
Fire Island Pines vacation rentals
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Top-rated vacation rentals in Fire Island Pines
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Fire Island Pines house rentals

Hamptons Style Cottage close to everything!
My family of 4 (including a 2 and 6 year old) stayed at Chris’ place for two nights for a quick getaway for spring break. Chris was incredibly helpful, by providing suggestions for us/the kids on local attractions, and was quick to help us problem solve when we couldn’t find a blender attachment for our morning smoothies. The house is beautiful, well equipped (especially with kid-specific items (high chair, stroller, books), and he also provided some provisions for our stay. I highly recommend this Airbnb if you’re looking to stay in this area!

Fair Harbor, Fire Island sunny 3 bedroom
Elizabeth’s Home is beautiful and I so appreciate the many considerate touches and attention to detail. The house was very comfortable and the amenities were plentiful and excellent from Ping pong to bikes to wagons to beach towels etc etc. it is clear that Elizabeth wants her guests to be very comfy and happy. And I will say communication with Elizabeth was seamless- responsive and super helpful! Ni definitely plan on coming back!!

Sunset Cottage - Waterfront Getaway
John’s place is absolutely stunning! The deck and the dock made for beautiful mornings with coffee and evenings with wine. It’s a short drive from a few beaches or to the ferry to fire island. Overall would definitely stay again!

Waterfront home with amazing views
Frank went out of his way to resolve an unpredictable issue caused by harsh weather, including driving hours in the middle of the night to assist. The house is beautiful and the place very peaceful.

Cozy studio
Sandra was a great host. There was a problem with the app but she personally walked me through everything.

Fire Island Beach House
We had a relaxing stay in Fire Island. The house is cute with lots of quirky beachy Fire Island charm. Location is excellent - just a short walk from ocean bay park ferry and super close to the beach. The outdoor shower (with hot water!) was such a great bonus feature of the house! All in all we would definitely recommend booking. Thanks for a great stay :)

Stunning sunset charming waterfront home 4 seasons
Absolutely stunning! This house has an amazing view from gigantic glass doors in the main room. Details in the house are well thought out and of great quality, including a high end coffee maker and other appliances. The place has lots of premium touches that make this experience a cut above the rest. Steven is an amazing, friendly, and communicative host. Incredible experience all around, I would definitely book here again.

Kismet Fire Island Beach House (2025 upgrades!)
Wally was very responsive and a great host! House is exactly what is described. Would highly recommend his listing if you are looking for a low key beach house.
Other great vacation rentals in Fire Island Pines

Cherry Grove, Fire Island Cottage with Hot tub
I looooove this spot. It’s my second time staying, but the first time as the person booking the Airbnb, and it was exactly the same as last year. So well-maintained, with a gorgeous private back yard and perfectly hot hot tub! Just a 7-8 minute walk to the Ferry, 2 minute walk to the beach, and a 20 minute walk to the middle of the Pines. The couch in the living room pulls out into a bed, which was perfect for rainy-day movie time! Verrrry cold AC, soft comfy beds, and extra sheets. Also love the outdoor shower that gets hot incredibly quickly. We had an issue with a broken appliance and the hosts responded to our message within literally a minute. So lovely to chat with, so helpful and friendly! I hope I get the chance to stay a third time!

Nature Lovers Paradise at Zephaniah Conklin Farm
Had a wonderful stay at Paul's. He was incredibly responsive and lovely to interact with. The house is tastefully designed - it's such a pretty cottage, lovely touches throughout and his design sensibility shines through. The backyard was really the highlight for us. The landscaping is stunning (imagine a backyard full of hydrangeas) and you could spend all of your time out there - between the pool, the firepit, the lighting, outdoor shower and patio, we found ourselves not wanting to leave. There is even a beautifully restored and, I imagine historical, restored family cemetery at the back of the property. We enjoyed the short trips over to Smith Point and Fire Island, and wandering Bellport and Brookhaven, where there are many beautiful homes and terrific local farms. Definitely recommend!

PINES Cozy Beach Hideaway with modern touches
Group of 8 friends we stayed here for a week in August. We had a great time, the house was clean when we arrived, the kitchen is very well equipped if you like cooking. Beds are comfortable and you are 5 minutes away from the harbor and pantry.

Davis Park Beach Retreat 1 Minute walk to Ocean!
We needed rest and relaxation and Davis Park is the place for it. This beach house is exactly what we wanted. You can see the owners personality all throughout with beach art and driftwood. They love the house. We especially loved the outdoor shower. Kitchen had everything we could ever need. BBQ and Dinner each night on the extra large outdoor table. Jigsaw puzzles and games available. There is a tv but we didn't watch it. Everything was just right. We would go again!!!!

Mid Century home: 2 bedrooms
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!

Classic Pines mid-century with queen bed
Jason’s place was absolutely awesome! The location is perfect - super accessible to the beach with great dining and activities nearby. Jason was a gracious host with excellent attention to detail, including fresh linens and pool access. The space felt very cozy and welcoming. When we had some bad weather (totally out of anyone’s control), Jason was incredibly generous and gave us a free extra day to stay once the sun came out. This kind of thoughtful hospitality really made our trip special. Would definitely stay here again and highly recommend to anyone looking for a great getaway!

Standard King
Ethans room was excellent and perfect for a weekend getaway. The details were exactly as described — clean, convenient, quick responses, and in my case an early/flexible check-in!

Private Bedroom w/ Full Private Bath
We had a wonderful stay at Jay’s place. The room was clean and exactly as pictured in the listing. The location is great- in the quieter east side of the grove while still a quick walk to town. Jay made us feel right at home. Highly recommend!
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- Times Square
- Beach
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Rye Beach
- Citi Field
- Yankee Stadium
- Gilgo Beach
- United Nations Headquarters
- Rye Playland Beach
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Bronx Zoo
- Central Park Zoo
- Radio City Music Hall
- The Metropolitan Museum of Art