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Shirley Vacation Rentals

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Vacation Rentals in Shirley

3 Story Beach Waterview, 3 KING bed, golf putting green!

10.0 out of 10, Exceptional, (17)
"This place was clean and comfortable, just what we needed."
The price is ¥23,278
¥86,601 total
includes taxes & fees
Jun 23 - Jun 24
3 Story Beach Waterview, 3 KING bed, golf putting green!

Canoe Place Waterfront Residences

4.0 star property
The price is ¥276,878
¥335,314 total
includes taxes & fees
Jun 26 - Jun 27
Canoe Place Waterfront Residences

Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat

10.0 out of 10, Exceptional, (1)
"We spent two nights at Roman’s house and it was perfect for our needs. He was communicative and helpful when any questions arose and explained everything perfectly to help make our stay a pleasant one. I highly recommend staying here!"
Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat

East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

10.0 out of 10, Exceptional, (88)
"Place was beautiful. It was very clean. Easy to get to. Would stay again"
The price is ¥62,088
¥113,497 total
includes taxes & fees
Jul 6 - Jul 7
East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (181)
"Everything was amazing, the house is beautiful and very spacious, and the host was very friendly! I would 100% stay here again! "
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

The price is ¥22,696
¥33,410 total
includes taxes & fees
Jul 15 - Jul 16
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

9.4 out of 10, Exceptional, (36)
"Lovely cottage beautifully decorated, close to restaurants, farm stands, and food stores. A least a 15 to 20 minute walk to the beach."
The price is ¥23,535
¥59,270 total
includes taxes & fees
Jul 2 - Jul 3
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

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

8.4 out of 10, Very Good, (11)
"Wonderful location, love the brine scented air & cattails. Perfect location for us to easily visit family. Really enjoyed the relaxing weekend. Will definitely try to stay there again. "
The price is ¥19,065
¥25,122 total
includes taxes & fees
Jun 23 - Jun 24
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.

2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment

8.8 out of 10, Excellent, (27)
"My family rented the unit for two nights while staying at the beach. Great beach access and great l place to see. Shopping eating and night life with in walking distance"
2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment

10 Bedroom Hampton House with a regulation size Pickleball court

9.8 out of 10, Exceptional, (26)
"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 court

Walk to Beach 2BR Near Dining & Shopping

6.6 out of 10, (13)
"a little hard to find: hint, look for the address on the garbage cans, because the addresses get a bit wonky further down the block, but this is a lovely spot on the north shore if all you're looking for is a clean bed on a quiet street, and the two bedrooms are so much better for friends or families than would be two rooms in the hotel by the highway -- oh, and there's a nice bagel place just north of the Starbucks on the corner of 25A"
The price is ¥20,380
¥45,483 total
includes taxes & fees
Jun 22 - Jun 23
Walk to Beach 2BR Near Dining & Shopping

LUXURY BAY SHORE HOME

2.0 star property
The price is ¥116,247
¥220,105 total
includes taxes & fees
Jul 15 - Jul 16
LUXURY BAY SHORE HOME

Updated home in great location with spacious living & outdoor features

8.8 out of 10, Excellent, (54)
"Bunk beds, it was very clean and kitchen was great"
Updated home in great location with spacious living & outdoor features

1856 Trading House w/ walk to water

9.6 out of 10, Exceptional, (46)
"We've stayed here twice when visiting family in town, it's a lovely space and very welcoming."
1856 Trading House w/ walk to water

Chic Hampton Bays escape with private pool, expansive sundeck, and seamless...

Chic Hampton Bays escape with private pool, expansive sundeck, and seamless...

Weekends, midweeks and full weeks available! Steps to Beach, town and ferries!

9.8 out of 10, Exceptional, (19)
"Great time...close to the beach or the bay"
Weekends, midweeks and full weeks available! Steps to Beach, town and ferries!

fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

9.6 out of 10, Exceptional, (13)
"Perfect , clean , well decorated and great location for a stay on the south shore of Long Island . Close to Robert Moses beach and easy access to highways ."
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

Summer getaway

9.2 out of 10, Wonderful, (10)
"Beautiful home with a beautiful pool"
Summer getaway

Hamptons Oasis! Huge Heated Pool, Games, Fenced Yard

10.0 out of 10, Exceptional, (1)
"Very relaxing and neat place for a family gateway "
Hamptons Oasis! Huge Heated Pool, Games, Fenced Yard

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
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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Frequently asked questions

Are there vacation rentals in Shirley?

Yes, you can find vacation rentals near the most popular sights in Shirley, or you can choose a more remote option if you're looking for a relaxing stay. Shirley is known for its parks.

What are some of the best vacation home rentals that Shirley has to offer?

3 Story Beach Waterview, 3 KING bed, golf putting green!: This highly rated vacation home rental in Shirley is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Shirley?

With 16 Expedia vacation rentals, you're sure to find just the right place for your Shirley stay.

What can I see and do in Shirley?

Great South Bay and Carmans River are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Lasorda Legacy Park and TWA Flight 800 International Memorial.

What are vacation rentals like in Shirley?

Vacation rentals are private properties you can reserve for several days or more in Shirley. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family gatherings.