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113 Properties
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Currently displaying: Location Id: 3
Sea Oats 2
Sea Oats 2
From $215/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Gulf
Whitney Beach 110
Whitney Beach 110
From $88/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Pool / Garden
Cedars East 531
Cedars East 531
From $125/night
Bed & Bath: 2/2½ Sleeps: 6 Location: Longboat Key View: Community
Longboat Harbour G-104
Longboat Harbour G-104
From $60/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Canal
Wicker Inn - Bougainvillea
Wicker Inn - Bougainvillea
From $314/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Pool Garden
Cedars East 802
Cedars East 802
From $83/night
Bed & Bath: 2/2½ Sleeps: 6 Location: Longboat Key View: Partial Bay
Castillian 209
Castillian 209
From $117/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Full Gulf
LONGBOAT ARMS 202-D
LONGBOAT ARMS 202-D
From $75/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Bay
Sunrise Shores 204
Sunrise Shores 204
From $250/night
Bed & Bath: 3/2 Sleeps: 6 Location: Longboat Key View: Sarasota Bay
Seaplace G6-111
Seaplace G6-111
From $117/night
Bed & Bath: 3/2 Sleeps: 6 Location: Longboat Key View: Gulf/Garden
Whitney Beach 137
Whitney Beach 137
From $75/night
Bed & Bath: 1/1 Sleeps: 4 Location: Longboat Key View:
701 Linley St
701 Linley St
From $214/night
Bed & Bath: 2/2 Sleeps: 8 Location: Longboat Key View: Bay
Cedars East 510
Cedars East 510
From $67/night
Bed & Bath: 2/2½ Sleeps: 4 Location: Longboat Key View: Garden
Islands West 11-E
Islands West 11-E
From $117/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Gulf
Cedars East 618
Cedars East 618
From $110/night
Bed & Bath: 2/2½ Sleeps: 6 Location: Longboat Key View: Clubhouse
Longboat Harbour I-304
Longboat Harbour I-304
From $67/night
Bed & Bath: 1/1 Sleeps: 2 Location: Longboat Key View:
Islands West 5C
Islands West 5C
From $117/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Gulf
Longboat Harbour B-302
Longboat Harbour B-302
From $67/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Bay and Canal
Club Longboat Unit 131
Club Longboat Unit 131
From $117/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Gulf of Mexico
Marina Bay-332
Marina Bay-332
From $133/night
Bed & Bath: 3/3 Sleeps: 4 Location: Longboat Key View: Sarasota Bay
Whitney Beach 108
Whitney Beach 108
From $214/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: garden
Islands West 7D
Islands West 7D
From $117/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Gulf of Mexico
Sea Club III Unit 2
Sea Club III Unit 2
From $200/night
Bed & Bath: 1/1 Sleeps: 4 Location: Longboat Key View: Gulf
Longboat Harbour A-305
Longboat Harbour  A-305
From $75/night
Bed & Bath: 1/1 Sleeps: 2 Location: Longboat Key View: Bay
Twin Shores 121
Twin Shores 121
Call For Rates
Bed & Bath: 2/2 Sleeps: 2 Location: Longboat Key View:
6917 Bayside Drive
6917 Bayside Drive
From $214/night
Bed & Bath: 3/2 Sleeps: 6 Location: Longboat Key View: Sarasota Bay
The Shore 113
The Shore 113
From $133/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Full Gulf View
CEDARS EAST 651
CEDARS EAST 651
From $110/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Mangroves / Tennis
Arbomar 201
Arbomar 201
From $117/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Full Gulf
Wicker Inn - Orchid Suite
Wicker Inn - Orchid Suite
From $357/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Gulf
Longboat Harbour M-208
Longboat Harbour M-208
From $83/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Gulf and garden
Sea Club III Unit 7
Sea Club III Unit 7
From $200/night
Bed & Bath: 1/1 Sleeps: 4 Location: Longboat Key View: Gulf
Cedars East 804
Cedars East 804
From $110/night
Bed & Bath: 2/2½ Sleeps: 4 Location: Longboat Key View:
Wicker Inn - Morning Glory Ste
Wicker Inn - Morning Glory Ste
From $251/night
Bed & Bath: 3/1 Sleeps: 6 Location: Longboat Key View: Pool Garden
PRIVATEER SOUTH 504
PRIVATEER SOUTH 504
From $92/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Gulf of Mexico
676 TARAWITT
676 TARAWITT
From $357/night
Bed & Bath: 3/2 Sleeps: 8 Location: Longboat Key View: Canal
Windward Bay Villa 3
Windward Bay Villa 3
From $60/night
Bed & Bath: 1/1 Sleeps: 4 Location: Longboat Key View: NO
Islands West 3E
Islands West 3E
