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Shirley Vacation Rentals

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Vacation Rentals in Shirley

Modern Vacation home. Close to The Hamptons

Shirley
10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
The price is ¥55,030
¥102,123 total
includes taxes & fees
Nov 17 - Nov 18
Modern Vacation home. Close to The Hamptons

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

Shirley
10.0 out of 10, Exceptional, (21)
"Eddie was a great host, we loved the area and will definitely keep him in mind when we plan on returning."
United States
Faraz S.
The price is ¥27,577
¥95,752 total
includes taxes & fees
Nov 13 - Nov 14
3 Story Beach Waterview, 3 KING bed, golf putting green!

The Royal Suite - Ronkonkoma

2.0 star property
Ronkonkoma
10.0 out of 10, Exceptional, (4)
"The host was highly responsive and friendly. The stay was exactly what I needed for a few nights. The room was cozy, clean, and the bed was heavenly. The shower was perfect!!! I would stay again. "
United States
Tara B.
The price is ¥11,786
¥45,148 total
includes taxes & fees
Nov 13 - Nov 14
The Royal Suite - Ronkonkoma

Peaceful private 2-bedroom house in Bayport.Amazing location!

2.0 star property
Bayport
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 ¥43,907
¥55,797 total
includes taxes & fees
Nov 20 - Nov 21
Peaceful private 2-bedroom house in Bayport.Amazing location!

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
Calverton
8.6 out of 10, Excellent, (8)
"A fantastic location, and would certainly stay again! The bed was a bit hard but we all like something different. "
United States
Ethan L.
The price is ¥47,566
¥102,396 total
includes taxes & fees
Nov 16 - Nov 17
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Cozy Country Cottage #3

Miller Place
10.0 out of 10, Exceptional, (29)
"Place was very clean and quaint, exactly what we were looking for for the week. Owner was responsive prior to arriving but didn’t need anything during our stay. "
United States
Grace D.
The price is ¥23,109
¥50,165 total
includes taxes & fees
Nov 13 - Nov 14
Cozy Country Cottage #3

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Hampton Bays
10.0 out of 10, Exceptional, (12)
"This is a simple house with a great view right on the water. The beds and bedding were comfortable. Despite being on the water, it has a nice yard and little beach area. "
United States
Coleman H.
The price is ¥30,658
¥205,937 total
includes taxes & fees
Nov 13 - Nov 14
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

Mastic Beach
10.0 out of 10, Exceptional, (4)
"The property was very relaxing, clean, and well stocked, and the hosts were incredibly accommodating!"
United States
Andrea D.
The price is ¥36,743
¥50,957 total
includes taxes & fees
Nov 17 - Nov 18
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

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

Rocky Point
10.0 out of 10, Exceptional, (23)
"Pet friendly "
United States
Steven
The price is ¥41,381
¥84,063 total
includes taxes & fees
Nov 22 - Nov 23
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Hottub, ⛳️, htd pool, Sauna, Basketball

Mastic
10.0 out of 10, Exceptional, (27)
"My family from Europe came to visit and we needed extra space so we rented this property and it was absolutely fantastic. Everything from the pool, the hot tub, the basketball court and putting green, and the cozy house which was spacious and lovely. My family and I enjoyed ourselves so much that we will be renting it again. The owner Louis was an absolute gentleman. Extremely helpful, courteous and accommodating. We were grateful to create priceless family memories in this fine home and can't...
United States
David
The price is ¥49,299
¥195,024 total
includes taxes & fees
Nov 23 - Nov 24
Hottub, ⛳️, htd pool, Sauna, Basketball

Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer

Ronkonkoma
9.0 out of 10, Wonderful, (6)
"The property is a nice place to stay. It is equip with everything you may need to feel at home. Communication with owner was pleasant and professional. There were a few things, I brought to the attention of the owner Mo. Not things that make me not want to rent again. Even thou it says sleeps four ,which was what my stay was...I think its a cozy place for couples,very private.Thank you Mo!!"
United States
Aida B.
Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer

Cozy 2 bedroom retreat in long island

2.0 star property
Central Islip
8.0 out of 10, Very Good, (1)
"Some noise at night. Great shower and great water pressure but shower head suction cup does not stay on wall."
United States
Suzanne S.
The price is ¥14,790
¥38,022 total
includes taxes & fees
Nov 13 - Nov 14
Cozy 2 bedroom retreat in long island

Spacious one Bedroom Apt with private entrance

Centereach
8.4 out of 10, Very Good, (9)
"My husband, two boys (6 & 11) and I stayed in this quaint, little, clean apartment for four nights. They provided coffee, creamer and bathroom necessities. It was perfect for a short stay. When we did need something the owner was quick to reply and get it to us. If need be we will stay here again."
United States
NATALIE P.
The price is ¥17,332
¥57,821 total
includes taxes & fees
Nov 13 - Nov 14
Spacious one Bedroom Apt with private entrance

Cozy Patchogue Escape

2.0 star property
Patchogue
The price is ¥30,042
¥51,923 total
includes taxes & fees
Nov 13 - Nov 14
Cozy Patchogue Escape

Cozy and Modern 2-bedroom apartment in lovely Yaphank

2.0 star property
Yaphank
The price is ¥22,185
¥57,556 total
includes taxes & fees
Nov 13 - Nov 14
Cozy and Modern 2-bedroom apartment in lovely Yaphank

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

2.0 star property
Kings Park
10.0 out of 10, Exceptional, (11)
"IF I COULD COULD 10 STARS I WOULD, APARTMENT WAS CLEAN , EVERYTHING WORKED PROPERLY, WAS A PLEASURE"
United States
Thomas
The price is ¥18,718
¥27,547 total
includes taxes & fees
Nov 15 - Nov 16
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Private bedroom near Stony Brook university

2.0 star property
Stony Brook
The price is ¥15,252
¥34,147 total
includes taxes & fees
Nov 13 - Nov 14
Private bedroom near Stony Brook university

Cozy king suite with kitchen and dining area.

Coram
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 ¥26,961
¥40,837 total
includes taxes & fees
Nov 13 - Nov 14
Cozy king suite with kitchen and dining area.

Spacious Home Located Close to Stony Brook!

Lake Grove
7.4 out of 10, Good, (22)
"Had a nice 3 night stay. Very convenient to Stony Brook and plenty of retail/ restaurants within 1 mile. "
United States
Jacki C.
The price is ¥55,323
¥113,900 total
includes taxes & fees
Nov 21 - Nov 22
Spacious Home Located Close to Stony Brook!

Stylish 2BR House Near Stony Brook University and shopping, fully renovated

2.0 star property
Stony Brook
The price is ¥35,357
¥81,761 total
includes taxes & fees
Nov 13 - Nov 14
Stylish 2BR House Near Stony Brook University and shopping, fully renovated
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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Frequently asked questions

Are there vacation rentals in Shirley?

Yes, you can find vacation rentals near the most popular sights in Shirley, or you can choose a more remote option if you're looking for a relaxing stay. Shirley is known for its parks.

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

Modern Vacation home. Close to The Hamptons: This highly rated vacation 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 you can cook with friends or family.

How many vacation rentals are there in Shirley?

With 18 Expedia vacation rentals, you're sure 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 larger area, you’ll find Lasorda Legacy Park and TWA Flight 800 International Memorial.

What are vacation rentals like in Shirley?

Vacation rentals are private properties you can reserve for several days or more in Shirley. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family gatherings.