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

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 $182
CA $414 total
includes taxes & fees
Sep 28 - Sep 29
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, (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 CA $137
CA $228 total
includes taxes & fees
Sep 15 - Sep 16
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 $200
CA $474 total
includes taxes & fees
Sep 20 - Sep 21
Sundown Escape Near SouthShore University Hospital

4. 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 CA $156
CA $289 total
includes taxes & fees
Sep 16 - Sep 17
Tiny Home Private, Students, Nurses, Tech

5. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.6 out of 10, Excellent, (25 reviews)
"Well suited for our needs."
United States
Teresa D.
The price is CA $137
CA $244 total
includes taxes & fees
Oct 1 - Oct 2
1 bedroom 1 bath private entrance

6. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is CA $266
CA $441 total
includes taxes & fees
Sep 15 - Sep 16
Spacious 3BR Family Home Near Everything

7. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
The price is CA $197
CA $393 total
includes taxes & fees
Sep 28 - Sep 29
Charming Secluded Waterfront retreat

8. 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 CA $144
CA $452 total
includes taxes & fees
Sep 22 - Sep 23
The Royal Suite - Ronkonkoma

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 $246
CA $695 total
includes taxes & fees
Sep 29 - Sep 30
Bright & Comfortable Home in the Heart of It All

10. Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.8 out of 10, Exceptional, (15 reviews)
"Love being able to park off the street."
United States
Joan
The price is CA $147
CA $297 total
includes taxes & fees
Sep 21 - Sep 22
Your Perfect Getaway Between Farmingdale & Amityville

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.
The price is CA $328
CA $559 total
includes taxes & fees
Oct 6 - Oct 7
Private 3Br Apt: King-2Queen -PetPally -LTR-STR

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

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
10.0 out of 10, Exceptional, (28 reviews)
"The property was very easy to find, clean, and comfortable. The hosts were very communicative and accommodating. Highly recommend!"
United States
Karen D.
The price is CA $187
CA $269 total
includes taxes & fees
Sep 29 - Sep 30
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

13. 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.
The price is CA $250
CA $506 total
includes taxes & fees
Sep 15 - Sep 16
Private Apartment on River Ave. close to main st

14. Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Hicksville
8.8 out of 10, Excellent, (13 reviews)
"Ample on street parking - a smooth self check in - a comfortable bed and a clean bathroom in a quiet and safe walkable neighborhood. I did not know NYC could be so user friendly!"
United States
Susan O.
The price is CA $125
CA $217 total
includes taxes & fees
Sep 15 - Sep 16
Cozy 1-bedroom apartment in Hicksville with WiFi, AC

15. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
8.0 out of 10, Very good, (11 reviews)
"The place was great. It was clean and spacious, and located on a quiet street. It was also accessible to all the major roads. The host was very accommodating. Very pleased with it all and would highly recommend! "
United Kingdom
Selective Travel M.
The price is CA $156
CA $471 total
includes taxes & fees
Sep 21 - Sep 22
Spacious one Bedroom Apt with private entrance

16. 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 $223
CA $379 total
includes taxes & fees
Sep 28 - Sep 29
Private 1 bedroom apt in a quiet neighborhood, close to all!

17. SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
Huntington Station
10.0 out of 10, Exceptional, (10 reviews)
"Enjoyed our recent stay!! Would definitely come back "
United States
Donna S.
The price is CA $309
CA $583 total
includes taxes & fees
Sep 16 - Sep 17
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

18. Welcoming 1 bedroom apartment in beautiful harbor village.

Welcoming 1 bedroom apartment in beautiful harbor village.
Northport
10.0 out of 10, Exceptional, (1 review)
"Beautiful clean upstairs apartment with a private entrance. Very quiet neighborhood with a small park across the street. Karen, the homeowner who lives downstairs is a wonderful person. The place was perfect for what I needed amd the location was great."
United States
Sallyann S.
The price is CA $263
CA $431 total
includes taxes & fees
Sep 17 - Sep 18
Welcoming 1 bedroom apartment in beautiful harbor village.

19. 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 $356
CA $464 total
includes taxes & fees
Oct 4 - Oct 5
Peaceful private 2-bedroom house in Bayport. Amazing location!

20. East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!

East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!
East Meadow
8.8 out of 10, Excellent, (21 reviews)
"Everything was good"
United States
Elena
The price is CA $165
CA $275 total
includes taxes & fees
Sep 15 - Sep 16
East Meadow Gem: Cozy 1BR Basement Apt with All the Comforts You Need!
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?

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

What can I see and do in Islip?

Islip Town Beach and Great South Bay 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.