Shirley Holiday Rentals

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Shirley holiday rentals

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

Holiday Home in Shirley

3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (22)
"The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! "
United States
Red F.
The price is HK$1,574
HK$5,101 total
includes taxes & fees
4 Feb - 5 Feb
3 Story Beach Waterview, 3 KING bed, golf putting green!
Property grounds
Waterfront Designer Retreat. Stunning Sunsets & Fire Pit. 5 Minutes to the Beach

Holiday Home in Shirley

Waterfront Designer Retreat. Stunning Sunsets & Fire Pit. 5 Minutes to the Beach
The price is HK$2,977
HK$5,359 total
includes taxes & fees
22 Jan - 23 Jan
Waterfront Designer Retreat. Stunning Sunsets & Fire Pit. 5 Minutes to the Beach
Smart TV
JC Entire Apartment remodeled, close to Airport and Ferry

Apartment in Coram

JC Entire Apartment remodeled, close to Airport and Ferry
10.0 out of 10, Exceptional, (3)
"Would definitely stay again "
United States
Katherine R.
The price is HK$662
HK$1,557 total
includes taxes & fees
10 Jan - 11 Jan
JC Entire Apartment remodeled, close to Airport and Ferry
Exterior detail
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Holiday Home in Calverton

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
2.0 star property
8.6 out of 10, Excellent, (8)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
The price is HK$2,404
HK$5,131 total
includes taxes & fees
10 Jan - 11 Jan
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Smart TV, books
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Holiday Home in Rocky Point

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
10.0 out of 10, Exceptional, (25)
"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$2,088
HK$4,157 total
includes taxes & fees
4 Feb - 5 Feb
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Smart TV
Peaceful private 2-bedroom house in Bayport.Amazing location!

Holiday Home in Bayport

Peaceful private 2-bedroom house in Bayport.Amazing location!
2.0 star property
10.0 out of 10, Exceptional, (1)
"Patrick is a fantastic host. Super accommodating and attentive! Clean and organized home, comfy bed too!"
United States
Emily D.
The price is HK$1,713
HK$2,135 total
includes taxes & fees
11 Jan - 12 Jan
Peaceful private 2-bedroom house in Bayport.Amazing location!
Exterior
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Apartment in Kings Park

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
2.0 star property
10.0 out of 10, Exceptional, (17)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
The price is HK$967
HK$1,417 total
includes taxes & fees
11 Jan - 12 Jan
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
1 bedroom, free WiFi, bed sheets
South Shore Studio in Mastic

Apartment in Mastic

South Shore Studio in Mastic
2.0 star property
10.0 out of 10, Exceptional, (3)
"Great stay! Super comfy and clean😊"
United States
ERIN
The price is HK$1,052
HK$1,763 total
includes taxes & fees
10 Jan - 11 Jan
South Shore Studio in Mastic
Oven, dishwasher
Cozy and Modern 2-bedroom apartment in lovely Yaphank

Apartment in Yaphank

Cozy and Modern 2-bedroom apartment in lovely Yaphank
2.0 star property
9.0 out of 10, Wonderful, (2)
"The apartment was extremely welcoming to my dog, daughter and husband. Very clean, the owner stocked the fridge with beverages and snacks and our stay was very comfortable. Would totally book again when visiting this summer!"
United States
Gabrielle T.
The price is HK$1,262
HK$3,276 total
includes taxes & fees
10 Jan - 11 Jan
Cozy and Modern 2-bedroom apartment in lovely Yaphank
Terrace/patio
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Holiday Home in Hampton Bays

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
9.6 out of 10, Exceptional, (14)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is HK$1,168
HK$9,910 total
includes taxes & fees
21 Jan - 22 Jan
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Living area
Cozy 2 bedroom retreat in long island

Apartment in Central Islip

Cozy 2 bedroom retreat in long island
2.0 star property
8.8 out of 10, Excellent, (3)
"Apt was clean and comfortable. Beds were comfortable. Area was nice. Owner communication was good. Only drawback is the plumbing situation was not advertised in the listing. Iif you are comfortable using a bidet and not flushing paper, this apt is perfect. "
United States
Deborah R.
The price is HK$841
HK$2,073 total
includes taxes & fees
21 Jan - 22 Jan
Cozy 2 bedroom retreat in long island
TV
Spacious one Bedroom Apt with private entrance

