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Search results; Over 1,000 homes in Longboat Key

Guest favourite
Apartment in Longboat Key
Sunset and beach view from your balcony Unit 403
1 bedroom, 3 beds, 1 private bathroom
24–29 Oct
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4.88 out of 5 average rating, 137 reviews
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds
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
12–19 Aug
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 Holmes Beach
Pineapple Paradise | Private Pool | Walk to Beach
2 bedrooms, 6 beds
16–23 Aug
5.0 out of 5 average rating, 13 reviews
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Townhouse in Bradenton Beach
Spacious 3BR Oceanview | Pool | Hot Tub | Dock
3 bedrooms, 4 beds
8–15 Aug
4.94 out of 5 average rating, 16 reviews
Home in Sarasota
Private Beach•3 Heated Pools•2BR•Ground Floor
2 bedrooms, 3 beds
29 Aug – 3 Sept
New place to stay
Apartment in Longboat Key
Harbor Villa Club 206 : Where Fun Meets Relaxation
2 bedrooms, 3 beds
9–16 Jan
Home in Holmes Beach
Steps to Beach - Prime Location - Beach Bungalow
3 bedrooms, 5 beds
15–22 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Bradenton Beach
Bayfront • Rehabbed • Pickleball • Private Beach
2 bedrooms, 3 beds
25 Aug – 1 Sept
5.0 out of 5 average rating, 7 reviews
Home in Holmes Beach
3BR Dog Friendly | Pool | Patio | Garage Parking
3 bedrooms, 5 beds
17–24 Aug
New place to stay
Home in Bradenton Beach
Island Breeze Escape
2 bedrooms, 3 beds
16–23 Aug
New place to stay
Guest favourite
Flat in Bradenton
The Oasis at One Particular Harbor!
3 bedrooms, 4 beds
14–19 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Holmes Beach
#terraceLIFE | 2 Blocks to Beach | Heated Pool
2 bedrooms, 4 beds
26 Aug – 2 Sept
4.88 out of 5 average rating, 110 reviews
Home in Anna Maria
Well-Maintained 3BR Gulfview | Pool | Patio | W/D
3 bedrooms, 5 beds
10–15 Aug
4.68 out of 5 average rating, 57 reviews
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds
8–13 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Holmes Beach
NEW! w/ Pool - The Pearl Unit 1 on AMI
1 bedroom, 2 beds
14–21 Aug
5.0 out of 5 average rating, 9 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