Water Island Vacation Rentals

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Jan 2 - Jan 4
In two months
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In three months
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Apr 10 - Apr 12

Our top choices for Water Island vacation rentals

Smart TV
JC Entire Apartment remodeled, close to Airport and Ferry

Apartment in Coram

JC Entire Apartment remodeled, close to Airport and Ferry
10.0 out of 10, Exceptional, (3)
"Would definitely stay again "
United States
Katherine R.
$175 nightly
The price is $200
Dec 23 - Dec 24
Total with taxes and fees
JC Entire Apartment remodeled, close to Airport and Ferry
Terrace/patio
South Shore Studio in Mastic

Apartment in Mastic

South Shore Studio in Mastic
2.0 star property
10.0 out of 10, Exceptional, (2)
"Great stay! Super comfy and clean😊"
United States
ERIN
$168 nightly
The price is $192
Dec 16 - Dec 17
Total with taxes and fees
South Shore Studio in Mastic
2 bedrooms, WiFi, bed sheets
Cozy 2 bedroom retreat in long island

Apartment in Central Islip

Cozy 2 bedroom retreat in long island
2.0 star property
8.8 out of 10, Excellent, (3)
"Apt was clean and comfortable. Beds were comfortable. Area was nice. Owner communication was good. Only drawback is the plumbing situation was not advertised in the listing. Iif you are comfortable using a bidet and not flushing paper, this apt is perfect. "
United States
Deborah R.
$220 nightly
The price is $251
Dec 16 - Dec 17
Total with taxes and fees
Cozy 2 bedroom retreat in long island
Property grounds
3 Story Beach Waterview, 3 KING bed, golf putting green!

Vacation Home in Shirley

3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (21)
"The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! "
United States
Red F.
$546 nightly
The price is $624
Dec 17 - Dec 18
Total with taxes and fees
3 Story Beach Waterview, 3 KING bed, golf putting green!
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Apartment in Kings Park

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
2.0 star property
10.0 out of 10, Exceptional, (13)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
$157 nightly
The price is $179
Dec 21 - Dec 22
Total with taxes and fees
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Fridge, microwave, oven, stovetop
Spacious one Bedroom Apt with private entrance

Apartment in Centereach

Spacious one Bedroom Apt with private entrance
7.8 out of 10, Good, (10)
"I answered this. Safe and Quit."
United States
John
$300 nightly
The price is $342
Dec 16 - Dec 17
Total with taxes and fees
Spacious one Bedroom Apt with private entrance
Outdoor spa tub
Hottub, ⛳️, htd pool, Sauna, Basketball

Vacation Home in Mastic

Hottub, ⛳️, htd pool, Sauna, Basketball
10.0 out of 10, Exceptional, (27)
"Excellent accommodations for a large family gathering.The home is inviting and comfortable. It offers many amenities and the host is very hospitable. "
United States
Maria C.
$971 nightly
The price is $1,109
Dec 16 - Dec 17
Total with taxes and fees
Hottub, ⛳️, htd pool, Sauna, Basketball
Fridge, microwave, oven, stovetop
Private 1 bedroom apt in a quiet neighborhood, close to all!

Apartment in Centereach

Private 1 bedroom apt in a quiet neighborhood, close to all!
9.6 out of 10, Exceptional, (26)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
$224 nightly
The price is $255
Dec 16 - Dec 17
Total with taxes and fees
Private 1 bedroom apt in a quiet neighborhood, close to all!
Oven, dishwasher
Cozy and Modern 2-bedroom apartment in lovely Yaphank

Apartment in Yaphank

Cozy and Modern 2-bedroom apartment in lovely Yaphank
2.0 star property
$326 nightly
The price is $372
Dec 16 - Dec 17
Total with taxes and fees
Cozy and Modern 2-bedroom apartment in lovely Yaphank
Exterior detail
Cozy king suite with kitchen and dining area.

Apartment in Coram

Cozy king suite with kitchen and dining area.
9.4 out of 10, Exceptional, (6)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
$232 nightly
The price is $265
Dec 16 - Dec 17
Total with taxes and fees
Cozy king suite with kitchen and dining area.
Property grounds
Tiny Home Private, Students, Nurses, Tech

Mobile Home in Bay Shore

Tiny Home Private, Students, Nurses, Tech
8.4 out of 10, Very Good, (6)
"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!"
United States
Melanie M.
$190 nightly
The price is $198
Dec 18 - Dec 19
Total with taxes and fees
Tiny Home Private, Students, Nurses, Tech
1 bedroom, iron/ironing board, free WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Vacation Home in Brentwood

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.4 out of 10, Exceptional, (36)
"Very convenient location for where I needed to be. Perfect room to stay for a night "
United States
Sophie B.
$144 nightly
The price is $165
Dec 16 - Dec 17
Total with taxes and fees
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Microwave, oven, stovetop, coffee/tea maker
Peaceful private 2-bedroom house in Bayport.Amazing location!

