Holiday houses in Longboat Key

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Popular amenities for Longboat Key holiday rentals

Other great holiday rentals in Longboat Key

Guest favourite
Condo in Bradenton
4.92 out of 5 average rating, 109 reviews

New 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 reviews

Beach 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 reviews

Cozy 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 reviews

Secluded 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 reviews

Sand 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 reviews

Sea 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 reviews

Downtown 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 reviews

Stay & 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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Manatee County
  5. Longboat Key