Vacation rentals with a pool in Roosevelt Island

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Roosevelt Island

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

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Superhost

A beautifully landscaped courtyard is featured, showcasing a pool surrounded by lounge chairs. The three-story apartment buildings provide a modern aesthetic, with balconies visible on the upper floors. Sunlight brightens the scene against a clear blue sky.

Apartment in Union

4.9 out of 5 average rating, 336 reviews

Luxury Amenities | By Union Station | AVE Living

✨ Urban Luxury next to Union Station ✨ Welcome to AVE Union, where premium living meets 24/7 service with an award-winning team.🏆 Community has a resort-style pool, outdoor kitchen, fire pit lounges, and outdoor gaming areas. 🚆 Perfect for Commuters - Easy NYC access via Secaucus or PATH - Minutes to Newark Airport & Short Hills Mall - Minutes from Newark Liberty International Airport 🛋️ Private Balconies. 💼 Productivity Center 💪 Performance & Wellness 🏡 Professional Environment.

Guest favorite

A modern living area displays a comfortable sofa with yellow accents and a sleek glass coffee table. A large wall art piece features a city skyline against a deep blue backdrop. The kitchen area, visible in the background, includes contemporary bar seating.

Apartment in Fairview

4.94 out of 5 average rating, 36 reviews

Views ! King Bed ! Free Parking/Pool 30 to NYC !

Amazing Views 🌅! Enjoy this 1BR KING Apt, Centrally located to all major highways and airport. 20 min from MetLife and American Dream Mall. The unit is complete with amenities such as free parking and fitness center . Guests will enjoy a spacious luxury apt, with a great atmosphere. The surrounding area is ideal with local grocery and restaurants all within walking distance. Convenient walk to bus stop for NYC travel. Whether for business or leisure this versatile space will be perfect.

Top guest favorite

An outdoor area showcases a well-maintained pool surrounded by lush green grass and trees. A gentle slope leads to a golf course in the background. A wooden fence borders the space, enhancing the serene atmosphere of the property.

Barn in West Orange

4.86 out of 5 average rating, 169 reviews

Quaint Converted Barn

Terrific space with loads of light and openness. Overlooking golf course, hayloft converted into king bed with twin bunks in office nook and 1.5 baths. It's the perfect place to get away from it all. Barn converted into residence. Comfy, quiet and serene. First level has living room, dining room and a half bath with a spiral to the hayloft which is open to below and divided by closets that create the office nook but permit light over them. The barn is open, only the bathrooms have doors.

Guest favorite

A cozy living room features a prominent stone fireplace, surrounded by soft, neutral furnishings. Natural light floods in through large windows, while wooden beams add rustic charm. A guitar rests next to a plush sectional sofa, inviting relaxation and comfort in a tranquil setting.

Home in Greenwich

4.96 out of 5 average rating, 47 reviews

Riverfront Cottage Retreat & Pool 35 mins from NYC

Experience the charm of Actress Misty Rowe's former home (Hee Haw, Brady Bunch, Love Boat)! This historic cottage boasts rustic elegance on its river-facing deck, perfect for entertaining. Cozy living room with stone fireplace, modern kitchen amenities, and in the midst of nature. Unwind by the pool or gazebo, enjoy stunning river views and wildlife spotting. A tranquil retreat with all the amenities for unforgettable memories, just 5 minutes from downtown and 35 minutes from NYC. Exquisite!

Guest favorite

The exterior of a three-story red brick house is displayed, featuring large windows framed in white. A tidy lawn with ornamental bushes and a small bench is visible in front. The entrance is marked by a covered porch with decorative elements.

Apartment in West New York

4.98 out of 5 average rating, 86 reviews

Cozy apartment near NYC 15 min

Apartment located in a house only 15 min from Manhattan. Bus stop in front of the building . Parking permit required to park on the street. Located in central area nearby restaurants, pizzeria, coffee shops, supermarkets and a laundry mat.The neighborhood is quiet, and with a privileged view of the skyline of Manhattan . Just across a tennis court and a block away a public swimming pool . 3 spacious bedrooms . Office room, spacious living room dining room,Kitchen,pantry room and a bathroom.

Guest favorite

An aerial view showcases a rooftop pool surrounded by lounge seating and greenery. The terrace features several sun loungers and shaded areas, perfect for relaxation. The city skyline is visible in the background against a sunset sky.

