A cityscape with a large body of water, a bridge, and a golf course.

Holiday Homes in Islip

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Islip holiday homes

A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

1. 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, (53 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 AU$240
includes taxes & fees
3 Oct - 4 Oct
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

2. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is AU$482
includes taxes & fees
4 Oct - 5 Oct
Sundown Escape Near SouthShore University Hospital
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

3. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is AU$458
includes taxes & fees
5 Oct - 6 Oct
Spacious 3BR Family Home Near Everything
A living room with a blue door, a white shelf, a grey sofa with patterned cushions, and a small table with a decorative item.

4. 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 AU$714
includes taxes & fees
5 Oct - 6 Oct
Bright & Comfortable Home in the Heart of It All
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

5. 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 AU$485
includes taxes & fees
5 Oct - 6 Oct
The Royal Suite - Ronkonkoma
A living room with a large mirror, a grey sofa, a small round table with a plant, and a grey throw blanket.

6. Modern 2BR Retreat w/ Full Kitchen & Living

Modern 2BR Retreat w/ Full Kitchen & Living
Deer Park
6.0 out of 10, (2 reviews)
"Needs lots of repairs and cleaning.Didn’t understand how one room had two AC and two TV while the other room had none. I would liked to hang out on the porch but also not clean and there was no table but a couple dirty chairs."
United States
marlene D.
The price is AU$498
includes taxes & fees
5 Oct - 6 Oct
Modern 2BR Retreat w/ Full Kitchen & Living
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.

7. 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 AU$465
includes taxes & fees
1 Nov - 2 Nov
Peaceful private 2-bedroom house in Bayport. Amazing location!
A modern kitchen with a marble island, bar stools, and a built-in oven.

8. Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful time for stay."
United States
Logan M.
The price is AU$631
includes taxes & fees
13 Oct - 14 Oct
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
A cozy room with a bed, a wooden coffee table, a blue ottoman, a guitar, and a cart with bottles.

9. 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 AU$1,785
includes taxes & fees
8 Oct - 9 Oct
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

10. Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (86 reviews)
"A beautiful home and you cannot beat the views and location!"
United States
Daniel M.
The price is AU$784
includes taxes & fees
5 Oct - 6 Oct
Captain's Cottage - Cold Spring Harbor Water Views
A room with a wooden table, chairs, and a hanging light fixture.

11. 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.
Fire Island Beach House Ocean Bay Park
A living room with a sofa, armchairs, a coffee table, and a rug.

12. 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 AU$693
includes taxes & fees
2 Oct - 3 Oct
Peaceful 3BR Garden Cottage Long Island Escape
A hot tub with water jets, a television displaying a beach scene, and a sign on the wall.

13. THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Commack
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful stay"
United States
Kenneth B.
The price is AU$1,783
includes taxes & fees
5 Oct - 6 Oct
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
A waterfront deck with outdoor seating, a covered area, and a canal with ducks.

14. Waterfront in South Bellmore

Waterfront in South Bellmore
Bellmore
8.2 out of 10, Very good, (20 reviews)
"The house was a great location and very nice. We really enjoyed our visit. The check-in and out process was easy. We would stay here again! "
United States
Kerry A.
The price is AU$850
includes taxes & fees
5 Oct - 6 Oct
Waterfront in South Bellmore
A dining area with a table set for four, large windows, and a ceiling fan.

15. 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 AU$918
includes taxes & fees
27 Oct - 28 Oct
3 Story Beach Waterview, 3 KING bed, golf putting green!
A modern kitchen with a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

16. 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 AU$877
includes taxes & fees
5 Oct - 6 Oct
Modern Vacation home. Close to The Hamptons
A modern kitchen with granite countertops, stainless steel appliances, and white cabinetry.

17. Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village

Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village
Huntington
9.2 out of 10, Wonderful, (12 reviews)
"Great location & thoughtful amenities."
United States
Joshua
The price is AU$973
includes taxes & fees
12 Oct - 13 Oct
Spacious 3BR Modern Family Retreat Near Oheka Castle and Huntington Village
A white sports car parked in a dimly lit garage.

18. Production Studio - 4 Sets / 2 Offices / Light Bank / Hex Lighting - 4k SF

Production Studio - 4 Sets / 2 Offices / Light Bank / Hex Lighting - 4k SF
West Babylon
The price is AU$1,706
includes taxes & fees
5 Oct - 6 Oct
Production Studio - 4 Sets / 2 Offices / Light Bank / Hex Lighting - 4k SF
A covered outdoor seating area with string lights, a table, and chairs.

19. 4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC

4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC
Massapequa
10.0 out of 10, Exceptional, (12 reviews)
"Lovely property. Comfortable. Great outdoor space "
United States
Ari P.
The price is AU$4,769
includes taxes & fees
29 Oct - 30 Oct
4 BR. 2 BTH, HOT TUB, MINS TO JONES BEACH, MINS TO RIVIERA WALK TO TRAIN TO NYC
A wooden deck with chairs and a kayak, leading to a beach with a view of the ocean.

20. Shore to Shore Coastal Retreat at Asharoken

Shore to Shore Coastal Retreat at Asharoken
Northport
10.0 out of 10, Exceptional, (1 review)
"We had a great time at this Vrbo. The house is spacious and the backyard absolutely beautiful. We brought two babies under 2 and it was a perfect spot. The private beach is just steps away and lovely for low-key beach days. The fridge was not working properly, and Joe let us know ahead of time and provided us with a mini fridge that worked, which made everything easy. He also ordered us more paper towels and dish soap while we were there which was super helpful and accomodating. Would absolutely...
United States
Rachel W.
Shore to Shore Coastal Retreat at Asharoken
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 Islip Hotel Reviews

Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

8/10 Good
"The hotel Starr was nice and it was clean"
Janell 1-night trip
Posted less than an hour ago
Hampton Inn Long Island-Brookhaven

Find out more about Islip

Islip Holiday Homes information

Number of reviews
307
Accommodation
261 Holiday Homes
Lowest Price
AU$240
Highest Price
AU$4,769