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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Home in Longboat Key
Longboat Key Beach House
3 bedrooms, 6 beds, 2 private bathrooms
11–16 Jul
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4.92 out of 5 average rating, 136 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
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
18–23 Jul
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
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
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 Bradenton Beach
New! Gulf Views • Rooftop • Bridge St • Game Room!
5.0 out of 5 average rating, 22 reviews, 5 bedrooms, 10 beds, 3 bathrooms
14–19 Aug
Guest favourite
Home in Bradenton
The Blue Marlin
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
Superhost
Apartment in Bradenton Beach
Pickleball/Tennis • Beach Access •Newly Rehabbed
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
30 Jul – 6 Aug
Place to stay in Longboat Key
2BR Beachfront Escape – Silver Sands #259 by RVA
2 bedrooms, 4 beds, 2 bathrooms
25–30 Jul
Guest favourite
Home in Sarasota
Bayside*Htd pool*Pickleball*Close to Beaches
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Home in Bradenton Beach
New! 4BR Villa + Crosswalk to Sand + Beach View!
5.0 out of 5 average rating, 20 reviews, 4 bedrooms, 4 beds, 3 bathrooms
29 Aug – 3 Sept
Home in Holmes Beach
Steps to Beach - Prime Location - Beach Bungalow
3 bedrooms, 4 beds, 2 bathrooms
5–12 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
Top guest favourite
Home in Bradenton
Grotto Pool Oasis | 3BR Near IMG & Beaches
5.0 out of 5 average rating, 49 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Place to stay in Longboat Key
Silver Sands Serenity – Unit 234 by RVA
1 bedroom, 2 beds, 1 bathroom
25–30 Jul
Guest favourite
Home in Sarasota
4BR Heated Pool Retreat | Near Golf & Siesta Key
5.0 out of 5 average rating, 10 reviews, 4 bedrooms, 5 beds, 2 bathrooms
30 Jul – 4 Aug