Water Island Vacation Rentals

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Check prices for these dates

Tonight
Feb 27 - Feb 28
Tomorrow
Feb 28 - Mar 1
This weekend
Feb 28 - Mar 2
Next weekend
Mar 7 - Mar 9

Vacation Rentals in Water Island

Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
Fridge, microwave, oven, stovetop

Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms

8.2 out of 10, Very good, (44)
"This house was very nice, as pictured or better. Clean, no issues checking in or out. Wagon was there as promised, more bikes than promised, lots of beach towels and chairs provided. The house had two wonderful outdoor second story decks with great views of the water and the ferry dock. Location was perfect, so convenient to ferry and market. Two things not great. Although it had an AC unit in every bedroom that all worked fine which made ground floor cool and comfortable, the main living...
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Outdoor pool, a heated pool

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (31)
"The mansion is beautiful, with large rooms in the upstairs bedrooms. The 2 bedrooms in the basement were a bit small and a bit Spartan. The fireplace room had 4 remotes, none of which worked the large screen tv, and half of the bedrooms had remotes that did not work the tv's. The kitchen silverware drawer was filthy, requiring my wife to clean the draw and was the silverware. The pocket door in the kitchen was off the track (not a big issue), however it requires repairing, The lower draw in the...
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Elegant Villa Retreat w/ Pool, 2 Hot Tubs, & Entertainment
Exterior

Elegant Villa Retreat w/ Pool, 2 Hot Tubs, & Entertainment

10.0 out of 10, Exceptional, (14)
"We recently had the joy of staying here with family meeting from different parts of New York and New Jersey. House is beautiful, location is quiet and peaceful with a great view of the bay. Nearby to some great Long Island beaches. Loved the pool and amenities of the home. Faraz was an excellent host and extremely responsive to our needs "
The price is CA $892
CA $2,200 total
includes taxes & fees
Mar 4 - Mar 5
Elegant Villa Retreat w/ Pool, 2 Hot Tubs, & Entertainment
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
Smart TV, books

fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

10.0 out of 10, Exceptional, (11)
"The property was as advertised. It was clean and there was plenty of room for my family of 4. The place is updated and has large tvs in each room. We all agreed that beds were awesome and made for a great nights sleep. The location was close to major highways, making it easy to get anywhere we needed to go. I would definitely stay here again. Thank you for a great stay!."
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
Spacious 5-bedroom house in charming Bay Shore with AC, WiFi
Private kitchen

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

"Lots of space, great location, suited our extended family well."
Spacious 5-bedroom house in charming Bay Shore with AC, WiFi
Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.
Property grounds

Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.

10.0 out of 10, Exceptional, (21)
"It was a very nice experience staying there. The owner replied to our questions pretty fast. I love the backyard, but unfortunately, it is too cold to stay outside during the winter. I would definitely recommend this house and we will try and go back in a warmer season!"
Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.
Spacious Home Located Close to Stony Brook!
Property grounds

Spacious Home Located Close to Stony Brook!

7.0 out of 10, Good, (14)
"Great stay great people great costumer care definitely reccomend"
The price is CA $571
CA $1,037 total
includes taxes & fees
Mar 2 - Mar 3
Spacious Home Located Close to Stony Brook!
Luxury and Affordable Family Home
Smart TV, stereo

Luxury and Affordable Family Home

10.0 out of 10, Exceptional, (1)
"My family and I had the pleasure of staying here during the Christmas holidays, and it was an excellent experience. We were especially grateful for the accessibility features, as my grandmother (85 years young), who uses a walker and had recently undergone surgery, was able to comfortably stay on the main floor. The property had just a few steps to enter, and best of all, there was a bedroom and full bathroom on the main level, along with ample room for a walker or wheelchair.The home itself was...
Luxury and Affordable Family Home
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
Exterior

Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

10.0 out of 10, Exceptional, (74)
"What a great home base for my family during Thanksgiving week! This house is everything it says it is and more. I seriously felt like I was a guest visiting family for the week. Too many awesome accommodations to list. The view out of the back windows, the bright coastal vibe, the home/audio setup, the huge/clean hot tub, the insanely awesome master bathrom!! What a neat house! Thanks, Joe for making our trip to the area a memorable one!"
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
Outdoor pool

20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.

8.6 out of 10, Excellent, (10)
"The place was nice for our time with family for a holiday celebration. Our favorite space was the kitchen dining area which was large and well equipped. There was an issue with the heat upstairs; the hosts endeavored to respond to the problem in a timely manner. (Owners were on site for some of our stay, but it did not affect our activities.) Furniture comfortable....most rooms very lightly furnished. I would recommend bringing extra bedding as most beds only had a light quilt without sheets or...
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
Waterfront house next to Bellport golf course
Fridge, microwave, oven, stovetop

Waterfront house next to Bellport golf course

10.0 out of 10, Exceptional, (11)
"From booking to departure it was perfect. Very lovely and comfortable home, we were very happy "
Waterfront house next to Bellport golf course
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
On the beach, sun loungers, beach towels

Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

9.8 out of 10, Exceptional, (57)
"My friends, partner and I stayed over Columbus day weekend and were pleasantly surprised with the heated pool still being open, which was a huge highlight. The house was super clean and had everything you would need. We did have a minor issue with the hot water not working in the cottage, but other than that everything was great and we would defintely stay again!"
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Bungalow in Ocean Bay Park Fire Island- short walk to beach and restaurants!
Beach nearby, sun loungers, beach towels

Bungalow in Ocean Bay Park Fire Island- short walk to beach and restaurants!

