Search results; Over 1,000 homes in Longboat Key

Guest favourite
Townhouse in Longboat Key
Updated Townhome, Secluded Beach + Pool
2 bedrooms, 4 beds, 2.5 shared bathrooms
6–13 Aug
,
5.0 out of 5 average rating, 40 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
4 beds
29 Jul – 5 Aug
Top guest favourite
Home in Longboat Key
Canal-Front Charmer with Private Beach Access!
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 king beds
15–20 Apr
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
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 king bed
8–13 Aug
New place to stay
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
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!
7 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 20 reviews
Home in Bradenton
Private Resort-Style Retreat Near IMG and AMI!
9 beds
10–15 Aug
New place to stay
Top guest favourite
Home in Bradenton Beach
Just Pearly - 2 min walk to beach!
8 beds
13–18 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
5 beds
13–18 Aug
4.98 out of 5 average rating, 119 reviews
Guest favourite
Home in Holmes Beach
Pineapple Paradise | Private Pool | Walk to Beach
6 beds
16–23 Aug
5.0 out of 5 average rating, 11 reviews
Home in Longboat Key
An Oasis at Little Gull Cottages
2 beds
7–14 Nov
5.0 out of 5 average rating, 3 reviews
Place to stay in Longboat Key
2BR Beachfront Escape – Silver Sands #259 by RVA
4 beds
25–30 Jul
Guest favourite
Home in Sarasota
Private Heated Pool~Yacht Rental~BBQ~Near Water
5 beds
9–14 Aug
5.0 out of 5 average rating, 30 reviews
Superhost
Home in Sarasota
New. Luxury Home. Near Siesta Key. Heated Pool.
5 beds
21–26 Jul
New place to stay
Home in Anna Maria
Luxury Home | 14 PPL | Pool & Hot Tub| Canal Views
8 beds
19–24 Aug
New place to stay
Top guest favourite
Home in Anna Maria
Steps to Beach | Anna Maria Island | Island Time
6 beds
20–25 Jul
5.0 out of 5 average rating, 5 reviews
Place to stay in Longboat Key
Oceanfront Oasis – Longboat Key 226 by RVA
2 beds
7–12 Aug
4.67 out of 5 average rating, 6 reviews