Vacation rentals with a pool in Fire Island

Find and book unique homes with a pool on Airbnb

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Popular amenities for Fire Island rentals with a pool

House rentals with a pool

Guest favorite
A well-maintained backyard features a circular swimming pool surrounded by a wooden deck. The pool is filled with clear blue water, and steps lead into it. A deck railing provides safety while offering views of the surrounding greenery and the house in the background.
Home in Massapequa
4.93 out of 5 average rating, 123 reviews

Great Family Times in this 5 Bedroom House

JorgeRating, 5 stars3 weeks ago
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.
Guest favorite
A heated saltwater pool is surrounded by a stone patio, featuring lounge chairs and sun umbrellas. Lush greenery and landscaping enhance the serene atmosphere. Pool floats are visible in the water, inviting relaxation and leisure.
Home in North Fork
4.89 out of 5 average rating, 9 reviews

Quaint Chalet w/Salt-heated Pool

VaughnRating, 5 stars6 months ago
Wonderful weekend stay. Charming.
Guest favorite
A heated pool is surrounded by a spacious patio with brick paving. Lounge chairs are positioned along one side, and a floating pool toy rests in the water. Lush greenery and landscaping provide a serene backdrop, while a barbecue area is visible beside the pool.
Home in East Hampton
5 out of 5 average rating, 22 reviews

East hampton 3 bedroom home w/ pool great location

LaurenRating, 5 stars3 months ago
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
Superhost
A clear swimming pool reflects the blue sky, bordered by a well-maintained lawn. A vibrant tree stands nearby, adding splashes of color, while a two-story home is visible in the background, showing white siding and a deck area.
Home in Hampton Bays
4.77 out of 5 average rating, 84 reviews

Hamptons Retreat | Pool, Volleyball, Jacuzzi

ThalitaRating, 5 stars1 week ago
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!
Guest favorite
The spacious backyard features a heated pool surrounded by sun beds and lounge chairs. A dining table is set nearby under a shaded area. Lush greenery and privacy fencing create a serene environment, enhancing the outdoor experience.
Home in Bellport
5 out of 5 average rating, 11 reviews

Home in Bellport Village w Pool

GuillaumeRating, 5 stars4 days ago
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
Guest favorite
Home in North Fork
4.86 out of 5 average rating, 7 reviews

The Cozy Cove : Pool & Family Friendly!

MeganRating, 5 stars5 months ago
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!
Guest favorite
A view of the heated swimming pool surrounded by a paved patio. Lounge chairs and an umbrella are situated nearby, along with flowering plants in pots. The pool area is framed by a wooden enclosure, enhancing the sense of privacy.
Home in Southampton
4.96 out of 5 average rating, 26 reviews

Comfortable getaway in North Sea

DanielRating, 5 stars8 months ago
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!!
Guest favorite
French doors open to a bright outdoor space, revealing a clear blue pool surrounded by sun loungers. A deck extends from the house, leading to a peaceful atmosphere enhanced by greenery in the background.
Home in Hampton Bays
5 out of 5 average rating, 9 reviews

Hampton Bays Hideaway!

Jho’LeeRating, 5 stars22 months ago
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

A shared heated pool is framed by a wooden deck, with two stories of accommodations visible in the background. Flower pots hang from the balcony, and several chairs are positioned around the pool area, creating a welcoming outdoor space.
Condo in Cherry Grove
5 out of 5 average rating, 3 reviews

Cherry Grove 1 bedroom condo w/heated pool!

RobertRating, 5 stars8 months ago
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!
A heated swimming pool is surrounded by lounge chairs and umbrellas, with multiple access steps leading into the inviting, clear blue water. In the background, a two-story building features private balconies overlooking the pool area.
Condo in North Fork
4.94 out of 5 average rating, 16 reviews

Cliffside Resort Poolside Condo A204

JoyRating, 5 stars9 months ago
Everything was just perfect! Just what I expected. Expect the best when you book here. They're worth every penny. Will return again.
Guest favorite
A well-maintained heated pool is surrounded by lounge chairs and shaded tables. Umbrellas provide shelter over the seating areas. A club house is visible in the background, complementing the inviting outdoor space designed for relaxation.
Condo in North Fork
4.84 out of 5 average rating, 105 reviews

Beautiful condo on Long Islands Northfolk

CarolineRating, 5 stars3 months ago
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!
Superhost
A light-filled living area features a cozy neutral sofa, accompanied by a matching armchair. A decorative coffee table sits in the center, and a Smart TV is mounted on the wall. Sliders lead to a private waterfront deck with seating, enhancing the space's openness.
Condo in North Fork
4.84 out of 5 average rating, 128 reviews

Oceanfront Condo – Incredible Spring Rates!

DanielleRating, 5 stars2 weeks ago
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!
Guest favorite
A well-maintained heated pool is surrounded by lounge chairs arranged on a paved deck. The pool reflects the evening sky, while nearby tables and grilling areas invite relaxation. The condominium buildings, featuring multiple balconies, are positioned in the background.
Condo in North Fork
4.89 out of 5 average rating, 149 reviews

Beautiful Waterview Condo on the North Fork of LI

AnnaRating, 5 stars5 months ago
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.
Superhost
A bright and airy living space is highlighted by skylights and white wooden beams. A spacious kitchenette is situated behind a dining table surrounded by light chairs. Large windows invite natural light, and a television sits on a white console between soothing tones of gray and cream.
Condo in Hampton Bays
4.78 out of 5 average rating, 23 reviews

Waterfront Elevated Bungalow - Spectacular Views

SteveRating, 5 stars55 months ago
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.
Superhost
A cozy living area is furnished with a beige sofa, a round wooden coffee table, and stylish light blue armchairs. A large window allows natural light to fill the space. Potted plants add a touch of greenery, creating a relaxed atmosphere.
Condo in Old Saybrook Center
4.89 out of 5 average rating, 72 reviews

Seashore getaway - CT shoreline

JulieRating, 5 stars3 months ago
Thanks Lauren! We enjoyed your lovely place!
Superhost
A spacious outdoor pool area is framed by lush greenery and vibrant flowers. The rectangular pool is surrounded by a paved deck, with several lounge chairs positioned around it. A corner of the property includes a poolside storage shed, providing functional space.
Condo in Bridgehampton
4.88 out of 5 average rating, 17 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

StaceyRating, 5 stars7 months ago
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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