Water Island Holiday Rentals

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Holiday Rentals in Water Island

Dog-friendly home just blocks from the bay with deck & private hot tub
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
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
Interior
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
8.4 out of 10, Very good, (14)
"4 families came from CA for a graduation celebration. Enough room and beds for all 10 of us. Easy access to lake. Backyard is huge, had fun playing badminton and volleyball. Also lit a fire at the fire pit one night. Managers were very responsive to our questions and requests There is a projector and we were able to watch movies at night. Pretty cool. Had a great stay."
The price is NZ$1,676
per night
19 Jun - 20 Jun
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
Charming home close to beach with fast WiFi & washer/dryer - dog-friendly
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
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The President's Mansion Stunning 7-Bedroom 4 Bath
Interior
The President's Mansion Stunning 7-Bedroom 4 Bath
10.0 out of 10, Exceptional, (2)
"Great house. All new stuff. Easy to get in."
The President's Mansion Stunning 7-Bedroom 4 Bath
1 bedroom 1 bath private entrance
1 bedroom, WiFi, bed sheets
1 bedroom 1 bath private entrance
9.6 out of 10, Exceptional, (9)
"We very much enjoyed our stay at this Bay Shore, NY accommodation. It's nicer than the photo, which really doesn't do it justice. It's spacious, very clean, thoughtfully and carefully planned and provisioned. Augusto is an excellent host. Communications with him were always clear, timely and pleasant. We felt safe and comfortable - We'd definitely stay here again."
The price is NZ$323
per night
24 Jun - 25 Jun
1 bedroom 1 bath private entrance
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
Fridge, microwave, oven, stovetop
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment
8.6 out of 10, Excellent, (22)
"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
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.4 out of 10, Exceptional, (10)
"Very nicely done property on Long Island, literally minutes off of the LIE. Bed was very comfortable, neighborhood was very quiet, hosts also very quiet. This location was ideal and very cute. Tall ceiling helped to make it feel larger than just one room. Loved the large walk-in shower. Host was very easy to contact, quick to respond, and very accommodating regarding late night check-in. Highly recommend and will consider this location first for our next trip to LI."
The price is NZ$242
per night
21 Jun - 22 Jun
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
Fridge, microwave, oven, stovetop
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
8.0 out of 10, Very good, (38)
"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
Charming Cape Close to the Ocean
Property grounds
Charming Cape Close to the Ocean
5.2 out of 10, (5)
"Great area and good rental"
Charming Cape Close to the Ocean
3 Story Beach Waterview, 3 KING bed, golf putting green!
Interior
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (9)
"It is amazing space we loved it"
The price is NZ$915
per night
19 Jun - 20 Jun
3 Story Beach Waterview, 3 KING bed, golf putting green!
One Bedroom Apt. in Ocean Bay Park with deck & gas grill
Fridge, microwave, oven, stovetop
One Bedroom Apt. in Ocean Bay Park with deck & gas grill
9.4 out of 10, Exceptional, (31)
"It’s our fourth year in a row…and we’ll be back."
One Bedroom Apt. in Ocean Bay Park with deck & gas grill
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Private kitchen
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
10.0 out of 10, Exceptional, (7)
"We came to NY for a wedding and wanted to stay close to family. We found this place and were very pleased with our stay. The home is new and beautiful! Great large yard and very tucked away. Close to Target and groceries too which was great! We will definitely stay here again!"
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
NEW 7-Bedrm House w/Pool, Swim-Up Bar, Grill, Pool Table, Fitness room/play room
A heated pool
NEW 7-Bedrm House w/Pool, Swim-Up Bar, Grill, Pool Table, Fitness room/play room
10.0 out of 10, Exceptional, (4)
"The house is as exactly as expected. Clean and spacious. The property manager was very communicative. Very happy with our stay."
NEW 7-Bedrm House w/Pool, Swim-Up Bar, Grill, Pool Table, Fitness room/play room
1856 Trading House close to water
Terrace/patio
1856 Trading House close to water
9.4 out of 10, Exceptional, (10)
"We traveled to attend a family wedding. The rental was spacious and well-equipped. The outdoor seating area was especially appreciated."
1856 Trading House close to water
Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters
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
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Beach nearby, sun-loungers, beach towels
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
10.0 out of 10, Exceptional, (9)
"My family and I had wonderful stay at the "Cool House." The host were great and responded in a timely manner. We were down in L.I. for my sons baseball tournament and it was perfect located 20 minutes away from Lasorda Legacy park. It was great to wake up in the morning and see the bay from the deck. House was clean and had all the amenities."
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Private 1 bedroom apt in a quiet neighborhood, close to all!
Fridge, microwave, oven, stovetop
Private 1 bedroom apt in a quiet neighborhood, close to all!
9.4 out of 10, Exceptional, (12)
"Cute and functional "
The price is NZ$390
per night
24 Jun - 25 Jun
Private 1 bedroom apt in a quiet neighborhood, close to all!
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
Interior
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
9.2 out of 10, Wonderful, (23)
"We stayed in Unit #2 for 11 nights in the 2nd half of September. We had a very nice time, really enjoyed spending time on the roof deck and hopefully will visit again. We stayed in Unit #1 for the last two summers so we're repeat custom First let me say they provide shampoo, conditioner, bar soap, dish soap, dish sponge and paper towels plus there were 4 large beach towels. With that said, there were many items missing or not working and we called the next morning asking for assistance. No one...
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
8.8 out of 10, Excellent, (9)
"The property was clean and large and the outdoor space made for a fun gathering place, especially for the children in our group. It would have been nice to have dedicated spaces to hang towels and clothes, especially as we had so many people staying. The hosts were friendly and accommodating and we would stay again."
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
Bright & spacious duplex in great location with private hot tub
Property grounds
Bright & spacious duplex in great location with private hot tub
8.4 out of 10, Very good, (28)
"Second time staying here and it is AMAZING!"
Bright & spacious duplex in great location with private hot tub
Don't see what you're looking for?
See all available properties in Water 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 Water Island you may be interested in

