
Vacation rentals in Shirley
Find and book unique accommodations on Airbnb
Quick stats about vacation rentals in Shirley

Total vacation rentals
Explore 80 vacation rentals in Shirley

Nightly prices starting at
Shirley vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 5,490 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 of Shirley vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Shirley rentals

4.9 Average rating
Shirley stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated vacation rentals in Shirley
Guests agree: these stays are highly rated for location, cleanliness, and more.

3 bedroom cottage rental
3 bedroom, 1 Bathroom cottage. Fully furnished. Home includes three bedrooms, living room, fenced in yard. Washer/dryer available for use. Wifi and smart televisions. 1 block walk to local beach area and playground, BBQ area. Smith Point Beach: 2 min drive to Smith Point. (1 mile away)The County's Largest Ocean front Park, offers: Swimming, surfing, saltwater fishing, camping, outer beach access, food concession, playground, showers, & special events in season. A short drive away from the Tanger Outlets , Farms, Splish Splash Waterpark, Hampton Bays, Montauk Point, State Park and Long Island wineries. (Please note -2nd and third bedroom is in the attic in case you have small children or those with mobility issues. Stairs are viewable in photos) minimum 2 nights stay 100 cleaning fee All Bills included.

Stunning sunset charming waterfront home 4 seasons
Want to relax and enjoy the water and sunsets? This home has a very relaxed vibe, whether you are grilling outside, kayaking, going to the beach, reading a book as the sound of the waves gently wash up on shore or even enjoying a glass of your preferred beverage on the deck as you gaze into the horizon, there is a sense of comfort and tranquility. Very nice open kitchen looking out into the bay. It really is a nice getaway and an environment to take a break and recharge the senses. Enjoy!

Luxurious Waterfront Beach House On The Bay
Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi

Sunset Cottage - Waterfront Getaway
Shirley coastal escape awaits! As you step onto the spacious deck, you'll be greeted by breathtaking views of Bellport Bay and the vast expanse of the Atlantic Ocean, setting the stage for unforgettable sunsets painting the sky in hues of orange and pink. Modern kitchen ready for culinary adventures. Private beach in your backyard and Smith Point Beach a 5-minute drive. Wineries & Hamptons all within 30 mins. Experience Shirley's beauty and serenity and let your vacation dreams come true.

Home Sweet Home by the Beach
Welcome to your cozy retreat on Eastern Long Island. This charming basement apartment is separated and private from the rest of the home. As you enter the backyard you'll see a small patio with a table and 2 chairs. The apartment has an open-concept living area and kitchenette. Just beyond the living area is a full bathroom and spacious bedroom with a Roku TV. Attractions include Smith Point Beach (5 min), Shopping at Tanger Outlet (15 min) and local restaurants. Easy access to NY-27 & 495.

A-Frame cabin with private beach & epic sunsets
Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

South Shore Studio
Welcome to your private Mastic studio! This brand-new space is perfect for two adults looking for a quiet getaway. Inside, you'll find a queen-size bed, a full bathroom, and a small but fully equipped kitchen with everything you need to prepare meals. Step outside to your private outdoor space, featuring a fire pit and comfortable seating—perfect for relaxing after a day of exploring. Conveniently located, just a short drive from local shopping and all the best Long Island has to offer.

Modern home with pool near beach
Our home is located in Shirley, Long Island. It is two miles away from oceanfront Smith Point Beach. This listing is to book the entire home when we are out of town. Please check our reviews on the other listing of the same room and home. The guest bedroom is on the main level of our home, with a bathroom adjacent to the room. The room is equipped with a comfortable queen size bed, table with two chairs, closet, two nightstands, an armchair, and Apple TV with various streaming apps to use

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy
Welcome to Coast to Coast - the perfect getaway from NYC! You may have heard about our new little secret - but you’ll have to come see it for yourself to believe it! Step back into prohibition era Long Island in our hidden speakeasy! Right by Smith Point Beach, we provide accommodations that go above and beyond- this is not your average AirBnB! Soak up the sun at one of LI's top beaches, then enjoy complimentary Netflix, Hulu, cable and more while you shoot pool or play games.

Cozy home. Comfy living
The whole group will enjoy access to everything from this centrally located home. three comfy bedroom, two bathrooms, large living room, dining and kitchen. close to the beach, nature reserved, kayaking, sky diving and Tanger outlet mall, restaurant and all the fast food located nearby. long island vast array of winery and farms stand etc. Guest is expected to follow house rules. 15 mins after check out time is given after that fees will incur at nightly rate

The Stella ~ A 1920s Beach Bungalow
Welcome to The Stella, a thoughtful 1920's home set in the heart of Bellport Village. This is the place for a summer romance, a family gathering, or a creative re-centering. Inspired by the subtle palette and refined geometry of the American artist Frank Stella—who often spent time on Long Island—The Stella enjoys close proximity to many beaches and wetlands.

Nice Charming Guest House .
Relax with the whole family at this peaceful place to stay. Located just minutes from the train station and a 6-minute drive to the beach, you’ll enjoy the best of both worlds. Unwind in the spacious living area. Whether you’re traveling with family or friends, this space makes quality time effortless.
Popular amenities for Shirley vacation rentals
Other great vacation rentals in Shirley

Heart of Patchogue Village Private Apartment.

Boho Beach Vibez Retreat! Private entrance

Newly Renovated Home in Mastic Beach!

Wooden paradise Brookhaven Hamlet

Welcome to Bill & Debbies AirBnb

A beautiful 2 BR apt near beach W/hot tube

Cozy Guest Suite 10 min to Ocean

Modern & Cozy 2BR | Private Entrance
When is the best time to visit Shirley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 551 | ﺩ.ﺇ 525 | ﺩ.ﺇ 551 | ﺩ.ﺇ 668 | ﺩ.ﺇ 705 | ﺩ.ﺇ 757 | ﺩ.ﺇ 815 | ﺩ.ﺇ 914 | ﺩ.ﺇ 668 | ﺩ.ﺇ 672 | ﺩ.ﺇ 672 | ﺩ.ﺇ 661 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Shirley?
Shirley has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Shirley?
Experience the best of Shirley with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Shirley?
Four-legged friends are welcome in Shirley. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Shirley?
Yes! Work meets play with ease at over 50 vacation rentals in Shirley featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Shirley vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Shirley, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Shirley have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Shirley. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Shirley have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Shirley. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Shirley have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Shirley. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Shirley have free parking?
Absolutely! We offer over 50 house rentals with free parking in Shirley. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Shirley?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Rentals with a patio Shirley
- Pet-friendly rentals Shirley
- Rentals with outdoor seating Shirley
- Rentals with a fireplace Shirley
- Family-friendly rentals Shirley
- Waterfront rentals Shirley
- Rentals with a fire pit Shirley
- Rentals with beach access Shirley
- Rentals with a washer and dryer Shirley
- Apartment rentals Shirley
- Rentals with pools Shirley
- House rentals Shirley
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