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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Flat in Longboat Key
Longboat Key-OCEAN FRONT- on the beach
2 bedrooms, 3 beds, 2 private bathrooms
24–29 Jul
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4.96 out of 5 average rating, 121 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
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
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
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 beds, 2 bathrooms
15–20 Apr
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 Anna Maria
Bridge and Bay Escape - Brand New Listing!
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 5 beds, 5 bathrooms
31 Jul – 5 Aug
Top guest favourite
Home in Largo
Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 3 bathrooms
21–26 Sept
Top guest favourite
Home in Bradenton
Heated Pool, 5 miles to the Beach, Sleeps 8
4.96 out of 5 average rating, 57 reviews, 3 bedrooms, 5 beds, 2 bathrooms
22–29 Oct
Home in Sarasota
Canal House | Pool | 5 min Walk to beach
3 bedrooms, 4 beds, 3 bathrooms
1–8 Aug
Home in Holmes Beach
TieDyeSky: Waterfall Pool, Steps 2 Beach, Elevator
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 7 beds, 3 bathrooms
21–28 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
8–13 Jul
Top guest favourite
Home in Bradenton
Pet-Friendly -3BR - Near AMI & IMG - Fenced Yard
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 2 bathrooms
12–17 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
Top guest favourite
Home in Bradenton
10 min AMI | 15 min IMG | Heated Pool
4.98 out of 5 average rating, 47 reviews, 2 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
Guest favourite
Home in Sarasota
Pool • Walk to Beach • St Armands Circle•Sleeps 12
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 6 beds, 3 bathrooms
6–11 Jul
Apartment in Bradenton Beach
Beachfront Bliss Awaits! Amazing Gulf Views!
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 5 Sept
Superhost
Home in Anna Maria
Steps to Beach | Anna Maria Island | Island Time
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 6 beds, 2 bathrooms
20–25 Jul