Vacation rentals with a pool in Garden City

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Garden City

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

A spacious outdoor pool is surrounded by a stone patio, nestled within a serene environment of tall trees. The pool features a diving board and is complemented by nearby planters. A main house can be seen in the background, enhancing the tranquil setting.

Home in Stamford

4.96 out of 5 average rating, 247 reviews

Midcentury Modern ZenHouse Sculptor Studio

Mid-century modern historic private estate surrounded by river @Zenhouse_satori and main house. Great for memorable romantic getaway, photoshoots and film locations! ZENHOUSE mission is rooted in the values of respect, creativity, and excellence. Inspired by the timeless principles of Zen, we offer a luxurious and exclusive experience where tranquility blends with art, spirituality, and nature. We provide a serene environment and personalized service to awaken your true nature and find Zen

Top guest favorite

Home in Bellport

5 out of 5 average rating, 36 reviews

Private Bellport Gem with View!

This Bellport gem is set back from the road and has beautiful grounds. With an upstairs living room with views of the golf course and an outdoor porch, have coffee or a cocktail while watching the swans on the pond and enjoying a stunning sunset every night. The house has a large heating pool that is open mid-May through September. Outfitted with lots of places to sleep including one set of bunk beds as well as a small guest house, this is a great place for a family get away. Walkable to town!

Guest favorite

The exterior of a spacious house is showcased against a colorful sunset sky. A circular swimming pool is surrounded by lounge chairs and vibrant umbrellas. Lush greenery and a wooden fence frame the backyard, enhancing the outdoor living space.

Home in East Patchogue

4.98 out of 5 average rating, 51 reviews

Waterfront next to Bellport

Enjoy stunning direct waterfront views of the Great South Bay from this newly renovated 3,200 sqf house. Swim off the back of your yard or at the property pool and at a private beach. Water views full and/or partial from every bedroom in the house. Three houses away from Bellport golf course and a short drive (1.5 miles) to Bellport downtown with small shops, cafes and restaurants. The water and the property are separated by a bulwark. Observe beautiful swans near the property daily.

Top guest favorite

Home in Yaphank

5 out of 5 average rating, 35 reviews

Long Island Getaway w/ Heated Pool & Lake

Long term bookings available for Summer 2025! Discounts for longer stays! Heated pool open May-Sep We welcome you to our beautiful home full of history, designed with high end comforts, and filled with activities and amenities. Take advantage of everything Long Island has to offer, situated a short drive away from East End LI- close to NYC, Hamptons, NoFo, beaches, wineries, breweries and more! Relax at home in the heated pool, light a bonfire, play games, and many other activities!

Top guest favorite

An indoor pool area features a sleek, stone-tiled floor and a wooden beamed ceiling. Large windows provide ample natural light, while potted plants add greenery. The pool stretches invitingly, reflecting the warm tones of the surrounding architecture.

Place to stay in Saint James

5 out of 5 average rating, 23 reviews

1 bedroom w/ private cold plunge indoor lap pool

Exclusive private use of entire indoor pool and pool room, private driveway, 1 bedroom, 1 private bathroom. 5 minute walk to a picnic beach area. Your space includes a mini fridge, microwave, bar, keurig coffee maker, chaise lounges for chilling in all seasons. The pool is used as a wellness cold plunge in the winter months and lap training pool. It is not heated but the entire pool space is exclusive and private. Private side yard with Adirondack chairs, string lights and fire pit.

Top guest favorite

An inviting outdoor pool area is framed by the main house, which features multiple levels and balcony access. Two striped umbrellas provide shade over lounge chairs, while warm evening light casts a welcoming glow on the surrounding greenery.

Apartment in Highlands

5 out of 5 average rating, 44 reviews

Highlands Hillside Hideaway w/Pool. beach, ferry

The guest apartment is located on the lower level of the main house on a beautiful, quaint hillside street. The 600 sq. ft. apartment is remodeled to provide a relaxed, beach getaway ambiance so you could enjoy a care free getaway. After waking from a restful slumber in the king-size bed, enjoy a beautiful oceanside morning walk to get your coffee at the local bakery or the local coffee shop. After you’ve grabbed your coffee, explore all that highlands has to offer.

Guest favorite

A modern kitchen features light grey cabinetry and a spacious countertop, complemented by stainless steel appliances, including a refrigerator and stove. A cozy living area with a beige sofa and coffee table is visible, along with a soft area rug enhancing the warmth of the space.

