Fire Island Holiday Rentals

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Holiday Rentals in Fire Island

View from property
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
10.0 out of 10, Exceptional, (49)
"Beautiful home in a great location with a wonderful view. Thoughtfully designed, furnished and stocked with everything you'll need. Also, great communication from the owners! Spent the weekend with teens and can't wait to return for a more relaxing adult trip!"
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
Interior
Charming home close to beach with fast WiFi & washer/dryer - dog-friendly
8.4 out of 10, Very good, (5)
"We found the house to be really cute and fun to stay in. The location was excellent and we even saw a deer on our last morning! Our main issues, and why this isn’t a 5 star rating, were that multiple lighting fixtures weren’t working and there was an entire bed missing. The ad mentions “1 queen, 1 double, 4 twin’ beds however there’s really 1 queen and 4 twins. This could have caused a big problem if our group was just a bit larger. The ad should be changed to reflect the accurate information...
Charming home close to beach with fast WiFi & washer/dryer - dog-friendly
Fridge, microwave, oven, stovetop
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
8.0 out of 10, Very good, (37)
"The property was misrepresented and unsafe. My parents didnt stay with us due to conditions of the property. We contacted Vacasa the rental management company and decided to leave the property and stay with friends as the windows were broken and shattered and the master bed was broken, no wifi, no functional washer and the list goes on. I expect a full refund from VRBO....I am a frequent client of VRBO and this was not acceptable. Please advise how to go about obtaining a full refund or I will...
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
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Property grounds
Dog-friendly home just blocks from the bay with deck & private hot tub
8.4 out of 10, Very good, (17)
"The house was clean. Communication with management company was subpar. We got scripted responses to all questions, and false information. For example, we asked if hot tub was working and was told it was. When we arrived, the hot tub was broken and dirty. Also, check-out is at 10am and there is nowhere to leave belongings if you’d like to stay in FI for the day. They should allow a place to keep luggage prior to departure. Overall, great and clean house and amazing location!"
Dog-friendly home just blocks from the bay with deck & private hot tub
Fridge, microwave, oven, stovetop
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
9.4 out of 10, Exceptional, (16)
"We enjoyed our stay. The house was set up perfectly for two families traveling together. The beds were comfy and we loved the outdoor showers. There were only two bikes for 9 of us so we ended up renting. There were also not enough beach chairs and some were not in great shape. The fridge in the kitchen needed to be replaced and there were not enough coffee cups and dishes."
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
Fridge, microwave, oven, stovetop
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
8.6 out of 10, Excellent, (21)
"We had a great time the property looked like the picture minor hiccups"
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
Interior
Large Home with Ocean Views, Fireplace, and Gas Grill - Dogs Welcome
6.2 out of 10, (14)
"We all had an amazing time. Convenience to the beach was a bonus. Spectacular views of the ocean n the bay. Plenty of space , screen doors were annoying ( but I also live on the beach and understand how beat up everything gets). Would definitely rent this house again."
Large Home with Ocean Views, Fireplace, and Gas Grill - Dogs Welcome
Fridge, microwave, oven, stovetop
Luxurious NYC Retreat / Central Location / Wi-Fi
10.0 out of 10, Exceptional, (1)
"Cozy & up to date place, great for couples."
The price is NZ$356
includes taxes & fees
22 May - 23 May
Luxurious NYC Retreat / Central Location / Wi-Fi
Interior
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
9.4 out of 10, Exceptional, (11)
"The house and property were very nice but we expected there to be more beds"
The price is NZ$1,679
includes taxes & fees
19 May - 20 May
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.6 out of 10, Exceptional, (8)
"Nice place to stay. Small but has everything you need. Close to the major highways. Hostess Jennifer was great She checked in several times with me."
The price is NZ$242
includes taxes & fees
20 May - 21 May
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
7 bedrooms, iron/ironing board, WiFi, bed sheets
Stunning 7-bedroom 8000 SQFT Mansion with 3 car garage in Bayshore New York
Stunning 7-bedroom 8000 SQFT Mansion with 3 car garage in Bayshore New York
Outdoor pool
Poolside play with a relaxing hot tub, fire pit, & gazebo with a television.
9.4 out of 10, Exceptional, (32)
"My husband & I came to the area for a concert in NYC. We chose Vintage Living for many reasons. It is pet friendly, close to everything you may need & it is just so cute! Jess was a great host & has really done a fantastic job making this space so cozy for guests. The vintage decor was super cool. Thanks again for a grest stay! Would definitely recommend."
Poolside play with a relaxing hot tub, fire pit, & gazebo with a television.
Sun-loungers, beach towels
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (145)
"The house and area were excellent, just need some general maintenance as this property shows a lot of wear and tear. The restaurants, beach, area, and everything else were spectacular though."
The price is NZ$1,287
includes taxes & fees
29 May - 30 May
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
1 bedroom, WiFi, bed sheets
1 bedroom 1 bath private entrance
9.6 out of 10, Exceptional, (8)
"Neat, clean & quite"
The price is NZ$267
includes taxes & fees
20 May - 21 May
1 bedroom 1 bath private entrance
4 bedrooms, desk, iron/ironing board, free WiFi
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, (18)
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
On the beach
Beachfront Romance: Rustic Home w/ Private Beach
9.2 out of 10, Wonderful, (39)
"The house is small but it has everything you need. The ocean was lovely to watch and good scavenging for rocks and sea glass. Very private place. My pup and I had a good time!"
Beachfront Romance: Rustic Home w/ Private Beach
Outdoor pool, a heated pool
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
10.0 out of 10, Exceptional, (22)
"Celebrated the holidays with my grown children to be near my dad and brother. The house is lovely. We had a wonderful time. My daughter suggested we come back in the summertime to take advantage of the amenities - beautiful pool and nearby beaches. Highly recommend!!!"
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
Smart TV
Location and views! Located directly on Shinnecock Bay!
9.2 out of 10, Wonderful, (11)
"Since I stay for 2 days only it was fine. Check the shades , toilet paper and more towels. "
Location and views! Located directly on Shinnecock Bay!
1 bedroom, in-room safe, desk, iron/ironing board
💎 Modern Chic Getaway, Biz Friendly, Close 2 all 👣
💎 Modern Chic Getaway, Biz Friendly, Close 2 all 👣
Exterior
45 foot yacht with heat! 2 bedroom apartment inside with 2 TVs and full kitchen.
9.2 out of 10, Wonderful, (5)
"Honestly the crew that takes care of this place definitely loves what they do. They go above and beyond with everything. I really appreciated the communication process and I had to change the date and they were way more than accommodating. If you’re looking for a personal touch and a cool experience then definitely try this yacht out."
The price is NZ$462
includes taxes & fees
20 May - 21 May
45 foot yacht with heat! 2 bedroom apartment inside with 2 TVs and full kitchen.
Don't see what you're looking for?
See all available properties in Fire Island
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.

