Amenities
 
Beach Front (26)
Pool (31)
Hot Tub (6)
Internet (4)

Cable/Satellite TV (10)
Pet Friendly (2)
Ocean Views (25)
Mountain View (1)
Fireplace (4)
Barbeque (17)
Handicap Accessible (0)
Laundry (22)
 

Longboat Key, Florida Change Destination

33 Matching Results
Sleeps: in Bedrooms
Nightly Rate:
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$1000
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House/Cabin (14)
Condo (19)
Amenities:
Beach Front (26)
Pool (31)
Hot Tub (6)
Internet (4)
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Longboat Key, 2BR Condo Rental (#35585)
2 Bedrooms / Sleeps 6
2 Bath
Pool , Cable , Beach Front

$ 165

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#46890)
1 Bedrooms / Sleeps 2
1 Bath
Hot Tub , Pool , Beach Front

$ 165 - 175

  Estimated Per Night

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The Beach on Longboat Key

Located directly on the beach, this resort features beautiful Gulf-front views from your private balcony, direct beach access, and memorable sunsets. With just a short drive to St. Armand's Circle and downtown Sarasota, you are never far from upscale shopping, dining, nightly entertainment, art museums and theater productions. Guests will enjoy a refreshing swim or the spectacular views in this great location!
Studio
Longboat Key, 1BR Condo Rental (#35681)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 165 - 175

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35684)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 165 - 175

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35687)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 165 - 175

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35685)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 165 - 175

  Estimated Per Night

  Get Actual Rates

Longboat Key, 1BR Condo Rental (#35688)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 165 - 175

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35682)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 165 - 175

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35689)
1 Bedrooms / Sleeps 2
1 Bath
BBQ , Pool , Internet
Beach Front

$ 110 - 115

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35683)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 165 - 175

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35680)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 165 - 175

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35686)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 180 - 190

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35677)
1 Bedrooms / Sleeps 2
1 Bath
BBQ , Pool , Internet
Beach Front

$ 165 - 175

  Estimated Per Night

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3 Bedroom
Longboat Key, 3BR Condo Rental (#35678)
3 Bedrooms / Sleeps 8
3 Bath
BBQ , Pool , Internet
Beach Front

$ 295 - 305

  Estimated Per Night

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1 Bedroom
Longboat Key, 1BR Condo Rental (#36156)
1 Bedrooms / Sleeps 6
1 Bath
BBQ , Pool , Internet
Beach Front

$ 210 - 220

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35679)
1 Bedrooms / Sleeps 6
1 Bath
BBQ , Pool , Internet
Beach Front

$ 210 - 220

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#36155)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 180 - 190

  Estimated Per Night

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2 Bedroom
Longboat Key, 2BR Condo Rental (#35690)
2 Bedrooms / Sleeps 6
2 Bath
BBQ , Pool , Internet
Beach Front

$ 245 - 255

  Estimated Per Night

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Longboat Key, 2BR Condo Rental (#46898)
2 Bedrooms / Sleeps 4
2 Bath
Pool , Beach Front

$ 161

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#46899)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Beach Front

$ 155

  Estimated Per Night

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Longboat Key, 2BR Condo Rental (#46896)
2 Bedrooms / Sleeps 4
2 Bath
Pool , Beach Front

$ 147

  Estimated Per Night

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Outrigger

A narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger Resort. The Outrigger grounds offer coin-operated laundry facilities, BBQ areas, and direct beach access. Relax by the heated community pool, take a stroll along the romantic beaches, or enjoy a short drive to the world famous St. Armand's Circle.
1 Bedroom
Longboat Key, 1BR Condo Rental (#36090)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Beach Front

$ 142 - 150

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#36093)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Beach Front

$ 142 - 150

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#36094)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Beach Front

$ 142 - 150

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#36091)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Beach Front

$ 142 - 150

  Estimated Per Night

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2 Bedroom
Longboat Key, 2BR Condo Rental (#36136)
2 Bedrooms / Sleeps 4
2 Bath
BBQ , Pool , Beach Front

$ 178 - 195

  Estimated Per Night

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Longboat Key, 1BR House Rental (#1384)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Cable

$ 141 - 142

  Estimated Per Night

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Sarasota, 3BR House Rental (#46900)
3 Bedrooms / Sleeps 8
2 Bath
Pool , Beach Front , Pets

$ 135 - 136

  Estimated Per Night

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Longboat Key, 2BR Condo Rental (#35589)
2 Bedrooms / Sleeps 6
2 Bath
Pool , Cable , Beach Front

$ 133

  Estimated Per Night

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Silver Sands Gulf Beach Resort

Silver Sands Gulf Beach Resort is located Beachfront on beautiful Longboat Key. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool and enjoy a complimentary chaise lounge and beach umbrella. High-speed Internet access is available to our guests in the lobby area during office hours. Wireless Internet access is available from our garden area adjacent to the front office.
1 Bedroom
Longboat Key, 1BR Condo Rental (#35973)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 130 - 140

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35993)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 170 - 180

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#36007)
1 Bedrooms / Sleeps 4
1 Bath
Pool , Internet , Beach Front

$ 170 - 180

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35970)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 130 - 140

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35990)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Beach Front

$ 170 - 180

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35996)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Beach Front

$ 170 - 180

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#36004)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 170 - 180

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35971)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 130 - 140

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#36011)
1 Bedrooms / Sleeps 4
1 Bath
Pool , Internet , Beach Front

$ 170 - 180

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35985)
1 Bedrooms / Sleeps 4
1 Bath
Pool , Internet , Beach Front

$ 170 - 180

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35999)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 170 - 180

