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Search results; Over 1,000 homes in Longboat Key

Guest favourite
Apartment in Longboat Key
7th Heaven by Duncan Real Estate
1 bedroom, 1 bed, 1 private bathroom
28 Aug – 2 Sept
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4.71 out of 5 average rating, 34 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
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, 9 reviews, 4 bedrooms, 6 beds, 2 bathrooms
26–31 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
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
New place to stay, 1 bedroom, 1 bed, 1 bathroom
8–13 Aug
Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
4.98 out of 5 average rating, 119 reviews, 3 bedrooms, 5 beds, 1 bathroom
13–18 Aug
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
17–24 Jul
Flat in Sarasota
2L Lido Key - Steps to Beach, Walk to St. Armand's
New place to stay, 2 bedrooms, 4 beds, 2 bathrooms
4–9 Aug
Top guest favourite
Townhouse in Holmes Beach
Getaway Family Beach Townhome w/Pool!
4.94 out of 5 average rating, 67 reviews, 2 bedrooms, 5 beds, 2 bathrooms
16–23 Aug
Rooms in Longboat Key
Gulfside Getaway – Silver Sands Resort #235 by R
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, 2 bathrooms
13–18 Aug
Place to stay in Longboat Key
2BR Beachfront Escape – Silver Sands #259 by RVA
2 bedrooms, 4 beds, 2 bathrooms
25–30 Jul
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–7 Aug
Home in Holmes Beach
Steps to Beach - Prime Location - Beach Bungalow
3 bedrooms, 5 beds, 2 bathrooms
5–12 Aug
Top guest favourite
Home in Bradenton Beach
New! Gulf Views • Rooftop • Bridge St • Game Room!
5.0 out of 5 average rating, 24 reviews, 5 bedrooms, 10 beds, 3 bathrooms
14–19 Aug
Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Aug
Top guest favourite
Home in Holmes Beach
NEW! w/ Pool - The Pearl Unit 2 on AMI
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
14–21 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
31 Jul – 5 Aug
Top guest favourite
Home in Bradenton
Pet-Friendly -3BR - Near AMI & IMG - Fenced Yard
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Apartment in Longboat Key
Beach Castle 12
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, No bathroom
12–17 Aug