A coastal residential area with modern houses and a beach in the background.

Fire Island Pines Vacation Rentals

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Our top choices for Fire Island Pines vacation rentals

1. Peaceful private 2-bedroom house in Bayport. Amazing location!

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.6 out of 10, Excellent, (7 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is CA $348
CA $453 total
includes taxes & fees
Sep 9 - Sep 10
Peaceful private 2-bedroom house in Bayport. Amazing location!

2. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is CA $265
CA $439 total
includes taxes & fees
Sep 9 - Sep 10
Spacious 3BR Family Home Near Everything

3. Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is CA $183
CA $414 total
includes taxes & fees
Sep 15 - Sep 16
Sundown Escape-South Shore Long Island

4. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
The price is CA $196
CA $391 total
includes taxes & fees
Sep 29 - Sep 30
Charming Secluded Waterfront retreat

5. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (9 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is CA $164
CA $476 total
includes taxes & fees
Sep 17 - Sep 18
The Royal Suite - Ronkonkoma

6. Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (51 reviews)
"This stay was very clean and easy. The check-in process was efficient. Thank you, I would definitely book again for a short stay!"
United States
Jaelyn
The price is CA $137
CA $227 total
includes taxes & fees
Sep 15 - Sep 16
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

7. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is CA $199
CA $472 total
includes taxes & fees
Sep 15 - Sep 16
Sundown Escape Near SouthShore University Hospital

8. Waterfront house next to Bellport golf course

Waterfront house next to Bellport golf course
East Patchogue
10.0 out of 10, Exceptional, (17 reviews)
"Very clean and good location."
United States
Joseph C.
The price is CA $815
CA $1,509 total
includes taxes & fees
Sep 10 - Sep 11
Waterfront house next to Bellport golf course

9. Fire Island Beach House Ocean Bay Park

Fire Island Beach House Ocean Bay Park
Ocean Beach
10.0 out of 10, Exceptional, (73 reviews)
"House was very big and spacious enough for our large group. The host was also very communicative and accommodating, would definitely love to come back and stay again."
United States
Mohit M.
The price is CA $1,104
CA $1,982 total
includes taxes & fees
Sep 10 - Sep 11
Fire Island Beach House Ocean Bay Park

10. Tiny Home Private, Students, Nurses, Tech

Tiny Home Private, Students, Nurses, Tech
Bay Shore
8.0 out of 10, Very good, (9 reviews)
"Great host, nice place."
United States
Brian C.
The price is CA $167
CA $302 total
includes taxes & fees
Sep 21 - Sep 22
Tiny Home Private, Students, Nurses, Tech

11. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.6 out of 10, Exceptional, (7 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is CA $242
CA $371 total
includes taxes & fees
Sep 9 - Sep 10
Cozy king suite with kitchen and dining area.

12. Bright & Comfortable Home in the Heart of It All

Bright & Comfortable Home in the Heart of It All
Central Islip
8.8 out of 10, Excellent, (3 reviews)
"My stay was amazing! The place was bigger in person than i expected, which was such a pleasant surprise. The house was spotless and very clean, making me feel comfortable from the moment I arrived. The host was incredibly helpful, responsive, and made the entire experience smooth and stress-free. I enjoyed my stay and would absolutely book this home again. Highly recommend to anyone looking for a clean, spacious, and welcoming place to stay!"
United States
Tatiana J.
The price is CA $245
CA $692 total
includes taxes & fees
Sep 29 - Sep 30
Bright & Comfortable Home in the Heart of It All

13. Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
Fire Island
9.8 out of 10, Exceptional, (7 reviews)
"Perfect Fire Island getaway. Great location and beautiful beach home. Would recommend and love to come back!"
United States
Jessica W.
The price is CA $1,174
CA $1,769 total
includes taxes & fees
Oct 7 - Oct 8
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

14. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (6 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is CA $186
CA $311 total
includes taxes & fees
Sep 9 - Sep 10
South Shore Studio in Mastic

15. 3 Story Beach Waterview, 3 KING bed, golf putting green!

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (24 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is CA $343
CA $986 total
includes taxes & fees
Sep 9 - Sep 10
3 Story Beach Waterview, 3 KING bed, golf putting green!

16. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.6 out of 10, Excellent, (25 reviews)
"Well suited for our needs."
United States
Teresa D.
The price is CA $152
CA $260 total
includes taxes & fees
Oct 4 - Oct 5
1 bedroom 1 bath private entrance

17. Designer Waterfront Bay House w/ Direct Access, Deck & Fire Pit

Designer Waterfront Bay House w/ Direct Access, Deck & Fire Pit
Shirley
The price is CA $630
CA $1,103 total
includes taxes & fees
Sep 9 - Sep 10
Designer Waterfront Bay House w/ Direct Access, Deck & Fire Pit

18. Private 1 bedroom apt in a quiet neighborhood, close to all!

Private 1 bedroom apt in a quiet neighborhood, close to all!
Centereach
9.6 out of 10, Exceptional, (29 reviews)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
The price is CA $270
CA $439 total
includes taxes & fees
Sep 14 - Sep 15
Private 1 bedroom apt in a quiet neighborhood, close to all!

19. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.6 out of 10, Exceptional, (5 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is CA $434
CA $833 total
includes taxes & fees
Sep 9 - Sep 10
Modern Vacation home. Close to The Hamptons

20. Tranquil Stay

Tranquil Stay
Shirley
8.2 out of 10, Very good, (12 reviews)
"Great stay! "
United States
Emily S.
The price is CA $590
CA $1,014 total
includes taxes & fees
Oct 3 - Oct 4
Tranquil Stay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Fire Island Pines Hotel Reviews

Find out more about Fire Island Pines

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Fire Island Pines. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Fire Island Pines?

Yes, we give you a choice of vacation rentals close to top local attractions in Fire Island Pines, or you can go with a more secluded option if you'd like a relaxing place to stay. Fire Island Pines is known for its beaches.

What are some of the best vacation home rentals in Fire Island Pines?

Large Beach House Steps From Town and Ocean: This vacation home rental outside of Fire Island Pines has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Fire Island Pines?

Expedia has 56 vacation rentals for your stay in Fire Island Pines.

What’s there to see and do in Fire Island Pines?

While exploring the area, visit family-friendly sights like Monster Mini Golf, or get outside and enjoy nature at Ocean Beach. Carrington House and Cherry Grove Community House and Theatre are a couple of places you'll find in the larger area.

What’s a vacation rental in Fire Island Pines like?

Vacation rentals are privately owned properties you can book for short or long periods in Fire Island Pines. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family trips.