From $117/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Gulf
Sea Club III Unit 8
Sea Club III Unit 8
From $250/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Gulf
The Shore 203
The Shore 203
From $117/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Gulf
Cedars East 532
Cedars East 532
From $67/night
Bed & Bath: 2/2½ Sleeps: 6 Location: Longboat Key View: Tennis Court
Windward Bay C 204
Windward Bay C 204
From $100/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Sarasota Bay
Sea Oats 4
Sea Oats 4
From $215/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Gulf
6350 Gulf of Mexico Dr
6350 Gulf of Mexico Dr
From $50/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Street
Whitney Beach 157
Whitney Beach 157
From $142/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Bay
The Shore 209
The Shore 209
From $117/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Gulf View
720 Fox St
720 Fox St
From $286/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View:
6568 Gulfside Rd
6568 Gulfside Rd
From $500/night
Bed & Bath: 3/3 Sleeps: 8 Location: Longboat Key View: Pool Garden
Islands West 3D
Islands West 3D
From $133/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Full Gulf View
Seaplace M1-210
Seaplace M1-210
From $100/night
Bed & Bath: 2/0 Sleeps: 4 Location: Longboat Key View:
Wicker Inn - Gardenia Suite
Wicker Inn - Gardenia Suite
From $200/night
Bed & Bath: 1/1 Sleeps: 4 Location: Longboat Key View: Pool Garden
Wicker Inn - Primrose Suite
Wicker Inn - Primrose Suite
From $251/night
Bed & Bath: 1/2 Sleeps: 6 Location: Longboat Key View: Pool Garden
Islands West 6D
Islands West 6D
From $117/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Gulf and Bay view
Longboat Harbour N-303
Longboat Harbour N-303
From $83/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Canal
Wicker Inn - Sunflower Suite
Wicker Inn - Sunflower Suite
From $314/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View:
Westchester C205
Westchester C205
From $117/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Gulf of Mexico
Sea Club III Unit 6
Sea Club III Unit 6
From $200/night
Bed & Bath: 1/1 Sleeps: 4 Location: Longboat Key View:
Cedars East 513
Cedars East 513
From $121/night
Bed & Bath: 2/2½ Sleeps: 4 Location: Longboat Key View: Mangroves
Whitney Beach 167
Whitney Beach 167
From $95/night
Bed & Bath: 1/1 Sleeps: 4 Location: Longboat Key View: Bayou
Windward Bay APH4
Windward Bay  APH4
From $117/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: BAY VIEW
Longbeach Tern 11
Longbeach Tern 11
From $117/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View:
Cedars East 533
Cedars East 533
From $110/night
Bed & Bath: 2/2½ Sleeps: 6 Location: Longboat Key View: Community
Wicker Inn - Camelia Suite
Wicker Inn - Camelia Suite
From $200/night
Bed & Bath: 1/1 Sleeps: 4 Location: Longboat Key View: Garden Pool
Beach Place Bldg 2-501
Beach Place Bldg 2-501
Call For Rates
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View:
Privateer North 706
Privateer North 706
From $117/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Full Gulf
Seaplace G5-400, Longboat Key
Seaplace G5-400, Longboat Key
From $214/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Full Gulf View
Twin Shores 65
Twin Shores 65
Call For Rates
Bed & Bath: 1/1 Sleeps: 2 Location: Longboat Key View:
PORTOBELLO A-406
PORTOBELLO A-406
From $167/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Gulf of Mexico
Longboat Harbour D-306
Longboat Harbour D-306
From $100/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Canal
Longboat Terrace 111
Longboat Terrace 111
From $117/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Gulf
710 Fox St
710 Fox St
From $286/night
Bed & Bath: 3/2 Sleeps: 6 Location: Longboat Key View:
Wicker Inn - Oleander Suite
Wicker Inn - Oleander Suite
From $200/night
Bed & Bath: 1/1 Sleeps: 4 Location: Longboat Key View: Pool Garden
The Shore 202
The Shore 202
From $117/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Gulf view
Cedars East 535
Cedars East 535
From $110/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Mangroves
Castillian 310
Castillian 310
From $117/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Full Gulf
Sutton Place 205A
Sutton Place 205A
From $125/night
Bed & Bath: 1/1 Sleeps: 2 Location: Longboat Key View: Bay
Whitney Beach 135
