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Search results; Over 1,000 homes in Longboat Key

Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds, 1 bathroom
9–16 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
12–19 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds, 2 bathrooms
15–20 Apr
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, 7 reviews
Flat in Longboat Key
Fantastic Beach Condo
3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 3 reviews
Home in Holmes Beach
3BR Dog Friendly | Pool | Patio | Garage Parking
3 bedrooms, 5 beds, 2 bathrooms
17–24 Aug
New place to stay
Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Aug
Luxe
Home in Bradenton Beach
Dream State ~ Gulf Front/Across from Beach!
6 bedrooms, 7 beds, 5.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 22 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
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
Townhouse in Bradenton Beach
Spacious 3BR Oceanview | Pool | Hot Tub | Dock
3 bedrooms, 4 beds, 2.5 bathrooms
9–16 Aug
4.94 out of 5 average rating, 16 reviews
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds, 4 bathrooms
9–16 Aug
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Sarasota
Siesta Serenity ~ Pool/Waterslide/Waterfront
4 bedrooms, 5 beds, 4 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Bradenton
Heated Pool, 5 miles to the Beach, Sleeps 8
3 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
4.97 out of 5 average rating, 66 reviews
Home in Holmes Beach
Steps to Beach - Prime Location - Beach Bungalow
3 bedrooms, 5 beds, 2 bathrooms
15–22 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Holmes Beach
#terraceLIFE | 2 Blocks to Beach | Heated Pool
2 bedrooms, 4 beds, 2 bathrooms
26 Aug – 2 Sept
4.88 out of 5 average rating, 110 reviews
Top guest favourite
Home in Anna Maria
Casa Cay by Duncan Real Estate
3 bedrooms, 3 beds, 3 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 18 reviews