Vacation rentals with a pool in Nantucket

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Top-rated rentals with a pool in Nantucket

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Guest favorite

An aerial view of the backyard reveals a spacious heated saltwater pool, surrounded by lounge chairs and a patio area. The custom-built home is positioned nearby, highlighting well-maintained landscaping and a cozy seating area with a fire pit.

Home in Popponesset

5 out of 5 average rating, 12 reviews

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

This home was custom built in 2022, and is designed to provide comfort, luxury and loads of charm for the discerning vacationer. New construction with a nod to the Nantucket Sea Captain's houses of yesteryear. Professionally decorated and landscaped, offering every amenity you could possibly desire; from an in-ground, heated, saltwater pool (with electric cover), hot tub, outdoor shower, fire-pit, and even a cabana with a sink, refrigerator, and smart TV. Just a 3 min walk to private beach.

Guest favorite

An outdoor pool area showcases a heated inground pool with clear water, surrounded by a wooden deck. Sun loungers are placed nearby, and patio umbrellas provide shade. Lush greenery and trees line the background, offering a serene environment. A beach ball floats in the water.

Home in New Seabury

5 out of 5 average rating, 18 reviews

Exclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠

~~ You Have Arrived! Welcome to "The Fore Seasons" in desirable New Seabury on Cape Cod. ⛳️🏖🌸☀️ You will be sure to fall in love with old Cape Cod in this 4,500 sqft private home located on the 10th hole fairway of the championship golf course. With its 4 bedrooms, 4 bathrooms, Heated Inground Pool, Outdoor Shower, Putting Green, Ping Pong table and Ctrl Air there is enough room for the largest families. Pool is open from Mid-May until end of Sep. Available year round for all gatherings!

Guest favorite

A clear, inviting pool reflects the sky, surrounded by a well-maintained patio area. Several lounge chairs are positioned around the pool, with a large umbrella providing shade. Lush landscaping with trees and grass frames the space, contributing to a tranquil outdoor setting.

Home in Nantucket

5 out of 5 average rating, 6 reviews

Secluded guesthouse with salt pool, close to beach

Take it easy at this unique and tranquil getaway. This is a private studio guesthouse in a secluded area. Wake up to beautiful sunrises: the property is surrounded by conservation land with pasture and distant ocean views. Enjoy semi-private saltwater pool and spa (May-September) and patio grill! The studio consists of a Queen bed, a sleeper sofa, TV, fridge and basic kitchenette amenities, a deck overlooking conservation land and a full bathroom. Hiking, beach walks, biking and a lot more!

Guest favorite

The outdoor area features a private heated pool surrounded by a patio. Various pool accessories float in the water. Lounge chairs and a shaded dining area under an umbrella are visible, providing a comfortable space for relaxation in the sun.

Home in New Seabury

5 out of 5 average rating, 11 reviews

Cape Gem in New Seabury with private heated pool

Our Pristine, Newly Renovated, Patio home with Private heated Pool, located in the Mews of New Seabury, offers the privacy and peacefulness for the perfect vacation. The sandy local beaches—South Cape Beach and Popponesett—are both very short drive away (5-10 minutes)! Highlights of the seashore resort community of New Seabury: Mashpee Commons (fine dining, shops, movie cinema), golf courses, boating, walking trails, close proximity to ferries to Nantucket and Martha’s Vineyard.

A private backyard features a heated pool surrounded by a spacious deck. The contemporary two-story home, with large glass windows and doors, provides views of the lush greenery. Lounge chairs and umbrellas are arranged for outdoor relaxation.

Home in New Seabury

5 out of 5 average rating, 26 reviews

New Seabury pool/hot tub near beach,Popponesett

New Seabury-private home with a heated pool, hot tub & outdoor shower. Gas grill & beautiful deck. Contemporary w/skylights. 1st fl master w/bath, 2nd fl -bath, 2 add'l bedrooms & 3rd room w/pullout. 1/2 mile to marketplace. close drive to south cape beach & mashpee commons. Enjoy the privacy of your own private backyard with pool while being close to everything Cape Cod has to offer. Great location if attending a wedding at Popponesett Inn. Perfect for families /couples!

Top guest favorite

The exterior of a light blue house is visible, framed by an array of colorful hydrangeas and shrubbery. The structure features a symmetrical façade with multiple white-framed windows. A welcoming front door, flanked by lanterns, is set against a backdrop of clear blue sky.

Home in Nantucket

5 out of 5 average rating, 24 reviews

Our Three Suns

Nantucket house with community access to pool, tennis courts, bike path This 4 bedroom, 3 1/2 bath house is located in the desirable family friendly community of Naushop. The house includes all the amenities Naushop offers; a community pool, two tennis courts, a pickle-ball court, playground and renovated clubhouse. The community is located on the bike path providing easy access to the beach (1.5 miles), town (2 miles), and other amenities.  

A spacious swimming pool is surrounded by a wooden deck and lush greenery. Lounge chairs are arranged around the pool, providing ample seating. The clear blue water reflects the sunlight, creating a refreshing ambiance. Sheltered areas are visible in the background.

Home in Nantucket

4.8 out of 5 average rating, 15 reviews

Gorgeous 5 bd, pool & tennis close to town & beach

Our recently upgraded, spacious, award-winning house and community is in the ideal location in Nantucket- a short distance from Town/ Main Street and Surfside beach. The charming community is quintessentially Nantucket- with white picket fences, tennis and swimming. The house comes fully-equipped with everything from a lobster pot and brand-new grill to tons of beach equipment. 5 spacious bedrooms + 6th bonus room with a daybed.

Guest favorite

A clear blue swimming pool is framed by a lush green tree and surrounding foliage. Poolside lounge chairs are positioned around the edge, alongside an umbrella providing shade. The vibrant sky is dotted with fluffy white clouds, enhancing the serene outdoor setting.

Cottage in Edgartown

4.98 out of 5 average rating, 97 reviews

Lovely two - story private cottage.

This private beach cottage offers comfort and style. Oversized 2nd floor bedroom with queen bed (Designer quilts) full bath and shower (in and out) Nicely furnished over 900 sf and And immaculately kept. Nice grill And sitting area in back. And please Use the built in pool! It sits equi-distant 1.5 miles to downtown Edgartown and south beach. And convenient 5 min walk to bike path or bus route. Perfect location!

Top guest favorite

A welcoming living area features a comfortable sectional sofa and two wooden armchairs arranged around a circular coffee table. Natural light fills the space, highlighting a large area rug on the hardwood floor. A well-equipped kitchen is visible in the background.

Condo in New Seabury

4.98 out of 5 average rating, 133 reviews

Sleep 6 @ New Seabury w/ Pool Access, All Seasons!

Welcome to Your Coastal Getaway at The Mews, New Seabury – Mashpee, MA Tucked inside the beautiful New Seabury Country Club, our cozy Cape-style condo offers the perfect balance of relaxation and adventure on Cape Cod. Enjoy access to a private condo association pool just a 3-minute walk away, and a beach only 5 minutes away by car or bike.

Top guest favorite

An open-concept living area features a plush gray sofa facing a glass coffee table. Four comfortable armchairs surround the table, while a kitchen is visible in the background. Large windows allow natural light to fill the space, with soft shades offering privacy.

Home in New Seabury

4.91 out of 5 average rating, 54 reviews

Private POOL*New Seabury*3 Bedroom

Beautiful golf front home (4th hole) for rent in New Seabury on Cape Cod. Private pool and close to South Cape beach and Mashpee Commons. Two miles away from the Marketplace, Popponesset Inn and New Seabury Country Club. I supply everything you will need for a perfect Cape Cod getaway!