
Holiday rentals with a pool in Nantucket
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Top-rated rentals with a pool in Nantucket
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Popular amenities for Nantucket rentals with a pool
House rentals with a pool

Modern Cape Cod home steps to beach; pool access!
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!

Cozy Beach Condo
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!

HIGH TIDE - Comfy Home
Always a great place to stay on Nantucket Island. Thank you

Sunny condo with pool, central to beach & town
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.

Beautiful Edgartown Colonial with heated pool.
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!

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

Jaws House - Great Harbors
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!

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

Capecation! 3-bedroom condo with heated pool
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.

Two bedroom condo .on the water Falmouth, ma
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

5 Mi to Mashpee Commons: Coastal Mashpee Condo
Sweet, serene place, very peaceful area.

Martha’s Vineyard Condo * Near Ferry
Great location and a nice quaint spot for one or two ! Great value for the area as well

Spectacular Martha's Vineyard Island Home!
Thank you for your hospitality. The stay was great and you were a pleasure to deal with.

Heart of VH, w/ac, pool & harborview
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!

Spacious 2BR by the Sea in Falmouth
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.

2BR dog-friendly 2-story condo with community pool
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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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Sagamore Beach
- Sandwich Glass Museum
- Coast Guard Beach
- Owen Park Beach
- Onset Beach
- Nickerson State Park
- Inman Road Beach
- Pinehills Golf Club
- Oyster Harbors Beach
- Kalmus Park Beach
- Ridgevale Beach
- Chapin Memorial Beach
- Scusset Beach
- Lighthouse Beach
- Forest Beach
- Linnell Landing Beach
- Corporation Beach
- Bound Brook Island Beach
- Cape Cod National Seashore