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Search results; Over 1,000 homes in Longboat Key

Guest favourite
Home in Longboat Key
Longboat Key Beach House
3 bedrooms, 6 beds, 2 private bathrooms
2–7 Aug
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4.92 out of 5 average rating, 136 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds, 2 bathrooms
29 Jul – 5 Aug
Top guest favourite
Home in Longboat Key
Canal-Front Charmer with Private Beach Access!
4 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds, 2 bathrooms
15–20 Apr
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
1–6 Aug
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
1–8 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds, 4 bathrooms
17–24 Jul
4.96 out of 5 average rating, 25 reviews
Home in Holmes Beach
TieDyeSky: Waterfall Pool, Steps 2 Beach, Elevator
4 bedrooms, 7 beds, 3 bathrooms
21–28 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
5–12 Aug
Top guest favourite
Home in Bradenton Beach
Walk to it all! Restaurants + Heated Pool +Beach!
3 bedrooms, 7 beds, 3 bathrooms
14–19 Aug
5.0 out of 5 average rating, 106 reviews
Top guest favourite
Home in Bradenton
Heated Pool, 5 miles to the Beach, Sleeps 8
3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
4.97 out of 5 average rating, 60 reviews
Superhost
Home in Indian Rocks Beach
Bahia Beachin' Intracoastal Pool Home
4 bedrooms, 5 beds, 3 bathrooms
16–21 Jul
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
13–18 Aug
4.98 out of 5 average rating, 118 reviews
Home in Bradenton
Private Resort-Style Retreat Near IMG and AMI!
6 bedrooms, 9 beds, 4 bathrooms
10–15 Aug
New place to stay
Top guest favourite
Home in Cortez
Beach Retreat! Paddleboards, Bikes, & Beach Gear!
3 bedrooms, 4 beds, 2.5 bathrooms
15–20 Jul
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Anna Maria
Steps to Beach | Anna Maria Island | Island Time
3 bedrooms, 6 beds, 2 bathrooms
20–25 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Home in Holmes Beach
Steps to Beach - Prime Location - Beach Bungalow
3 bedrooms, 5 beds, 2 bathrooms
5–12 Aug
Top guest favourite
Home in Anna Maria
Prime Location! Waterfront! Walk to it all! Beach!
4 bedrooms, 6 beds, 4.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 13 reviews