Fire Island Holiday Houses

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Fire Island holiday homes

A cozy room with a bed, a wooden coffee table, a blue ottoman, a guitar, and a cart with bottles.

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

Fire Island

Gregory C.

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a grey sofa, a wooden coffee table, a flat-screen TV mounted on the wall, and a ceiling light fixture.

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

Bayport

Rowena V.

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

3. Sundown Escape Near SouthShore University Hospital

Bay Shore

includes taxes & fees

18 Nov - 19 Nov

A wooden outdoor seating area with a bench and two chairs, a brick wall, and a window.

4. Long Island 2BR Garden Suite + Private Dry Sauna & Ping Pong

Central Islip

Vladamir R.

A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

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

Brentwood

Jaelyn

includes taxes & fees

14 Nov - 15 Nov

A wooden deck with a white railing, a stone pathway, and a white fence in the background.

6. Spacious 3BR Family Home Near Everything

Central Islip

includes taxes & fees

23 Nov - 24 Nov

A wooden deck with a white railing, a set of stairs, and outdoor furniture.

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

Central Islip

"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!"

Tatiana J.

includes taxes & fees

23 Nov - 24 Nov

A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

8. The Royal Suite - Ronkonkoma

Ronkonkoma

Maureen F.

includes taxes & fees

25 Nov - 26 Nov

A hallway with a white door, a window with a decorative glass design, and a potted plant on a shelf.

9. Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras

Ronkonkoma

"My sister got to the property before me and there were extra guests the owner of the property got in contact with me to let me know what was happening and told me to get everyone out or my stay would be terminated I got to the house and mad everyone leave . There was only 2 people in the house and my 2 year old son and he asked us to leave after he told me if I got everyone out I could stay. It was 1 am and I did everything he asked me to do. "

Mitania L.

includes taxes & fees

27 Nov - 28 Nov

A living room with a large mirror, a grey sofa, a small round table with a plant, and a grey throw blanket.

10. Modern 2BR Retreat w/ Full Kitchen & Living

Deer Park

marlene D.

includes taxes & fees

2 Dec - 3 Dec

A garden with a small waterfall, rocks, and statues.

11. Peaceful 3BR Garden Cottage Long Island Escape

Coram

Greg M.

includes taxes & fees

17 Nov - 18 Nov

A dining area with a table set for four, large windows, and a ceiling fan.

12. 3 Story Beach Waterview, 3 KING bed, golf putting green!

Shirley

Robert L.

includes taxes & fees

17 Nov - 18 Nov

A modern kitchen with a marble island, bar stools, and a built-in oven.

13. Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Huntington

Logan M.

includes taxes & fees

28 Nov - 29 Nov

A covered outdoor seating area with string lights, a table, and chairs.

14. 4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC

Massapequa

Madeleine T.

includes taxes & fees

14 Dec - 15 Dec

A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

15. Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor

Stacey S.

includes taxes & fees

17 Nov - 18 Nov

A hot tub with water jets, a television displaying a beach scene, and a sign on the wall.

16. THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

Commack

Kenneth B.

includes taxes & fees

15 Nov - 16 Nov

A living room with a sectional sofa, a glass coffee table, a blue armchair, and a black furry rug.

17. Oceanside Harbor

Oceanside

Karen E.

includes taxes & fees

16 Nov - 17 Nov

A hotel room with a bed, a desk, a chair, a microwave, a coffee maker, and a TV.

18. Cozy Studio by Hofstra University

Uniondale

Tyshieka R.

includes taxes & fees

3 Dec - 4 Dec

A living room with a sofa, a coffee table, a mirror, and a patterned rug.

19. Historic Home near Stony Brook Village & Beach

Stony Brook

david w.

includes taxes & fees

14 Nov - 15 Nov

A modern living room with a grey sofa, round coffee table, and a white fireplace.

20. 5 Bedrooms! 4 Min to the Beach! HEATED POOL!

Westhampton Beach

Matthew M.

includes taxes & fees

14 Nov - 15 Nov

View all properties

Learn more about Fire Island

Pristine beaches and car-free boardwalks await on this barrier island, where you can bike between quaint villages and Fire Island Lighthouse. Catch a water taxi to explore secluded spots, or join locals for sunset cocktails at bayside restaurants in Ocean Beach.

See all hotels in Fire Island