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Search results; Over 1,000 homes in Longboat Key

Guest favourite
Apartment in Longboat Key
Sunset and beach view from your balcony Unit 403
1 bedroom, 3 beds, 1 private bathroom
24–29 Oct
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4.88 out of 5 average rating, 137 reviews
Flat in Longboat Key
Beachfront Bliss | Walk to the Water- 104
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
New place to stay
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds, 1 bathroom
22–29 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds, 2 bathrooms
14–21 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Bradenton
Heated Pool, 5 miles to the Beach, Sleeps 8
3 bedrooms, 5 beds, 2 bathrooms
22–27 Oct
4.97 out of 5 average rating, 66 reviews
Top guest favourite
Home in Bradenton
The Florida Rooms
3 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.96 out of 5 average rating, 45 reviews
Top guest favourite
Flat in Bradenton Beach
Beachfront Corner Condo | Sunset Gulf Views
1 bedroom, 2 beds, 1 bathroom
23–30 Oct
4.98 out of 5 average rating, 53 reviews
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Longboat Key
Secluded Bayside Gem with beautiful bay views
2 bedrooms, 3 beds, 2 bathrooms
22–29 Aug
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Home in Bradenton
Cottage on the canal
3 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Anna Maria
Manatee Manor by Beach Boutique Rentals
3 bedrooms, 5 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 29 reviews
Home in Sarasota
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
New place to stay
Home in Sarasota
Heated Pool Retreat | Siesta Key & Downtown
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
New place to stay
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
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds, 2 bathrooms
15–20 Apr
Rooms in Longboat Key
Gulfside Getaway – Silver Sands Resort #235 by R
2 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Sarasota
Canal House | Pool | 5 min Walk to beach
3 bedrooms, 4 beds, 3 bathrooms
1–8 Sept
Guest favourite
Home in Holmes Beach
Pineapple Paradise | Private Pool | Walk to Beach
2 bedrooms, 6 beds, 2 bathrooms
16–23 Aug
5.0 out of 5 average rating, 14 reviews
Guest favourite
Apartment in Holmes Beach
Direct Beach Access & Pool | 2B Full Oceanview
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 5 reviews