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House holiday rentals in Fire Island Pines

Find and book unique houses on Airbnb

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Popular amenities for Fire Island Pines house rentals

House rentals with a pool

Top Guest favourite
Home in Bellport
5 out of 5 average rating, 13 reviews

Home in Bellport Village w Pool

TanishaRating, 5 stars2 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.
Top Guest favourite
Home in Bellport
4.93 out of 5 average rating, 72 reviews

Bellport Home: Pool, Hot Tub & Ping-Pong Oasis

AnnaRating, 5 stars4 weeks ago
We had a great time in David and Claires beautiful house in Bellport. Such a nice place and perfekt location for daily trips by the coast with stops on the way out to the Hamptons. Or a daytrip to the city, close enough. Nice and quiet location, the house is very cosy and a lot of space for a bigger family or perfect for family reunion. We loved the ping pong table and other activitites as the pool, jacuzzi and the outdoors. If the weather had been better we would have used the facilities outside more for sure. We would love to come back to the house again. David and Claire are excellent hosts, very helpful and quick at responding.
Guest favourite
Home in Dix Hills
4.96 out of 5 average rating, 25 reviews

Nice getaway with your family.

Brittani and Chris Rating, 5 stars10 months ago
My group had a wonderful stay. We felt right at home. The property was private and the house was clean. The backyard is beautiful with a great pool. Erol was responsive throughout our stay. I would stay here again!
Guest favourite
Home in Mastic Beach
4.93 out of 5 average rating, 122 reviews

Gorgeous Waterfront and Indoor Pool Family Oasis!

GuanjyeRating, 5 stars3 weeks ago
This is by far the best Airbnb I have ever been to. I usually don't write reviews, but this was truly an exceptional experience. Not only is house very comfortable, the host, John, is also very, very generous and thoughtful. The amenities were very well-stocked and so much detail went into making this house comfortable. Not to mention the backyard is huge (with a dock leading directly to the bay), the pool is perfectly heated, and there's so many things to do inside the house that we hardly even wanted to venture out of it the whole 4.5 days we were there! I highly recommend booking a stay here especially with family - it was a good experience for everyone from the young kids to the grandparents to the dogs.
Top Guest favourite
Home in Bellport
5 out of 5 average rating, 17 reviews

Private oasis with pool steps away from the bay

JustinRating, 5 stars1 week ago
Great and responsive host. Home was lovely and we felt welcome. Host responded quickly to questions and requests. The home was very peaceful and relaxing. We really enjoyed the outdoor patio and pool area. I would recommend for a peaceful time away from the city.
Guest favourite
Home in Massapequa
4.73 out of 5 average rating, 137 reviews

Private 1br apt/private entrance/inground pool

LisaRating, 5 stars4 days ago
Cindy’s place was exactly as described and the communication was great when I did have questions. The backyard and pool were really nice, clean and well manicured. There were plenty of towels and the kitchen had everything I needed to cook dinner. The house was clean and the bed was actually pretty comfortable so that was nice! I would for sure stay here again, thanks again Cindy!
Superhost
Home in Massapequa
4.75 out of 5 average rating, 24 reviews

Paradise on Long Island

AdityaRating, 5 stars3 weeks ago
The house was spacious with great outdoor seating, pool and hot tub. Great for large group
Top Guest favourite
Home in Bellport
5 out of 5 average rating, 26 reviews

Monkey Puzzle - Renovated Cottage in Bellport

AnnRating, 5 stars5 days ago
We loved our stay in Bellport. The house was lovely and had everything we needed. The location is ideal and we were very happy with everything. Beautifully decorated and the record player was my favorite touch. Very responsive host and perfect setup for our family. We can’t wait to return.

Weekly house rentals

Guest favourite
Home in Mastic Beach
4.89 out of 5 average rating, 37 reviews

Dahlia by the bay

CéliaRating, 5 stars1 month ago
A very nice and spacious house, quietly located in the countryside. In 5 minutes by foot you are on the water. The neighborhood is very quiet and in the morning you can hear a lot of birds. Communication in advance was great. It was even responded to the wish of a toaster. The rooms are nice and the beds very cozy. There were three of us and we had good space. The kitchen is very well equipped with everything you need. There was even water ready upon arrival. In the living room there is a large TV with Netflix.
Guest favourite
Home in Oakdale
4.86 out of 5 average rating, 29 reviews

Riverfront Retreat in Oakdale

JannetaRating, 5 stars3 weeks ago
Our stay at the house was wonderful experience. Our host Michael whom fortunately we met personally is one of the nicest person you’ll encounter in life. The surrounding and the grounds were so beautiful that you will enjoy when you stay at that house. Many thanks to our host and his well managed house. The place is very close to all lovely restaurants, shopping areas, etc. We all highly appreciated and recommend to stay at this place for any occasion and vacation. Thank you again and hopefully will stay in the future. Your guest Janneta 😀❤️
Guest favourite
Home in East Patchogue
4.96 out of 5 average rating, 24 reviews

Bayside Breeze

TomRating, 5 stars5 months ago
Perfect place for a weekend of beach walks !
Guest favourite
Home in Bellport
5 out of 5 average rating, 26 reviews

Bellport Village Ranch, Saltwater Pool & Hot Tub

DanielleRating, 5 stars8 months ago
Paul is a great host. This is our 2nd time staying at Paul's home and it was just as wonderful as the first time. Clean, beautiful and in a lovely town. Paul is easy to communicate with and was thoughtful throughout the whole stay. We look forward to staying at Paul's home again in the future. Thanks Paul, for helping us with a wonderful weekend out east
Superhost
Home in Shirley
4.74 out of 5 average rating, 304 reviews

