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Islip Vacation Rentals

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Our top choices for Islip vacation 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 CA $173
CA $407 total
includes taxes & fees
Oct 26 - Oct 27
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 CA $139
CA $231 total
includes taxes & fees
Oct 23 - Oct 24
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 CA $202
CA $481 total
includes taxes & fees
Oct 26 - Oct 27
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 CA $164
CA $276 total
includes taxes & fees
Nov 2 - Nov 3
1 bedroom 1 bath private entrance

5. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
10.0 out of 10, Exceptional, (1 review)
The price is CA $199
CA $385 total
includes taxes & fees
Oct 29 - Oct 30
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 CA $242
CA $416 total
includes taxes & fees
Oct 26 - Oct 27
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 CA $118
CA $703 total
includes taxes & fees
Oct 28 - Oct 29
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 CA $215
CA $740 total
includes taxes & fees
Oct 29 - Oct 30
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 CA $258
CA $718 total
includes taxes & fees
Nov 16 - Nov 17
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 CA $191
CA $268 total
includes taxes & fees
Oct 27 - Oct 28
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 CA $163
CA $483 total
includes taxes & fees
Oct 27 - Oct 28
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 CA $149
CA $328 total
includes taxes & fees
Oct 27 - Oct 28
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 CA $211
CA $496 total
includes taxes & fees
Oct 26 - Oct 27
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 CA $170
CA $685 total
includes taxes & fees
Oct 28 - Oct 29
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 CA $206
CA $454 total
includes taxes & fees
Oct 23 - Oct 24
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 CA $190
CA $274 total
includes taxes & fees
Nov 14 - Nov 15
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 CA $202
CA $350 total
includes taxes & fees
Oct 25 - Oct 26
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 CA $316
CA $412 total
includes taxes & fees
Nov 1 - Nov 2
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Islip. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Islip?

Yes, we offer vacation rentals close to popular local attractions in Islip, or you can choose a secluded option if you're looking for relaxation. 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 vacation rentals that Islip has to offer?

Fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc: Visitors like this Islip vacation home rental. It offers a balcony, a private yard, 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 larger area, you’ll find Fair Harbor Ferry Terminal and Heckscher State Park.

What are vacation rentals like in Islip?

Vacation rentals are privately owned properties you can book for a short or long stay in Islip. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for families.