
Holiday houses in Longboat Key
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Top-rated holiday rentals in Longboat Key
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Longboat Key
Guest favourite

Condo in Bradenton
4.92 out of 5 average rating, 109 reviewsNew Renovated Condo + Walk to Bay + 5 Min to AMI
ManonRating, 5 stars3 weeks ago
Scott’s place was very nice for a weekend. The location is perfect. The accès to the beach was fast. Scott’s place was very clean and looks exactly like the pictures . Very responsive for any questions or help. Recommended
Top Guest favourite

Home in Cortez
5 out of 5 average rating, 7 reviewsBeach Retreat! Bikes, Paddleboards, Sauna & more!
MichelleRating, 5 stars11 months ago
Beautiful home and surrounding area, Pristine home in brand new condition. Expertly furnished, lots to do for teenagers, they loved the ice bath! Well stocked kitchen. The host was very responsive and helpful would definitely recommend this location and home. Happy vacationing.
Guest favourite

Apartment in Lido Key
5 out of 5 average rating, 11 reviewsCozy 1 bedroom a block from Lido Beach
CarolineRating, 5 stars3 weeks ago
Great location - and super comfy bed! Also amazing that there were beach chairs, towels, & even a wagon! Made it super easy and comfortable to walk to the beach and relax.
Top Guest favourite

Condo in Longboat Key
4.97 out of 5 average rating, 63 reviewsSecluded Bayside Gem with beautiful bay views
KathleenRating, 5 stars2 months ago
Another wonderful 2-week stay in unit 204 at Harbour Villa Club ... our favorite vacation spot! We thank the owners for sharing their lovely, comfortable home; and, we thank Nikki for her attention to detail in assuring our stay went perfect. We notified Nikki of excessive wear with some baking trays and frying pans, and brand new sets of both were delivered to the door the next morning!! The kitchen was fully stocked with many cooking essentials (dishes - glasses - bowls - crockpot - utensils, etc) and the unit was very clean. The bedding is so comfortable, and the view is just magnificent!! We hope to be back again ...
Top Guest favourite

Guest suite in Bradenton
4.98 out of 5 average rating, 65 reviewsSand Dollar Oasis - private entrance, private bath
RyanRating, 5 stars6 days ago
I had an amazing stay! Great area, so comfortable and homey, and Rebekah checked in consistently to see if we needed anything. We used a few of her local recs and they were great. Super close to the bridge to AMI also - will 100% be staying again! Loved it here! We also had an evening flight, and she was so nice enough to accommodate our late check-out! :)
Guest favourite

Home in Anna Maria
5 out of 5 average rating, 7 reviewsSea Shack - 2bd/2ba POOL Home
KarlaRating, 5 stars3 weeks ago
Words can't describe what this place looks and feels like! It is beautiful, comfortable and accessible. If you are looking for a nice place to stay and enjoy the beach and pool all day, this is the spot. It has all the necessary amenities for the trip. They do have beach chairs, cart, umbrella and beach toys. The arrival and check in was no hassle at all, had no need to contact the host, as everything was well taken care of and it had written detailed instructions for further assistance. The BEACH is extremely beautiful.
Top Guest favourite

Home in Indian Beach-Sapphire Shores
4.98 out of 5 average rating, 40 reviewsDowntown Oasis: Poolside Condo, Patio & Gym
DeniseRating, 5 stars4 days ago
Stayed here for the national rowing competition for one week. The place is lovely - very clean, the complex is nice & the pool is great. It was a perfect location for us - halfway between the race course where we needed to be every day and close to downtown. The beach wasn’t far either and I liked the location and the complex very much. We felt safe and it was pretty quiet and peaceful. The owner is responsive and detail oriented with how to check in, get into the unit, etc. I would stay here again.
Guest favourite

Home in Bradenton
4.95 out of 5 average rating, 43 reviewsStay & Play - 4 min from IMG
AngelinaRating, 5 stars1 day ago
I had a great experience staying at this Airbnb! The place was exactly as described clean, comfortable, and had everything we needed for a smooth stay. The host was amazing very friendly, responsive, and easy to communicate with.I would definitely stay here again and highly recommend it to anyone looking for a hassle free and enjoyable stay!
Quick stats about holiday rentals in Longboat Key
Total rentals
890 properties
Nightly prices starting at
$46 AUD before taxes and fees
Total number of reviews
9.8K reviews
Family-friendly rentals
690 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
740 properties have a pool
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park