Holiday Homes in Fire Island

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Fire Island

Hamptons Retreat
Terrace/patio

Hamptons Retreat

Hamptons Retreat
Serene Beach Cottage Robbins Rest, Fire Island
Step into this charming cabin, featuring a cozy porch and a wooden deck surrounded by lush greenery.

Serene Beach Cottage Robbins Rest, Fire Island

Serene Beach Cottage Robbins Rest, Fire Island
Spacious 5-bedroom house in charming Bay Shore with AC, WiFi
Private kitchen

Spacious 5-bedroom house in charming Bay Shore with AC, WiFi

4.8 out of 10, (3)
"Lots of space, great location, suited our extended family well."
Spacious 5-bedroom house in charming Bay Shore with AC, WiFi
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
Compact kitchen area with microwave, coffee maker, and kitchenware, featuring a herringbone-patterned backsplash.

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

10.0 out of 10, Exceptional, (2)
"Everything was as pictured, and the whole place was very clean. It was a perfect stay for us, and we will come again soon!"
The price is AU$262
includes taxes & fees
10 Aug - 11 Aug
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach
Captain's Cottage - Cold Spring Harbor Water Views
Enjoy a peaceful retreat with a view of lush greenery from the large window, surrounded by a round table and comfortable seating.

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (65)
"Great home to stay. Beautiful area to explore!"
The price is AU$867
includes taxes & fees
6 Aug - 7 Aug
Captain's Cottage - Cold Spring Harbor Water Views
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Oven, stovetop, dishwasher

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
8.0 out of 10, Very good, (2)
"A fantastic location, and would certainly stay again! The bed was a bit hard but we all like something different. "
The price is AU$1,324
includes taxes & fees
14 Aug - 15 Aug
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
Enjoy a home away from home in this charming two-story house with a front yard and garden.

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

10.0 out of 10, Exceptional, (82)
"Great location. Very peaceful. Great house"
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
Beautiful 3 Bedroom house
outdoor space with a circular stone-tiled floor and lush artificial grass, featuring round tables and comfortable seating under umbrellas.

Beautiful 3 Bedroom house

8.6 out of 10, Excellent, (11)
"Nice place "
Beautiful 3 Bedroom house
Amazing Rocky Point Retreat Overlooking the Sound!
Relax in this inviting room with a shuffleboard table, seating area, and large mirror.

Amazing Rocky Point Retreat Overlooking the Sound!

9.8 out of 10, Exceptional, (73)
"Love staying at this comfortable house each year for Thanksgiving and the location is perfect! "
Amazing Rocky Point Retreat Overlooking the Sound!
Southampton Newly-renovated Home / Heated Pool!
Relax by the pool surrounded by lush greenery and comfortable seating options.

Southampton Newly-renovated Home / Heated Pool!

10.0 out of 10, Exceptional, (29)
"We’ll kept - great layout, great backyard would love to go bakc"
Southampton Newly-renovated Home / Heated Pool!
LONG BEACH Labor Day Weekend Special! Steps to beach. 3 night minimum.
Enjoy meals in this stylish dining area with a glass-top table and comfortable seating.

LONG BEACH Labor Day Weekend Special! Steps to beach. 3 night minimum.

8.8 out of 10, Excellent, (13)
"House as advertised. easy check in with good local restaurants and close to the beach"
The price is AU$2,033
includes taxes & fees
18 Aug - 19 Aug
LONG BEACH Labor Day Weekend Special! Steps to beach. 3 night minimum.
Charming 1-bedroom house with WiFi, AC in delightful Uniondale
Cozy retreat with a kitchenette, microwave, refrigerator, and sink, plus a comfortable white bed.

Charming 1-bedroom house with WiFi, AC in delightful Uniondale

9.4 out of 10, Exceptional, (19)
"Outstanding accommodation, the host was extremely helpful and the place very clean and quiet most of all. "
The price is AU$281
includes taxes & fees
4 Sept - 5 Sept
Charming 1-bedroom house with WiFi, AC in delightful Uniondale
Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park
Beach

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park
Waterfront & private beach Scandinavian style house near Bellport, NY
Enjoy a room with a sliding glass door leading to a scenic outdoor area overlooking a body of water.

Waterfront & private beach Scandinavian style house near Bellport, NY

9.6 out of 10, Exceptional, (55)
"Beautiful views and a comfortable stay."
Waterfront & private beach Scandinavian style house near Bellport, NY
Updated home in great location with spacious living & outdoor features
Situated on a raised platform, this single-story house features a gable roof and a spacious deck with a walkway to the front door.

Updated home in great location with spacious living & outdoor features

9.0 out of 10, Wonderful, (59)
"Bunk beds, it was very clean and kitchen was great"
Updated home in great location with spacious living & outdoor features
Peaceful Gathering Modern Kitchen & Living space
Enjoy cooking in this well-equipped kitchen with a microwave, oven, and refrigerator, featuring a stylish backsplash and window above the sink.

Peaceful Gathering Modern Kitchen & Living space

7.8 out of 10, Good, (19)
"It was a good experience "
Peaceful Gathering Modern Kitchen & Living space
Private completely fenced in property. Near beach
Relax in a serene patio area with a sofa and chairs, sheltered by a pergola and ceiling fan.

Private completely fenced in property. Near beach

9.6 out of 10, Exceptional, (22)
"The place is in nice neighborhood and private entrance. It has all the amenities for a good staying. Definitely will stay again in the future."
The price is AU$2,934
includes taxes & fees
2 Sept - 3 Sept
Private completely fenced in property. Near beach
Luxury Beach House, Heated Pool, Dune Rd beaches, pets yes
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

Luxury Beach House, Heated Pool, Dune Rd beaches, pets yes

10.0 out of 10, Exceptional, (11)
"An absolute perfect home for a family looking to enjoy"
Luxury Beach House, Heated Pool, Dune Rd beaches, pets yes
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room
Relax by the serene pool surrounded by lush greenery and a shaded pavilion.

NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room

9.8 out of 10, Exceptional, (11)
"Beautiful property! Well stocked with essentials and perfect for our group with and age range o16 - 83"
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room
Pet-Friendly Home w/ Hot Tub Near the Hamptons!
Guests can enjoy a rustic outdoor space with a wooden building, firewood, and a natural setting.

Pet-Friendly Home w/ Hot Tub Near the Hamptons!

2.0 star property
10.0 out of 10, Exceptional, (2)
"cute little comfortable abode. my cousins and i enjoyed our stay. Thank you for your hospitality "
Pet-Friendly Home w/ Hot Tub Near the Hamptons!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free