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Search results; Over 1,000 homes in Longboat Key

Guest favourite
Apartment in Longboat Key
Sunset and beach view from your balcony Unit 403
1 bedroom, 3 beds, 1 private bathroom
24–29 Oct
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4.88 out of 5 average rating, 137 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds, 2 bathrooms
12–19 Aug
5.0 out of 5 average rating, 3 reviews
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds, 1 bathroom
22–29 Aug
5.0 out of 5 average rating, 4 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, 45 reviews
Superhost
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, 4 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
Home in Sarasota
Heated Pool Retreat | Siesta Key & Downtown
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
New place to stay
Rooms in Longboat Key
Gulfside Getaway – Silver Sands Resort #235 by R
2 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Longboat Key
Sea Grape Inn #6- Beachfront Property
2 bedrooms, 4 beds, 2 bathrooms
13–18 Aug
Home in Sarasota
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
New place to stay
Top guest favourite
Home in Bradenton
Heated Salt Pool•Mini Golf•Arcade•Spa•AMI 6mi•IMG
3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Home in Holmes Beach
NEW! w/ Pool - The Pearl Unit 2 on AMI
2 bedrooms, 2 beds, 1.5 bathrooms
13–20 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Bradenton Beach
Beachfront Corner Condo | Sunset Gulf Views
1 bedroom, 2 beds, 1 bathroom
10–15 Oct
4.98 out of 5 average rating, 53 reviews
Guest favourite
Home in Sarasota
Sarasota Family Home | Private Heated Pool | Relax
4 bedrooms, 5 beds, 2 bathrooms
30 Aug – 4 Sept
4.94 out of 5 average rating, 18 reviews
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds, 4 bathrooms
12–19 Aug
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Bradenton
New! Large private pool. Minutes to beach.
3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 7 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, 14 reviews
Top guest favourite
Townhouse in Holmes Beach
Getaway Family Beach Townhome w/Pool!
2 bedrooms, 5 beds, 2 bathrooms
20–27 Sept
4.94 out of 5 average rating, 71 reviews
Top guest favourite
Home in Anna Maria
Manatee Manor by Beach Boutique Rentals
3 bedrooms, 5 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 29 reviews