10.0 out of 10, Exceptional, (66)
"Great location. Great house. Close to ocean and bay. House was fully stocked with kitchen utensils so we could make large family meals. Two nice sized bedrooms. Third small bedroom had 4 bunk-style twin beds. Fourth bed was a loft accessible by ladder. "
Bungalow in Ocean Bay Park Fire Island- short walk to beach and restaurants!
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

7.6 out of 10, Good, (9)
"It was as cute as it looked on-line and gave us a great space for hanging out and enjoying each other's company. That said, I would recommend that you rent this with loved ones as privacy is limited because of the indoor design. With no insulation or dry wall every noise is heard throughout the house! Other nice surprises: new AC units (very quiet), very comfortable beds, and an outdoor shower with good light. The street is very quiet. I was surprised that basic kitchen supplies weren't included...
Charming home close to beach with fast WiFi & washer/dryer - dog-friendly
East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries
Miscellaneous

East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries

10.0 out of 10, Exceptional, (84)
"Place was beautiful. It was very clean. Easy to get to. Would stay again"
East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries
House on the bay!
Marina

House on the bay!

House on the bay!
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, (25)
"stayed here with my parents and 4 other adults to visit my son at stony brook. The house is very clean and well decorated, new kitchen with all the necessary tools. We will stay here again. "
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
Fridge, microwave, oven, stovetop

Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach

9.2 out of 10, Wonderful, (20)
"Stayed here for a girls trip. We were a group of 11. Most of the beds are doubles so probably can’t actually sleep 12 unless you’re a kid or on the smaller side. The way the beds are arranged requires one person to crawl over the other to get out of bed since they’re pushed up against the wall. (Not a dealbreaker but something to consider for guest comfort). As others have mentioned, feels bigger than it looks in the photos. The bathrooms were ok. To break it down: there’s 1 half bath...
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
Interior

Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.

8.4 out of 10, Very good, (11)
"Santo's cottage is cute, close to the water and has everything you could need in it. My stay was short in that I was only there for a night but Santo is a great communicator and made my stay easy. To top it off Meow is the cat's MEOW!!! I will be back next year to get some fly fishing in. Thank you!!"
The price is CA $207
CA $236 total
includes taxes & fees
Feb 28 - Mar 1
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
Dreamy Private Modern Farmhouse with pool and outdoor shower
Outdoor pool, a heated pool

Dreamy Private Modern Farmhouse with pool and outdoor shower

10.0 out of 10, Exceptional, (5)
"Great property. Close to Westhampton (10 min) Large private yard with nice pool for entertaining. Main house is cottage like with plenty of room for a family. Pool house is more modern and has large living area, full bath, EIK and downstairs king bedroom where a separate family or kids could stay apart from the main house closer to pool area. The location is very close to Town of Westhampton, which has a lot of shops and restaurants. The location also has supermarket, Rite Aid and liquor store...
Dreamy Private Modern Farmhouse with pool and outdoor shower
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.
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Other types of properties in Water Island you may be interested in

Radisson Hotel Hauppauge-Long Island
Breakfast served, American cuisine

Radisson Hotel Hauppauge-Long Island

3.5 star property
6.2 out of 10, (1005)
"This hotel fit the needs for the days I was there. I have to say, it was extremely convenient; there’s a gas station and somewhere to eat directly across the street. "
The price is CA $163
CA $186 total
includes taxes & fees
Mar 16 - Mar 17
Radisson Hotel Hauppauge-Long Island
Hyatt Regency Long Island
Exterior

Hyatt Regency Long Island

3.5 star property
8.2 out of 10, Very good, (1000)
"The view and the hospitality."
The price is CA $193
CA $220 total
includes taxes & fees
Mar 5 - Mar 6
Hyatt Regency Long Island
Hampton Inn Long Island-Brookhaven
Gazebo

Hampton Inn Long Island-Brookhaven

2.5 star property
8.6 out of 10, Excellent, (1004)
"It was a good stay in general, and easy to stay there while attending the nearby Doctor Who convention."
The price is CA $142
CA $162 total
includes taxes & fees
Mar 3 - Mar 4
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.

Frequently asked questions

Can I find a vacation rental in Water Island?

Yes, we have vacation rentals near top local attractions in Water Island, or you can go with a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Water Island?

Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms: Visitors like this Water Island vacation home rental. It is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

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 Patchogue Theatre for the Performing Arts are a couple of places you'll find in the larger area.

What are vacation rentals like in Water Island?

Vacation rentals are privately owned properties you can book for a couple days or more in Water Island. Vacation rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.