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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Apartment in Longboat Key
Beachfront Resort, Ocean View, Pool, Tennis, Gym
1 bedroom, 2 beds, 1 private bathroom
21–26 Sept
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4.9 out of 5 average rating, 238 reviews
Guest favourite
Flat in Longboat Key
Beachfront Bliss | Walk to the Water- 104
1 bedroom, 2 beds
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds
3–10 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds
3–10 Sept
5.0 out of 5 average rating, 3 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
Top guest favourite
Apartment in Longboat Key
Secluded Bayside Gem with beautiful bay views
2 bedrooms, 3 beds
7–12 Sept
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
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed
8–13 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds
3–10 Sept
4.96 out of 5 average rating, 26 reviews
Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
3 bedrooms, 4 beds
7–12 Sept
Top guest favourite
Apartment in Bradenton Beach
Bayfront • Rehabbed • Pickleball • Private Beach
2 bedrooms, 3 beds
15–22 Sept
5.0 out of 5 average rating, 9 reviews
Flat in Longboat Key
Fantastic Beach Condo
3 bedrooms, 4 beds
14–19 Jul
Place to stay in Longboat Key
Oceanfront Oasis – Longboat Key 226 by RVA
1 bedroom, 2 beds
19–24 Sept
4.67 out of 5 average rating, 6 reviews
Apartment in Sarasota
Sarasota Designer Waterfront Retreat * Paddleboard
2 bedrooms, 2 beds
5–12 Sept
New place to stay
Top guest favourite
Apartment in Holmes Beach
#terraceLIFE | 2 Blocks to Beach | Heated Pool
2 bedrooms, 4 beds
9–16 Sept
4.88 out of 5 average rating, 112 reviews
Guest favourite
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
3 bedrooms, 5 beds
11–16 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Bradenton
Pool, Hot Tub, PickleBall, Firepit, 5 min to IMG
4 bedrooms, 5 beds
17–22 Sept
5.0 out of 5 average rating, 9 reviews
Home in Longboat Key
Lovely townhouse on Sarasota Bay
2 bedrooms, 3 beds
9–14 Sept
Guest house in Sarasota
12 min f/ beach, e-bikes available, walk to town
1 bedroom, 2 beds
12–17 Sept