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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Apartment in Longboat Key
Island Time: Open Sun - Wed, $175/nt + Fees!
Studio, 2 beds, 1 private bathroom
5–10 Oct
,
4.98 out of 5 average rating, 255 reviews
Guest favourite
Flat in Longboat Key
Beachfront Bliss | Walk to the Water- 104
1 bedroom, 2 beds
1–6 Oct
5.0 out of 5 average rating, 6 reviews
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds
11–18 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
2 bedrooms, 3 beds
15–22 Sept
5.0 out of 5 average rating, 14 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds
11–18 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed
12–17 Sept
5.0 out of 5 average rating, 5 reviews
Home in Longboat Key
Bayou and Beach Longboat Key Private Home
5 bedrooms, 6 beds
21–26 Mar
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Longboat Key
Secluded Bayside Gem with beautiful bay views
2 bedrooms, 3 beds
3–10 Oct
4.97 out of 5 average rating, 72 reviews
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds
15–20 Apr
Superhost
Home in Sarasota
The Aviator | 7 Mins From SRQ | Pool | Giga Wifi
3 bedrooms, 3 queen beds
11–16 Sept
5.0 out of 5 average rating, 3 reviews
Flat in Longboat Key
Fantastic Beach Condo
3 bedrooms, 4 beds
14–19 Jul
Guest favourite
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
3 bedrooms, 5 beds
21–26 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Apartment in Bradenton Beach
Largest Pool • Private Beach Access • Pickleball
2 bedrooms, 3 beds
12–19 Sept
5.0 out of 5 average rating, 17 reviews
Superhost
Apartment in Longboat Key
Sea Grape Inn #6- Beachfront Property
2 bedrooms, 4 beds
11–16 Sept
Superhost
Flat in Bradenton
Private Apartment Studio at IMG Academy
1 bedroom, 2 queen beds
11–16 Sept
New place to stay
Place to stay in Longboat Key
Silver Sands Serenity – Unit 234 by RVA
1 bedroom, 2 beds
13–18 Sept
Top guest favourite
Townhouse in Holmes Beach
Getaway Family Beach Townhome w/Pool!
2 bedrooms, 5 beds
20–27 Sept
4.94 out of 5 average rating, 72 reviews
Top guest favourite
Apartment in Holmes Beach
#terraceLIFE | 2 Blocks to Beach | Heated Pool
2 bedrooms, 4 beds
15–22 Sept
4.88 out of 5 average rating, 112 reviews
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds
11–18 Sept
4.96 out of 5 average rating, 26 reviews