Search results; Over 1,000 homes in Longboat Key

Guest favourite
Apartment in Longboat Key
Beachfront Resort, Ocean View, Pool, Tennis, Gym
1 bedroom, 2 beds, 1 private bathroom
18–23 Sept
,
4.89 out of 5 average rating, 227 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds, 2 bathrooms
29 Jul – 5 Aug
New place to stay
Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Aug
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
10–15 Jul
New place to stay
Guest favourite
Home in Sarasota
Luxe Oasis In St. Armands Circle with Private Pool
4 bedrooms, 4 beds, 3 bathrooms
7–12 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Longboat Key
Canal-Front Charmer with Private Beach Access!
4 bedrooms, 6 beds, 2 bathrooms
9–14 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Bradenton
The Florida Rooms
3 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.95 out of 5 average rating, 39 reviews
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds, 1 bathroom
4–11 Aug
Superhost
Flat in Bradenton
The Oasis at One Particular Harbor!
3 bedrooms, 4 beds, 3 bathrooms
6–11 Jul
New place to stay
Superhost
Home in Bradenton
Sleeps 24 · Heated Pool · Pickleball · Arcade
7 bedrooms, 12 beds, 5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Siesta Key
100 Yds to Beach+2 Blocks to Village | Heated Pool
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in Bradenton Beach
Prime Location! Beachfront Condo at Bridgeport
2 bedrooms, 7 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Anna Maria
Bean Pt. Bungalow - Half duplex w/private pool
3 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 98 reviews
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds, 4 bathrooms
5–12 Jul
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Cortez
Island Adjacent! 4 bed/3 bath home w/Pool & Tiki!
4 bedrooms, 6 beds, 3 bathrooms
24–29 Aug
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Home in Holmes Beach
Rate Sale8/15 Pool~StepsToBeach BeachEquip~Grill
3 bedrooms, 4 beds, 3 bathrooms
15–22 Aug
5.0 out of 5 average rating, 62 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, 7 reviews
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
2 bedrooms, 3 beds, 2 bathrooms
1–8 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Holmes Beach
Holmes Beach 5BR | Steps to Beach, Pool + Hot Tub
5 bedrooms, 5 beds, 3.5 bathrooms
8–15 Aug
5.0 out of 5 average rating, 14 reviews