Long Island Holiday Rentals

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Holiday Rentals in Long Island

Outdoor pool, a heated pool
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, (24)
"Had a wonderful time with friends in this lovely home. We had everything we needed. Excellent communication with our host. Perfect location. Thank you, Michelle 💕"
Beautiful Family Home Nestled In The Heart Of Sagaponack
Outdoor dining
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
10.0 out of 10, Exceptional, (27)
"Just had a great stay at this home. Pictures are extremely accurate and this home is so comfortable, clean and well equipped. Location is excellent. Close to town, hiking, beaches, vineyards. It really has it all! Host was wonderful and responsive. Would love book another stay."
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Smart TV
LUX, ALL NEW-4BR/2FUL BATH, 5 MIN TO F TRAIN, 35 MIN TO CITY. 20 MIN TO- JFK/LGA
10.0 out of 10, Exceptional, (2)
"It was the perfect fit for us in terms of location and functionality. We enjoyed staying very much; it was like being on vacation in a hotel, but local. KK, who was in charge of the apt., was available at any time, responsive, and very helpful."
LUX, ALL NEW-4BR/2FUL BATH, 5 MIN TO F TRAIN, 35 MIN TO CITY. 20 MIN TO- JFK/LGA
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Outdoor dining
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
10.0 out of 10, Exceptional, (83)
"The house was so cute and a great location. Everything was easy to deal w and Pam was very flexible with timing. Will certainly hope to stay here again!"
The price is HK$5,079
per night
9 Jun - 10 Jun
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
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!
Fridge, microwave, oven, stovetop
Welcome to our beautiful 3 beds 2 baths home you will enjoy a nice relaxing stay
10.0 out of 10, Exceptional, (1)
"Great property! Highly recommend "
The price is HK$1,993
per night
27 May - 28 May
Welcome to our beautiful 3 beds 2 baths home you will enjoy a nice relaxing stay
1 bedroom, iron/ironing board, WiFi, bed sheets
Spacious and Cozy room
9.6 out of 10, Exceptional, (4)
"Host was incredibly generous, super flexible and made sure to take care of us! Great stay for the price"
The price is HK$508
per night
30 May - 31 May
Spacious and Cozy room
Outdoor pool, a heated pool
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, (48)
"We had a lovely stay at this home. It was very clean, comfortable and spacious so we could all spread out. We were glad to have a nice warm house to stay in because the weather was terrible! I also went swimming in the warm pool even though it was 60 and raining! Would highly recommend."
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Beach nearby, sun-loungers, beach towels
Newly Renovated Montauk Condo with Ocean Views!
9.6 out of 10, Exceptional, (60)
"Perfect spot in Montauk, close to the beach and town. We walked to town with a 3 year old and infant in the stroller and very doable nice walk. The condo is clean and equipped with basic necessities so bring anything you might need cooking wise. Kept the baby in the bedroom and our 3 year old in the living room but we made it work. Kelly is extremely responsive and a pleasure to rent from."
Newly Renovated Montauk Condo with Ocean Views!
Interior
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
9.4 out of 10, Exceptional, (27)
"Rainy but good weekend"
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
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
Front of property – evening/night
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1016)
"The hotel was beautiful. Town is very close by and they offer a shuttle service to take you around. It's nice overall."
The price is HK$1,313
per night
22 May - 23 May
Montauk Manor
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!
Private kitchen
Starlight Hotel
2.0 star property
9.0 out of 10, Wonderful, (119)
"Close to subway. Reasonable rates. Very clean. Excellent customer service. There was a parking garage across the street that I felt safe parking in and at a reasonable price. "
The price is HK$1,225
per night
29 May - 30 May
Starlight Hotel
Living area
Sonder Court Square
3.5 star property
9.0 out of 10, Wonderful, (66)
"Too much auto email. I was trying to contact before i arrived but was never able to get through. However, once we arrived,.there was a staff person 24/7 to assist us. All the lobby staff were grest."
The price is HK$2,488
per night
1 Jun - 2 Jun
Sonder Court Square
Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (180)
"Always a very nice time staying at this property. The sunset on the beach was amazing. Convenient to all area restaurants, wineries, breweries and Matchbook Distilling. "
The price is HK$1,922
per night
19 May - 20 May
Cliffside Resort Condominiums
Rooftop terrace
Sonder The Dutch
3.5 star property
8.8 out of 10, Excellent, (60)
"The hotel itself was amazing, clean, staff were friendly and helpful, the views from the hotel were breathtaking - it was located quite close to three different subway stations. Sonder is 10/10. "
The price is HK$1,739
per night
11 Jun - 12 Jun
Sonder The Dutch
View from property
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (233)
"Everything was just as described!"
The price is HK$1,201
per night
19 May - 20 May
Windward Shores Ocean Resort
Private kitchen
Driftwood Resort
3.5 star property
8.8 out of 10, Excellent, (182)
"Every room in the hotel has a little garden in the backyard which is linked with the park, it’s super natural and quiet and definitely worth to stay"
The price is HK$1,270
per night
2 Jun - 3 Jun
Driftwood Resort
On the beach, white sand
The Surf Club
3.5 star property
8.6 out of 10, Excellent, (219)
"An amazing stay with our girls!!! Can’t wait to go back!"
The price is HK$1,651
per night
13 May - 14 May
The Surf Club
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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 Long Island you may be interested in

Lobby
Four Points by Sheraton Flushing
3.0 star property
9.0 out of 10, Wonderful, (1538)
"The staff was absolutely amazing. They answered every question and went above and beyond to ensure we were comfortable. We visited for a quick 24 hours and this was the perfect stop. An easy walk to public transportation, lots of dining options around."
The price is HK$1,449
per night
26 May - 27 May
Four Points by Sheraton Flushing
Reception
New York LaGuardia Airport Marriott
3.5 star property
8.8 out of 10, Excellent, (1002)
"It was great! Check in staff was super nice and checking out was swift and simple."
The price is HK$1,868
per night
19 May - 20 May
New York LaGuardia Airport Marriott
Lobby
Comfort Inn JFK Airport
2.5 star property
8.0 out of 10, Very good, (3296)
"Thank you for your reliable service."
The price is HK$1,745
per night
19 May - 20 May
Comfort Inn JFK Airport
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.