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35982)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 170 - 180

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#36008)
1 Bedrooms / Sleeps 2
1 Bath
Pool , Internet , Beach Front

$ 170 - 180

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#36000)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 170 - 180

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35977)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 185 - 195

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#36003)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 170 - 180

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35986)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 170 - 180

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35981)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 170 - 180

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35989)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 170 - 180

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35995)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 185 - 195

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35972)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 130 - 140

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35978)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 170 - 180

  Estimated Per Night

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Hotel Room
Longboat Key, 1BR Condo Rental (#35987)
1 Bedrooms / Sleeps 2
1 Bath
BBQ , Pool , Internet
Beach Front

$ 115 - 125

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35979)
1 Bedrooms / Sleeps 2
1 Bath
BBQ , Pool , Internet
Beach Front

$ 115 - 125

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35991)
1 Bedrooms / Sleeps 2
1 Bath
BBQ , Pool , Internet
Beach Front

$ 115 - 125

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#36005)
1 Bedrooms / Sleeps 2
1 Bath
BBQ , Pool , Internet
Beach Front

$ 115 - 125

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35983)
1 Bedrooms / Sleeps 2
1 Bath
BBQ , Pool , Internet
Beach Front

$ 115 - 125

  Estimated Per Night

  Get Actual Rates

Longboat Key, 1BR Condo Rental (#35997)
1 Bedrooms / Sleeps 2
1 Bath
BBQ , Pool , Internet
Beach Front

$ 115 - 125

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#35974)
1 Bedrooms / Sleeps 4
1 Bath
BBQ , Pool , Internet
Beach Front

$ 115 - 125

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#36009)
1 Bedrooms / Sleeps 2
1 Bath
Internet , Beach Front

$ 115 - 125

  Estimated Per Night

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Longboat Key, 1BR Condo Rental (#36001)
1 Bedrooms / Sleeps 2
1 Bath
BBQ , Pool , Internet
Beach Front

$ 115 - 125

  Estimated Per Night

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2 Bedroom
Longboat Key, 2BR Condo Rental (#35976)
2 Bedrooms / Sleeps 6
2 Bath
BBQ , Pool , Internet
Beach Front

$ 200 - 205

  Estimated Per Night

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Longboat Key, 2BR Condo Rental (#35984)
2 Bedrooms / Sleeps 6
2 Bath
BBQ , Pool , Internet
Beach Front

$ 220 - 230

  Estimated Per Night

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Longboat Key, 2BR Condo Rental (#36010)
2 Bedrooms / Sleeps 6
2 Bath
Pool , Internet , Beach Front

$ 220 - 230

  Estimated Per Night

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Longboat Key, 2BR Condo Rental (#35988)
2 Bedrooms / Sleeps 6
2 Bath
Pool , Internet , Beach Front

$ 220 - 230

  Estimated Per Night

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Longboat Key, 2BR Condo Rental (#36002)
2 Bedrooms / Sleeps 6
2 Bath
BBQ , Pool , Internet
Beach Front

$ 220 - 230

  Estimated Per Night

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Longboat Key, 2BR Condo Rental (#35980)
2 Bedrooms / Sleeps 6
2 Bath
BBQ , Pool , Internet
Beach Front

$ 220 - 230

  Estimated Per Night

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Longboat Key, 2BR Condo Rental (#35994)
2 Bedrooms / Sleeps 6
2 Bath
BBQ , Pool , Internet
Beach Front

$ 285 - 295

  Estimated Per Night

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Longboat Key, 2BR Condo Rental (#36006)
2 Bedrooms / Sleeps 5
2 Bath
Pool , Internet , Beach Front

$ 220 - 230

  Estimated Per Night

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Longboat Key, 2BR Condo Rental (#36012)
2 Bedrooms / Sleeps 6
2 Bath
Pool , Internet , Beach Front

$ 285 - 295

  Estimated Per Night

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Longboat Key, 2BR Condo Rental (#35992)
2 Bedrooms / Sleeps 6
2 Bath
BBQ , Pool , Internet
Beach Front

$ 220 - 230

  Estimated Per Night

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Longboat Key, 2BR Condo Rental (#35998)
2 Bedrooms / Sleeps 6
2 Bath
BBQ , Pool , Internet
Beach Front

$ 220 - 230

  Estimated Per Night

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3 Bedroom
Longboat Key, 2BR Condo Rental (#35975)
2 Bedrooms / Sleeps 8
3 Bath
BBQ , Pool , Internet
Beach Front

$ 250 - 260

  Estimated Per Night

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Cedars East

All (1) | 2 Bedroom (1)
Cedars East features elegantly lit boardwalks that lead through the mangroves to the ocmmunity's fishing pier. Guests enjoy the use of the competition sized pool and the public beah access to the soft sand of Longboat Key.
2 Bedroom
Longboat Key, 2BR TownHouse Rental (#36130)
2 Bedrooms / Sleeps 4
2 Bath
Pool

$ 111 - 112

  Estimated Per Night

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Pelican Gardens

All (1) | 2 Bedroom (1)
Pelican Gardens is a quiet, small resort nestled amidst tropical gardens and just steps to the beautiful white sands of Lido Key beaches with the beautiful waters of the Gulf of Mexico. These garden condominiums are fully equipped with everything you need for a wonderful vacation away from the daily stress. Relax by the community pool, enjoy dinner in your private screened lanai or take a short walk to Lido's nearby nature park.
2 Bedroom
Sarasota, 2BR House Rental (#35663)
2 Bedrooms / Sleeps 4
1 Bath
Pool

$ 108

  Estimated Per Night

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