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Compare 272 Vacation Homes in Islip with updated reviews, rates, and availability.

Waterfront Home magnificent view!
Waterfront Home magnificent view!
9.4 out of 10, Exceptional, (110)
"Beds are butter. Sheets are like clouds. Amazing. Michael, the LL, was amazing. Jeannie, the PM, was amazing. The outside area was amazing. Sand under your toes, fire pits, gorgeous flowers and amazing view of the sunset. Kitchen was well supplied with utensils, dishes, glasses, etc., but bring TP, Paper Towels. I am already looking to book for next year, for both cottages so my kids/grandkids can have the big house, and I can have a peaceful night in the little one! I highly recommend...
The price is SAR 657
SAR 1,175 total
includes taxes & fees
24 Sep - 25 Sep
Waterfront Home magnificent view!
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.
9.2 out of 10, Wonderful, (15)
"We stayed here for one night & it was perfect! Husband is usually standoff-ish to “stay in someone’s house” but this bedroom/bathroom was completely private, including private fencing. The host sent us detailed information the day of regarding parking & misc info. TV in the room as well, so that was a perk. There’s also a keurig if you wanted to bring your own k-cups. Overall it was clean, simple, and way more promising than having stayed at a hotel for more space. Even the location it’s in was...
The price is SAR 356
SAR 556 total
includes taxes & fees
25 Sep - 26 Sep
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
Property grounds
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
9.8 out of 10, Exceptional, (70)
"Great house! Very unique property, would love to stay again!"
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
Living area
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
10.0 out of 10, Exceptional, (3)
"Very comfortable home. Lots of space to spread out in. Location was ideal to our wedding venue. Home was as advertised. "
The price is SAR 675
SAR 1,175 total
includes taxes & fees
30 Sep - 1 Oct
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
Newly Renovated Luxury Beach House Ocean Bay Park
Game room
Newly Renovated Luxury Beach House Ocean Bay Park
10.0 out of 10, Exceptional, (64)
"Stayed here for a weekend wedding, loved the property. So close to town, only a few blocks from the ferry (5 minute walk) and maybe 15 minute walk to the market/Flynns. Clean and beautiful house, lots of light, great stay."
The price is SAR 2,248
SAR 3,854 total
includes taxes & fees
24 Sep - 25 Sep
Newly Renovated Luxury Beach House Ocean Bay Park
Beautiful 3 Bedroom house
Exterior
Beautiful 3 Bedroom house
9.2 out of 10, Wonderful, (9)
"The interior of the property was exceptionally clean and well presented. It is close to shopping and located in a nice and safe neighborhood as well as being close to relatives we were visiting. Also, it is within a short drive to the Ronkonkoma LIRR station, which we took into the city too visit the 911 Museum."
Beautiful 3 Bedroom house
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
Spacious Home Located Close to Stony Brook!
Spacious Home Located Close to Stony Brook!
7.2 out of 10, Good, (10)
"This property was well equipped, centrally located to everything and the host was spectacular if we needed anything"
The price is SAR 1,122
SAR 2,386 total
includes taxes & fees
24 Sep - 25 Sep
Spacious Home Located Close to Stony Brook!
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,...
The price is SAR 1,595
SAR 3,128 total
includes taxes & fees
24 Sep - 25 Sep
Luxurious Waterfront all Season Home with Private 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
Waterfront house next to Bellport golf course
Aerial view
Waterfront house next to Bellport golf course
10.0 out of 10, Exceptional, (10)
"This was our second time staying at this home and we will definitely be returning. Great spot for a family getaway and cannot beat being right on the water. House had everything we needed."
Waterfront house next to Bellport golf course
Whole home SmartTV pet friendly King bed
Exterior
Whole home SmartTV pet friendly King bed
10.0 out of 10, Exceptional, (10)
"We had a fantastic experience that exceeded my expectations in every way. The property was clean, which made for a comfortable and enjoyable stay. The neighborhood was lovely and close to a lot. The check-in process was smooth and hassle-free, and the owner’s communication was excellent throughout. Overall, it was a seamless and pleasant experience from start to finish. I would stay there again."
