Vacation rentals in Shirley

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Shirley

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Coram

4.93 out of 5 average rating, 154 reviews

Private Apartment- close to shops, Pt. Jeff., SBU

Separate apartment with private keyless entrance. Cozy one bedroom king suite and sofa with full pull out bed. Full kitchen and dining area. Bathroom with standing shower. Free parking on premise for up to 2 cars. Quiet, family friendly neighborhood. Located in the heart of Long Island. Close to everything! Wineries, Farms, breweries, golf, shopping, great dining. NYC is a only a train ride away! Conveniently located within a mile of groceries and laundromat. High speed WiFi, 55in smart tv

Oct 16 – 23

G$31,514 GYD per night
Guest favorite

Home in Shirley

4.98 out of 5 average rating, 176 reviews

Luxurious Beachfront home on the Bay/Amazing views

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

Dec 8 – 15

G$108,803 GYD per night
Guest favorite

Apartment in Patchogue

4.88 out of 5 average rating, 144 reviews

1 Bedroom Apartment on Long Island

Bright & clean 1br apartment with private entrance on a quiet street. Refrigerator, microwave, keurig incl 2 miles to downtown restaurants, bars, breweries, shopping 10 miles to winery & vineyards 3 miles to beaches 3 miles to Fire Island Ferry 30miles to NYC 3 miles to Baseball Heaven 10 miles to Stonybrook University & hospital 1 mile to public horse farm & stable 3 miles to St Joseph's College .5 mile to Long Island Community Hospital 1 mile to hiking 45min to JFK 10min to McArthur airport

Sep 7 – 14

G$24,889 GYD per night

Popular amenities for Shirley vacation rentals

Stay near Shirley's top sights

Long Island Skydiving Center28 locals recommend
Best Market Shirley8 locals recommend
Mama Lisa Restaurant25 locals recommend
Applebee's Grill + Bar11 locals recommend
Southaven County Park12 locals recommend
King Kullen15 locals recommend

Other great vacation rentals in Shirley

Guest favorite

Guest suite in Smithtown

4.96 out of 5 average rating, 149 reviews

Cozy Studio near LIRR & 5 miles from Stony Brook U

Jun 28 – Jul 5

G$17,425 GYD per night
Guest favorite

Apartment in Brentwood

4.89 out of 5 average rating, 221 reviews

Eco-friendly studio with Private entrance

Feb 16 – 23

G$21,798 GYD per night
Guest favorite

Guest suite in Shirley

4.83 out of 5 average rating, 29 reviews

JD Cozynest

Jan 18 – 25

G$22,593 GYD per night
Guest favorite

Apartment in Center Moriches

5.0 out of 5 average rating, 18 reviews

Modern Private Studio Perfect for Relaxing Getaway

Feb 3 – 10

G$26,920 GYD per night
Guest favorite

Apartment in Shirley

5.0 out of 5 average rating, 19 reviews

Boho Beach Vibez Retreat! Private entrance

Jan 4 – 11

G$29,405 GYD per night
Guest favorite

Apartment in Medford

4.89 out of 5 average rating, 87 reviews

Cozy Apartment with King Bed - Separate Entrance

Aug 14 – 21

G$22,133 GYD per night
Guest favorite

Guesthouse in Shirley

4.97 out of 5 average rating, 30 reviews

La casita J place

Dec 3 – 10

G$33,957 GYD per night
Guest favorite

Apartment in Medford

4.91 out of 5 average rating, 23 reviews

Blue apartment in Long Island, Ny

Oct 4 – 11

G$23,086 GYD per night
Guest favorite

Guest suite in Shirley

4.94 out of 5 average rating, 47 reviews

A&D Airbnb.

Sep 8 – 15

G$45,730 GYD per night
Guest favorite

Tiny home in Mastic

4.95 out of 5 average rating, 63 reviews

Cozy craftsman style home close to beaches

May 17 – 24

G$58,599 GYD per night
Guest favorite

Apartment in Middle Island

5.0 out of 5 average rating, 17 reviews

Jean-Claude's Guest Lounge

Nov 13 – 20

G$29,040 GYD per night
Guest favorite

Cottage in Yaphank

4.84 out of 5 average rating, 45 reviews

Beautiful Waterfront Cottage

Dec 25 – Jan 1

G$31,423 GYD per night

Quick stats about vacation rentals in Shirley

Total rentals

100 properties

Rentals with dedicated workspaces

60 properties have a dedicated workspace

Rentals with a pool

20 properties have a pool

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

4K reviews

Frequently Asked Questions

  • Do house rentals in Shirley have wireless internet?

    Absolutely! We offer over 70 house rentals with wireless internet in Shirley. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Shirley?

    Yes! Work meets play with ease at over 60 vacation rentals in Shirley featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Shirley have air conditioning?

    Absolutely! We offer over 60 house rentals with air conditioning in Shirley. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Shirley have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Shirley. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Shirley?

    Four-legged friends are welcome in Shirley. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there family-friendly vacation rentals in Shirley?

    Shirley has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there Shirley vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Shirley, available on Airbnb. Make a splash and soak up the sun in style!

  • What are the most popular amenities for House Rentals in Shirley?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a bbq area, over 60 homes with air conditioning, over 70 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.

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