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.

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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.

Top 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, 58 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. We have Car Ferry tickets available for these dates, at face value Friday July 4 return Thursday July 10 Sunday July 6- Sunday July 13 Sunday July 13 – Sunday July 20

Top guest favorite

A charming colonial house is framed by a white picket fence, with manicured greenery and seasonal flowers enhancing the front yard. Large windows with green shutters are prominent on the light blue exterior, providing a welcoming and inviting look.

Villa in Nantucket

5 out of 5 average rating, 16 reviews

A Children’s Paradise

Elegant over-sized colonial in Naushop! The open concept first fl boasts bedroom with en-suite. The second fl has an additional primary bedroom with en-suite, as well as king & queen bedroom that share a newly redone soaking tub. The children will have sleepovers of their dreams, in the attack with a 75” TV. Newly redone in June 2022 basement includes an arcade, in home theater, and twin beds. Entertainers backyard, community tennis courts, pool, & playground for your family to enjoy!

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, 31 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

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!

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

4.86 out of 5 average rating, 36 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.

The view captures a well-maintained hotel with white siding, surrounded by lush gardens. A centrally located pool is framed by lounge chairs and umbrellas. The harbor is visible in the background, showcasing numerous boats and a serene sky, contributing to a tranquil atmosphere.

Apartment in Edgartown

Martha’s Vineyard King balcony suite harbor view!

4th floor with large balcony overlooking harbor and pool! Harborside Inn is an excellent choice for rest and rejuvenation. Well-known for its historic environment and proximity to great restaurants and attractions, Free wifi is offered to guests, and rooms at Harborside Inn offer a flat screen TV, a refrigerator, and air conditioning. Very helpful concierge. While staying at Harborside Hotel, you have access to all owners privileges

Superhost

A private heated pool is surrounded by a wooden fence, with lounge chairs positioned nearby. The space features a sleek stone patio and vibrant landscaping. Adjacent to the pool, a two-story structure is visible, along with a spacious outdoor dining area in the background.

Home in Nantucket

Beautiful Historic Home | Heated Pool & Hot Tub

This luxury historic retreat is just steps away from downtown, making it the perfect Nantucket home-base for your group. This 6 bedroom + loft, 4 full bathroom retreat can comfortably accommodate 13 guests. Amenities include a heated pool, hot tub, and fire pit, plus a patio with an outdoor dining area. Inside, the professionally designed spaces offer open concept layouts, classic Nantucket architecture, and coastal-inspired decor.

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!

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.