vacation Rental Home 3 Bedroom

  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

One of the Nicest Real Beach Homes on Longboat Key

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

A Longboat Key Dreamy Three Bedroom For Rent Available Today

  • Silver
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 3 Bedrooms
  • 2 Bathrooms

Longboat key Beach House - Sleeps 6 Guests

  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Longboat Key Home 878750

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 8
  • 2 Bedrooms
  • 1 Bathroom

Longboat Key Home 878751

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 7
  • 2 Bedrooms
  • 1 Bathroom

Longboat key Vacation Cottage with Full Gulf Views

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Longboat Key Home 878753

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 1 Bedroom
  • 1 Bathroom

Longboat Key 2 Bedroom Vacation Rental Home on Longboat Key

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms

Longboat Key Home 884498

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 1 Bathroom

Longboat Key Vacation Rental Value Priced

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Longboat Key Vacation Rentals with Private Pool

  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Longboat Key Home 893634

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Longboat Key Home 893633

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom

Longboat Key Accommodation with Two Bedrooms Water Views

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms

Contemporary Luxury Vacation Home Exceptional Location

  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 1 Bathroom

Longboat Key Charming Rental with Three Bedrooms

  • Silver
  • Home/Villa
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms

Three Bedroom Rental with Two Bathrooms in Longboat key Fl

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Great Value Longboat Key Bayside Vacation Home Sleeps Six

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms

Longboat KeyVacation home 5 minute walk to beach

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 2 Bathrooms