
Vacation rentals with outdoor seating in Shirley
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Top-rated outdoor seating rentals in Shirley
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Popular amenities for Shirley outdoor seating rentals
House rentals with outdoor seating

Family Fun House by the Bay #chateaustclair
We loved our stay at Deborah and David's home. The house was perfect for our family, so clean and well equipped. It is even better than on the photos. And what an amazing backyard for the kids!

Stylish Beach Getaway: pool & walking location
Maher’s house was an amazing peaceful experience. I enjoyed my time there and he had great recommendations to restaurants and activities! He was very responsive with all questions we had. I will totally stay here in the future if I can get the chance again!! Thank you Maher!!

Brand new house with an all year round hot tub.
Such a great house for a group! Well kept and very accommodating. Will definitely be back

Hampton Bays Hideaway!
We had another great stay at Claudia's place! This was our third visit to this location, and likely not our last. Thank you!!

Maritime Village Getaway with Backyard
We had such a wonderful stay here over New Years. Like many other reviews have stated, pictures do not do this home justice. It’s so much larger and more spread out than we expected. Perfect layout for two couples where we each felt like we had our own place, with plenty of cozy spaces to hang out too. The kitchen is SO well equipped for anything and everything. Beds and sofas were super comfortable and the we loved all of the charming touches of this historical home. The location is fantastic too. Walking distance to everything you could need and a quick drive to so many beautiful areas. I can imagine spending hours in the backyard when the weather is warmer too!

Ultimate House with Heated Pool, Hot Tub and Sauna
Our family had an amazing stay at this location. Loved that all the switches were clearly labeled as we have had trouble figuring out lighting in other locations. What a great touch! Wonderful yard and the basement was fun for all ages. This location was perfect for us as we have family all over the island. Lots of stores locally for anything you need. Highly recommend!

Farm house with vineyard views
We had an amazing time here! The home is very charming, in a great location on the North Fork close to our favorite vineyards and restaurants. Paul was kind enough to offer us an early check in so that we may accommodate our guests traveling to visit! We really enjoyed our stay & made great memories.

Comfortable Entire House for rent. 4 bed, 3 baths
This was our second stay at Robert’s place and once again we really enjoyed staying at his house. Robert is a very friendly and responsive host and the house is great. Would definitely stay there again.
Apartment rentals with outdoor seating

The Palm Tree Extended Stay
Viviana's place was the perfect stay. It was incredibly clean and included everything you could need. We traveled with our 1-year-old and there was a pack-n-play already setup for him. We felt safe, welcome, and really enjoyed our stay. We appreciated the private entrance, private parking, and clear/detailed instructions. I cannot recommend it more.

Honey Spot Studio | Downtown City Views
Very clean, cozy, and close to good restaurants and the theatre (walkable). Had everything we needed and nice welcoming touches. Great value. Highly recommend mecha noodles! We ate there both nights we stayed!

Near all! - Full Kitchen, Backyard & Fire Pit!
Our stay was perfect at Scott's place, we felt right at home, everything matches the description and photos. The patio fire pit is a great option to relax while getting some fresh air. I would definitely recommend Scott's place to anyone. Everything was excellent.

All Private Bright Spacious Close to All
The place was very clean and very quiet. Great location right between NYC and eastern Long Island. Very easy to find and very reasonably priced. The host was easy to communicate with and very welcoming and polite. My wife, kids and myself had a great weekend and would definitely stay again.

Upscale Newly Constructed Apartment
The apartment was super clean and spacious! Has everything you need. Walkable to town and in a quiet neighborhood. Would definitely recommend Amanda’s place and would 100% stay here again!!

Squire Chase House
Great spot! Very walkable. It's also a great layout if traveling with small children - there is a separate meditation room upstairs that was perfect for setting up our travel cribs. Would stay again!

"NORTH APT." Renovated 1 Br Apt. In Great Location
Had an absolutely wonderful stay! Location is perfect and Jaime was incredibly friendly throughout!! He let me know that they had everything we would need.. but as a self-described obsessive packer I didnt listen. He wasn't kiding! They had beach chairs, umbrellas, and everything else you need for the perfect beach day. I brought an entire wagon of stuff and used one bag. It really is an awesome little find!!

2 Bed/1 Bath Private Apartment in Mamaroneck
Its not uncommon to stay at an Airbnb that looks great in the pictures and falls short of expectations in reality. That was not the case here at all. The place was larger than I expected and was fantastic. It was easy to walk to town and the location was extremely quiet and peaceful.
Condo rentals with outdoor seating

Cherry Grove 1 bedroom condo w/heated pool!
Great place, exactly as advertised. Terrific location near ferry dock (making arrival/check-in extremely easy and fast, which was a relief after a long trip to get to Fire Island), near the little main hub of Cherry Grove… minutes or less to the general store, restaurants, bars. 5 minute walk to the beach. Although there is some bar noise at night, the unit is well sound-insulated. Hosts extremely friendly and communicative, full of info and recommendations. They take pride in their place and in being great hosts. Cozy place with very good value for Fire Island. The pool was a nice plus - salt water pool, lit at night. Met some of the other residents in the building who were extremely friendly and fun. Bed was very comfy. We slept in a lot. Wi-Fi worked perfectly. Nice desk in the bedroom for the few times work called. Roku TV. Lots of board games Bedroom has AC which worked great. Beach chairs and towels included. Coin laundry on site worked well. Great value. Would definitely return!

Water front, sunsets, sail boats, Wi-fi, birds
John and Cathy are amazing hosts. This was our second consecutive summer stay in their condo and it does not disappoint. The place and the amenities they provide are amazing and they are a wonderful couple who respects your privacy but are there for anything you need. I recommend anyone to stay here and know they would want to return. Thank you John and Cathy for making our second summer with you a fantastic vacation!

Beautiful condo on Long Islands Northfolk
We very much enjoyed our stay at the Cliffside for our wedding weekend! Alice was very flexible with us, which we appreciated because getting married is chaotic enough LOL. Would highly recommend staying here. The unit was spotless and had a wonderful view. We could not have asked for a better stay!

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr
This was our second stay at Dariel’s place. It is perfect for our family and I always check to see if it is available when we are visiting the area. It is spacious yet cozy, and well-appointed. It is easy to get to, and central to both sides of town.

Seaside Summer Escape: 2BR Waterfront Condo w/Pool
We had an amazing stay! We stayed off peak season, although alot was closed we felt right at home and were more than happy to spend family time at this condo! The views were stunning, and the condo was immaculate. We were close to everything and was still within very reasonable driving distance to the surrounding towns. Julie was a pleasure to work with and was always very responsive and accomadating throughout the process. Hoping to stay again next year!

Beautiful Waterview Condo on the North Fork of LI
Such a beautiful condo by the water! Too bad we stayed in November, we would have enjoyed the terrace way more! Mia was so responsive and helpful with my questions prior to the weekend at her place.

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+

1856 Trading House close to water
The space is adorable, and we loved the history of the rental and the community. The location was perfect for us—close to everything and secluded all at the same time. Also Jeff is an amazing host and made us feel welcome/at home. The next time we have to head to NY for a family visit we will definitely try to stay here again.
Quick stats about vacation rentals with outdoor seating in Shirley
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
3.5K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
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- Beach
- Jones Beach
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- Rye Beach
- Yale University
- Gilgo Beach
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