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Compare 275 Vacation Homes in Islip with updated reviews, rates, and availability.

Waterfront Home magnificent view!
Waterfront Home magnificent view!
9.4 out of 10, Exceptional, (118)
"Property was really nice description we came here because we’re mourning it’s was nice for everyone "
The price is SAR 564
SAR 1,071 total
includes taxes & fees
18 Nov - 19 Nov
Waterfront Home magnificent view!
Beautiful historic home in Stony Brook!
Living area
Beautiful historic home in Stony Brook!
2.0 star property
9.2 out of 10, Wonderful, (5)
"This was our second stay at this charming cottage, perfect mix of colonial feel and modern amenities. Plenty of space for us and our dog. Everything we needed was included. Location is close to village and beach. "
Beautiful historic home in Stony Brook!
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Room
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.4 out of 10, Exceptional, (18)
"Jennifer was a nice host, very communicative. We felt very at home and safe. There was no noise and it was peaceful, I would definitely book here again, thanks Jeniffier!!!"
The price is SAR 357
SAR 557 total
includes taxes & fees
17 Nov - 18 Nov
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
3 Story Beach Waterview, 3 KING bed, golf putting green!
Property grounds
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (15)
"We stayed on Long Island for 4 nights to coach a Perfect Game Baseball Tournament. This property was spacious enough to host my wife and I along with 4 other coaches (6 adults total). We were also able to bring our two jack russells with us. We had a great time, and look forward to staying here again."
The price is SAR 575
SAR 1,931 total
includes taxes & fees
18 Nov - 19 Nov
3 Story Beach Waterview, 3 KING bed, golf putting green!
Cheerful 2-Bedroom Home With On Premises Parking
Interior
Cheerful 2-Bedroom Home With On Premises Parking
8.4 out of 10, Very Good, (7)
"Everything was very good and just as stated in the listing. Clean and comfortable. "
Cheerful 2-Bedroom Home With On Premises Parking
Charming New York Escape Near Central Park!
Jericho Vacation Rental | 3BR | 2BA | 1,500 Sq Ft | Stairs Required for Access
Charming New York Escape Near Central Park!
7.2 out of 10, Good, (5)
"Got dropped off at the H-Mart from the airport and did my shopping and then walked over, as the host mentioned it was within walking distance and they were right! Super convenient. Well laid out, thoughtful instructions, everything was super easy. Ideal location for a couple of adults to stay to attend a convention. Also, there are workspaces in both of the bedrooms, which was a nice touch. "
Charming New York Escape Near Central Park!
Beautiful Beach House with Large Swimming Pool in Ocean Beach
Beautiful Beach House with Large Swimming Pool in Ocean Beach
10.0 out of 10, Exceptional, (34)
"Wonderful vacation! House has everything you need and the location is perfect. Hosts are quick to respond to any questions. Would definitely stay here again!"
Beautiful Beach House with Large Swimming Pool in Ocean Beach
Cozy Modern Ranch House Near Bellport/Hamptons
Interior
Cozy Modern Ranch House Near Bellport/Hamptons
7.4 out of 10, Good, (3)
"Property was very clean and host was very hospitable and helpful! Lovely place to stay!"
Cozy Modern Ranch House Near Bellport/Hamptons
Romance Vacation Sweet Home
Living area
Romance Vacation Sweet Home
9.4 out of 10, Exceptional, (11)
"The house was immaculate and communication was outstanding! Will stay there every time we come to Long Island!"
Romance Vacation Sweet Home
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.
Ample seating, perfect for lounging, gathering, and yes, napping.
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.
10.0 out of 10, Exceptional, (9)
"We had a wonderful home away from home stay at Evergreen. We were visiting from the UK for a family wedding in Huntington and the house was a cosy escape and great location. Easy access to train station for a day trip to the city, lots of space in the house for adults and kids and a lovely back garden. We did get noise from trains at night but otherwise the area was very quiet and residential. Thank you Amy for a lovely stay. "
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.
Your home away from home
Interior
Your home away from home
5.2 out of 10, (10)
"Easy to find. Quiet neighborhood. My only concern was that the bathroom floor was a very smooth surface and there was no bath mat or anything to help prevent slipping. Minimal linens provided. "
The price is SAR 372
SAR 447 total
includes taxes & fees
2 Dec - 3 Dec
Your home away from home
Spacious 5-bedroom house in charming Bay Shore with AC, WiFi
Bathroom
Spacious 5-bedroom house in charming Bay Shore with AC, WiFi
Spacious 5-bedroom house in charming Bay Shore with AC, WiFi
Beautiful Hampton Long Island Family Getaway with Pool.
Property grounds
Beautiful Hampton Long Island Family Getaway with Pool.
7.6 out of 10, Good, (5)
"Had a great time here. The house was clean and well maintained. The host communicated with us often and overall it was a great stay!"
