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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Apartment in Longboat Key
Island Time: Open Sept 29th - Oct 3rd!
Studio, 2 beds, 1 private bathroom
9–14 Nov
,
4.98 out of 5 average rating, 257 reviews
Guest favourite
Flat in Longboat Key
Beachfront Bliss | Walk to the Water- 104
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 6 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds, 2 bathrooms
15–22 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Apartment in Longboat Key
Sea Grape Inn #6- Beachfront Property
2 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
Home in Longboat Key
Bayou and Beach Longboat Key Private Home
5 bedrooms, 6 beds, 4 bathrooms
21–26 Mar
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
2 bedrooms, 3 beds, 2 bathrooms
15–22 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Bradenton
The Florida Rooms
3 bedrooms, 3 beds, 2 bathrooms
29 Nov – 4 Dec
4.96 out of 5 average rating, 50 reviews
Place to stay in Longboat Key
Silver Sands Serenity – Unit 234 by RVA
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
Rooms in Longboat Key
Gulfside Getaway – Silver Sands Resort #235 by R
2 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Holmes Beach
Pineapple Paradise | Private Pool | Walk to Beach
2 bedrooms, 6 beds, 2 bathrooms
19–26 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Bradenton Beach
New! Pool + Rooftop+ 2 Min Walk to Beach & Bay!
3 bedrooms, 5 beds, 3 bathrooms
15–20 Sept
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds, 2 bathrooms
15–20 Apr
Superhost
Home in Sarasota
The Aviator | 7 Mins From SRQ | Pool | Giga Wifi
3 bedrooms, 3 queen beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 3 reviews
Home in Cortez
Luxury Pet Friendly Waterfront Home in Resort Comm
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
New place to stay
Luxe
Home in Sarasota
Lido Palms Walk to Beach, Pool & Spa, Rooftop
5 bedrooms, 6 beds, 5.5 bathrooms
27 Sept – 4 Oct
Superhost
Home in Sarasota
Sarasota Home with Private Pool & Gulf Access
2 bedrooms, 3 beds, 2 bathrooms
16–21 Sept
New place to stay
Top guest favourite
Home in Cortez
Heated saltwater CAGED pool ! NEW ! CLEAN !
3 bedrooms, 4 beds, 2 bathrooms
16–21 Sept
4.98 out of 5 average rating, 60 reviews
Superhost
Home in Sarasota
Waterfront Escape, Heated Pool, Near Lido Beach
3 bedrooms, 6 beds, 3.5 bathrooms
9–14 Jan