Other types of properties in Fire Island you may be interested in

Exterior
Hyatt Regency Long Island
3.5 star property
8.0 out of 10, Very good, (1004)
"Top notch! A lot of amenities I didn’t have time to experience. Would highly recommend!"
The price is NZ$296
includes taxes & fees
19 May - 20 May
Hyatt Regency Long Island
Deluxe Room, 1 King Bed
The Garden City Hotel
4.0 star property
8.8 out of 10, Excellent, (1006)
"A lovely location, staff is amazing, very quiet, relaxing stay in between work assignments."
The price is NZ$462
includes taxes & fees
19 May - 20 May
The Garden City Hotel
Exterior
Viana Hotel and Spa, Trademark Collection by Wyndham
4.0 star property
8.4 out of 10, Very good, (1000)
"nice and clean."
The price is NZ$279
includes taxes & fees
28 May - 29 May
Viana Hotel and Spa, Trademark Collection by Wyndham
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Fire Island holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Fire Island. 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 Fire Island. Seeing all the best attractions is bound to make you fall in love with Fire Island. Who knows, you may even be tempted to extend your 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 holiday 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 Fire Island short-term rentals, that won’t be hard to do.

Recent reviews of Fire Island properties
Expedia verified reviews

Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

5/5 Excellent
"The staff are great and always very helpful."
A verified traveller stayed at Hampton Inn Long Island-Brookhaven
Posted 14 hours ago
Hampton Inn Long Island-Brookhaven