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Search results; Over 1,000 homes in Longboat Key

Guest favourite
Apartment in Longboat Key
Beachfront Resort, Ocean View, Pool, Tennis, Gym
1 bedroom, 2 beds, 1 private bathroom
18–23 Sept
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4.89 out of 5 average rating, 228 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
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
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
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 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 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 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
Apartment in Bradenton Beach
Beachfront Bliss Awaits! Amazing Gulf Views!
2 bedrooms, 3 beds
29 Aug – 5 Sept
Superhost
Home in Sarasota
NEW! Lido Palms Walk to Beach, Pool & Spa, Rooftop
5 bedrooms, 6 beds
21–28 Aug
New place to stay
Home in Tampa
Luxurious | Boutique Pool | Walk to Stadium
4 bedrooms, 6 beds
3–8 Aug
New place to stay
Home in Largo
Bella Bird
3 bedrooms, 4 beds
2–7 Aug
5.0 out of 5 average rating, 4 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 Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds
8–15 Aug
5.0 out of 5 average rating, 6 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
Top guest favourite
Apartment in Holmes Beach
A Coastal Retreat Steps From the Sea
2 bedrooms, 4 beds
30 Jul – 6 Aug
4.98 out of 5 average rating, 105 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
Home in Sarasota
Siesta beach getaway!
3 bedrooms, 5 beds
18–23 Jul
New place to stay