Holiday rentals with a pool in Nantucket

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Popular amenities for Nantucket rentals with a pool

House rentals with a pool

Guest favourite
Home in East Falmouth
5 out of 5 average rating, 17 reviews

Modern Cape Cod home steps to beach; pool access!

AaronRating, 5 stars8 months ago
We had an amazing weekend at Jason’s house in Falmouth. The house and yard were perfect for everyone in our group. Plenty of toys for the kids, quiet rooms for the babies and peaceful patio for the adults. Would highly recommend, especially for families. We look forward to our next visit!
Home in New Seabury
5 out of 5 average rating, 3 reviews

Cozy Beach Condo

LisaRating, 5 stars22 months ago
Amy’s villa was perfect for our family vacation. From the moment we stepped into the villa we immediately relaxed and went into vacation mode. The villa has a beautifully designed layout with well appointed furnishings and decor and lots of windows that let in lots of light. It’s definitely a beautiful and peaceful place of serenity. Amy had everything we needed from a well stocked kitchen, a gas fireplace that was relaxing to sit by and look out at the beautiful pool right outside. We enjoyed lounging at the pool, and grilling, while the kids swam. Absolutely very private and relaxing! Close by are areas of lovely shops/restaurants just a short drive away. We truly enjoyed staying at Amy’s. From the moment we had reached out to inquire about her property she was always very responsive - right away! And very thoughtful! Fresh flowers and a bottle of wine welcomed us to the home! Thank you Amy for making our vacation to Cape Cod the best experience! Can’t wait to return!
Guest favourite
Home in Nantucket
4.92 out of 5 average rating, 113 reviews

HIGH TIDE - Comfy Home

ParkerRating, 5 stars3 weeks ago
Always a great place to stay on Nantucket Island. Thank you
Guest favourite
Home in Edgartown
5 out of 5 average rating, 6 reviews

Sunny condo with pool, central to beach & town

JamesRating, 5 stars10 months ago
Exactly what we hoped for: Quiet, peaceful, friendly neighbors, and close to the restaurants in Edgartown. The pool was perfect for late afternoons/early evenings with the kids after long days at the beaches. Our hosts were very quick to respond to any messages or questions we sent. We loved our week here and look forward to coming back next year.
Top guest favourite
Home in Edgartown
4.92 out of 5 average rating, 49 reviews

Beautiful Edgartown Colonial with heated pool.

DavidRating, 5 stars3 weeks ago
We had such a fantastic stay at Sue’s beautiful Edgartown home! The house was charming, spotless, and well-stocked with everything we needed—from kids’ toys and extra keys to cozy spaces for the whole family. Even with some chilly weather, we made great memories thanks to Sue’s warmth and hospitality. One huge highlight was the car rental—what a convenient bonus! It was clean, reliable, and made exploring the island a breeze. Sue was responsive and thoughtful throughout our stay, checking in with helpful suggestions and going above and beyond. She truly made us feel at home. From shell picking at Felix Neck to relaxing in the playroom and enjoying everything the Vineyard has to offer, our family had a wonderful time. We’re already talking about our next trip back—and hoping Sue’s hot tub addition is ready by then! Highly recommend!
Guest favourite
Home in New Seabury
4.94 out of 5 average rating, 18 reviews

Home w/ golf view, salted heat pool, mins to beach

MauraRating, 5 stars3 weeks ago
Quynh’s house was great for our trip to the Cape! we had a family wedding and the location was perfect, close to everything. Quynh was very quick to respond and solve any issues we had with urgency. would stay there again!
Superhost
Home in East Falmouth
4.92 out of 5 average rating, 13 reviews

Jaws House - Great Harbors

MollyroseRating, 5 stars7 months ago
We felt right at home and enjoyed our stay so much! The neighborhood is adorable for walking and our little one loved the playground right down the road. The house is so quiet yet so close to downtown and beaches. Will definitely be back!
Home in Nantucket
4.86 out of 5 average rating, 36 reviews

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

RamRating, 5 stars1 month ago
My brother & my family, total of 8 stayed at Alex place to celebrate our daughter’s graduation. It was a beautiful home, very cozy, plenty of rooms for all of us. Nice swimming pool and grill setup. Very peaceful location. Alex is prompt in answering our questions. We all had a great time and good memories to cherish for a long time. Though weather was raining and cold, and couldn’t do much outdoors, we were glad we stayed here as the house perfectly felt at home. Thank you Alex for hosting us!

Apartment rentals with a pool

Guest favourite
Apartment in New Seabury
5 out of 5 average rating, 5 reviews

Capecation! 3-bedroom condo with heated pool

KarlRating, 5 stars10 months ago
We drove from Maryland up to the Cape, through lots of traffic. The host was great and responsive, suggesting great places for dinner. Our week was just amazing, wish we could have stayed longer. The pool was a perfect way to start and end the days and the bikes were a great way to explore the neighborhood. We really hope to return, just so much more we wanted to do.
Apartment in Falmouth
5 out of 5 average rating, 3 reviews

Two bedroom condo .on the water Falmouth, ma

RobertRating, 5 stars34 months ago
this is a great unit with lots of space for the family. so much to do on the cape and near by. but you can just park the car and just stay put with a beach and pool! everything went perfect
Apartment in New Seabury
4.92 out of 5 average rating, 12 reviews

5 Mi to Mashpee Commons: Coastal Mashpee Condo

JenniferRating, 5 stars10 months ago
Sweet, serene place, very peaceful area.
Superhost
Apartment in Tisbury
4.79 out of 5 average rating, 14 reviews

Martha’s Vineyard Condo * Near Ferry

AnthonyRating, 5 stars9 months ago
Great location and a nice quaint spot for one or two ! Great value for the area as well
Apartment in Oak Bluffs
4.92 out of 5 average rating, 13 reviews

Spectacular Martha's Vineyard Island Home!

StephenRating, 5 stars26 months ago
Thank you for your hospitality. The stay was great and you were a pleasure to deal with.
Apartment in Tisbury
4.7 out of 5 average rating, 23 reviews

Heart of VH, w/ac, pool & harborview

LaurenRating, 5 stars11 months ago
Great unit! Had everything we needed for a weekend stay, close to Vineyard Haven and the ferry. Unit was clean and Matthew was very easy to communicate with! Would stay again!
Top guest favourite
Apartment in Falmouth
5 out of 5 average rating, 7 reviews

Spacious 2BR by the Sea in Falmouth

AnitaRating, 5 stars7 months ago
Jenny and Ania's place was lovely, in a beautiful location. Just steps from the ocean. Very easy check in and check out, friendly hosts, and the place had everything we needed. We had a wonderful time, and would stay at this place again.
Apartment in New Seabury
4.5 out of 5 average rating, 16 reviews

2BR dog-friendly 2-story condo with community pool

MichaelRating, 5 stars1 week ago
Place was immaculate, if I was in the market, I’d definitely consider buying in this community. Although there was only one assigned parking spot, parking was not an issue for our 2nd car.

Quick stats about holiday rentals with a pool in Nantucket

  • Total rentals

    140 properties

  • Nightly prices starting at

    ₹866 before taxes and fees

  • Total number of reviews

    2.1K reviews

  • Family-friendly rentals

    110 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

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