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Search results; Over 1,000 homes in Longboat Key

Guest favourite
Apartment in Longboat Key
Beachfront Resort, Ocean View, Pool, Tennis, Gym
1 bedroom, 2 beds, 1 private bathroom
18–23 Sept
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4.89 out of 5 average rating, 227 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
New place to stay, 2 bedrooms, 4 beds, 2 bathrooms
29 Jul – 5 Aug
Top guest favourite
Home in Longboat Key
Canal-Front Charmer with Private Beach Access!
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 6 beds, 2 bathrooms
9–14 Jul
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
New place to stay, 1 bedroom, 1 bed, 1 bathroom
10–15 Jul
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
5.0 out of 5 average rating, 14 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–8 Sept
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
5–12 Jul
Home in Holmes Beach
TieDyeSky: Waterfall Pool, Steps 2 Beach, Elevator
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 7 beds, 3 bathrooms
21–28 Aug
Top guest favourite
Townhouse in Holmes Beach
Getaway Family Beach Townhome w/Pool!
4.94 out of 5 average rating, 66 reviews, 2 bedrooms, 5 beds, 2 bathrooms
14–21 Aug
Apartment in Bradenton Beach
Beachfront Bliss Awaits! Amazing Gulf Views!
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 5 Sept
Top guest favourite
Home in Bradenton
10 min AMI | 15 min IMG | Heated Pool
4.98 out of 5 average rating, 45 reviews, 2 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
Home in Holmes Beach
2026! Brand NEW Home - 100 yards from the Beach!
4 bedrooms, 5 beds, 4.5 bathrooms
6–13 Jul
Home in Tampa
Luxurious | Boutique Pool | Walk to Stadium
New place to stay, 4 bedrooms, 6 beds, 3 bathrooms
3–8 Aug
Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
4.98 out of 5 average rating, 117 reviews, 3 bedrooms, 5 beds, 1 bathroom
13–18 Aug
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 4 beds, 4 bathrooms
19–24 Aug
Top guest favourite
Home in Bradenton Beach
Gorgeous 4BR w/Htd Pool | Walk 2 Beach | Boat Dock
5.0 out of 5 average rating, 36 reviews, 4 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
Superhost
Home in Sarasota
NEW! Lido Palms Walk to Beach, Pool & Spa, Rooftop
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
21–28 Aug
Guest favourite
Home in Sarasota
Luxe Oasis In St. Armands Circle with Private Pool
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 4 beds, 3 bathrooms
7–12 Jul
Top guest favourite
Home in Holmes Beach
Swell Life-Beach Front Home!
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 6 beds, 4 bathrooms
15–22 Aug
Top guest favourite
Home in Anna Maria
Bridge and Bay Escape - Brand New Listing!
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 5 beds, 5 bathrooms
31 Jul – 5 Aug