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Search results; Over 1,000 homes in Longboat Key

Superhost
Home in Longboat Key
Summer House longboat key
3 bedrooms, 6 beds, 3 private bathrooms
13–18 Jul
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4.86 out of 5 average rating, 140 reviews
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Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds, 2 bathrooms
29 Jul – 5 Aug
New place to stay
Top guest favourite
Home in Longboat Key
Canal-Front Charmer with Private Beach Access!
4 bedrooms, 6 beds, 2 bathrooms
9–14 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
2 bedrooms, 3 beds, 2 bathrooms
1–8 Sept
5.0 out of 5 average rating, 14 reviews
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
10–15 Jul
New place to stay
Top guest favourite
Townhouse in Holmes Beach
Getaway Family Beach Townhome w/Pool!
2 bedrooms, 5 beds, 2 bathrooms
14–21 Aug
4.94 out of 5 average rating, 66 reviews
Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
3 bedrooms, 5 beds, 1 bathroom
13–18 Aug
4.98 out of 5 average rating, 117 reviews
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds, 4 bathrooms
5–12 Jul
4.96 out of 5 average rating, 25 reviews
Home in Sarasota
Siesta beach getaway!
3 bedrooms, 5 beds, 2 bathrooms
18–23 Jul
New place to stay
Top guest favourite
Home in Bradenton
Beach Bum 1 mile from IMG
2 bedrooms, 2 beds, 1 bathroom
5–10 Jul
4.99 out of 5 average rating, 71 reviews
Superhost
Home in Bradenton
Sleeps 24 · Heated Pool · Pickleball · Arcade
7 bedrooms, 12 beds, 5 bathrooms
7–12 Jul
5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Bradenton Beach
Pickleball/Tennis • Beach Access •Newly Rehabbed
2 bedrooms, 3 beds, 2 bathrooms
30 Jul – 6 Aug
New place to stay
Guest favourite
Home in Bradenton
The Blue Marlin
3 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Bradenton
Pet-Friendly -3BR - Near AMI & IMG - Fenced Yard
3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Bradenton
Freshly renovated- minutes from the Beaches & IMG
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Bayshore Gardens
MCM Home | Sleeps 14 | Putt Putt Golf |Canal View
5 bedrooms, 7 beds, 3.5 bathrooms
16–21 Aug
Top guest favourite
Home in Cortez
Island Adjacent! 4 bed/3 bath home w/Pool & Tiki!
4 bedrooms, 6 beds, 3 bathrooms
24–29 Aug
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in Bradenton Beach
Walk to it all! Restaurants + Heated Pool +Beach!
3 bedrooms, 7 beds, 3 bathrooms
14–19 Aug
5.0 out of 5 average rating, 106 reviews
Top guest favourite
Tiny home in Bradenton Beach
Paradise Found in our cozy home on Anna Maria
1 bedroom, 1 bed, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 9 reviews