Apartment in Stamford

4.98 out of 5 average rating, 54 reviews

Stamford Grand Apartment

Welcome to your luxurious One-Bedroom + Den home at The Asher in downtown Stamford. Enjoy the vibrant city life with cafes, brunch spots, bars, and fine dining just steps away on Bedford Street. Highlights: • Request to be on the 4th floor or higher • Deep-clean before every guest • Coffee, fresh linens, & bathroom essentials provided • Co-working Lounge & Conference Rooms • 24/7 Fitness Centre & Yoga Room • Rooftop Pool and Lounge • Outdoor Grill Stations • LED recessed lighting

Superhost

A serene pool area features a vibrant blue inground pool surrounded by a well-maintained yard. Two wooden lounge chairs are positioned near the water, providing a comfortable space for relaxation. Lush greenery lines the perimeter, enhancing the tranquil outdoor setting.

Guest suite in Baldwin

4.89 out of 5 average rating, 254 reviews

Vintage living.

The space is on the ground level its about 600 square feet. Best part is its right next to the inground pool. The pool is 4-7 feet deep with a lounge area. On the ground floor we have a newly renovated kitchen (no oven), seating for 6-7 people, small dinner table, Flatscreen TV, Sectional sofa, and full bathroom. The bedroom in the lower level is about 600 sqft. In the bedroom you will find two queen size Memory Foam beds with top of the line linens. We do allow pets with a $75 pet fee.

Guest favorite

A modern studio is presented, featuring a cozy sleeping area with a dark, textured blanket on the spacious bed. Comfortable seating is arranged nearby, accompanied by a flat-screen TV mounted on a stone wall. Large windows allow natural light to fill the space.

Apartment in Elizabeth

4.97 out of 5 average rating, 35 reviews

Studio, Fire Pl, Spa BTR, EWR 7mins NY 27

🖤 Welcome to The BLACK AFFECT – A Luxury Studio Apartment with a Spa-Inspired Bathroom! Experience the perfect blend of comfort and convenience in the heart of Elizabeth. Our stylish studio features premium amenities, including a heated toilet seat, towel warmer, and cold water bidet, ensuring a truly relaxing stay. 10 minutes to Newark Airport(EWR), 25 mins to Penn Station, NYC (Madison Square Garden), 25 mins to Met Life Stadium. Surrounded by top-rated restaurants, shops, and malls.

Guest favorite

A stylish bedroom features a queen bed adorned with plush pillows and a cozy throw blanket. A custom photo booth is framed with greenery beside a vintage telephone. Large windows provide ample natural light, complemented by a crystal chandelier above.

Apartment in Elizabeth

4.9 out of 5 average rating, 124 reviews

Tub couch ,pool, phone booth ,EWR 7min ,NY27

We just know you're going to love your stay at our Luxe Glass house 2 .Get a good nights rest on our Queen pillow top mattress. Walk into a custom mirror background including a beautiful crystal chandelier in the bedroom . Custom photo phone-booth along side our custom cast iron claw foot tub.Just 7 minutes away from EWR & 27 mins from NYC . Enjoy a beautiful city skyline view with our oversized windows ! We are dedicated to giving our Glass House guest a 5 star experience!✨

Guest favorite

A cozy living area features a large brown sofa paired with a white armchair. A glass coffee table rests on a patterned rug, holding decorative items. Sunlight filters through multiple windows adorned with shades, illuminating the elegant dark blue walls.

Home in West New York

5 out of 5 average rating, 5 reviews

Renovated Townhouse w/ Pool 15 mins from Manhattan

NEW LISTING!! Newly renovated townhouse in the up-and-coming West New York. Easy access to the city and to all local attractions. Steps away from the bus stop. The ride to midtown Manhattan takes 20 min. Located in a safe residential neighbourhood. Cafes, restaurants, groceries and parks are around the corner. Each bedroom has smart TV, air conditioning and ceiling fan. Fully fenced private back yard with a grill and your own pool for hot summer day.

Guest favorite

A bright living area features large windows with horizontal blinds overlooking greenery. A comfortable brown sofa is paired with a geometric coffee table. An inviting dining table set for four is visible, along with stylish wall art and a decorative vase with dried plants.

Apartment in Harrison

4.96 out of 5 average rating, 142 reviews

Peaceful 2 Bedroom Apartment in Amenity Building

Welcome to the home you'll never want to leave. You'll be staying in a comfortable and impeccably designed two-bedroom apartment with a huge living/kitchen area overlooking a lush courtyard. Both bedrooms have queen sized beds and built in closets. The primary bedroom has an en-suite bathroom for added privacy, and the bedrooms are separated by the living room, allowing for a peaceful nights sleep, even with a noisy travel buddy.

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

4.94 out of 5 average rating, 166 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!