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

Top guest favorite
Home in North Fork
4.97 out of 5 average rating, 206 reviews

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars1 month ago
We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!
Top 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, 13 reviews

Home in Bellport Village w Pool

TanishaRating, 5 stars3 weeks ago
Stunning Stunning! A must booking. Kathrin was such an amazing host. She was very prompt on responses. We had an issue with the pool heater system and she was efficient and prompt to resolve the issue. The space was incredibly spacious but also had a warm cozy touch. Really was a welcoming space. The surprise shed in the back was beautiful. Overall a wonderful stay and host. Exceeded my expectations 😍 Will be looking forward to booking again very soon.
Guest favorite
A spacious heated in-ground pool is surrounded by a stone patio and vibrant landscaping. Lounge chairs are arranged along the poolside, accompanied by a large umbrella for shade. Lush greenery and blooming flowers frame the area, creating a serene outdoor retreat.
Home in Hampton Bays
4.97 out of 5 average rating, 60 reviews

4 BR Hamptons Oasis w/ Pool,Jacuzzi & Beach Access

MatthewRating, 5 stars1 month ago
Gorgeous house and property that is even better than the photos. Like other reviews have mentioned, the highway noise in the backyard is definitely present, but easy enough to ignore. Really enjoyed our stay and communication was great!
Superhost
Lush, vibrant greenery frames the tranquil pool area. A modern covered lounge space is visible in the background, providing shaded seating options. The scene is enriched by blooming flowers and an array of plants, creating a serene outdoor environment.
Home in East Hampton
4.88 out of 5 average rating, 48 reviews

Cedar Hot Tub, Suana, Heated Pool walk to water

ChrisRating, 5 stars2 weeks ago
Our family had the most amazing weekend at this home. Benjamin was very responsive and accommodating. There was not a detail missed in the home and outdoor environments. Even though it rained we had a full day of entertainment at the home. You will not be disappointed.
Guest favorite
A landscaped yard features a swimming pool surrounded by red lounge chairs and a shaded seating area. Lush greenery provides privacy, while colorful plants offer visual interest. The adjacent house is visible, providing a spacious setting for outdoor activities.
Home in Dix Hills
4.96 out of 5 average rating, 26 reviews

Nice getaway with your family.

TJRating, 5 stars1 day ago
As newlyweds, my husband and I booked Erol's AirBnb to have a different experience from the standard hotel bookings for weddings. The house was the same as the photos and even more gorgeous in person. We had a lot of room to move around while getting ready and taking photos. The bathroom also felt luxurious with the heated toilet seat and rain showerhead. Thank you so much for having us!
Guest favorite
The exterior of the house showcases a charming two-story structure set against a lush green landscape. A tranquil pool reflects the surrounding gardens, while stone steps lead to a welcoming entrance. The area is filled with greenery and outdoor seating, ideal for relaxation.
Home in Redding
4.88 out of 5 average rating, 16 reviews

Meeker Hill House - Country Escape w/ Heated Pool

RoryRating, 5 stars8 months ago
Our stay was stunning. The location is quiet and peaceful yet close enough to the town to get what you may need. The home itself is absolutely gorgeous. It’s clean, the layout is beautiful, and the views are out of this world. A truly incredible place to stay. The beds were very comfortable, the kitchen was perfect, and each room has a full bath which was great for our family. Overall highly recommend
Top guest favorite
A spacious outdoor pool is surrounded by a stone patio, featuring a pink flamingo floatie. Aqua-colored lounge chairs are positioned nearby on a gravel surface, with greenery and trees framing the area for privacy.
Home in Hampton Bays
4.98 out of 5 average rating, 129 reviews

Beach House Feel - newly renovated backyard Oasis

JessRating, 5 stars1 week ago
Christine's place was nice and clean! We especially loved the fire pit and the pool. Upon arrival of the AirBNB Christine was waiting to meet us and show us around. This was something that was new to me in my AirBNB experience, but it was honestly so nice and so was she! Christine let me know that I could communicate with her for anything that was needed and asked for recommendations to make her place better. This place was so well-equipped, close to everything and it comfortably fit me and my 6 other friends! I would definitely book again with Christine.
Guest favorite
A pool area is surrounded by greenery, featuring a gunite pool reflecting the blue sky. Lounge chairs are positioned by the water, and a patio dining set is visible, accompanied by an umbrella providing shade. The house has large glass doors, inviting natural light.
Home in East Hampton
5 out of 5 average rating, 23 reviews

Secluded Luxury: New Gunite Pool, Walk to Bay

KelliRating, 5 stars1 week ago
Dewey’s place is such a dream! Everything is freshly renovated and just feels so crisp, clean, and stylish. You can tell so much love went into the design it’s the perfect mix of modern and cozy. We felt right at home the second we walked in. The kitchen is gorgeous, the bathrooms are spa-like, and every little detail was just so well thought out. Dewey was the sweetest host super responsive and made everything totally seamless. The location is amazing too quiet and peaceful, but still close to all the fun spots (beach, town, restaurants). We didn’t want to leave! Already planning our next trip back. If you’re thinking about booking, do it you’ll love it just as much as we did!

