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Top Holiday Rentals in Shirley

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

9.8 out of 10, Exceptional, (19)
"This place was clean and comfortable, just what we needed."
The price is £524
includes taxes & fees
30 Jul - 31 Jul
3 Story Beach Waterview, 3 KING bed, golf putting green!

Modern Vacation home. Close to The Hamptons

10.0 out of 10, Exceptional, (2)
"good time"
The price is £607
includes taxes & fees
21 Jul - 22 Jul
Modern Vacation home. Close to The Hamptons

Canoe Place Waterfront Residences

4.0 star property
The price is £1,805
includes taxes & fees
14 Aug - 15 Aug
Canoe Place Waterfront Residences

Hamptons Retreat

Hamptons Retreat

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

8.0 out of 10, Very good, (13)
"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 £131
includes taxes & fees
28 Jul - 29 Jul
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

10.0 out of 10, Exceptional, (1)
"Great hosts!"
The price is £156
includes taxes & fees
23 Jul - 24 Jul
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

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

2.0 out of 10, (1)
"We went to check in around 5pm since check in was at 4. Luckily we were able to leave our kids with family while we went to check out the place and unload our luggage. We arrived and parked in the street like we were told and walked to the back around the whole yard on an unfinished path. We had to step over a large roof drain pipe to get to the basement door which was not very safe. We went inside turned on the lights and proceeded to check the rooms to find the floors filthy, crumbs were all...
The price is £175
includes taxes & fees
3 Aug - 4 Aug
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Walk to Beach 2BR Near Dining & Shopping

6.2 out of 10, (14)
"The home is cute and cozy--located close enough to attractions and restaurants but off the beaten path."
The price is £237
includes taxes & fees
22 Jul - 23 Jul
Walk to Beach 2BR Near Dining & Shopping

July Flash Sale: Luxury Beach House, Heated Pool, Dune Rd beaches, pets ok

10.0 out of 10, Exceptional, (10)
"An absolute perfect home for a family looking to enjoy"
July Flash Sale: Luxury Beach House, Heated Pool, Dune Rd beaches, pets ok

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

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

Waterfront & private beach Scandinavian style house near Bellport, NY

9.6 out of 10, Exceptional, (52)
"Beautiful views and a comfortable stay."
Waterfront & private beach Scandinavian style house near Bellport, NY

Hamptons apartment getaway

10.0 out of 10, Exceptional, (1)
"The room was a lot more spacious than I anticipated and everything was very clean. There was some music playing upstairs but it was quiet by nighttime. Check in and check out was very straightforward. Turning into the driveway was a bit difficult when the highway was crowded but was otherwise easy to find "
Hamptons apartment getaway

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

Perfect Family Beach House - Steps from the Beach

10.0 out of 10, Exceptional, (4)
"House was very clean and in a great location. Super close to the beach and a quick walk into town. We enjoyed our stay."
Perfect Family Beach House - Steps from the Beach

Lovely North Fork Beach Cottage (2 BR/2 bath)!

10.0 out of 10, Exceptional, (114)
"We were pleased with our stay. The house was very clean. My contact with the property manager were great. Would stay again."
Lovely North Fork Beach Cottage (2 BR/2 bath)!

Charming and Bright Cottage with Salt Water Pool

10.0 out of 10, Exceptional, (6)
"What a beautiful cottage. Clean and bright. Would definitely stay again!"
Charming and Bright Cottage with Salt Water Pool

FARM TO TABLE BREAKFAST

10.0 out of 10, Exceptional, (25)
"Margaret was the perfect hostess. The house was interesting and artistic and the breakfasts delicious. The accommodations were comfortable with everything you need plus provided!"
FARM TO TABLE BREAKFAST

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

Spacious & Newly Renovated Hamptons Home with Movie Theater, Pool, Gameroom, Gym

Spacious & Newly Renovated Hamptons Home with Movie Theater, Pool, Gameroom, Gym
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 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?

Hamptons Retreat: This holiday home rental outside of Shirley offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Shirley?

With 16 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.