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Islip Holiday Rentals

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Our top choices for Islip holiday rentals

1. 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 AU$428
includes taxes & fees
25 Oct - 26 Oct
Sundown Escape-South Shore Long Island

2. 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, (56 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$238
includes taxes & fees
23 Oct - 24 Oct
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

3. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is AU$473
includes taxes & fees
25 Oct - 26 Oct
Sundown Escape Near SouthShore University Hospital

4. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.4 out of 10, Very good, (27 reviews)
"Exactly as advertised, comfortable bed easy entry, overall great experience."
United States
Monte P.
The price is AU$283
includes taxes & fees
2 Nov - 3 Nov
1 bedroom 1 bath private entrance

5. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
The price is AU$391
includes taxes & fees
28 Oct - 29 Oct
Charming Secluded Waterfront retreat

6. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is AU$422
includes taxes & fees
26 Oct - 27 Oct
Spacious 3BR Family Home Near Everything

7. Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
Deer Park
10.0 out of 10, Exceptional, (3 reviews)
"My family and I really enjoyed this property! The host was welcoming, the property was clean and well-cared for, and it’s in a very nice area. We would stay again next time we’re in Long Island!"
United States
Danielle M.
The price is AU$690
includes taxes & fees
22 Oct - 23 Oct
Shop, Hike, Golf & Swim: Inviting Deer Park Escape

8. Central 2BR, Garden Suite, Top Amenities & Care!

Central 2BR, Garden Suite, Top Amenities & Care!
Central Islip
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, clean and inviting space. Thanks for a great space away from home; will definietly book again."
United States
Vladamir R.
The price is AU$721
includes taxes & fees
29 Oct - 30 Oct
Central 2BR, Garden Suite, Top Amenities & Care!

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 AU$704
includes taxes & fees
16 Nov - 17 Nov
Bright & Comfortable Home in the Heart of It All

10. Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong

Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong
Dix Hills
The price is AU$273
includes taxes & fees
27 Oct - 28 Oct
Charming 1-bedroom apartment in Dix Hills with AC, WiFi, fitness room, ping pong

11. 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.
Private 3Br Apt: King-2Queen -PetPally -LTR-STR

12. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (10 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is AU$490
includes taxes & fees
27 Oct - 28 Oct
The Royal Suite - Ronkonkoma

13. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (17 reviews)
"Great place to stay. Clean room."
United States
melissa a.
The price is AU$338
includes taxes & fees
26 Oct - 27 Oct
Your Perfect Getaway Between Farmingdale & Amityville

14. 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$497
includes taxes & fees
17 Nov - 18 Nov
Modern 2BR Retreat w/ Full Kitchen & Living

15. Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
The price is AU$696
includes taxes & fees
22 Oct - 23 Oct
Shop, Hike, Golf & Swim: Inviting Deer Park Escape

16. 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, (9 reviews)
"Host was easy to work with and I appreciated that so much!!"
United States
Lisa H.
The price is AU$448
includes taxes & fees
23 Oct - 24 Oct
Private Apartment on River Ave. close to main st

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

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
9.4 out of 10, Exceptional, (35 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is AU$281
includes taxes & fees
8 Nov - 9 Nov
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

18. The Village Gem – Cozy Lindenhurst Stay

The Village Gem – Cozy Lindenhurst Stay
Lindenhurst
The Village Gem – Cozy Lindenhurst Stay

19. 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 AU$362
includes taxes & fees
25 Oct - 26 Oct
Private 1 bedroom apt in a quiet neighborhood, close to all!

20. 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$415
includes taxes & fees
1 Nov - 2 Nov
Peaceful private 2-bedroom house in Bayport. Amazing location!
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

Find out more about Islip

Everything you need to know about Islip 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 Islip 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 Islip holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Islip holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Islip. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Islip 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 Islip holiday rentals we have selected for you start as low as AU$238 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Islip rentals

At Expedia, we put the best Islip 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 Islip 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 Islip 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 Islip. 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 Islip?

Yes, there are holiday rentals close to the most popular sights in Islip, or you can select a more secluded option if you're looking for a relaxing stay. Islip is known for its art and university setting. Make sure you have time to check out the restaurants and shopping during your trip.

What are some of the best holiday rentals that Islip has to offer?

Fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc: This highly rated holiday home rental in Islip offers a balcony, a private garden and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Islip?

Great South Bay and Islip Town Beach are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Fair Harbor Ferry Terminal and Heckscher State Park.

What are holiday rentals like in Islip?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Islip. Holiday rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.