Condo rentals with a pool

Condo in North Fork
5 out of 5 average rating, 6 reviews

Water front, sunsets, sail boats, Wi-fi, birds

CharlesRating, 5 stars9 months ago
John and Cathy are amazing hosts. This was our second consecutive summer stay in their condo and it does not disappoint. The place and the amenities they provide are amazing and they are a wonderful couple who respects your privacy but are there for anything you need. I recommend anyone to stay here and know they would want to return. Thank you John and Cathy for making our second summer with you a fantastic vacation!
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, 106 reviews

Beautiful condo on Long Islands Northfolk

LauraRating, 5 stars1 month ago
We very much enjoyed our stay at the Cliffside for our wedding weekend! Alice was very flexible with us, which we appreciated because getting married is chaotic enough LOL. Would highly recommend staying here. The unit was spotless and had a wonderful view. We could not have asked for a better stay!
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
4.85 out of 5 average rating, 136 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

SeanRating, 5 stars1 month ago
We had a great stay at Julie’s place. There was a slight hiccup with check-in times but Julie was very communicative and sorted it out promptly. The place itself was great, beautiful waterfront views and a private beach. The weather wasn’t the best but we still made the most of it. The apartment was compact but big enough for 4 adults.
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, 153 reviews

Beautiful Waterview Condo on the North Fork of LI

JeffreyRating, 5 stars4 weeks ago
Great retreat for a long weekend. Enough space for family of four. Easy access to everything in the Greenport area. Mia was very responsive, and the place was great. We would stay here again!
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, 74 reviews

Seashore getaway - CT shoreline

RussellRating, 5 stars3 weeks ago
Lisa and I enjoyed our stay at Laurens place. Felt right at home. Very clean, open space. We had the best time and did not want to leave. We will be back for sure.
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 stars57 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 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 stars9 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+
Guest favorite
Two people are seen swimming in a calm body of water, surrounded by gentle ripples reflecting sunlight. Lush greenery lines the distant shoreline, creating a serene backdrop against the shimmering surface.
Condo in Mount Sinai
5 out of 5 average rating, 34 reviews

1856 Trading House close to water

JohnRating, 5 stars5 months ago
Jeff's place has a lot of character and is spacious. The setting is excellent, near the water, with Satterly Landing right down the road. We enjoyed our stay.

Home rentals with a private pool

Guest favorite
An inviting heated pool is surrounded by lush greenery and flowering landscaping. Comfortable loungers are positioned along the wooden deck, accompanied by a shaded umbrella. Steps lead from the poolside to a charming surrounding garden, offering a serene environment for relaxation.
Home in East Hampton
4.82 out of 5 average rating, 45 reviews

Enchanting Home with Large Decks and Heated Pool

LynnRating, 5 stars8 months ago
Beautiful home worked perfect for our wedding visit. Loved sitting on the deck! Beautiful landscaping and very private! We were very confortable and able to relax between events and visit. Donna wad very flexible and allowed us to enter early so a dew of our family members could do s little remote eork. I hope to rent here again in the future! As a special surprise we saw the northern lights from the deck one night!!
Guest favorite
The exterior of a modern wooden house features a sloping roof and a welcoming front porch. Lush green grass surrounds the structure, complemented by small shrubbery thoughtfully arranged near the entrance. Three large windows provide natural light to the interior.
Bungalow in East Hampton
4.93 out of 5 average rating, 108 reviews

East Hampton Ranch with Access to Clearwater Private Beach

KateRating, 5 stars8 months ago
We had a wonderful stay at Peter's home. It was beautifully decorated, very comfortable and a quick drive to Springs. Access to the private clearwater beach was a plus! Thank you for sharing your beautiful home with us.
Guest favorite
A spacious backyard is highlighted by a bright blue swimming pool, featuring a whimsical white swan float. Surrounding the pool are several lounge chairs and umbrellas, set against lush green hedges and trees that provide privacy.
Home in Southampton
4.95 out of 5 average rating, 20 reviews

Perfect Getaway at Sunny Modern Shampton Lake House

ScottRating, 5 stars9 months ago
One could not ask for a better hosts than Christina and Phil - they are extremely communitive, proactive and helpful. Their house is beautiful - gourmet kitchen, in-ceiling speakers throughout the house, nice deck, pool and a picturesque location. The master bedroom has access to the back deck and a great shower. We had all three bedrooms full and everyone enjoyed their stay. We did not take advantage of the kitchen, but if we come back to the Hamptons we would stay here for longer and cook some meals. We are art collectors, so definitely appreciated the works Christina & Phil have amassed. The one thing I would bring to the attention of future renters is that you definitely know you are in somebody else's home - this is the first time we have unpacked only to find that every drawer was full, so we had to place stuff on top of the dresser or on the few open shelves in the closet. That said - totally worth it and would definitely recommend this Airbnb. Hope to be back soon!
Home in East Hampton
5 out of 5 average rating, 13 reviews

Saltbox with Separate Poolhouse in Northwest Woods

KatieRating, 5 stars35 months ago
Mike’s place made for the perfect Hamptons vacation. The location was the perfect starting point for day trips to Montauk and the harbors and we enjoyed the short walk to the beach daily… but there really is no need to leave this amazing property. Our family cannot stop raving about the amazing outdoor setup that we took full advantage of every day. Mike was very responsive and provided a detailed guide for the house and excellent recommendations for the area. We would 100% book again when we’re in the area and would recommend this place to anyone looking for an amazing Hamptons experience.

Quick stats about vacation rentals with a pool in Fire Island

  • Total rentals

    330 properties

  • Nightly prices starting at

    G$12,553 GYD 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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