Shirley Vacation Rentals

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Our top choices for Shirley vacation rentals

Waterfront Designer Retreat | Stunning Sunsets! 5 minutes to the beach!

Waterfront Designer Retreat | Stunning Sunsets! 5 minutes to the beach!
Shirley
$559 nightly
The price is $639
Apr 26 - Apr 27
Total with taxes and fees
Waterfront Designer Retreat | Stunning Sunsets! 5 minutes to the beach!

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.
$636 nightly
The price is $727
May 5 - May 6
Total with taxes and fees
3 Story Beach Waterview, 3 KING bed, golf putting green!

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.
$582 nightly
The price is $665
Apr 27 - Apr 28
Total with taxes and fees
Modern Vacation home. Close to The Hamptons

Tranquil Stay

Tranquil Stay
Shirley
8.0 out of 10, Very Good, (10 reviews)
"The property was spacious, clean and well kept. We only stayed one night but enjoyed our time. We definitely would stay again. "
United States
Ellen C.
$554 nightly
The price is $633
Apr 26 - Apr 27
Total with taxes and fees
Tranquil Stay

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
$239 nightly
The price is $273
Apr 27 - Apr 28
Total with taxes and fees
Spacious 3BR Family Home Near Everything

Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
$224 nightly
The price is $256
May 4 - May 5
Total with taxes and fees
Sundown Escape-South Shore Long Island

The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
10.0 out of 10, Exceptional, (4 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
$352 nightly
The price is $402
Apr 26 - Apr 27
Total with taxes and fees
The Royal Suite - Ronkonkoma

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, (40 reviews)
"I found everything to be clean and fresh. Owners were nice. I would stay there again. "
United States
Mark
$135 nightly
The price is $154
Apr 28 - Apr 29
Total with taxes and fees
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

JC Entire Apartment remodeled, close to Airport and Ferry

JC Entire Apartment remodeled, close to Airport and Ferry
Coram
10.0 out of 10, Exceptional, (3 reviews)
"Would definitely stay again "
United States
Katherine R.
$177 nightly
The price is $202
Apr 30 - May 1
Total with taxes and fees
JC Entire Apartment remodeled, close to Airport and Ferry

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.
$301 nightly
The price is $343
Apr 27 - Apr 28
Total with taxes and fees
Spacious one Bedroom Apt with private entrance

South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (4 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
$200 nightly
The price is $229
May 5 - May 6
Total with taxes and fees
South Shore Studio in Mastic

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, (26 reviews)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
$222 nightly
The price is $254
Apr 26 - Apr 27
Total with taxes and fees
Private 1 bedroom apt in a quiet neighborhood, close to all!

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.
$478 nightly
The price is $546
Apr 27 - Apr 28
Total with taxes and fees
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

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, (29 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
$817 nightly
The price is $933
Apr 28 - Apr 29
Total with taxes and fees
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

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.
$235 nightly
The price is $268
Apr 26 - Apr 27
Total with taxes and fees
Cozy king suite with kitchen and dining area.

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, (1 review)
"The host was very welcoming and the house was very clean"
United States
James W.
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

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, (19 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
$157 nightly
The price is $179
Apr 26 - Apr 27
Total with taxes and fees
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Calverton
8.6 out of 10, Excellent, (8 reviews)
"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.
$742 nightly
The price is $848
Apr 26 - Apr 27
Total with taxes and fees
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

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

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
10.0 out of 10, Exceptional, (2 reviews)
"Quiet and respectful owner. Welcoming and a great nights sleep. "
United States
Jason P.
$246 nightly
The price is $281
Apr 27 - Apr 28
Total with taxes and fees
Peaceful private 2-bedroom house in Bayport. Amazing location!

Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
$307 nightly
The price is $340
Apr 26 - Apr 27
Total with taxes and fees
Sundown Escape Near SouthShore University Hospital
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

Everything you need to know about Shirley vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shirley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shirley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shirley vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shirley. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Shirley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $154 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shirley rentals

At Expedia, we put the best Shirley vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Shirley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shirley vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shirley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!: This vacation home rental near Shirley is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Shirley?

With 14 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 Wertheim National Wildlife Refuge and Lasorda Legacy Park.

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.