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Shirley Holiday Rentals

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Holiday Rentals in Shirley

Modern Vacation home. Close to The Hamptons
10.0 out of 10, Exceptional, (3)
"good time"
The price is AU$996
includes taxes & fees
15 Oct - 16 Oct
Modern Vacation home. Close to The Hamptons
Relaxing Smith Point Beach House on private canal
9.6 out of 10, Exceptional, (59)
"The property is clean and it great working order with everything you need for your stay. Aceess to Smith Point Beach is easy we fished and had time in the sun while visiting with family and friends. The owners are kind, accommodating and easy to communicate with. "
Relaxing Smith Point Beach House on private canal
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (21)
"The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! "
The price is AU$974
includes taxes & fees
15 Oct - 16 Oct
3 Story Beach Waterview, 3 KING bed, golf putting green!
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.4 out of 10, Exceptional, (29)
"its small but very nice for a short stay would recommend."
The price is AU$255
includes taxes & fees
15 Oct - 16 Oct
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Newly Renovated Luxury Beach House Ocean Bay Park
10.0 out of 10, Exceptional, (71)
"Very nice place for a family to stay"
Newly Renovated Luxury Beach House Ocean Bay Park
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
10.0 out of 10, Exceptional, (87)
"Unbelievable house, gorgeous in person. The dock at the back if the property has beautiful views. So many luxury touches throughout the house. Stunning property. Would have loved to stayed longer."
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
9.6 out of 10, Exceptional, (34)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Walk to Beach 2BR Near Dining & Shopping
6.8 out of 10, (22)
"Stay away"
The price is AU$363
includes taxes & fees
21 Oct - 22 Oct
Walk to Beach 2BR Near Dining & Shopping
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
2.0 star property
10.0 out of 10, Exceptional, (8)
"What a nice place to stay! Key code entry, clean, quiet, comfortable and spacious. This basement apartment exceeded expectations and met all our needs. We would definitely rent this space again."
The price is AU$271
includes taxes & fees
24 Oct - 25 Oct
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
10.0 out of 10, Exceptional, (192)
"Had a lovely relaxing time with family and friends. Very convenient and great size."
The price is AU$1,996
includes taxes & fees
17 Oct - 18 Oct
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Spacious Home Located Close to Stony Brook!
7.0 out of 10, Good, (20)
"Had a nice 3 night stay. Very convenient to Stony Brook and plenty of retail/ restaurants within 1 mile. "
Spacious Home Located Close to Stony Brook!
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
9.6 out of 10, Exceptional, (140)
"Perfect property to hangout and stay entertained for hours"
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Newly renovated Private bedroom near Stony Brook University
2.0 star property
6.0 out of 10, (1)
"A one family home still undergoing renovations to its kitchen, the property was clean and properly appointed for our one-night stay, which only required one bedroom, sheets and towels. "
The price is AU$357
includes taxes & fees
20 Oct - 21 Oct
Newly renovated Private bedroom near Stony Brook University
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
9.4 out of 10, Exceptional, (73)
"Enjoyed our time. Thank you "
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!
9.0 out of 10, Wonderful, (53)
"Has a very nice stay."
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
2.0 star property
8.4 out of 10, Very good, (7)
"prefect experience! The house is clean and well decorated with a large organized yard. Many parking spaces. "
The price is AU$1,397
includes taxes & fees
15 Oct - 16 Oct
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Ocean Beach FI House Perfect distance to beach and town
9.8 out of 10, Exceptional, (47)
"It's a nice, recently renovated house/new furniture, centrally located; very responsive hosts."
Ocean Beach FI House Perfect distance to beach and town
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
9.0 out of 10, Wonderful, (32)
"This is a charming little guest house that allows dogs and is steps away from the beach. What more can I say…"
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
LUXURY BAY SHORE HOME
2.0 star property
The price is AU$2,321
includes taxes & fees
15 Oct - 16 Oct
LUXURY BAY SHORE HOME
Beautiful historic home in Stony Brook!
2.0 star property
8.4 out of 10, Very good, (15)
"Was a great place is a small town. Everything was clean and nice just wish there was a small sheer curtain in the bathroom where you shower. "
Beautiful historic home in Stony Brook!
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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Top Shirley Hotel Reviews

Find out more about Shirley

Everything you need to know about Shirley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Shirley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shirley holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Shirley holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shirley. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Shirley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Shirley holiday rentals we have selected for you start as low as AU$255 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Shirley rentals

At Expedia, we put the best Shirley holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Shirley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shirley holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shirley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Shirley?

Yes, there are holiday rentals close to the most popular sights in Shirley, or you can select a more secluded option if you're looking for a relaxing stay. Shirley is known for its parks.

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

Modern Vacation home. Close to The Hamptons: This highly rated holiday home rental in Shirley is located on the waterfront, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Shirley?

With 19 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Lasorda Legacy Park and TWA Flight 800 International Memorial.

What are holiday rentals like in Shirley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shirley. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.