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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.

Guest favorite

Condo in Brewster

4.97 out of 5 average rating, 157 reviews

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

2nd floor Ocean Edge end unit condo located in the heart of Brewster with access to OE resort amenities: pools, gyms, tennis courts, as well as access to resort activities (fees apply). Easy access to Cape Cod Rail Trail for bicycles. Scenic route 6A offers arts & crafts galleries and local shops. A 10 minute car ride to a 36 hole Captains Golf course. Short ride to 10 Brewster bay beaches famous for tidal flats. A 30 minute ride to Cape Cod National Sea Shore. Welcome to your Happy Place!

Jan 19 – 26

$309 per night
Guest favorite

Apartment in Wellfleet

4.97 out of 5 average rating, 34 reviews

Rock on Wellfleet!

A wonderful Wellfleet location! This second floor rental has a spacious bedroom with a queen bed, bathroom with a tub and living area with a well stocked kitchen. You would have the whole upstairs to yourself with a private door to come and go. You are also invited to use our pool at anytime! We're located very close to the Cape Cod Rail Trail for miles of bike riding, PB Boulangerie Bistro, Marconi Beach, the iconic Wellfleet drive-in and so much more. Bedding, towels and essentials provided.

Dec 31 – Jan 7

$130 per night
Guest favorite

Home in Oak Bluffs

4.93 out of 5 average rating, 166 reviews

Spectacular beach & pool combo; beautiful sunsets!

Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and the outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, 6/21) 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!

Feb 18 – 25

$425 per night

Popular amenities for Nantucket rentals with a pool

House rentals with a pool

Superhost

Home in Plymouth

4.9 out of 5 average rating, 49 reviews

Seaview Summit House | 5BR Steps From Beach!

Jan 27 – Feb 3

$664 per night
Guest favorite

Home in Chatham

4.95 out of 5 average rating, 21 reviews

Close2Beach, Sauna, Pool, PetsOk, CantinaBar

Feb 8 – 15

$866 per night
Guest favorite

Home in Wareham

4.93 out of 5 average rating, 59 reviews

Edgewater Coastal Retreat with Heated Pool

Oct 6 – 13

$700 per night
Superhost

Home in Eastham

5.0 out of 5 average rating, 6 reviews

Lovely villa w pool/hottub, central AC, near beach

Sep 8 – 15

$760 per night
Guest favorite

Home in Cotuit

4.9 out of 5 average rating, 10 reviews

ShoestringBayHouse, waterfront & pool in Cotuit

Oct 31 – Nov 7

$252 per night
Superhost

Home in New Bedford

4.79 out of 5 average rating, 151 reviews

Poseidon's Palace - 2.0

Nov 3 – 10

$630 per night
Guest favorite

Home in Plymouth

4.95 out of 5 average rating, 38 reviews

Our families slice of heaven

Mar 14 – 21

$525 per night
Guest favorite

Home in Dennis

4.94 out of 5 average rating, 32 reviews

Studio vacation home with pool! Walk to the beach!

May 19 – 26

$164 per night
Guest favorite

Home in Plymouth

5.0 out of 5 average rating, 12 reviews

Getaway with pool

Oct 8 – 15

$575 per night
Guest favorite

Home in Rochester

4.95 out of 5 average rating, 60 reviews

South Coast Serenity - Quintessential New England

Mar 16 – 23

$486 per night
Superhost

Home in Plymouth

4.77 out of 5 average rating, 13 reviews

The Plymouth Pool House

Aug 1 – 8

$446 per night
Superhost

Home in East Sandwich

4.92 out of 5 average rating, 52 reviews

Large Home Heated Swimming Pool Private Beach

Feb 24 – Mar 3

$495 per night

Condo rentals with a pool

Guest favorite

Condo in Dennis

4.93 out of 5 average rating, 28 reviews

Stylish & Modern Studio Condo - Steps to the Beach

Aug 30 – Sep 6

$188 per night
Guest favorite

Condo in Tisbury

4.91 out of 5 average rating, 45 reviews

Sunny 2bedroom condo w pool, walk to town

Nov 11 – 18

$350 per night
Superhost

Condo in West Dennis

4.83 out of 5 average rating, 36 reviews

Mid Cape Cod, 3 Season Haven by Bass River

Aug 20 – 27

$152 per night
Guest favorite

Condo in Brewster

4.84 out of 5 average rating, 31 reviews

Golf Course Views and Pools

Apr 1 – 8

$116 per night
Guest favorite

Condo in Yarmouth

5.0 out of 5 average rating, 5 reviews

Carolyn's Bass River Condo

Nov 8 – 15

$120 per night
Guest favorite

Condo in Brewster

5.0 out of 5 average rating, 51 reviews

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

May 18 – 25

$366 per night
Guest favorite

Condo in Brewster

4.97 out of 5 average rating, 38 reviews

Ocean Edge 2 Bed 2 Bath, Golf & Resort Free Access

Jun 15 – 22

$642 per night
Guest favorite

Condo in Mashpee

4.97 out of 5 average rating, 99 reviews

Sleep 6 @ New Seabury w/ Pool Access, All Seasons!

Jun 25 – Jul 2

$338 per night
Superhost

Condo in Dennis

4.83 out of 5 average rating, 65 reviews

Comfy Cape Escape! Spacious, Cozy, Close to Beach!

Mar 14 – 21

$143 per night
Guest favorite

Condo in Dennis

4.92 out of 5 average rating, 25 reviews

Centrally located, 6 mins to beach, Pvt Balcony!

Dec 2 – 9

$81 per night
Superhost

Condo in Brewster

4.83 out of 5 average rating, 18 reviews

Ocean Edge: 2 bed/2 bath - Pool/Gym, Near Beaches

May 30 – Jun 6

$220 per night
Superhost

Condo in Dennis

4.83 out of 5 average rating, 18 reviews

1BR 2nd Floor Condo with pool

Oct 3 – 10

$154 per night

Quick stats about vacation rentals with a pool in Nantucket

Total rentals

110 properties

Rentals with dedicated workspaces

50 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

90 properties are a good fit for families

Total number of reviews

1.6K reviews

Nightly prices starting at

$60 before taxes and fees

Destinations to explore