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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Apartment in Longboat Key
Island Time!
Studio, 2 beds, 1 private bathroom
24–29 Sept
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4.98 out of 5 average rating, 251 reviews
Home in Longboat Key
Lovely townhouse on Sarasota Bay
2 bedrooms, 3 beds, 2.5 bathrooms
4–9 Aug
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds, 1 bathroom
4–11 Aug
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, 2 bathrooms
12–19 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Sarasota
Lido Beach Bungalow
2 beds, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 30 reviews
Place to stay in Longboat Key
Oceanfront Oasis – Longboat Key 226 by RVA
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
4.67 out of 5 average rating, 6 reviews
Top guest favourite
Home in Holmes Beach
NEW! w/ Pool - The Pearl Unit 2 on AMI
2 bedrooms, 2 beds, 1.5 bathrooms
7–14 Aug
5.0 out of 5 average rating, 9 reviews
Luxe
Home in Bradenton Beach
Just Pearly - 2 min walk to beach!
7 bedrooms, 8 beds, 7.5 bathrooms
13–18 Sept
4.97 out of 5 average rating, 39 reviews
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
2 bedrooms, 3 beds, 2 bathrooms
15–22 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Apartment in Treasure Island
*Shore Thing* Walk to Beach | Intercoastal Views
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 230 reviews
Top guest favourite
Apartment in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
1 bedroom, 1 king bed, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 167 reviews
Flat in Longboat Key
Fantastic Beach Condo
3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
Top guest favourite
Home in Bradenton
Palm Breeze Home
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 81 reviews
Superhost
Room in Sarasota
Siesta Beach 3 Min | Walk to Village + Patio!
1 queen bed, 1 bathroom
14–19 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Bradenton
The Oasis at One Particular Harbor!
3 bedrooms, 4 beds, 3 bathrooms
14–19 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Anna Maria
The Palm
5 bedrooms, 6 beds, 5.5 bathrooms
17–22 Aug
New place to stay
Top guest favourite
Flat in Bradenton Beach
Beachfront Corner Condo | Sunset Gulf Views
1 bedroom, 2 beds, 1 bathroom
10–17 Oct
4.98 out of 5 average rating, 52 reviews
Top guest favourite
Apartment in Longboat Key
Secluded Bayside Gem with beautiful bay views
2 bedrooms, 3 beds, 2 bathrooms
22–29 Aug
4.97 out of 5 average rating, 72 reviews