Vacation rentals with a pool in Nantucket

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Nantucket

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

Home in Oak Bluffs

4.94 out of 5 average rating, 200 reviews

Spectacular beach & pool combo; beautiful sunsets!

Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, ENDS 9/1) is a hard to find combination!! Location is private, yet it's close to the 3 largest towns on Martha's Vineyard. Great for couples, families (with kids), and big groups. Enjoy dinner with the indoor/outdoor Sonos music system during a beautiful sunset! NOTE; Rate increase in high season, pool/spa is a combined unit & ONLY heated in summer!

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, 22 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!

Superhost

A cozy living and dining area features a light-colored sofa with decorative throw pillows, complemented by a wooden dining table surrounded by four chairs. A fireplace, framed art, and a warm-toned lamp enhance the space, while a patterned rug adds a touch of comfort.

Condo in Oak Bluffs

4.67 out of 5 average rating, 3 reviews

Island Inn - Two Bedroom Suite - 1A - Oak Bluffs,

Your stay in this charming first-floor corner two-bedroom, one-bath unit is made comfortable with all the essentials. The cozy living and dining area features a TV for relaxing downtime, while WiFi keeps you connected with loved ones and helps you plan your island adventures. The kitchenette is equipped with an apartment-sized fridge, stove, microwave, and coffeemaker, along with silverware, plates, cups, cookware, and utensils—everything you need to enjoy a convenient and stress-free stay.

Guest favorite

A private house is surrounded by lush greenery, featuring a spacious deck with seating and a barbecue grill. The inviting pool area is highlighted by clear blue water, with a view of the two-story home and its upper balcony set against a bright sky.

Home in Nantucket

5 out of 5 average rating, 7 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

4.92 out of 5 average rating, 13 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.

Superhost

A spacious heated pool surrounded by a concrete deck features lounge chairs for relaxation. Lush trees frame the area, providing a natural backdrop. The well-maintained yard continues beyond the pool, offering ample space for outdoor activities.

Home in East Falmouth

5 out of 5 average rating, 3 reviews

Spacious home with Pool! Close to Beaches & Town!

Escape to a stunning 4-bedroom vacation rental house in East Falmouth and enjoy a private pool, game room, and charming back patio with an outdoor dining table and gas grill. This light-filled coastal getaway is located just over a mile from Menauhant Beach and a short drive from Main Street in Falmouth. With its perfect location and easy access to the ferry to Nantucket or Martha's Vineyard, this is the perfect place to call home during your Cape Cod adventure.

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, 33 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.  

Superhost

A bright living room is showcased, featuring white sofas and a light wood coffee table. A decorative shelving unit lines the wall, filled with various items. Large windows allow natural light to fill the space, and soft curtains frame the view of the outdoors.

Condo in Edgartown

4.75 out of 5 average rating, 4 reviews

Brand New 2BR Condo w/ Pool. No Pets!

This beautifully renovated condo is in the heart of Edgartown. 5 min walk to downtown shops, restaurants, and waterfront. This unit has 2-bedrooms & 1.5-baths. The master has a king bed and half bath, and the second bedroom features a queen bed and full bath. Enjoy a spacious living room with high ceilings, a full kitchen, and access to outdoor spaces with a pool. Sleeps 4, this condo is the perfect base for your Martha's Vineyard adventure!

Guest favorite

A comfortable seating area is presented on a wooden deck, facing a clear blue pool. Sunlight reflects off the water, while lush greenery frames the space, providing a sense of privacy. A stylish patterned rug enhances the inviting outdoor atmosphere.

Home in Nantucket

4.95 out of 5 average rating, 19 reviews

Pool! Large 4 bedroom+bunk room mid-island!

Spend you days on Nantucket relaxing POOLSIDE at Third Wind. This Mid Island paradise is close to everything. Walk to Stop n Shop and the world-famous Chicken Box while being conveniently located 1.5 miles from downtown. Third Wind features easy living for you and the whole family with accommodations for 10 plus people, 3 full baths, and a wonderfully backyard with deck and pool. Please enjoy our home as much as we have!

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!

Guest favorite

An inviting in-ground pool is situated within a meticulously maintained grassy area, surrounded by trees. The pool area features slate-like patio stones and is complemented by six lounge chairs organized neatly under a shaded umbrella.

Home in Edgartown

5 out of 5 average rating, 14 reviews

Modern & Spacious Edgartown Home with Pool

Enjoy your vacation in this wonderfully charming three bedroom home with an in-ground heated pool. Head to the beach or stay at home and go for a swim in your own backyard. There is plenty of dining room & deck space to entertain. The bike path and bus shuttle are at the end of the road (a two minute walk away). Downtown Edgartown is less than two miles away for you to enjoy shopping and multiple dining choices.

Superhost

A serene outdoor pool is surrounded by well-kept lawns and colorful flower beds. The pool area features numerous lounge chairs and umbrellas. In the background, Edgartown Harbor is visible, with boats moored and gentle waves reflecting the clear blue sky.

Apartment in Edgartown

Edgartown Harbor King Suite

Martha’s Vineyard has plenty of family-friendly activities, a fantastic array of dining options and much more. Situated on Edgartown Harbor among flowering English gardens, this property is ideally located on Martha's Vineyard. Guests will enjoy watching the boats come and go as they listen to the peaceful sounds of the ocean while sitting harbor side.