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Vacation Rentals in Islip, NY and nearby

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All 18 Rentals in the Islip Area
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The following rentals are within 20 miles of Islip, Long Island, New York.

From
$375
Per Night
1 / 9
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Kismet
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Inquiry Similar Properties
From
$91
Per Night
1 / 23
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Port Jefferson Station
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
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From
$750
Per Night
1 / 16
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Fair Harbor
4 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
Details Reviews (1) Make Inquiry Similar Properties
From
$400
Per Night
1 / 17
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Cherry Grove
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Make Inquiry Similar Properties
Amenities & Details
  • Washer
  • Microwave
  • Fireplace
  • Dryer
  • DVD Player
  • Stove
  • Dishwasher
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Come join us in our fabulous get-a-way from the hustle and bustle of everyday life. This incredible "gay" oceanfront property is nestled in Cherry Grove, Long Island which hosts beautiful white sandy beaches. Sleep to the ocean waves by night and swim in our heated pool by day. Oversized modern... View all property information
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From
$139
Per Night
1 / 8
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Cairo
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
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Amenities & Details
  • Refrigerator
  • Grill
  • Stove
  • Patio
  • DVD Player
  • Washer
  • Garage
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Escape the City Life & Enjoy the Tranquility of a 3 Bedroom, 2 Bath Rental on 2 Acres of Land in Scenic Cairo, New York. The Area is Rural in Nature & Allows for Some Much Deserved Peace & Quiet. Sunny Master Bedroom with Queen Size Bed & a Flat Panel Television! Wi-Fi Connected Blu-Ray Player... View all property information
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From
$1,495
Per Week
1 / 15
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Lindenhurst
1 Bedroom, 1 Bathroom, Sleeps 3
Details Reviews (1) Make Inquiry Similar Properties
Amenities & Details
  • Stove
  • Ceiling Fans
  • Air Conditioning
  • Parking
  • Refrigerator
  • Washer
  • Dryer
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Note: I currently have tenants in this home and they may be leaving as early as the Spring of 2015 or as late as the end of 2016 (due to a contract job). Therefore, I can not guarantee any bookings just yet, but please still message me privately if interested. Do a web search for "Jamie Lynn... View all property information
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From
$600
Per Night
1 / 31
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Sayville
3 Bedrooms, 2 Bathrooms, Sleeps 9
Bookings
Details Reviews (2) Make Inquiry Similar Properties
Amenities & Details
  • Fireplace
  • Stove
  • Patio
  • Dishwasher
  • Grill
  • Washer
  • Garage
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
(30 minutes from the Hamptons. 60 min from NYC) House, 3 Bedrooms + Convertible bed(s), 2 Baths (Sleeps 6-9) 3 Br 2 full bath 2 story home. Vaulted 16 foot ceilings with 5 large skylights. One bathroom has an amazing steam shower and over sized heated whirlpool bathtub with jets for spa-like... View all property information
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4 of 5 stars Reviewed July 8, 2014
My friends and I loved the house! It is simply stunning and quite roomy. I went with a group of 11. I would recommend a smaller group (so that everyone can sleep on a comfortable...
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From
$725
Per Night
1 / 21
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Fair Harbor
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry Similar Properties
Amenities & Details
  • Grill
  • Dryer
  • Safe
  • Washer
  • DVD Player
  • Stove
  • Stereo System
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
An ideal spot for a comfortable, peaceful beach vacation. Our charming, newly renovated cottage is located in Lonelyville, on Fire Island a short drive or train ride from New York City. If you've never visited Fire Island you're in for a treat. Close to the city yet a galaxy away. There are no... View all property information
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From
$250
Per Night
1 / 11
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Oyster Bay
3 Bedrooms, 3 Bathrooms, Sleeps 7
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Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Waterledge is a charming two story house located on a 30 acre waterfront estate in Oyster Bay, 34 miles from Manhattan. The house has a large deck facing the Great Meadow Creek and 100 acre wild bird sanctuary. Waterledge was renovated last winter and has a new kitchen with granite countertops,... View all property information
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From
$2,200
Per Week
1 / 2
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Cherry Grove
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Inquiry Similar Properties
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Sweeping views of th Great South Bay from this 2 BR, 1-1/2 bath gem. Get your friends and your beach towels an think BEACH right now! View all property information
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From
$2,000
Per Night
1 / 4
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Bellport
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Inquiry Similar Properties
Amenities & Details
  • Dishwasher
  • Ceiling Fans
  • Parking
  • Microwave
  • Dryer
  • Stove
  • Refrigerator
  • Safe
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
large modern family home overlooking the sea, 1 hour 25 mins (LIRR) from NYC, in a quiet neighborhood in a quiet village. View all property information
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From
