Water Island Holiday Rentals

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Holiday Rentals in Water Island

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

9.4 out of 10, Exceptional, (29)
"its small but very nice for a short stay would recommend."
The price is NZ$282
includes taxes & fees
6 Oct - 7 Oct
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Spacious Home Located Close to Stony Brook!

7.0 out of 10, Good, (20)
"Great stay great people great costumer care definitely reccomend"
Spacious Home Located Close to Stony Brook!

Newly Renovated Luxury Beach House Ocean Bay Park

10.0 out of 10, Exceptional, (71)
"Very nice place for a family to stay"
The price is NZ$2,024
includes taxes & fees
6 Oct - 7 Oct
Newly Renovated Luxury Beach House Ocean Bay Park

Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR

9.0 out of 10, Wonderful, (18)
"The property was very quaint and comfortable. We'll probably stay again in the future"
The price is NZ$257
includes taxes & fees
6 Oct - 7 Oct
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR

Tiny Home Private, Students, Nurses, Tech

9.0 out of 10, Wonderful, (4)
"We wanted an inexpensive place to stay out on Long Island for July 4th weekend. We were a 15-20 minute drive to the beautiful beaches of Robert Moses and a 2 hour drive from Montauk.We were able to stay for a very reasonable price over a notoriously expensive weekend.Jenelle's communication was direct, welcoming and helpful.We would definitely stay here again!"
The price is NZ$366
includes taxes & fees
7 Oct - 8 Oct
Tiny Home Private, Students, Nurses, Tech

East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

10.0 out of 10, Exceptional, (101)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
The price is NZ$892
includes taxes & fees
16 Oct - 17 Oct
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Modern Vacation home. Close to The Hamptons

10.0 out of 10, Exceptional, (3)
"good time"
The price is NZ$1,093
includes taxes & fees
6 Oct - 7 Oct
Modern Vacation home. Close to The Hamptons

1 bedroom 1 bath private entrance

8.8 out of 10, Excellent, (21)
"Augustine was very helpful and nice!It was a great price that enabled us to visit friends and family for the holidays "
The price is NZ$337
includes taxes & fees
9 Oct - 10 Oct
1 bedroom 1 bath private entrance

Beautiful historic home in Stony Brook!

2.0 star property
8.4 out of 10, Very good, (15)
"Was a great place is a small town. Everything was clean and nice just wish there was a small sheer curtain in the bathroom where you shower. "
Beautiful historic home in Stony Brook!

OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!

9.0 out of 10, Wonderful, (53)
"Has a very nice stay."
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!

One Bedroom Apt. in Ocean Bay Park with Rooftop Deck

9.0 out of 10, Wonderful, (32)
"This is a charming little guest house that allows dogs and is steps away from the beach. What more can I say…"
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck

1856 Trading House w/ walk to water

9.6 out of 10, Exceptional, (50)
"The place was lovely and well appointed.. Beds were comfy. The spiral staircase was a bit tight to maneuver but location was perfect. It was a great spot for us, close to family in Sound Beach and Miller Place."
1856 Trading House w/ walk to water

Luxury and Affordable Family Home

7.4 out of 10, Good, (8)
"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...
The price is NZ$1,622
includes taxes & fees
6 Oct - 7 Oct
Luxury and Affordable Family Home

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

2.0 star property
10.0 out of 10, Exceptional, (7)
"What a nice place to stay! Key code entry, clean, quiet, comfortable and spacious. This basement apartment exceeded expectations and met all our needs. We would definitely rent this space again."
The price is NZ$307
includes taxes & fees
6 Oct - 7 Oct
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Tranquil Stay

10.0 out of 10, Exceptional, (6)
"Great stay with family to see a couple of our son's shows at the Gateway Theatre. Thank you Andre for be a great host...!!!"
The price is NZ$971
includes taxes & fees
6 Oct - 7 Oct
Tranquil Stay

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

6.0 out of 10, (2)
"Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well"
The price is NZ$1,191
includes taxes & fees
6 Oct - 7 Oct
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

Luxury 8BR Villa w/ Heated Pool, Hot Tubs, Home Theater – Sleeps 16

10.0 out of 10, Exceptional, (20)
"Super clean, spacious, and plenty of sleeping space"
Luxury 8BR Villa w/ Heated Pool, Hot Tubs, Home Theater – Sleeps 16

Ocean Beach FI House Perfect distance to beach and town

9.8 out of 10, Exceptional, (47)
"It's a nice, recently renovated house/new furniture, centrally located; very responsive hosts."
Ocean Beach FI House Perfect distance to beach and town

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

10.0 out of 10, Exceptional, (2)
"Friendly host, very good location and a simple check-in process. Few minutes drive to the beach. "
The price is NZ$567
includes taxes & fees
9 Oct - 10 Oct
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
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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Top Water Island Hotel Reviews

Find out more about Water Island

Find out more about Water Island

Everything you need to know about Water Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Water Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Water Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Water Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Water Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Water Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Water Island holiday rentals we have selected for you start as low as NZ$257 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Water Island rentals

At Expedia, we put the best Water Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Water Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Water Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Water Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 are some of the best holiday rentals that Water Island has to offer?

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. : This holiday home rental outside of Water Island has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals are there in Water Island?

Expedia has 3 holiday rentals for your stay in Water Island.

What can I see and do in Water Island?

While exploring the area, visit family-friendly sights like Bowl Long Island at Patchogue, or get outside and enjoy nature at Great South Bay. Sunken Forest 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.