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Shirley Holiday Rentals

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Our top choices for Shirley holiday rentals

1. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.6 out of 10, Exceptional, (5 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is HK$3,171
HK$5,676 total
includes taxes & fees
13 Sept - 14 Sept
Modern Vacation home. Close to The Hamptons

2. 3 Story Beach Waterview, 3 KING bed, golf putting green!

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (24 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is HK$2,519
HK$6,347 total
includes taxes & fees
1 Sept - 2 Sept
3 Story Beach Waterview, 3 KING bed, golf putting green!

3. Tranquil Stay

Tranquil Stay
Shirley
8.2 out of 10, Very good, (11 reviews)
"Great stay! "
United States
Emily S.
The price is HK$3,355
HK$5,760 total
includes taxes & fees
16 Aug - 17 Aug
Tranquil Stay

4. Cozy Modern Studio - Near MacArthur Airport

Cozy Modern Studio - Near MacArthur Airport
Bohemia
The price is HK$946
HK$1,485 total
includes taxes & fees
18 Aug - 19 Aug
Cozy Modern Studio - Near MacArthur Airport

5. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (6 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is HK$1,059
HK$1,748 total
includes taxes & fees
16 Aug - 17 Aug
South Shore Studio in Mastic

6. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.6 out of 10, Exceptional, (7 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is HK$1,373
HK$2,107 total
includes taxes & fees
16 Aug - 17 Aug
Cozy king suite with kitchen and dining area.

7. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
8.0 out of 10, Very good, (11 reviews)
"The place was great. It was clean and spacious, and located on a quiet street. It was also accessible to all the major roads. The host was very accommodating. Very pleased with it all and would highly recommend! "
United Kingdom
Selective Travel M.
The price is HK$883
HK$2,685 total
includes taxes & fees
18 Aug - 19 Aug
Spacious one Bedroom Apt with private entrance

8. Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape
Coram
The price is HK$1,134
HK$3,196 total
includes taxes & fees
9 Sept - 10 Sept
Peaceful 3BR Garden Cottage Long Island Escape

9. Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
7.0 out of 10, Good, (33 reviews)
"Host was very welcoming and helpful! "
United States
Alissa I.
The price is HK$1,236
HK$2,631 total
includes taxes & fees
18 Aug - 19 Aug
Walk to Beach 2BR Near Dining & Shopping

10. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Flanders
10.0 out of 10, Exceptional, (6 reviews)
"The host was very welcoming and the house was very clean"
United States
James W.
The price is HK$1,263
HK$2,672 total
includes taxes & fees
14 Sept - 15 Sept
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

11. Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (49 reviews)
"This stay was very clean and easy. The check-in process was efficient. Thank you, I would definitely book again for a short stay!"
United States
Jaelyn
The price is HK$863
HK$1,390 total
includes taxes & fees
3 Sept - 4 Sept
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

12. Private 1 bedroom apt in a quiet neighborhood, close to all!

Private 1 bedroom apt in a quiet neighborhood, close to all!
Centereach
9.6 out of 10, Exceptional, (28 reviews)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
The price is HK$1,886
HK$2,961 total
includes taxes & fees
25 Aug - 26 Aug
Private 1 bedroom apt in a quiet neighborhood, close to all!

13. Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Rocky Point
10.0 out of 10, Exceptional, (26 reviews)
"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"
United States
ken g.
The price is HK$2,225
HK$4,415 total
includes taxes & fees
16 Aug - 17 Aug
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

14. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (8 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is HK$1,568
HK$3,584 total
includes taxes & fees
19 Aug - 20 Aug
The Royal Suite - Ronkonkoma

15. Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
10.0 out of 10, Exceptional, (24 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is HK$953
HK$1,403 total
includes taxes & fees
18 Aug - 19 Aug
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

16. Prime location, walk to all, cozy cottage Westhampton Beach

Prime location, walk to all, cozy cottage Westhampton Beach
Westhampton Beach
10.0 out of 10, Exceptional, (2 reviews)
"Adorable cottage in a perfect location to walk into West Hampton town and the beaches. Easy check-in with great communication. Plenty of amenities, including bikes, beach chairs, towels, and all you need to have a BBQ. Peaceful backyard - perfect to relax and read or enjoy an outside BBQ with family. I was with 2 girls friends and it was great for our needs."
United States
Cindy M.
The price is HK$2,354
HK$4,608 total
includes taxes & fees
7 Sept - 8 Sept
Prime location, walk to all, cozy cottage Westhampton Beach

17. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is HK$1,316
HK$2,280 total
includes taxes & fees
20 Aug - 21 Aug
Spacious 3BR Family Home Near Everything

18. Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is HK$1,038
HK$2,352 total
includes taxes & fees
13 Sept - 14 Sept
Sundown Escape-South Shore Long Island

19. Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Mastic
10.0 out of 10, Exceptional, (31 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

20. Bright & Comfortable Home in the Heart of It All

Bright & Comfortable Home in the Heart of It All
Central Islip
10.0 out of 10, Exceptional, (2 reviews)
"My stay was amazing! The place was bigger in person than i expected, which was such a pleasant surprise. The house was spotless and very clean, making me feel comfortable from the moment I arrived. The host was incredibly helpful, responsive, and made the entire experience smooth and stress-free. I enjoyed my stay and would absolutely book this home again. Highly recommend to anyone looking for a clean, spacious, and welcoming place to stay!"
United States
Tatiana J.
The price is HK$1,307
HK$3,834 total
includes taxes & fees
8 Sept - 9 Sept
Bright & Comfortable Home in the Heart of It All
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

Search for holiday rentals in Shirley on Expedia! You can easily find your home rentals, villas, holiday apartments in Shirley using one of the methods below:

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Look no further and take a look at our great range of rental properties in Shirley!

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?

3 Story Beach Waterview, 3 KING bed, golf putting green!: This highly rated holiday home rental in Shirley is located near the beach, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Shirley?

With 14 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 Wertheim National Wildlife Refuge and Lasorda Legacy Park.

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.