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Search results; Over 1,000 homes in Longboat Key

Guest favourite
Apartment in Longboat Key
Beachfront Resort, Ocean View, Pool, Tennis, Gym
1 bedroom, 2 beds, 1 private bathroom
18–23 Sept
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4.9 out of 5 average rating, 232 reviews
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds
6–13 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
12–19 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Flat in Longboat Key
Fantastic Beach Condo
3 bedrooms, 4 beds
14–19 Jul
Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
3 bedrooms, 4 beds
17–22 Aug
Superhost
Home in Anna Maria
The Palm
5 bedrooms, 6 beds
17–22 Aug
New place to stay
Top guest favourite
Apartment in Bradenton Beach
Bayfront • Rehabbed • Pickleball • Private Beach
2 bedrooms, 3 beds
25 Aug – 1 Sept
5.0 out of 5 average rating, 7 reviews
Townhouse in Bradenton Beach
Spacious 3BR Oceanview | Pool | Hot Tub | Dock
3 bedrooms, 4 beds
8–15 Aug
4.94 out of 5 average rating, 16 reviews
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds
9–16 Aug
4.96 out of 5 average rating, 25 reviews
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds
15–20 Apr
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
2 bedrooms, 3 beds
15–22 Sept
5.0 out of 5 average rating, 14 reviews
Home in Holmes Beach
Steps to Beach - Prime Location - Beach Bungalow
3 bedrooms, 5 beds
15–22 Aug
5.0 out of 5 average rating, 4 reviews
Home in Tampa
Resort Backyard - Pool, Pickleball & Putting Green
4 bedrooms, 5 beds
24–29 Aug
New place to stay
Top guest favourite
Cottage in Sarasota
Lido Key Beach Bungalow with Private Heated Pool!
2 bedrooms, 3 beds
15–20 Aug
4.97 out of 5 average rating, 37 reviews
Luxe
Home in Bradenton Beach
Dream State ~ Gulf Front/Across from Beach!
6 bedrooms, 7 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 22 reviews
Apartment in Longboat Key
Harbor Villa Club 206 : Where Fun Meets Relaxation
2 bedrooms, 3 beds
9–16 Jan
Guest favourite
Home in Holmes Beach
Pineapple Paradise | Private Pool | Walk to Beach
2 bedrooms, 6 beds
16–23 Aug
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Clearwater
Providence Cove | Heated Salt Pool • Sleeps 12
3 bedrooms, 7 beds
10–15 Sept
5.0 out of 5 average rating, 4 reviews