The price is SAR 3,569
SAR 6,115 total
includes taxes & fees
19 Nov - 20 Nov
Beautiful Hampton Long Island Family Getaway with Pool.
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
Bathroom
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
8.6 out of 10, Excellent, (10)
"Santo's cottage is cute, close to the water and has everything you could need in it. My stay was short in that I was only there for a night but Santo is a great communicator and made my stay easy. To top it off Meow is the cat's MEOW!!! I will be back next year to get some fly fishing in. Thank you!!"
The price is SAR 545
SAR 620 total
includes taxes & fees
15 Nov - 16 Nov
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
Marina Beach House - Pet Friendly
Exterior
Marina Beach House - Pet Friendly
10.0 out of 10, Exceptional, (5)
"Worked out great for us. Thanks. "
The price is SAR 1,597
SAR 2,457 total
includes taxes & fees
1 Dec - 2 Dec
Marina Beach House - Pet Friendly
Captain's Cottage - Cold Spring Harbor Water Views
View Cold Spring Harbor in the Fall
Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (49)
"N/a"
The price is SAR 751
SAR 1,578 total
includes taxes & fees
20 Nov - 21 Nov
Captain's Cottage - Cold Spring Harbor Water Views
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Adorable Cottage with Water Views, Across the street from Prime & other eateries
9.8 out of 10, Exceptional, (60)
"We enjoyed our short stay at the cottage! The thoughtful amenities were appreciated (especially ALL your coffee needs except dairy, toiletries, filtered water ready in the fridge), and there were probably more we didn’t take advantage of…we were only there for 3 days and didn’t cook in the house but noticed the pantry was stocked with spices and cooking essentials. The beds and bedding were very comfortable. The outdoor area was lovely and well maintained but we didn’t use it much because of...
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Updated home in great location with spacious living & outdoor features
Updated home in great location with spacious living & outdoor features
8.8 out of 10, Excellent, (54)
"We got to the house and it was a lovely house, in a great location. The garbage outside had meat and other garbage not in bags. The storm door was broken which we fixed ourselves, the floor was full of sand, the air conditioner in the kitchen didnt blow cold air and the fan in the ktchen didnt work either, the remote was nowhere to be found. I think some of our money should be refunded."
Updated home in great location with spacious living & outdoor features
Luxurious Waterfront all Season Home with Private Beach
Relax with a local wine and cheese on your deck watching the beautiful sunset!
Luxurious Waterfront all Season Home with Private Beach
9.8 out of 10, Exceptional, (35)
"We spent an amazing week at this property and really enjoyed it. You can't beat the beautiful view of the south bay and the incredible breeze off the water. We really enjoyed our morning coffee and meals on the deck, gazing out at the water. Our two teenage sons enjoyed kayaking in the bay and exploring the island (just a 15-20 minute kayak trip away). Many great restaurants are nearby, and Steve and Dorry's recommendations are spot-on. We were in town for two baseball showcases in Medford,...
Luxurious Waterfront all Season Home with Private Beach
THE GOOD VIBEZ HOUSE! Smart Home w/ Heated Pool, Hot Tub, Game Room, Angel Wing
Enjoy relaxing in the hot tub while watching TV!
THE GOOD VIBEZ HOUSE! Smart Home w/ Heated Pool, Hot Tub, Game Room, Angel Wing
10.0 out of 10, Exceptional, (5)
"I stayed at the good vibes house for a night with friends for a post Holiday celebration. We all had a great time and were very comfortable in the house. The beds we cozy (even the smaller trundle!) The smart features of the house were really cool - alexa did it all for us :) We also enjoyed some time in the hot tub which was really easy to use after watching the video. Duane and Eva were very responsive with any questions I had. Next time we stay I would love to use the game room more!"
The price is SAR 1,875
SAR 2,784 total
includes taxes & fees
17 Nov - 18 Nov
THE GOOD VIBEZ HOUSE! Smart Home w/ Heated Pool, Hot Tub, Game Room, Angel Wing
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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Other property types in Islip

Waterfront Cottage cute and cozy
Outdoor dining
Waterfront Cottage cute and cozy
9.4 out of 10, Exceptional, (93)
"We loved the place, location & view. We will definitely be using this place again !!"
The price is SAR 470
SAR 962 total
includes taxes & fees
18 Nov - 19 Nov
Waterfront Cottage cute and cozy
Captain's Cottage - Cold Spring Harbor Water Views
View Cold Spring Harbor in the Fall
Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (49)
"N/a"
The price is SAR 751
SAR 1,578 total
includes taxes & fees
20 Nov - 21 Nov
Captain's Cottage - Cold Spring Harbor Water Views
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
Property grounds
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
10.0 out of 10, Exceptional, (73)
"Joe was an amazing and kind host. The house has the most unbelievably scenic backyard, with just incredible natural wild life. Was out of a movie. The house if very well equipped for everything you need and is in an amazing location - walk to beach or to town. Really, really an amazing stay. "
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
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.