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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
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
Guest favourite
Home in Bradenton Beach
Bradenton Beach Getaway | Steps to Sand & Dining
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 6 reviews
Home in Longboat Key
Lovely townhouse on Sarasota Bay
2 bedrooms, 3 beds, 2.5 bathrooms
4–9 Aug
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
4–9 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
Top guest favourite
Guest suite in Sarasota
Quality, classy, clean...
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 107 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
Top guest favourite
Home in Sarasota
Siesta Serenity ~ Pool/Waterslide/Waterfront
4 bedrooms, 5 beds, 4 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 21 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
Superhost
Apartment in Bradenton
Whim Sea Luxury 2BR Condo Minutes to Manatee Beach
2 bedrooms, 3 beds, 2 bathrooms
4–9 Aug
Guest favourite
Cottage in Bradenton Beach
Island Getaway with Pool Just Steps to the Beach!
1 bedroom, 2 beds, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 9 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
Home in Anna Maria
The Palm
5 bedrooms, 6 beds, 5.5 bathrooms
17–22 Aug
New place to stay