Whole home SmartTV pet friendly King bed
Beach House in Ocean Beach, Fire Island
Exterior
Beach House in Ocean Beach, Fire Island
Beach House in Ocean Beach, Fire Island
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
Room
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
9.8 out of 10, Exceptional, (8)
"We had a great stay in this house. it was spotlessly clean, and and very well located for what we needed, right between Sunrise Highway and Southern State. Ross was very helpful and provided any information we needed very quickly."
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
Marina Beach House - Pet Friendly
Exterior
Marina Beach House - Pet Friendly
10.0 out of 10, Exceptional, (2)
"The property is in a nice location. The house is very clean and the kitchen has everything that you need.it was quiet there also. We were very happy and comfortable during our stay. And definitely plan on staying here again"
The price is SAR 1,595
SAR 2,465 total
includes taxes & fees
24 Sep - 25 Sep
Marina Beach House - Pet Friendly
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
9.2 out of 10, Wonderful, (20)
"Stayed here for a girls trip. We were a group of 11. Most of the beds are doubles so probably can’t actually sleep 12 unless you’re a kid or on the smaller side. The way the beds are arranged requires one person to crawl over the other to get out of bed since they’re pushed up against the wall. (Not a dealbreaker but something to consider for guest comfort). As others have mentioned, feels bigger than it looks in the photos. The bathrooms were ok. To break it down: there’s 1 half bath...
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
Living area
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
9.6 out of 10, Exceptional, (12)
"Great location to visit family on the South Shore. Easy access to town/restaurants. Very responsive host! We’ll be back."
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
Cheerful 2-Bedroom Home With On Premises Parking
Interior
Cheerful 2-Bedroom Home With On Premises Parking
9.2 out of 10, Wonderful, (5)
"Cozy property. Perfect for our family."
Cheerful 2-Bedroom Home With On Premises Parking
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Adorable Cottage with Water Views, Across the street from Prime & other eateries
10.0 out of 10, Exceptional, (58)
"Great location, attentive host. Very cute cottage - with everythng we beed. Cute outside (covered) space to relax. "
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
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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

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.
9.2 out of 10, Wonderful, (15)
"We stayed here for one night & it was perfect! Husband is usually standoff-ish to “stay in someone’s house” but this bedroom/bathroom was completely private, including private fencing. The host sent us detailed information the day of regarding parking & misc info. TV in the room as well, so that was a perk. There’s also a keurig if you wanted to bring your own k-cups. Overall it was clean, simple, and way more promising than having stayed at a hotel for more space. Even the location it’s in was...
The price is SAR 356
SAR 556 total
includes taxes & fees
25 Sep - 26 Sep
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Waterfront Cottage cute and cozy
Property grounds
Waterfront Cottage cute and cozy
9.4 out of 10, Exceptional, (84)
"Very relaxing sitting by water "
The price is SAR 469
SAR 961 total
includes taxes & fees
25 Sep - 26 Sep
Waterfront Cottage cute and cozy
Waterfront Home magnificent view!
Waterfront Home magnificent view!
9.4 out of 10, Exceptional, (110)
"Beds are butter. Sheets are like clouds. Amazing. Michael, the LL, was amazing. Jeannie, the PM, was amazing. The outside area was amazing. Sand under your toes, fire pits, gorgeous flowers and amazing view of the sunset. Kitchen was well supplied with utensils, dishes, glasses, etc., but bring TP, Paper Towels. I am already looking to book for next year, for both cottages so my kids/grandkids can have the big house, and I can have a peaceful night in the little one! I highly recommend...
The price is SAR 657
SAR 1,175 total
includes taxes & fees
24 Sep - 25 Sep
Waterfront Home magnificent view!
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.