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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Apartment in Longboat Key
Island Time: Open August 16th - 25th!
Studio, 2 beds, 1 private bathroom
16–21 Aug
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4.98 out of 5 average rating, 244 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
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
New place to stay, 1 bedroom, 1 bed, 1 bathroom
1–6 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
Home in Bradenton
10 min AMI | 15 min IMG | Heated Pool
4.98 out of 5 average rating, 48 reviews, 2 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
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 Bradenton
The Florida Rooms
4.95 out of 5 average rating, 41 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
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
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 Anna Maria
Bean Pt. Bungalow - Half duplex w/private pool
5.0 out of 5 average rating, 100 reviews, 3 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
Top guest favourite
Home in Cortez
Heated saltwater CAGED pool ! NEW ! CLEAN !
4.98 out of 5 average rating, 57 reviews, 3 bedrooms, 4 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
Top guest favourite
Apartment in Bradenton Beach
Prime Location! Beachfront Condo at Bridgeport
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 7 beds, 2 bathrooms
20–25 Aug
Top guest favourite
Home in Cortez
Island Adjacent! 4 bed/3 bath home w/Pool & Tiki!
5.0 out of 5 average rating, 28 reviews, 4 bedrooms, 6 beds, 3 bathrooms
24–29 Aug
Place to stay in Longboat Key
Silver Sands Serenity – Unit 234 by RVA
1 bedroom, 2 beds, 1 bathroom
25–30 Jul
Superhost
Home in Sarasota
Canal House | Pool | 5 min Walk to beach
3 bedrooms, 4 beds, 3 bathrooms
5–12 Aug
Top guest favourite
Apartment in Holmes Beach
#terraceLIFE | 2 Blocks to Beach | Heated Pool
4.88 out of 5 average rating, 107 reviews, 2 bedrooms, 4 beds, 2 bathrooms
16–23 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
13–18 Jul
Top guest favourite
Home in Bradenton
Canal front, dock, heated Pool, near AMI+IMG
5.0 out of 5 average rating, 56 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
3–8 Aug