Apartment in Centereach

Spacious one Bedroom Apt with private entrance
7.8 out of 10, Good, (10)
"I answered this. Safe and Quit."
United States
John
The price is HK$876
HK$2,664 total
includes taxes & fees
11 Jan - 12 Jan
Spacious one Bedroom Apt with private entrance
2 bedrooms, iron/ironing board, WiFi, bed sheets
Stylish 2BR House Near Stony Brook University and shopping, fully renovated

Holiday Home in Stony Brook

Stylish 2BR House Near Stony Brook University and shopping, fully renovated
2.0 star property
10.0 out of 10, Exceptional, (1)
"perfect place"
New Zealand
Akaki G.
The price is HK$2,721
HK$5,370 total
includes taxes & fees
12 Jan - 13 Jan
Stylish 2BR House Near Stony Brook University and shopping, fully renovated
Terrace/patio
Fabulous 1-bedroom, 1 bathroom Hotel inspired Room in Ronkonkoma

Apartment in Ronkonkoma

Fabulous 1-bedroom, 1 bathroom Hotel inspired Room in Ronkonkoma
2.0 star property
The price is HK$592
HK$1,077 total
includes taxes & fees
12 Jan - 13 Jan
Fabulous 1-bedroom, 1 bathroom Hotel inspired Room in Ronkonkoma
On the beach, sun-loungers, beach towels
Beach cottage, private road, private beach, private mooring, private parking.

Holiday Home in Laurel

Beach cottage, private road, private beach, private mooring, private parking.
2.5 star property
10.0 out of 10, Exceptional, (1)
The price is HK$2,104
HK$6,312 total
includes taxes & fees
19 Jan - 20 Jan
Beach cottage, private road, private beach, private mooring, private parking.
Interior
Cozy king suite with kitchen and dining area.

Apartment in Coram

Cozy king suite with kitchen and dining area.
9.4 out of 10, Exceptional, (6)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is HK$1,363
HK$2,055 total
includes taxes & fees
11 Jan - 12 Jan
Cozy king suite with kitchen and dining area.
Private kitchen
Canoe Place Waterfront Residences

Condo in Hampton Bays

Canoe Place Waterfront Residences
4.0 star property
10.0 out of 10, Exceptional, (1)
The price is HK$11,251
HK$13,625 total
includes taxes & fees
10 Jan - 11 Jan
Canoe Place Waterfront Residences
Interior
4-bedroom beach house minutes from Hamptons

Holiday Home in Calverton

4-bedroom beach house minutes from Hamptons
2.0 star property
The price is HK$3,555
HK$6,626 total
includes taxes & fees
25 Jan - 26 Jan
4-bedroom beach house minutes from Hamptons
Interior
Private 1 bedroom apt in a quiet neighborhood, close to all!

Apartment in Centereach

Private 1 bedroom apt in a quiet neighborhood, close to all!
9.6 out of 10, Exceptional, (26)
"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$1,206
HK$2,055 total
includes taxes & fees
11 Jan - 12 Jan
Private 1 bedroom apt in a quiet neighborhood, close to all!
Smart TV, fireplace, video games, stereo
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

Cottage in Center Moriches

East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
10.0 out of 10, Exceptional, (112)
"Amazing stay! Everything was super clean and beautiful "
United States
Liannys P.
The price is HK$1,839
HK$4,184 total
includes taxes & fees
11 Jan - 12 Jan
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
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

Holiday Inn Long Island-Islip Arpt East by IHG

Holiday Inn Long Island-Islip Arpt East by IHG

10/10 Excellent
"Hotel was very very clean!!!"
Tasha 1-night trip
Posted 2 days ago
Holiday Inn Long Island-Islip Arpt East by IHG

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:

  • View our selection of featured holiday rentals in Shirley
  • Use the map to find apartments and other holiday homes in the Shirley neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Shirley while they last

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

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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?

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 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?

Carmans River and Great South Bay 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.