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Shirley Holiday Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Shirley holiday rentals

Dining

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, (22 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is HK$3,716
HK$7,910 total
includes taxes & fees
22 Jul - 23 Jul
3 Story Beach Waterview, 3 KING bed, golf putting green!
Fridge, microwave, oven, stovetop

Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
10.0 out of 10, Exceptional, (4 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is HK$2,893
HK$5,312 total
includes taxes & fees
28 Jun - 29 Jun
Modern Vacation home. Close to The Hamptons
Fridge, microwave, oven, stovetop

Tranquil Stay

Tranquil Stay
Shirley
8.0 out of 10, Very good, (10 reviews)
"Great stay! "
United States
Emily S.
The price is HK$3,351
HK$5,755 total
includes taxes & fees
8 Jul - 9 Jul
Tranquil Stay
Terrace/patio

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is HK$988
HK$1,905 total
includes taxes & fees
30 Jun - 1 Jul
Spacious 3BR Family Home Near Everything
Interior

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$1,152
HK$2,481 total
includes taxes & fees
7 Jul - 8 Jul
Sundown Escape-South Shore Long Island
1 bedroom, iron/ironing board, free WiFi, bed sheets

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, (44 reviews)
"This place was the perfect location for us. Almost exact center between Jones beach and Port Jefferson. Clean and identical to what is shown."
United States
Marcus
The price is HK$776
HK$1,290 total
includes taxes & fees
1 Jul - 2 Jul
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Outdoor dining

Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (25 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is HK$878
HK$13,160 total
includes taxes & fees
30 Jun - 1 Jul
Villa Luz Family Home w/ heated pool & jacuzzi
Exterior

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, (22 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is HK$1,058
HK$1,523 total
includes taxes & fees
13 Jul - 14 Jul
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Terrace/patio

Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (17 reviews)
"Amazing views, beautiful property and pet friendly! Clean, well equipped."
United States
Ana B.
The price is HK$1,709
HK$10,432 total
includes taxes & fees
30 Jun - 1 Jul
Black Swan Beachfront Home with Jacuzzi year round
1 bedroom, free WiFi, bed sheets

South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (5 reviews)
"Great stay! Super comfy and clean😊"
United States
ERIN
The price is HK$1,058
HK$1,791 total
includes taxes & fees
1 Jul - 2 Jul
South Shore Studio in Mastic
TV

Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
7.8 out of 10, Good, (10 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$882
HK$2,691 total
includes taxes & fees
1 Jul - 2 Jul
Spacious one Bedroom Apt with private entrance
Fridge, microwave, coffee/tea maker, electric kettle

Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is HK$1,129
HK$2,686 total
includes taxes & fees
1 Jul - 2 Jul
Sundown Escape Near SouthShore University Hospital
Terrace/patio

The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.6 out of 10, Exceptional, (5 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is HK$1,129
HK$3,010 total
includes taxes & fees
7 Jul - 8 Jul
The Royal Suite - Ronkonkoma
Interior

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$1,372
HK$2,105 total
includes taxes & fees
8 Jul - 9 Jul
Cozy king suite with kitchen and dining area.
Smart TV, table football, books, stereo

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, (25 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$2,101
HK$4,282 total
includes taxes & fees
29 Jun - 30 Jun
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Interior

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, (27 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$1,997
HK$3,123 total
includes taxes & fees
7 Jul - 8 Jul
Private 1 bedroom apt in a quiet neighborhood, close to all!
Property grounds

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, (1 review)
"The host was very helpful and amazing. He also assisted us with transportation due to a mishap with our car rental. However if you want a peaceful and relaxing trip in Long Island please book this place. Reggie is an amazing guy .Thank you for hosting us"
United States
Lakisha M.
The price is HK$1,393
HK$3,437 total
includes taxes & fees
22 Jul - 23 Jul
Bright & Comfortable Home in the Heart of It All
Property grounds

Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
6.8 out of 10, (30 reviews)
"Host was very welcoming and helpful! "
United States
Alissa I.
The price is HK$1,235
HK$2,638 total
includes taxes & fees
7 Jul - 8 Jul
Walk to Beach 2BR Near Dining & Shopping
Interior

Charming Rocky Point Home ~ 1 Mi to Beach!

Charming Rocky Point Home ~ 1 Mi to Beach!
3.0 star property
Rocky Point
The price is HK$2,571
HK$4,828 total
includes taxes & fees
19 Jul - 20 Jul
Charming Rocky Point Home ~ 1 Mi to Beach!
Exterior detail

Prime location, walk to all, cozy cottage Westhampton Beach

Prime location, walk to all, cozy cottage Westhampton Beach
Westhampton Beach
The price is HK$4,116
HK$6,906 total
includes taxes & fees
27 Jul - 28 Jul
Prime location, walk to all, cozy cottage Westhampton Beach
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

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

10/10 Excellent
"This hotel was in desperate of updates. The front desk staff was not helpful and at times rude. Many rooms did not have microwaves, TV remote, coffee mugs, and even a shower curtain. The doors to enter the building were supposed to be locked and can only be accessed with a key card. All the doors were broken. I would not recommend this hotel to anyone and I would not stay here again."
Karen 4-night trip
Posted 8 hours ago
Clarion Hotel & Conference Center Ronkonkoma MacArthur Airport

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?

Spacious Home Located Close to Stony Brook!: This holiday home rental outside of Shirley offers a patio, a garden 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. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Shirley?

With 15 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.