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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Apartment in Longboat Key
Island Time: Discounted August & September!
Studio, 2 beds, 1 private bathroom
9–14 Nov
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4.98 out of 5 average rating, 251 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
15–22 Aug
5.0 out of 5 average rating, 3 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
Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Aug
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds, 2 bathrooms
15–20 Apr
Home in Sarasota
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Sarasota
Lido Palms Walk to Beach, Pool & Spa, Rooftop
5 bedrooms, 6 beds, 5.5 bathrooms
21–28 Aug
Top guest favourite
Apartment in Holmes Beach
#terraceLIFE | 2 Blocks to Beach | Heated Pool
2 bedrooms, 4 beds, 2 bathrooms
9–16 Sept
4.88 out of 5 average rating, 110 reviews
Top guest favourite
Cottage in Sarasota
Lido Key Beach Bungalow with Private Heated Pool!
2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
4.97 out of 5 average rating, 38 reviews
Flat in Longboat Key
Fantastic Beach Condo
3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
Home in Holmes Beach
3BR Dog Friendly | Pool | Patio | Garage Parking
3 bedrooms, 5 beds, 2 bathrooms
17–24 Aug
New place to stay
Top guest favourite
Apartment in Bradenton Beach
Bayfront • Rehabbed • Pickleball • Private Beach
2 bedrooms, 3 beds, 2 bathrooms
25 Aug – 1 Sept
5.0 out of 5 average rating, 8 reviews
Flat in Holmes Beach
2BR Family Condo • Heated Pool • Steps to Beach
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
New place to stay
Top guest favourite
Home in Holmes Beach
TieDyeSky: Waterfall Pool, Steps 2 Beach, Elevator
4 bedrooms, 7 beds, 3 bathrooms
12–19 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Bradenton Beach
Walk to it all! Restaurants + Heated Pool +Beach!
3 bedrooms, 7 beds, 3 bathrooms
23–28 Aug
4.98 out of 5 average rating, 111 reviews
Home in Tampa
Resort Backyard - Pool, Pickleball & Putting Green
4 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
New place to stay
Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
3 bedrooms, 5 beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 123 reviews