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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Apartment in Longboat Key
Island Time!
Studio, 2 beds, 1 private bathroom
24–29 Sept
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4.98 out of 5 average rating, 249 reviews
Home in Longboat Key
Lovely townhouse on Sarasota Bay
2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–19 Aug
Home in Longboat Key
Artists Retreat, walk to the beach
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 1 bathroom
4–11 Aug
Top guest favourite
Apartment in Bradenton Beach
Bayfront • Rehabbed • Pickleball • Private Beach
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–9 Aug
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Aug
Luxe
Home in Bradenton Beach
Just Pearly - 2 min walk to beach!
4.97 out of 5 average rating, 38 reviews, 7 bedrooms, 8 beds, 7.5 bathrooms
13–18 Sept
Home in Bradenton Beach
Bradenton Beach Getaway | Steps to Sand & Dining
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Luxe
Home in Bradenton Beach
Dream State ~ Gulf Front/Across from Beach!
5.0 out of 5 average rating, 22 reviews, 6 bedrooms, 7 beds, 5.5 bathrooms
30 Aug – 4 Sept
Flat in Bradenton Beach
2BR with pool access & patio - walk to beach
4.39 out of 5 average rating, 31 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
4.98 out of 5 average rating, 122 reviews, 3 bedrooms, 5 beds, 1 bathroom
13–18 Aug
Top guest favourite
Home in Sarasota
Siesta Serenity ~ Pool/Waterslide/Waterfront
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 5 beds, 4 bathrooms
30 Aug – 4 Sept
Superhost
Apartment in Bradenton
Whim Sea Luxury 2BR Condo Minutes to Manatee Beach
2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Flat in Longboat Key
Fantastic Beach Condo
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
Top guest favourite
Home in Holmes Beach
Best Location! Heated Pool~Steps to Beach/Shops!
5.0 out of 5 average rating, 31 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Sept
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
15–22 Sept
Top guest favourite
Apartment in Longboat Key
Secluded Bayside Gem with beautiful bay views
4.97 out of 5 average rating, 72 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–29 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, 39 reviews, 4 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
Guest favourite
Flat in Bradenton
The Oasis at One Particular Harbor!
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 3 bathrooms
14–19 Aug