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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
25–30 Aug
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4.88 out of 5 average rating, 137 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds
29 Jul – 5 Aug
Top guest favourite
Home in Longboat Key
Canal-Front Charmer with Private Beach Access!
4 bedrooms, 6 beds
26–31 Jul
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds
15–20 Apr
Apartment in Longboat Key
Harbor Villa Club 206 : Where Fun Meets Relaxation
2 bedrooms, 3 beds
9–16 Jan
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
2 bedrooms, 3 beds
1–8 Sept
5.0 out of 5 average rating, 14 reviews
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed
8–13 Aug
New place to stay
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds
17–24 Jul
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Bradenton Beach
Dream State ~ Gulf Front/Across from Beach!
6 bedrooms, 7 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Sarasota
Luxe Oasis In St. Armands Circle with Private Pool
4 bedrooms, 4 beds
31 Jul – 5 Aug
5.0 out of 5 average rating, 9 reviews
Home in Bradenton
Private Resort-Style Retreat Near IMG and AMI!
6 bedrooms, 9 beds
10–15 Aug
New place to stay
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, 11 reviews
Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
3 bedrooms, 5 beds
13–18 Aug
4.98 out of 5 average rating, 119 reviews
Superhost
Home in Sarasota
New. Luxury Home. Near Siesta Key. Heated Pool.
4 bedrooms, 5 beds
21–26 Jul
New place to stay
Home in Holmes Beach
Steps to Beach - Prime Location - Beach Bungalow
3 bedrooms, 5 beds
15–22 Aug
Home in Longboat Key
An Oasis at Little Gull Cottages
1 bedroom, 2 beds
7–14 Nov
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Holmes Beach
Black Pearl! NEW! Block and half to Beach!
4 bedrooms, 5 beds
29 Aug – 5 Sept
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Home in Anna Maria
Steps to Beach | Anna Maria Island | Island Time
3 bedrooms, 6 beds
20–25 Jul
5.0 out of 5 average rating, 5 reviews
Flat in Siesta Key
Villa with private beach, 3 pools complex on beach
2 bedrooms, 3 beds
16–21 Aug
New place to stay