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Compare 638 Vacation Homes in Shirley with updated reviews, rates, and availability.

Gorgeous private Hamptons house with pool and volleyball court
Exterior

Gorgeous private Hamptons house with pool and volleyball court

8.4 out of 10, Very Good, (17)
"Enjoyed this house in a great location. It was perfect for attending a family wedding!"
Gorgeous private Hamptons house with pool and volleyball court
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Heated 40ft saline pool and deck in separate secure fenced area with all day sun

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

10.0 out of 10, Exceptional, (166)
"Perfect family home"
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
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!
Coastal Retreat: Waterfront, Deck, Awesome Views
Bird's eye view of Coastal Retreat

Coastal Retreat: Waterfront, Deck, Awesome Views

10.0 out of 10, Exceptional, (13)
"My friends and I had a wonderful getaway vacation at this Northfork house. The water views were stunning, and the house had a good mix of indoor and outdoor areas to relax and hangout. Highly recommend. "
Coastal Retreat: Waterfront, Deck, Awesome Views
Quaint Family-sized Home w/private beach — 5 minutes from wineries!
A private beach for you and your guests is only steps away

Quaint Family-sized Home w/private beach — 5 minutes from wineries!

9.6 out of 10, Exceptional, (10)
"Excellent "
Quaint Family-sized Home w/private beach — 5 minutes from wineries!
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, (19)
"I really enjoyed my stay. It was convenient and exceeded my expectations. When I am in town again I will definitely book again."
The price is SAR 357
SAR 556 total
includes taxes & fees
9 Dec - 10 Dec
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 706
SAR 2,091 total
includes taxes & fees
10 Dec - 11 Dec
3 Story Beach Waterview, 3 KING bed, golf putting green!
5 bedroom Private Family Get Away w/ Heated Pool
heated in deck pool, plenty of floats and pool toys

5 bedroom Private Family Get Away w/ Heated Pool

10.0 out of 10, Exceptional, (13)
"We were a group age 3 to 75! The house was clean, well stocked and things for everyone’s interest. Our host, Carrie, was kind and responsive. It will be a beautiful memory of spending time with our children and grandchildren. "
5 bedroom Private Family Get Away w/ Heated Pool
Fall in the🌅beautiful sunsets
1860 farm house

Fall in the🌅beautiful sunsets

10.0 out of 10, Exceptional, (24)
"Margaret is just wonderful. We felt like we were staying at a dear family member’s home. Stayed in her very private upstairs suite and it was perfect for me, my wife and our pup. He had a blast running around the yard, meeting the chickens going to the bay beach etc. We had the best time! Thank you Margaret!!"
Fall in the🌅beautiful sunsets
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
Fully Equipped Kitchen

Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week

9.8 out of 10, Exceptional, (20)
"Great experience. The house was clean and the location was perfect for what we needed. "
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
2 Bedroom Hamptons Waterfront Cottage Rental
Sunset views from dock.

2 Bedroom Hamptons Waterfront Cottage Rental

10.0 out of 10, Exceptional, (10)
"Everything first class. Air co and heat units in each tooth Everything thing you might need for a great vacation "
2 Bedroom Hamptons Waterfront Cottage Rental
Stylish Sunset Retreat: Near Beach, Pool, Hot Tub
Sunset Residence is a cozy retreat perfect for couples, friends, and families seeking to gather, reconnect, and relax in a comfortable country escape with a pool, hot tub, and inside spaces designed with convenience and serenity in mind.

Stylish Sunset Retreat: Near Beach, Pool, Hot Tub

9.4 out of 10, Exceptional, (17)
"Overall 👍👍👍👍 Perfect area and vicinity to our wedding venue very nice neighborhood house was perfect unfortunately had to leave a day early due to New York City Marathon. ** Will definitely try to rent in the summer months"
Stylish Sunset Retreat: Near Beach, Pool, Hot Tub
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
Queen Vic Beach House: 5 min to Vineyards & Farmstands
Breathtaking balcony views

Queen Vic Beach House: 5 min to Vineyards & Farmstands

9.8 out of 10, Exceptional, (32)
"We had a fantastic stay! Property was clean and well-maintained. View towards the water was awesome!"
Queen Vic Beach House: 5 min to Vineyards & Farmstands
Hamptons getaway
Exterior

Hamptons getaway

8.8 out of 10, Excellent, (3)
"Travis was super easy to communicate with. The outside of the house is fantastic. Thanks for a great stay! "
Hamptons getaway
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
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
Bathroom

Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.

8.4 out of 10, Very Good, (11)
"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 544
SAR 619 total
includes taxes & fees
25 Nov - 26 Nov
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
Summer getaway
Pool

Summer getaway

9.2 out of 10, Wonderful, (10)
"Overall, we had a terrific time at the house. Thank-you so much Andres for sharing your home with us. Getting there, checking in, all simple and easy. House was very well stocked. There was plenty of room for the eight of us. The beds were all comfortable. The deck was delightful. A couple of minor things that we had happen, or noticed that might want to be addressed. Given the house is controlled by Alexa, some detailed instructions as to how to work with "her" might be a good idea for...
Summer getaway
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
Living room near the kitchen, with stunning outdoor view

Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach

9.8 out of 10, Exceptional, (64)
"The house was exactly as advertised, the water views were beautiful! Easy access to the North Fork of Long Island."
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
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 Shirley

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 706
SAR 2,091 total
includes taxes & fees
10 Dec - 11 Dec
3 Story Beach Waterview, 3 KING bed, golf putting green!
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Heated 40ft saline pool and deck in separate secure fenced area with all day sun

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

10.0 out of 10, Exceptional, (166)
"Perfect family home"
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Beach Apt. Wineries, Shopping, Dining
Outdoor dining

Beach Apt. Wineries, Shopping, Dining

5.2 out of 10, (7)
"Host was so helpful with check in! Place was super clean and conveniently located near town. Loved the place from top to bottom! 10/10 would recommend! "
The price is SAR 469
SAR 1,001 total
includes taxes & fees
24 Nov - 25 Nov
Beach Apt. Wineries, Shopping, Dining
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.