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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
11–16 Jul
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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
29 Jul – 5 Aug
New place to stay
Top guest favourite
Home in Longboat Key
Canal-Front Charmer with Private Beach Access!
4 bedrooms, 6 beds
9–14 Jul
5.0 out of 5 average rating, 8 reviews
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed
10–15 Jul
New place to stay
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
5–12 Jul
4.96 out of 5 average rating, 25 reviews
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, 117 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, 3 reviews
Top guest favourite
Home in Bradenton
10 min AMI | 15 min IMG | Heated Pool
2 bedrooms, 3 beds
24–29 Oct
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Home in Sarasota
Kid-Friendly • Near SRQ • Sleeps 6–8
2 bedrooms, 4 beds
5–10 Jul
4.97 out of 5 average rating, 33 reviews
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, 8 reviews
Home in Longboat Key
An Oasis at Little Gull Cottages
1 bedroom, 2 beds
7–14 Nov
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Largo
Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
3 bedrooms, 4 beds
21–26 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Anna Maria
Prime Location! Waterfront! Walk to it all! Beach!
4 bedrooms, 6 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 13 reviews
Home in Sarasota
Canal House | Pool | 5 min Walk to beach
3 bedrooms, 4 beds
1–8 Aug
Top guest favourite
Tiny home in Bradenton Beach
Paradise Found in our cozy home on Anna Maria
1 bedroom, 1 bed
12–17 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Bradenton
Grotto Pool Oasis | 3BR Near IMG & Beaches
3 bedrooms, 4 queen beds
12–17 Jul
5.0 out of 5 average rating, 49 reviews
Superhost
Home in Sarasota
NEW! Lido Palms Walk to Beach, Pool & Spa, Rooftop
5 bedrooms, 6 beds
21–28 Aug
Apartment in Bradenton Beach
Beachfront Bliss Awaits! Amazing Gulf Views!
2 bedrooms, 3 beds
29 Aug – 5 Sept