
Vacation rentals with a pool in Fire Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Fire Island
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Fire Island rentals with a pool
House rentals with a pool

Great Family Times in this 5 Bedroom House
My family and I had a beautiful stay and I couldn’t have asked for a better rental. The Airbnb was huge with more than enough room for everyone and the backyard was large and spacious enough to have everyone eat comfortably. If I ever need another large rental you can bet I’m gonna check here first.

Quaint Chalet w/Salt-heated Pool
Wonderful weekend stay. Charming.

East hampton 3 bedroom home w/ pool great location
Our family loved Matt’s home. The house is warm and inviting and feels personal. Very well located to both Sag Harbor and East Hampton. Well designed and very clean. Thank you

Hamptons Retreat | Pool, Volleyball, Jacuzzi
Aida’s house is very nice place to stay for a getaway in the Hamptons. Amazing outdoor area. Great for traveling with kids. Aida is a great host!

Home in Bellport Village w Pool
Very clean and confortable place a few minutes from the center of the village. Both bedrooms have king beds which is always a plus! Large yard and deck

The Cozy Cove : Pool & Family Friendly!
Jessica’s house is in a great location - close to town, vineyards, and farms. It was such an easy check in and so convenient. The house was perfect for us with plenty of beds and very clean!

Comfortable getaway in North Sea
Coleen & Michael were great hosts. Very friendly from start to finish. Coleen provided a list of activities in the area and was responsive to any questions during our stay. The house was spacious for my wife and our baby girl. We enjoyed relaxing and swimming in the pool, grilling on the BBQ and sitting on the upper deck. We found it easy to access all parts of the Hamptons via the nearby back roads. Thanks again for everything!!

Hampton Bays Hideaway!
We had another great stay at Claudia's place! This was our third visit to this location, and likely not our last. Thank you!!
Condo rentals with a pool

Cherry Grove 1 bedroom condo w/heated pool!
Great place, exactly as advertised. Terrific location near ferry dock (making arrival/check-in extremely easy and fast, which was a relief after a long trip to get to Fire Island), near the little main hub of Cherry Grove… minutes or less to the general store, restaurants, bars. 5 minute walk to the beach. Although there is some bar noise at night, the unit is well sound-insulated. Hosts extremely friendly and communicative, full of info and recommendations. They take pride in their place and in being great hosts. Cozy place with very good value for Fire Island. The pool was a nice plus - salt water pool, lit at night. Met some of the other residents in the building who were extremely friendly and fun. Bed was very comfy. We slept in a lot. Wi-Fi worked perfectly. Nice desk in the bedroom for the few times work called. Roku TV. Lots of board games Bedroom has AC which worked great. Beach chairs and towels included. Coin laundry on site worked well. Great value. Would definitely return!

Cliffside Resort Poolside Condo A204
Everything was just perfect! Just what I expected. Expect the best when you book here. They're worth every penny. Will return again.

Beautiful condo on Long Islands Northfolk
This was the perfect last-minute getaway for my always on-the-go family in need of some quiet bonding time. The condo was simple and clean, the beach beautiful (even in the winter), and Alice and Gasper were very responsive. Would highly recommend!

Oceanfront Condo – Incredible Spring Rates!
We had an amazing stay! We stayed off peak season, although alot was closed we felt right at home and were more than happy to spend family time at this condo! The views were stunning, and the condo was immaculate. We were close to everything and was still within very reasonable driving distance to the surrounding towns. Julie was a pleasure to work with and was always very responsive and accomadating throughout the process. Hoping to stay again next year!

Beautiful Waterview Condo on the North Fork of LI
Such a beautiful condo by the water! Too bad we stayed in November, we would have enjoyed the terrace way more! Mia was so responsive and helpful with my questions prior to the weekend at her place.

Waterfront Elevated Bungalow - Spectacular Views
If we don't give a good review, can we keep this to ourselves?! Patti was a perfect host; the views were fantastic, whether from the outdoor porch or inside through the French doors looking out on the water. Access to the small beach and pool were excellent and we were close to several good restaurants (many of which Patti suggested, including some on the water) for take-out during the pandemic. Wifi was great and everything was very clean and as advertised. We generally fly for vacations and long weekends but had to stay closer to home this year and this was a perfect choice.

Seashore getaway - CT shoreline
Thanks Lauren! We enjoyed your lovely place!

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+
Quick stats about vacation rentals with a pool in Fire Island
Total rentals
330 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
5.2K reviews
Family-friendly rentals
230 properties are a good fit for families
Pet-friendly rentals
140 properties allow pets
Rentals with dedicated workspaces
160 properties have a dedicated workspace
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