Vacation Home in Bayport

Peaceful private 2-bedroom house in Bayport.Amazing location!
2.0 star property
10.0 out of 10, Exceptional, (1)
"Patrick is a fantastic host. Super accommodating and attentive! Clean and organized home, comfy bed too!"
United States
Emily D.
$243 nightly
The price is $278
Dec 16 - Dec 17
Total with taxes and fees
Peaceful private 2-bedroom house in Bayport.Amazing location!
Beach
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

Vacation Home in Mastic Beach

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
10.0 out of 10, Exceptional, (5)
"Friendly host, very good location and a simple check-in process. Few minutes drive to the beach. "
United States
Leonid T.
$272 nightly
The price is $311
Dec 22 - Dec 23
Total with taxes and fees
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
Outdoor pool
Pure Paradise Hamptons Getaway

Vacation Home in East Patchogue

Pure Paradise Hamptons Getaway
10.0 out of 10, Exceptional, (1)
"Nice house and great pool. "
United States
Bret C.
$1,885 nightly
The price is $2,154
Dec 17 - Dec 18
Total with taxes and fees
Pure Paradise Hamptons Getaway
Smart TV, fireplace, video games, stereo
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

Cottage in Center Moriches

East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
10.0 out of 10, Exceptional, (110)
"Amazing stay! Everything was super clean and beautiful "
United States
Liannys P.
$537 nightly
The price is $614
Jan 11 - Jan 12, 2026
Total with taxes and fees
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
Interior
1 bedroom 1 bath private entrance

Apartment in Bay Shore

1 bedroom 1 bath private entrance
8.8 out of 10, Excellent, (22)
"Well suited for our needs."
United States
Teresa D.
$172 nightly
The price is $197
Dec 16 - Dec 17
Total with taxes and fees
1 bedroom 1 bath private entrance
Exterior
The Bella Vista St James! Waterfront house with a beach dock and so much more!

Vacation Home in Saint James

The Bella Vista St James! Waterfront house with a beach dock and so much more!
10.0 out of 10, Exceptional, (1)
"This property is beautiful and the host was very responsive. We were in town for a funeral so unfortunately wasnt able to enjoy the house as much as I would have liked to. The view is breathtaking, we saw deer, wild turkeys, swans and more. I would suggest kids 8 would be better suited. I had to chase my little around to ensure they weren't touching or playing with any of the decorations. Plenty of bathrooms and counter space. No cell reception but the Wi-Fi worked throughout the whole home....
United States
Devin k.
$1,762 nightly
The price is $2,014
Dec 18 - Dec 19
Total with taxes and fees
The Bella Vista St James! Waterfront house with a beach dock and so much more!
2 bedrooms, iron/ironing board, WiFi, bed sheets
Stylish 2BR House Near Stony Brook University and shopping, fully renovated

Vacation Home in Stony Brook

Stylish 2BR House Near Stony Brook University and shopping, fully renovated
2.0 star property
10.0 out of 10, Exceptional, (1)
"perfect place"
New Zealand
Akaki G.
$572 nightly
The price is $654
Jan 15 - Jan 16, 2026
Total with taxes and fees
Stylish 2BR House Near Stony Brook University and shopping, fully renovated
Fridge, microwave, oven, stovetop
Modern Vacation home. Close to The Hamptons

Vacation Home in Shirley

Modern Vacation home. Close to The Hamptons
10.0 out of 10, Exceptional, (4)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
$505 nightly
The price is $577
Dec 16 - Dec 17
Total with taxes and fees
Modern Vacation home. Close to The Hamptons
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

Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook

10/10 Excellent
"Great staff. Clean room. I’ll be back "
james 1-night trip
Posted 22 hours ago
Hilton Garden Inn Stony Brook

Find out more about Water Island

Everything you need to know about Water Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Water Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Water Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Water Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $165 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Water Island rentals

At Expedia, we put the best Water Island vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Modern Vacation home. Close to The Hamptons: Visitors like this Water Island vacation home rental. It is located on the waterfront and has a fireplace, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Water Island?

Expedia has 3 vacation 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 Shorefront Park. Fire Island National Seashore 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.