Whitney Beach 135
From $95/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Canal/Bayou
Fairway Bay 802
Fairway Bay 802
From $117/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Canal
Windward Bay G302
Windward Bay G302
From $117/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: BAY
Windward Bay B204
Windward Bay B204
From $100/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Full bay view
Wicker Inn - Periwinkle Suite
Wicker Inn - Periwinkle Suite
From $215/night
Bed & Bath: 1/1 Sleeps: 4 Location: Longboat Key View: Pool Garden
Islands West 14F
Islands West 14F
From $150/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Gulf and Bay
Buttonwood 302A
Buttonwood 302A
From $100/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Bay
Sutton Place 405A
Sutton Place 405A
From $83/night
Bed & Bath: 1/1 Sleeps: 4 Location: Longboat Key View: Sarasota Bay
Islands West 15D
Islands West 15D
From $133/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: GULF
Sea Oats 7
Sea Oats 7
From $214/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Beach and Gulf
537 Ketch Lane
537 Ketch Lane
Call For Rates
Bed & Bath: 3/2 Sleeps: 6 Location: Longboat Key View: Canal
6020 Gulf of Mexico Drive
6020 Gulf of Mexico Drive
From $250/night
Bed & Bath: 3/2 Sleeps: 6 Location: Longboat Key View: Canal
Westchester C103
Westchester C103
From $117/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Gulf
Wicker Inn - Hibiscus Suite
Wicker Inn - Hibiscus Suite
From $200/night
Bed & Bath: 1/1 Sleeps: 4 Location: Longboat Key View: Pool Garden
Whitney Beach 197
Whitney Beach 197
From $67/night
Bed & Bath: 1/1 Sleeps: 4 Location: Longboat Key View: Bayou
Longboat Terrace 105
Longboat Terrace 105
From $133/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Gulf
BEACH HARBOR CLUB B-201
BEACH HARBOR CLUB B-201
From $83/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View:
Longboat Harbour J-204
Longboat Harbour J-204
From $58/night
Bed & Bath: 1/1 Sleeps: 4 Location: Longboat Key View: Canal
Longboat Harbour C-203
Longboat Harbour C-203
From $83/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: CANAL
Players Club A202
Players Club A202
From $100/night
Bed & Bath: 2/2½ Sleeps: 4 Location: Longboat Key View: Gulf and Pool
Sea Club III Unit 1
Sea Club III Unit 1
From $250/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Gulf
Sea Club III Unit 4
Sea Club III Unit 4
From $250/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Gulf
Sutton Place 305A
Sutton Place 305A
From $117/night
Bed & Bath: 1/1 Sleeps: 2 Location: Longboat Key View: Sarasota Bay
3950 GMD, Italian Villa
3950 GMD, Italian Villa
From $357/night
Bed & Bath: 3/4 Sleeps: 8 Location: Longboat Key View: Gulf of Mexico
WESTCHESTER A101
WESTCHESTER A101
From $133/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Gulf of Mexico
Windward Bay F303
Windward Bay F303
From $117/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Full Bay View
Covert II - 403
Covert II - 403
From $214/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Gulf view
Harbour Oaks, Unit 2115
Harbour Oaks, Unit 2115
From $117/night
Bed & Bath: 3/2 Sleeps: 6 Location: Longboat Key View: Golf course
ISLANDS WEST 7C
ISLANDS WEST 7C
From $117/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Gulf
LONGBOAT HARBOUR TOWERS 905
LONGBOAT HARBOUR TOWERS 905
From $117/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Gulf of Mexico
Longboat Harbour J-306
Longboat Harbour J-306
From $83/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Canal
589 BAYVIEW DR
589 BAYVIEW DR
From $214/night
Bed & Bath: 3/2 Sleeps: 8 Location: Longboat Key View: Canal
Seagate 12-D
Seagate 12-D
From $117/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Gulf of Mexico
CASTILLIAN 211
CASTILLIAN 211
From $100/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Full Gulf of Mexico
Castillian 510
Castillian 510
From $133/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Full Gulf
Longboat Harbour I-103
Longboat Harbour I-103
From $83/night
Bed & Bath: 2/2 Sleeps: 4 Location: Longboat Key View: Canal / Bay
Wicker Inn - Magnolia Suite
Wicker Inn - Magnolia Suite
From $251/night
Bed & Bath: 2/2 Sleeps: 6 Location: Longboat Key View: Pool Garden
*Pricing displayed excludes taxes, fees and travel insurance.
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