$500
Per Night
1 / 13
Kings Park
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (3) Make Inquiry Similar Properties
Amenities & Details
  • Parking
  • Dryer
  • Stove
  • Air Conditioning
  • Patio
  • Refrigerator
  • Microwave
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This house overlooks the Nissequoge River near where it enters Long Island Sound. There is a nice yard, big trees and immediate access to the water. Bring your canoe or kayaks or rent them locally. The house is ideally located for day trips to all other Long Island locations including the... View all property information
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5 of 5 stars Reviewed July 29, 2012
My Mom, myself, my two Aunts and best friend, met up here for our yearly summer reunion. My family grew up in Kings Park so it is always nice to go home and stay in familiar...
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From
$350
Per Night
1 / 24
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Port Jefferson
5 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Inquiry Similar Properties
Amenities & Details
  • Grill
  • Dishwasher
  • Washer
  • Parking
  • DVD Player
  • Hot Tub
  • Stove
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
This five bedroom Harbor View home is only steps away from town and the dock, located in the village of Port Jefferson. It has the most amazing harbor views with stairs that lead straight to the harbor where you will find outstanding restaurants, night clubs, bars and shops! There is always... View all property information
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From
$200
Per Night
1 / 15
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Bellport
6 Bedrooms, 5 Bathrooms, Sleeps 14
Details Reviews (2) Make Inquiry Similar Properties
Amenities & Details
  • Microwave
  • Stereo System
  • Stove
  • Refrigerator
  • Grill
  • Washer
  • Fireplace
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
We are pleased to offer 'Bellport Landing', a gracious 1880's home located in the heart of Bellport Village. Bellport Landing offers all the beauty and charm that you would expect to find in a historic/antique home, plus modern conveniences, such as wifi and flatscreen TV's. Featuring six... View all property information
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5 of 5 stars Reviewed August 7, 2014
Absolutely wonderful place to have our family get-together. The house is gorgeous, comfortably furnished, and thoughtfully appointed. The kitchen is amazing! Sue and Steve are...
5 of 5 stars Reviewed June 23, 2014
Bellport is an absolutely magical place - a real find. As visitors from the UK we were utterly spellbound by its old world and understated charms - such a perfect respite from the...
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From
$195
Per Night
1 / 8
Port Jefferson
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (13) Make Inquiry Similar Properties
Amenities & Details
  • Refrigerator
  • Parking
  • Ceiling Fans
  • Stove
  • TV
  • Microwave
  • Dishwasher
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
A true retreat! Peace and serenity....these will be your thoughts as you look out and view the harbor and magnificient woods located on 3 acres! We are minutes away from a very lively town with many restaurants, theatre and shopping! We have beautiful restaurants on the water as well!! This... View all property information
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5 of 5 stars Reviewed October 16, 2014
Just as the review below I cannot say enough about this great vacation retreat. This is truly a wonderful vacation destination. Port Jefferson village is a great small village...
5 of 5 stars Reviewed September 22, 2014
This is a lovely rental with friendly hosts and walk-to-town convenience. We enjoyed the beautiful seclusion, lovely view (especially at night when the harbor lights are aglow...
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From
$250
Per Night
1 / 14
Saint James
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry Similar Properties
Amenities & Details
  • Fireplace
  • Refrigerator
  • Patio
  • Microwave
  • Grill
  • Dryer
  • Dishwasher
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Beautiful 4 bedroom 2 bath Long Island home nestled in the historic village of Saint James on the North Shore. This space is the main floor of a ranch house located a convenient 60 miles away from New York City but a world away in vacation experience. It is easily accessible by car or train.... View all property information
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From
$929
Per Night
1 / 19
Sayville
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry Similar Properties
Amenities & Details
  • Dryer
  • Dishwasher
  • Washer
  • Stove
  • VCR
  • Fax
  • Grill
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
***FULL WEEKS ONLY - NO WEEKENDS*** SUMMER 2012 IS JUST AROUND THE CORNER!!!! June is the perfect month in the Pines - warm, not hot, flowers blooming, peaceful & not packed with day trippers! If you rent for one week in June you will receive a 20% rate reduction. 2 or more weeks a 30%... View all property information
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1 / 12
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Fair Harbor
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Make Inquiry Similar Properties
Amenities & Details
  • Grill
  • Ceiling Fans
  • Dishwasher
  • Stove
  • DVD Player
  • Washer
  • Stereo System
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Bright, charming 3-bedroom house (one room with queen, two rooms with two twins and futon in living room) with roof-top deck, 2 full bathrooms, outdoor shower, gas grill, flat screen TV w/ DISH, wifi internet, all the usual amenities. we are 1/2 way between the beach and bay. Weeks go from Friday -... View all property information
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Suitability

  • Wheelchair access (3)
  • Elder access (4)
  • Suitable for children (7)
  • Pet friendly (8)
  • Smoking allowed (0)

Amenities

  • Internet (16)
  • Other outdoor space (16)
  • Grill (15)
  • Washer/Dryer (14)
  • Air Conditioning (12)
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