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 spacious living room is presented with a large sectional couch featuring multiple reclining sections. A glass coffee table sits on a patterned area rug, enhancing the inviting atmosphere. Artwork adorns the walls, and natural light is provided by a floor lamp.

Condo in East Brunswick

4.84 out of 5 average rating, 64 reviews

Newly Remodeled 2BDRM Unique Stylish Condo

Welcome to The Brunswicks and come stay in style! Enjoy a modern experience in this spacious and stylish condo with 2 bedrooms, a full kitchen, a large living room and 1 bathroom. You will be city slicking in minutes but staying in a suburban condominium complex. A unique space, prime location and many amenities suited for all travel. Come for business, staycations, a family/group trip, long term stays, even a trip to NYC! Read the entire listing for the full picture of all this Airbnb offers!

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

A private guesthouse is situated beside a large saltwater pool, framed by lush greenery. The structure features a charming facade with multiple windows and a covered porch area, enhancing the outdoor setting. Poolside seating is available for relaxation.

Guesthouse in Montclair

5 out of 5 average rating, 86 reviews

Cottage-Airbnb Top 1% (NYC/American Dream/Metlife)

Top 1% of AirBNB listings! More than just a place to stay, this guesthouse is a true escape, with SALTWATER POOL (Apr to Oct), in-ground gas FIREPIT, and spectacular cozy LOFT-LIKE SPACE with fireplace - all in walking distance to NYC trains and in walkable neighborhood with 40 unique restaurants/coffee shops. Great for romantic getaways, relaxed remote working - or fun for the family with swimming and games. All with the excitement of NYC only a 12 mile drive or 40 minute train ride away.

Guest favorite

A rectangular salt-water pool features a diving board, with sunlit waters reflecting the clear sky. Surrounding the pool are paved areas and landscaping, including tall green trees and planters. A white lounge chair is positioned for relaxation near the water's edge.

Home in Syosset

4.9 out of 5 average rating, 51 reviews

Elegant, resort style, clean, north shore home

Stylish, elegant, private, fenced in property and home … great north shore location. Housekeeper is mandatory for weekly service for any stays over 7 days. (200 a week) Salt water heated pool, large hot tub. ( pool and hot tub are open from approximately May 24th -end of September, weather permitting) lower pricing for winter is set and summer season pricing is higher to accommodate these amenities) Small Pets ( max of 2) will be considered on an individual basis at a non ref $500 pet fee.

Guest favorite

An in-ground pool is surrounded by a spacious paved area. Lounge chairs and umbrellas are strategically placed by the poolside. The backdrop features a white fence and a two-story house, creating a private and inviting outdoor setting.

Home in Massapequa

4.73 out of 5 average rating, 135 reviews

Private 1br apt/private entrance/inground pool

Fully private apartment ...private bathroom, private bedroom with queen size bed, private living room with 2 couches & 1 futon with a separate private entrance, private kitchen (please note dishwasher is inoperative & not listed as an added amenity). Equipped with modern decor, ROKU smart TV, wifi, backyard patio & inground pool. Pool is seasonal & open from Memorial Day until end of September. Pool is limited to Airbnb guests listed on reservation only. Pool hours are 8am-8pm.

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

4.89 out of 5 average rating, 101 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 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

Superhost

The outdoor courtyard features a resort-style pool surrounded by a spacious sundeck with lounge chairs. Lush landscaping includes vibrant flower planters, and well-maintained greenery enhances the inviting atmosphere. The building's architecture is visible in the background, showcasing a combination of brick and modern style.

Apartment in Franklin Township

4.87 out of 5 average rating, 142 reviews

Spacious 2bd | Resort Community Near New Brunswick

Welcome to AVE Somerset – a professionally managed community with a friendly service team on-site 7 days a week, here to ensure a seamless stay! Our prime location just off Exit 10 of I-287 puts you 10 minutes from Downtown New Brunswick and Rutgers University. Situated in the heart of Somerset’s corporate parks, we offer a quick 10-minute commute to major employers and hospitals, including Robert Wood Johnson University Hospital in New Brunswick.

Superhost

A modern living area features a comfortable sofa and two accent chairs. A sleek coffee table sits in the center, complemented by a vibrant artwork displayed on the flat-screen TV. Natural light filters through large windows, enhancing the relaxed ambiance with green plants placed nearby.

Apartment in Yonkers

4.83 out of 5 average rating, 6 reviews

Luxury Condo Near NYC! W/ Pool, Gym, & More

Experience Yonkers in Luxury! Also offering discounts for long term stays! Building Amenities: - 360 panoramic rooftop - Fitness Center/ Gym - Basketball Court - Pool, Sauna - Lounge Area - Pool Table - Movie Theater - Etc. Unit Amenities: - Fast Wifi - 2 Smart TVs - Fully Stocked Kitchen - Comfortable Queen Bed - Sofa Sleeper- Sleeps 2 Ideal for business travelers, solo adventures, & couples to live 30 minutes away from NYC.

Guest favorite

Apartment in Harrison

4.96 out of 5 average rating, 125 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

4.93 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!

Superhost

A stylish lobby area features large glass walls allowing natural light to flood the space. Lush greenery is displayed in various decorative pots, enhancing the vibrant atmosphere. Comfortable seating is arranged on a patterned rug, providing a welcoming environment for guests.

Apartment in Stamford

4.83 out of 5 average rating, 6 reviews

Sunny 1BR Apartment

A chic apartment situated in a gorgeous property, you’ll be sad to leave Urby at check out. This 1 bedroom apartment is completely private to you and your guests with large closets, a walk-in shower, a beautifully designed open floor plan kitchen and a cozy bedroom space to settle down into after a long day exploring the city.