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Water Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Water Island vacation rentals

A modern living room with a grey sofa, a wooden coffee table, a flat-screen TV mounted on the wall, and a ceiling light fixture.

1. Peaceful private 2-bedroom house in Bayport. Amazing location!

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.8 out of 10, Excellent, (8 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is ￥40,086
￥50,261 total
includes taxes & fees
Oct 5 - Oct 6
Peaceful private 2-bedroom house in Bayport. Amazing location!
An outdoor patio area with a grill, seating, and string lights.

2. Private Apartment on River Ave. close to main st

Private Apartment on River Ave. close to main st
Patchogue
9.6 out of 10, Exceptional, (8 reviews)
"Nice little property. Perfect for what we needed. Host was great."
United States
A H.
Private Apartment on River Ave. close to main st
A room with a wooden table and benches, large windows, and a hanging light fixture.

3. Fire Island Beach House Ocean Bay Park

Fire Island Beach House Ocean Bay Park
Ocean Beach
10.0 out of 10, Exceptional, (73 reviews)
"House was very big and spacious enough for our large group. The host was also very communicative and accommodating, would definitely love to come back and stay again."
United States
Mohit M.
The price is ￥124,868
￥224,261 total
includes taxes & fees
Sep 18 - Sep 19
Fire Island Beach House Ocean Bay Park
A dining area with a table, chairs, a vase with flowers, and a sign that reads 'Relax Unwind & Enjoy'.

4. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
The price is ￥22,028
￥42,006 total
includes taxes & fees
Oct 6 - Oct 7
Charming Secluded Waterfront retreat
A cozy room with a bed, a wooden coffee table, a blue ottoman, a guitar, and a cart with bottles.

5. Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
Fire Island
9.8 out of 10, Exceptional, (7 reviews)
"Perfect Fire Island getaway. Great location and beautiful beach home. Would recommend and love to come back!"
United States
Jessica W.
The price is ￥131,861
￥202,403 total
includes taxes & fees
Oct 5 - Oct 6
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
A dining area with a table set for four, large windows, and a ceiling fan.

6. 3 Story Beach Waterview, 3 KING bed, golf putting green!

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (24 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is ￥29,849
￥99,987 total
includes taxes & fees
Sep 23 - Sep 24
3 Story Beach Waterview, 3 KING bed, golf putting green!
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

7. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (9 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is ￥18,150
￥54,056 total
includes taxes & fees
Sep 29 - Sep 30
The Royal Suite - Ronkonkoma
A modern kitchen with white cabinets, stainless steel appliances, a tiled backsplash, and a view to the outside.

8. Tranquil Stay

Tranquil Stay
Shirley
8.2 out of 10, Very good, (12 reviews)
"Great stay! "
United States
Emily S.
The price is ￥66,318
￥113,875 total
includes taxes & fees
Sep 21 - Sep 22
Tranquil Stay
A living room with a blue door, a white shelf, a grey sofa with patterned cushions, and a small table with a decorative item.

9. Bright & Comfortable Home in the Heart of It All

Bright & Comfortable Home in the Heart of It All
Central Islip
8.8 out of 10, Excellent, (3 reviews)
"My stay was amazing! The place was bigger in person than i expected, which was such a pleasant surprise. The house was spotless and very clean, making me feel comfortable from the moment I arrived. The host was incredibly helpful, responsive, and made the entire experience smooth and stress-free. I enjoyed my stay and would absolutely book this home again. Highly recommend to anyone looking for a clean, spacious, and welcoming place to stay!"
United States
Tatiana J.
The price is ￥27,763
￥77,787 total
includes taxes & fees
Sep 29 - Sep 30
Bright & Comfortable Home in the Heart of It All
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

10. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is ￥29,734
￥49,328 total
includes taxes & fees
Sep 30 - Oct 1
Spacious 3BR Family Home Near Everything
A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

11. Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is ￥20,676
￥46,834 total
includes taxes & fees
Sep 20 - Sep 21
Sundown Escape-South Shore Long Island
A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

12. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is ￥22,339
￥53,149 total
includes taxes & fees
Sep 21 - Sep 22
Sundown Escape Near SouthShore University Hospital
A modern kitchen with a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

13. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.6 out of 10, Exceptional, (5 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is ￥48,726
￥93,597 total
includes taxes & fees
Sep 29 - Sep 30
Modern Vacation home. Close to The Hamptons
A compact hotel room with a bed, a sofa, a desk with a chair, a TV, and a small kitchenette.

14. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (6 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is ￥21,098
￥34,105 total
includes taxes & fees
Oct 1 - Oct 2
South Shore Studio in Mastic
A water park with multiple slides and pools, surrounded by trees and a parking lot.

15. Tiny Home Private, Students, Nurses, Tech

Tiny Home Private, Students, Nurses, Tech
Bay Shore
8.0 out of 10, Very good, (9 reviews)
"Great host, nice place."
United States
Brian C.
The price is ￥18,771
￥33,966 total
includes taxes & fees
Sep 21 - Sep 22
Tiny Home Private, Students, Nurses, Tech
A water park with multiple slides and pools, surrounded by trees and a parking lot.

16. Private 3Br Apt: King-2Queen -PetPally -LTR-STR

Private 3Br Apt: King-2Queen -PetPally -LTR-STR
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"These were nice rooms. Very professionally set-up."
United States
Marcus P.
The price is ￥36,960
￥60,158 total
includes taxes & fees
Oct 6 - Oct 7
Private 3Br Apt: King-2Queen -PetPally -LTR-STR
A living room with a sofa, armchairs, a coffee table, and a rug.

17. Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape
Coram
10.0 out of 10, Exceptional, (1 review)
"Excellent host and peaceful getaway. I highly recommend!"
United States
Greg M.
The price is ￥24,563
￥71,662 total
includes taxes & fees
Sep 29 - Sep 30
Peaceful 3BR Garden Cottage Long Island Escape
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

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

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (52 reviews)
"This stay was very clean and easy. The check-in process was efficient. Thank you, I would definitely book again for a short stay!"
United States
Jaelyn
The price is ￥15,358
￥25,525 total
includes taxes & fees
Sep 21 - Sep 22
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A room with a white door, a sign reading "Relax", a potted plant, and a small table with a sign and a lamp.

19. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.6 out of 10, Exceptional, (7 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is ￥27,148
￥41,651 total
includes taxes & fees
Sep 27 - Sep 28
Cozy king suite with kitchen and dining area.
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

20. Private 1 bedroom apt in a quiet neighborhood, close to all!

Private 1 bedroom apt in a quiet neighborhood, close to all!
Centereach
9.6 out of 10, Exceptional, (29 reviews)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
The price is ￥27,427
￥46,156 total
includes taxes & fees
Sep 28 - Sep 29
Private 1 bedroom apt in a quiet neighborhood, close to all!
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

Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Stony Brook by IHG

10/10 Excellent
"I travel a lot and I must say this hotel is one of the best! Not only is it clean but its spacious, has everything you need, and easy to get to stores and restaurants! Love, love , love!!"
Margaret 1-night trip
Posted 3 hours ago
Holiday Inn Express Stony Brook by IHG

Find out more about Water Island

Search for holiday rentals in Water Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Water Island using one of the methods below:

  • View our selection of featured holiday rentals in Water Island
  • Use the map to find apartments and other holiday homes in the Water Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Water Island while they last

Look no further and take a look at our great range of rental properties in Water Island!

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?

Large Beach House Steps From Town and Ocean: Visitors like this Water Island vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.