Hyatt Regency Long Island
Exterior
Hyatt Regency Long Island
3.5 star property
8.0 out of 10, Very good, (1001)
"There was huge potholes right as you enter the property and now sure why they weren’t fixed but they were so huge that I definitely felt unsafe for my car and tires to drive over them. Not sure why they haven’t been fixed as it’s a huge potholes that ruin tires "
The price is NZ$267
per night
20 Jun - 21 Jun
Hyatt Regency Long Island
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Exterior
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
2.5 star property
7.0 out of 10, Good, (1012)
"clean and efficient"
The price is NZ$204
per night
23 Jun - 24 Jun
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Hampton Inn Long Island-Brookhaven
Gazebo
Hampton Inn Long Island-Brookhaven
2.5 star property
8.6 out of 10, Excellent, (1000)
"The property is accessible to the highway but very quiet. Our room is cozy and clean. Front desk staff is very accommodating. Breakfast is just right. We would love to go back. "
The price is NZ$233
per night
20 Jun - 21 Jun
Hampton Inn Long Island-Brookhaven
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 Water 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 Water 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 Water Island. Seeing all the best attractions is bound to make you fall in love with Water 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 Water Island short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Water Island?

Yes, there are holiday rentals close to the most popular sights in Water Island, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Water Island?

While exploring the area, visit family-friendly sights like Town of Brookhaven Wildlife and Ecology Center, or get outside and enjoy nature at Great South Bay. Shorefront Park and Fire Island National Seashore are a couple of places you'll find in the wider area.

What are holiday rentals like in Water Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Water Island. Holiday rentals feature extras like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.

Recent reviews of Water Island properties
Expedia verified reviews

Hyatt Regency Long Island

Hyatt Regency Long Island

5/5 Excellent
"There was huge potholes right as you enter the property and now sure why they weren’t fixed but they were so huge that I definitely felt unsafe for my car and tires to drive over them. Not sure why they haven’t been fixed as it’s a huge potholes that ruin tires "
A verified traveller stayed at Hyatt Regency Long Island
Posted 22 hours ago
Hyatt Regency Long Island