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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!
4 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 9 reviews
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
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
2 bedrooms, 3 beds, 2 bathrooms
1–8 Sept
5.0 out of 5 average rating, 14 reviews
Superhost
Home in Longboat Key
Waterfront with a heated pool and dock
2 bedrooms, 2 king beds, 2 bathrooms
15–20 Apr
Superhost
Apartment in Longboat Key
Beachfront with direct Gulf walkout
1 bedroom, 1 king bed, 1 bathroom
8–13 Aug
New place to stay
Guest favourite
Home in Longboat Key
Private island with 300 feet of beach
4 bedrooms, 10 beds, 4 bathrooms
17–24 Jul
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Bradenton Beach
Rooftop Gulf views, pool, and spa
6 bedrooms, 7 beds, 5.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 20 reviews
Home in Longboat Key
Gulf and bay access with a pool
1 bedroom, 2 beds, 1 bathroom
7–14 Nov
5.0 out of 5 average rating, 3 reviews
Home in Anna Maria
Luxury Home | 14 PPL | Pool & Hot Tub| Canal Views
4 bedrooms, 8 beds, 6 bathrooms
19–24 Aug
New place to stay
Home in Bradenton
Private Resort-Style Retreat Near IMG and AMI!
6 bedrooms, 9 beds, 4 bathrooms
10–15 Aug
New place to stay
Top guest favourite
Home in Bradenton Beach
Just Pearly - 2 min walk to beach!
7 bedrooms, 8 beds, 7.5 bathrooms
13–18 Sept
4.97 out of 5 average rating, 35 reviews
Superhost
Home in Sarasota
New. Luxury Home. Near Siesta Key. Heated Pool.
4 bedrooms, 5 beds, 2 bathrooms
21–26 Jul
New place to stay
Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
3 bedrooms, 5 beds, 1 bathroom
13–18 Aug
4.98 out of 5 average rating, 119 reviews
Guest favourite
Home in Holmes Beach
Pineapple Paradise | Private Pool | Walk to Beach
2 bedrooms, 6 beds, 2 bathrooms
16–23 Aug
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Sarasota
Canal-front heated pool near the beach
3 bedrooms, 4 beds, 3 bathrooms
5–12 Aug
Home in Holmes Beach
Steps to Beach - Prime Location - Beach Bungalow
3 bedrooms, 5 beds, 2 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
Superhost
Home in Sarasota
NEW! Lido Palms Walk to Beach, Pool & Spa, Rooftop
5 bedrooms, 6 beds, 5.5 bathrooms
21–28 Aug