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Search results; Over 1,000 homes in Longboat Key

Descriptions are based on details hosts provide
Top guest favourite
Apartment in Longboat Key
Island Time: Open Sunday, $225/nt+Fees!
Studio, 2 beds, 1 private bathroom
16–21 Aug
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4.98 out of 5 average rating, 245 reviews
Top guest favourite
Home in Longboat Key
Canal-Front Charmer with Private Beach Access!
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
Superhost
Casa particular in Longboat Key
Heated pool and wrap-around balcony near beach
2 bedrooms, 4 beds, 2 bathrooms
29 Jul – 5 Aug
Top guest favourite
Flat in Longboat Key
Bayfront patio with direct pool access
5.0 out of 5 average rating, 14 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–8 Sept
Superhost
Home in Longboat Key
Waterfront with a heated pool and dock
2 bedrooms, 2 beds, 2 bathrooms
15–20 Apr
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
New place to stay, 1 bedroom, 1 bed, 1 bathroom
8–13 Aug
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4.96 out of 5 average rating, 25 reviews, 4 bedrooms, 10 beds, 4 bathrooms
17–24 Jul
Top guest favourite
Home in Bradenton Beach
Rooftop Gulf views, pool, and spa
5.0 out of 5 average rating, 20 reviews, 6 bedrooms, 7 beds, 5.5 bathrooms
30 Aug – 4 Sept
Home in Longboat Key
An Oasis at Little Gull Cottages
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 1 bathroom
7–14 Nov
Superhost
Home in Sarasota
Heated pool and private pickleball court
New place to stay, 4 bedrooms, 5 beds, 2 bathrooms
21–26 Jul
Home in Anna Maria
Luxury Home | 14 PPL | Pool & Hot Tub| Canal Views
New place to stay, 4 bedrooms, 8 beds, 6 bathrooms
19–24 Aug
Top guest favourite
Home in Bradenton Beach
Just Pearly - 2 min walk to beach!
4.97 out of 5 average rating, 35 reviews, 7 bedrooms, 8 beds, 7.5 bathrooms
13–18 Sept
Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
4.98 out of 5 average rating, 119 reviews, 3 bedrooms, 5 beds, 1 bathroom
13–18 Aug
Home in Bradenton
Pool, golf simulator, sauna, and theater
New place to stay, 6 bedrooms, 9 beds, 4 bathrooms
10–15 Aug
Guest favourite
Home in Holmes Beach
Pineapple Paradise | Private Pool | Walk to Beach
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 6 beds, 2 bathrooms
16–23 Aug
Home in Holmes Beach
Steps to Beach - Prime Location - Beach Bungalow
3 bedrooms, 5 beds, 2 bathrooms
5–12 Aug
Flat in Sarasota
A block from Lido Beach’s white sand
New place to stay, 2 bedrooms, 4 beds, 2 bathrooms
4–9 Aug
Superhost
Home in Sarasota
Canal House | Pool | 5 min Walk to beach
3 bedrooms, 4 beds, 3 bathrooms
5–12 Aug
Place to stay in Longboat Key
Gulf-front with a heated beachside pool
2 bedrooms, 4 beds, 2 bathrooms
25–30 Jul