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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Apartment in Longboat Key
Island Time: Discounted August & September!
Studio, 2 beds, 1 private bathroom
26–31 Oct
,
4.98 out of 5 average rating, 251 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
11–18 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
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
Townhouse in Holmes Beach
Getaway Family Beach Townhome w/Pool!
2 bedrooms, 5 beds, 2 bathrooms
16–23 Aug
4.94 out of 5 average rating, 71 reviews
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
12–17 Aug
5.0 out of 5 average rating, 3 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
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
Home in Anna Maria
Bean Pt. Bungalow - Half duplex w/private pool
3 bedrooms, 6 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 104 reviews
Luxe
Home in Anna Maria
Bridge and Bay Escape - Brand New Listing!
4 bedrooms, 5 beds, 5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Bradenton
3BR/3BA • Private Pool & Spa • 10 Min to AMI & IMG
3 bedrooms, 4 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds, 4 bathrooms
11–18 Aug
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Holmes Beach
NEW! w/ Pool - The Pearl Unit 1 on AMI
1 bedroom, 2 beds, 1 bathroom
14–21 Aug
5.0 out of 5 average rating, 10 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
Home in Sarasota
Modern 4BR Home *Heated Pool & Spa*
4 bedrooms, 4 beds, 2 bathrooms
26–31 Aug
4.95 out of 5 average rating, 197 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
Superhost
Home in Sarasota
Canal House | Pool | 5 min Walk to beach
3 bedrooms, 4 beds, 3 bathrooms
1–8 Sept
Superhost
Apartment in Longboat Key
Sea Grape Inn #6- Beachfront Property
2 bedrooms, 4 beds, 2 bathrooms
11–16 Aug