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

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!

A saltwater pool set within a well-maintained lawn features a spa at one end. Four lounge chairs with blue cushions are positioned under a navy umbrella, providing shade. Lush greenery and a protective fence surround the area, creating a serene outdoor space.

Home in Nantucket

4.96 out of 5 average rating, 26 reviews

Conveniently close and quietly Tucked away!

Tucked Away is a great vacation getaway. Hidden away on a quiet circle, this spacious property borders the Miacomet golf course and miles of Land Bank land. With a trail out the back it's only a short walk to the Cisco beaches and Miacomet pond. The home has all the modern comforts expected for a great vacation. Step outside to the quiet and private rear of the property and dip in the pool and spa. The front of the property has an expansive lawn as well, great for kids to play around on.

A two-story cottage is surrounded by lush greenery and features a large covered porch with white railing. The light gray exterior complements the blue sky, and windows provide glimpses of the interior. A spacious yard leads up to the cottage, enhancing the coastal charm.

Home in Nantucket

Stunning Ocean View Cottage

Enjoy ocean views in this beautifully decorated 2-bedroom, 2-bathroom cottage, just steps from the beach. The first floor features a cozy living room with a flat-screen TV, snack station, and a queen bedroom with a private bath. Upstairs, a well-equipped kitchen with ocean views leads to a bright living area with deck access. The second bedroom offers a queen bed & private bath .Includes yard space, parking, pool, and firepit. Beach access 200 yards away. Please note, no pets allowed.

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

4.97 out of 5 average rating, 35 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 fenced-in pool area features a clear blue pool with a gently curved shape. Surrounding the pool are lounge chairs, umbrellas, and colorful flower beds. Sunlight reflects off the water, creating a bright and inviting outdoor space.

Home in Nantucket

4.88 out of 5 average rating, 41 reviews

Family-Friendly 5bd w/ Pool, Patio, Central AC

Sit back and relax by your private, fenced in pool or secluded yard guarded by a mature evergreen hedge. Take a stroll down quiet Pine Crest Dr with your better half, or walk down the street with the kids to the incredible Hinsdale Park playground. 92 Old South has 5 bedrooms, 3 full baths, 6 beds (one with a trundle) and comfortably sleeps 10. The open kitchen flows into the family room with vaulted ceiling, separated by a breakfast bar.

Superhost

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

4.75 out of 5 average rating, 20 reviews

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

Spend your 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 offers easy living for you and your whole family, featuring accommodations for 10+ people, 3 full bathrooms, and a wonderful backyard with a deck and pool. Please enjoy our home as much as we have!

A spacious living area is furnished with nautical-themed sofas and a patterned rug. A warm wooden floor contrasts with light-colored walls. A dining area with a chandelier is visible through large glass doors leading to the backyard, while a brick fireplace adds a cozy focal point.

Home in Nantucket

Charming Nantucket Retreat

Escape to this charming and spacious family-friendly home, perfect for your next getaway! Featuring a private pool, a beautifully maintained backyard, and plenty of space for everyone to relax, this home is designed for comfort and fun. Whether you're lounging by the pool, enjoying a BBQ on the patio, or exploring nearby attractions, this home is the ideal retreat for families and groups.

Guest favorite

A well-maintained backyard is shown, featuring a clear swimming pool surrounded by lush greenery. Stone pathways lead through the manicured lawn, with comfortable seating areas positioned nearby. A shaded gazebo is visible to one side, offering additional outdoor relaxation options.

Guesthouse in Nantucket

5 out of 5 average rating, 7 reviews

Tuck'd Away in Surfside

Enjoy the best of Nantucket from this modern, stylish, and conveniently located private guesthouse. Walk one block to Surfside beach, bike to Cisco Brewery or the shops and restaurants in town, and kick back in the expansive, private and beautifully landscaped yard with pool and hot tub(open in season), firepit, and sports court.

Guest favorite

A spacious façade of a house is presented, featuring light wood siding and multiple large windows. A stone pathway leads up to the entrance, bordered by a green lawn and blooming hydrangeas. The inviting front porch includes two chairs for outdoor seating.

Home in Nantucket

4.97 out of 5 average rating, 59 reviews

L0W TIDE, with Private Pool

Home located 6 miles from town, has 5 bedroom, 4.5 bath, 2 wings with central living space. Smart TVs/streaming and pool. Beach 2 miles away. FREE EV Charging. Part of a 2 home compound, houses can be rented separately or together, separated by trees and fencing. Pool Opens Memorial Day Week 2025, closes Sept 15, 2025.