3 bedroom cottage rental

DominicRating, 5 stars3 weeks ago
One of the best stocked places I've ever stayed. There was no kitchen amenity that wasn't conspicuously provided.
Guest favourite
Home in Bellport
5 out of 5 average rating, 33 reviews

Trendy Ranch in Bellport Village

MichaelRating, 5 stars4 days ago
Such a charming home, beautifully renovated and thoughtfully appointed. The pool is super chic, and the backyard a lovely size and well laid out. A huge plus were the bed linens and pillows, I had to sneakily find out what the brands were because it was better than most hotels I've been in recently! We had an excellent weekend – cozy in the house, reading in the backyard, taking in the town. All in all, 10/10.
Guest favourite
Home in Centerport
5 out of 5 average rating, 16 reviews

Charming waterview house

LauraRating, 5 stars3 weeks ago
The house was beautiful and William was a great host. The views were amazing. The porch was my favorite part. I enjoyed sitting out there in the morning with my coffee. Thank you for allowing us the privilege of renting your beautiful house.
Top Guest favourite
Home in Bay Shore
4.98 out of 5 average rating, 53 reviews

Bay Shore Boat House

SarahRating, 5 stars4 weeks ago
Beautifully decorated! Well stocked kitchen. Responsive host. Cool backyard! Amazing kids room.

Private house rentals

Home in Fire Island Pines
5 out of 5 average rating, 5 reviews

Pines treehouse

ThomasRating, 5 stars3 weeks ago
The space was beautiful and fit all 8 of us. Very quiet and secluded. The listing didn’t show but there’s some great seating on the roof with a fire pit which was great. Very comfortable space and enjoyed our time there. I’m sure this is fully fixed by now but only slight hiccup was the fridge was not available at the time of our rental. The host was very communicative on this but unfortunately we were unable to eat a lot of the food because it was sitting out for 3 hours then it took 3/4 hours for the fridge to get cold. But outside of that it was a nice stay.
Top Guest favourite
Home in Deer Park
5 out of 5 average rating, 21 reviews

Home in Deer Park, New York

DanielRating, 5 stars2 weeks ago
Jose was very responsive and the place was very clean, modern and the location was ideal too. We would definitely stay here again when visiting Long Island. Thank you Jose for a great visit!
Top Guest favourite
Home in Fire Island Pines
5 out of 5 average rating, 11 reviews

Private cottage on Ocean walk, steps from harbor

KellyRating, 5 stars7 months ago
I loved staying at Jacob's spot and woukd come back and recommend to friends. I wish my schedule would have allowed me to stay longer, thanks Jacob!
Home in Fire Island Pines
4.58 out of 5 average rating, 64 reviews

7 bdrms all w/AC, pool, hot tub, bay view $0 Fees

NickRating, 5 stars3 weeks ago
The house was great for my friends and I. We all fit very comfortably and spacious for us all to be there together for the long holiday weekend.
Top Guest favourite
Home in Fire Island Pines
5 out of 5 average rating, 9 reviews

Xochimilco: A Stunning Fire Island Pines Oasis!

ChrisRating, 5 stars10 months ago
This house is perfect. Great layout for groups and one of the cleanest AirBnBs I've ever stayed in - not just on Fire Island, but anywhere. Kenneth and Fred were great to plan with and made checking in early happen even after a little confusion. The house is a stunner - especially the outdoor/pool/hot tub space. I've never seen anything like it in the Pines. We will be back!
Guest favourite
Home in Cherry Grove
5 out of 5 average rating, 20 reviews

Mid Century home: 2 bedrooms

AmeliaRating, 5 stars10 months ago
We had an amazing stay at Nightwood, a very special beach house in Cherry Grove. The architecture of the house itself is stunning, and the amenities were incredibly well-stocked and thoughtful. We especially loved the outdoor shower and dining on the deck. There was plenty of essential beach supplies, including chairs, tons of towels, umbrellas, and paddle ball, that made our beach days even better. James, our host was incredible—he welcomed us at the ferry with a wagon, and made sure we had everything we needed. We can’t wait to book again next summer!
Home in Fire Island Pines
5 out of 5 average rating, 3 reviews

Charming Quintessential Beach House

AlanRating, 5 stars10 months ago
the house was extremely comfortable...quiet yet close to town and a 5 minute easy walk to the beach. it's a little small, with 2 bedrooms and 1 bath, but well-appointed. the pool is gorgeous. shawn was extremely responsive to any questions we had .
Home in Bayport
4.83 out of 5 average rating, 165 reviews

Luxury Waterfront Oasis • Modern Retreat for 8

Matthew & JenniferRating, 5 stars1 month ago
A Perfect Long Island Getaway! I had an incredible stay at this beautiful Long Island home. The property is truly stunning—it is nestled on a large pond with its own private waterfront and dockage. The views and relaxing atmosphere can't be put into words. We sipped our coffee by the water in the morning and really enjoyed the sunset from the deck. It truly felt like a retreat! The house itself is immaculate and thoughtfully stocked with the important amenities. From a fully equipped kitchen to comfortable beds and stylish decor, it’s clear the owner put great care into making sure guests feel right at home. The location is amazing--secluded enough to enjoy nature and privacy, but still close to everything you might want to explore. Whether you're into boating, relaxing, or just soaking up beautiful surroundings, we were pleasantly surprised at all there was to offer. The host Joe was responsive and made the whole process seamless. We miss it already and can't wait to go back!

Destinations to explore