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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Apartment in Longboat Key
Island Time: Open August 16th - 25th!
Studio, 2 beds, 1 private bathroom
16–21 Aug
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4.98 out of 5 average rating, 244 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds
29 Jul – 5 Aug
Top guest favourite
Home in Longboat Key
Canal-Front Charmer with Private Beach Access!
4 bedrooms, 6 beds
26–31 Jul
5.0 out of 5 average rating, 9 reviews
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed
1–6 Aug
New place to stay
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
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
17–24 Jul
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Cortez
Beach Retreat! Paddleboards, Bikes, & Beach Gear!
3 bedrooms, 4 beds
15–20 Jul
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Bradenton
The Florida Rooms
3 bedrooms, 3 beds
26–31 Oct
4.95 out of 5 average rating, 41 reviews
Home in Holmes Beach
TieDyeSky: Waterfall Pool, Steps 2 Beach, Elevator
4 bedrooms, 7 beds
21–28 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Bradenton Beach
Walk to it all! Restaurants + Heated Pool +Beach!
3 bedrooms, 7 beds
14–19 Aug
5.0 out of 5 average rating, 106 reviews
Superhost
Home in Sarasota
Canal House | Pool | 5 min Walk to beach
3 bedrooms, 4 beds
5–12 Aug
Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
3 bedrooms, 5 beds
13–18 Aug
4.98 out of 5 average rating, 118 reviews
Top guest favourite
Home in Anna Maria
Steps to Beach | Anna Maria Island | Island Time
3 bedrooms, 6 beds
20–25 Jul
5.0 out of 5 average rating, 5 reviews
Home in Bradenton
Private Resort-Style Retreat Near IMG and AMI!
6 bedrooms, 9 beds
10–15 Aug
New place to stay
Top guest favourite
Home in Anna Maria
Bridge and Bay Escape - Brand New Listing!
4 bedrooms, 5 beds
31 Jul – 5 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds
1–7 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Sarasota
NEW! Lido Palms Walk to Beach, Pool & Spa, Rooftop
5 bedrooms, 6 beds
21–28 Aug