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Compare 615 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
Beach Bungalow Ocean Beach
Exterior

Beach Bungalow Ocean Beach

9.8 out of 10, Exceptional, (22)
"For several years our family-now numbering 13 people, from infants to 82, plus dogs-have taken long weekend vacations every October on Fire Island. We like the communities of Ocean Beach and Seaview because stores and restaurants are open, and there’s a terrific market in Seaview. Our search Focused on number of bedrooms and baths, with excellent reviews. Quite quickly we decided that Beach Bungalow in OB was perfect for us. We had some questions about bed setups and had easy and excellent...
Beach Bungalow Ocean Beach
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, (20)
"I really enjoyed my stay. It was convenient and exceeded my expectations. When I am in town again I will definitely book again."
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
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 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
Beautiful Hamptons home close to beaches, shopping, & restaurants!
Pool

Beautiful Hamptons home close to beaches, shopping, & restaurants!

10.0 out of 10, Exceptional, (8)
"Had a great stay! Everything about the stay was perfect. Place was all that we expected and more. Host was easy to reach and very responsive. "
Beautiful Hamptons home close to beaches, shopping, & restaurants!
Westhampton Beach Cedar Shingle with Heated Pool & Gym - on a Private Road
Exterior

Westhampton Beach Cedar Shingle with Heated Pool & Gym - on a Private Road

10.0 out of 10, Exceptional, (78)
"We loved our stay in this home! It was the perfect size for our extended family. It was well appointed. The kids loved playing in both levels of the garage. The kitchen had everything we needed. The beds were all comfy. We even took a dip in the cold pool! The owner was responsive to our requests and met all of our needs. I highly recommend this home!"
Westhampton Beach Cedar Shingle with Heated Pool & Gym - on a Private Road
Exclusive location with spacious interior offering many amenities.
Pool

Exclusive location with spacious interior offering many amenities.

7.8 out of 10, Good, (7)
"Everything was exactly as advertised! We appreciated the space as it made our weekend extra special, location was especially convenient. Overall a great experience! Thank you."
Exclusive location with spacious interior offering many amenities.
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
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
Pool

Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!

10.0 out of 10, Exceptional, (33)
"The house was perfect, a home away from home located in a nice quiet area, with stores and restaurants close by. House was clean, spacious and stocked with the essentials. The kids loved the pool and the ping pong table. Thank you Val for the perfect weekend, hope to see you next Summer!!"
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Pool

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (31)
"The mansion is beautiful, with large rooms in the upstairs bedrooms. The 2 bedrooms in the basement were a bit small and a bit Spartan. The fireplace room had 4 remotes, none of which worked the large screen tv, and half of the bedrooms had remotes that did not work the tv's. The kitchen silverware drawer was filthy, requiring my wife to clean the draw and was the silverware. The pocket door in the kitchen was off the track (not a big issue), however it requires repairing, The lower draw in the...
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
10 Bedroom Hampton House with a regulation size Pickleball
Pool

10 Bedroom Hampton House with a regulation size Pickleball

10.0 out of 10, Exceptional, (25)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Exterior

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

10.0 out of 10, Exceptional, (4)
"Robert was an amazing host..We had an incredible New Year’s Eve…We are already planning our next trip back… "
The price is AED 1,950
AED 3,593 total
includes taxes & fees
1 Feb - 2 Feb
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Charming Hampton Bays Home 5 Mi to Cooper’s Beach
Hamptons Bay Vacation Rental | 3BR | 1.5BA | 2 Steps to Access | 1,300 Sq Ft

Charming Hampton Bays Home 5 Mi to Cooper’s Beach

9.6 out of 10, Exceptional, (9)
"my family and i grew up coming to hampton bays - and while myself and my parents have moved away - a family wedding brought us back to the area and we were so happy to stay local in this perfect home. it felt great to be back in the old neighborhood and not have to be cramped at my brothers home just a short 5 minute drive away. i hope we can stay again during our next trip!"
Charming Hampton Bays Home 5 Mi to Cooper’s Beach
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Room

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

10.0 out of 10, Exceptional, (25)
"Overall, this was a great stay. The house was clean and as advertised. The location was perfect for us as we were visiting family in Lake Grove, Stonybrook, and Port Jeff. A few recommendations for minor improvements: more towel bars/hooks in the bathroom and an upgraded coffee maker. Regardless, we would happily stay here again when visiting Long Island. "
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
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
The Lindsay Luxurious Estate: Heated Pool, Hot tub, Huge Yard
Large Heated Pool with Sun Ledge

The Lindsay Luxurious Estate: Heated Pool, Hot tub, Huge Yard

9.8 out of 10, Exceptional, (19)
"This beautiful home is set on a huge, quiet, private lot. Equipped with everything you need to enjoy a wonderful, relaxing vacation, you'll love it!"
The Lindsay Luxurious Estate: Heated Pool, Hot tub, Huge Yard
Luxury oasis on a 1+ acre compound with private swimming pool and tennis court!
Living area

Luxury oasis on a 1+ acre compound with private swimming pool and tennis court!

10.0 out of 10, Exceptional, (3)
"Enjoyed our stay look forward to renting again next year "
Luxury oasis on a 1+ acre compound with private swimming pool and tennis court!
Beach Bungalow: Nearby Beach, Yard w/ Firepit
Welcome to Beach Bungalow!

Beach Bungalow: Nearby Beach, Yard w/ Firepit

9.8 out of 10, Exceptional, (13)
"Easly access to the beach"
Beach Bungalow: Nearby Beach, Yard w/ Firepit
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 AED 606
AED 1,932 total
includes taxes & fees
20 Jan - 21 Jan
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, (167)
"Group of 6 women getting together. Beautiful spacious home. We all had our own bedrooms. Having 4.5 baths was great. Plenty of space for all of us. Host was excellent and had great recommendations. Quick ride to the beautiful beach. "
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
Interior

Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub

9.6 out of 10, Exceptional, (96)
"House was ideal for our extended family for thanksgiving weekend."
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
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.