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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Apartment in Longboat Key
Island Time: Open Aug 30th-Sep 3rd, $250/nt+ Fees!
Studio, 2 beds, 1 private bathroom
9–14 Nov
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4.98 out of 5 average rating, 252 reviews
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds, 1 bathroom
27 Aug – 3 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
3 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Bradenton
The Florida Rooms
3 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.96 out of 5 average rating, 46 reviews
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Sarasota
Lido Key Beach Bungalow with Private Heated Pool!
2 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
2 bedrooms, 3 beds, 2 bathrooms
15–22 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Bradenton
3BR/3BA • Private Pool & Spa • 10 Min to AMI & IMG
3 bedrooms, 4 beds, 3 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Bradenton
Cottage on the canal
3 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 18 reviews
Flat in Bradenton Beach
2BR with pool access & patio - walk to beach
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.39 out of 5 average rating, 31 reviews
Guest favourite
Home in Holmes Beach
Pineapple Paradise | Private Pool | Walk to Beach
2 bedrooms, 6 beds, 2 bathrooms
22–29 Aug
5.0 out of 5 average rating, 15 reviews
Home in Sarasota
Heated Pool Retreat | Siesta Key & Downtown
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Sarasota
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Sarasota
Sarasota Silver Oasis - Private Pool Near Downtown
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Bradenton Beach
Beachfront Corner Condo | Sunset Gulf Views
1 bedroom, 2 beds, 1 bathroom
27 Nov – 4 Dec
4.98 out of 5 average rating, 53 reviews
Apartment in Sarasota
Sarasota Designer Waterfront Retreat * Paddleboard
2 bedrooms, 2 beds, 1.5 bathrooms
21–28 Aug
New place to stay
Top guest favourite
Apartment in Longboat Key
Secluded Bayside Gem with beautiful bay views
2 bedrooms, 3 beds, 2 bathrooms
22–29 Aug
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Villa in Bradenton
Lilo & Stitch Ohana Villa|Heated Pool Near AMI
3 bedrooms, 6 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 45 reviews