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Search results; Over 1,000 homes in Longboat Key

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
Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
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, 47 reviews
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 4 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
Top guest favourite
Flat in Bradenton Beach
Beachfront Corner Condo | Sunset Gulf Views
1 bedroom, 2 beds, 1 bathroom
24–31 Oct
4.98 out of 5 average rating, 53 reviews
Place to stay in Longboat Key
Silver Sands Serenity – Unit 234 by RVA
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Top guest favourite
Cottage in Sarasota
Lido Key Beach Bungalow with Private Heated Pool!
2 bedrooms, 3 beds, 2 bathrooms
21–26 Aug
4.97 out of 5 average rating, 39 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
Luxe
Home in Anna Maria
Bridge and Bay Escape - Brand New Listing!
4 bedrooms, 5 beds, 5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 9 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
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
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
Top guest favourite
Guest suite in Bradenton
Sand Dollar Oasis - private entrance, private bath
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 133 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
Superhost
Camper van/Motorhome in Sarasota
Mingo’s Micro Glamper!
1 bedroom, 1 single bed, 1 bathroom
28 Aug – 2 Sept
New place to stay
Top guest favourite
Home in Bradenton
The Blue Marlin
3 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 16 reviews
Superhost
Home in Sarasota
Canal House | Pool | 5 min Walk to beach
3 bedrooms, 4 beds, 3 bathrooms
1–8 Sept