Apartment in Deer Park

4.87 out of 5 average rating, 15 reviews

Serene one bedroom retreat w/ backyard oasis

**Welcome to Your Private Oasis!** Enjoy a serene escape at our cozy one-bedroom retreat. Highlights include: - **Above-Ground Pool**: Perfect for refreshing dips. - **Outdoor Patio with Gazebo**: Ideal for relaxing and unwinding. - **Private Daybed**: Your perfect spot for lounging in peace. Experience the tranquility and privacy of our oasis while being close to local attractions. Book your stay today for a relaxing getaway! Pool is seasonal until October 1st.

Guest favorite

A spacious outdoor area features a rectangular pool bordered by vibrant greenery. A hot tub is situated adjacent to the pool, surrounded by potted plants. Comfortable seating is provided under a gazebo, contributing to a serene environment for relaxation.

Apartment in Suffern

4.94 out of 5 average rating, 128 reviews

Renovated Forest Oasis with Pool & Fire-pit

Get away from it all in this nature lovers retreat! Serenity abounds in this fully renovated 1 bedroom apartment with private entrance. Located on a 5 acre property abutting Harriman State Park with direct access to hiking trails. Guests are welcome to use the pool and hot tub (Memorial day through Labor day), or sit and enjoy a fire pit by the babbling brook. Fenced dog run for your furry friend. Just 30 minutes from the GWB and minutes from the train and bus.

Guest favorite

A well-maintained backyard features a circular swimming pool surrounded by a wooden deck. The pool is filled with clear blue water, and steps lead into it. A deck railing provides safety while offering views of the surrounding greenery and the house in the background.

Home in Massapequa

4.93 out of 5 average rating, 123 reviews

Great Family Times in this 5 Bedroom House

Recently renovated house, with modern kitchen located in a quiet L.I. Neighborhood. Ideal for those looking for a quiet and relaxing time. *Resort Style Backyard. (Pool is Open From Memorial day until Mid Sept Weather Permitting) In this listing you'll have access to the whole house, main floor, 2nd floor, & basement for a total of 5 Bedrooms, 2 Baths (sleeps 14). **No parties or noisy groups, strictly enforced!** *MUST READ HOUSE RULES BEFORE BOOKING

Guest favorite

A charming carriage house features large windows and a high peaked roof, set amidst lush greenery. A well-maintained pool with a gentle fountain is situated in front, surrounded by landscaped gardens and inviting white lounge chairs.

Home in Englewood

4.93 out of 5 average rating, 153 reviews

Englewood NJ Country Carriage House (15 min NYC)

Spacious eclectic luxurious renovated carriage house on 1 acre with a pool & hot tub, & a separate private 6 seat 60 jet hot tub, sauna, steam room, gas & wood burning fire pits, pool/ping pong table, trampoline & basketball court in a gorgeous quiet suburb of NYC. In 20 minutes you can be enjoying all that NYC has to offer & then come back for a sauna & steam. Great small reunion/intimate party space!

Top guest favorite

The spacious backyard features a heated pool surrounded by sun beds and lounge chairs. A dining table is set nearby under a shaded area. Lush greenery and privacy fencing create a serene environment, enhancing the outdoor experience.

Home in Bellport

5 out of 5 average rating, 11 reviews

Home in Bellport Village w Pool

Welcome to our renovated home in the center of Bellport Village. You are walking distance from the village and everything it has to offer like the ferry to Ho-Hum beach. We are also very close to Wine Country, North Fork, The Hamptons & Fire Island. Our backyard is designed with summer in mind, our pool is heated paired with sun beds. And we’re barbecue season ready!

Top guest favorite

A swimming pool is set in a wooden deck area, surrounded by lounge chairs adorned with bright patterned cushions. Colorful umbrellas provide shade. The ocean is visible in the background, with greenery lining the edges of the space.

Apartment in Fire Island Pines

4.97 out of 5 average rating, 105 reviews

"SOUTH APT." Renovated 1 Br Apt. In Great Location

The 1 Bedroom "South Apartment" is located in our newly renovated beach house, perfectly located just seconds away from the ocean and only three blocks from the harbor in Fire Island Pines. The house has 2 outdoor decks with a pool and a hot tub, both with ocean views. The apartment has a queen size bed, Heat & A/C units in every room, internet, TV and much more!