
Vacation rentals with a pool in West Tisbury
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in West Tisbury
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Private Pool, near beaches, 3 BR/3 BA, Central Air
Enjoy the Barnstable historic seaside village of Cotuit in this sprawling house with central air, nestled in the pines on a quiet street with private gated (unheated) pool, lg. backyard, firepit, ample parking, just blocks from Main St, Ropes Beach, scenic ocean views, fort playground, and Kettleer baseball. Each bedroom has a TV and ensuite bathroom! Relax in the seasonal sunroom overlooking the pool; grill burgers on the patio. Max. 9 (6 adults). Pool open 6/20-9/15/24. The reviews tell all!

Renovated ranch with pool access
Renovated home in E. Falmouth offers endless relaxation and recreation: swim, bike, fish, kayak, walk, lounge. Short walk to Assoc beach or to the Seashores Clubhouse pool (seasonal). Bring your kayak: explore Washburn Island & Waquoit Bay. Sleeps 6 with 1-floor living, AC, laundry, large back deck, and outdoor shower. Nearby, you'll find dining/shopping areas, wineries/breweries, & more. A short drive to Woods Hole offers fast boats to Martha's Vineyard. Book now and enjoy Sandy Feet Retreat.

Heated Indoor Pool & Spa - Golf Course View
CHERRY BLOSSOM RETREAT Cold days, raining days and power outage won't hinder your stay at this luxurious home, boasting an indoor heated salt water pool and hot tub fully equipped with a backup generator, overlooking the renowned 3-Hole Championship Golf Course. Our ultimate luxury home features an array of indoor entertainment options including arcades, air hockey, foosball PS5, Switch, etc. comfortably accommodating 6 to 8 guests, and merely a short drive to all all New Seabury's amenities.

Modern Family-home,POOL with lots of outdoor space
Staying in this spacious Martha's Vineyard home is extraordinary. With its modern structure, in both the main and guest house, not to mention the patios, and decks full of greenery and flowers. Enjoy the houses perks, check out the brand new hot tub, fire pit and outdoor grill! You'll love making memories with family and friends with all our outdoor accessories, like the showers and dining area (right next to the grill). And if your feeling extra active, enjoy a workout in the guest house gym.

1.2 Acre Estate | Pool | Close to Beaches | Games
A beautifully maintained 1900s historic estate on expansive grounds with over 3,300 sq. ft. of living space, this 6-bed, 3-bath sanctuary blends historical elegance with Cape Cod charm! •Private Pool •2 miles to beach •Comfortably sleeps 12- perfect for groups & families •Family friendly (Pack N Play, toys, high chair) •Fully stocked kitchen •Two gas fireplaces •Ample outdoor & indoor games •Dedicated workspace •Outdoor dining & fire pit •Peloton and gym equipment •Poker table •Smart TV's

Spectacular beach & pool combo; beautiful sunsets!
Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, ENDS 9/1) 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!

Modern Cape Cod home steps to beach; pool access!
A gem within the vibrant Cape Cod beach community of Seacoast Shores. Take a 2-min walk to the private beach where you can swim, sunbath and watch the boats go by or take a 15-min walk (3-min drive) to the community clubhouse with seasonal access to an Olympic sized pool, kids wadding pool and restaurant. After a day at the beach or pool, head back to the newly built “cape cod” style home with plenty of room to spread out. Cap off your day on the back patio with smores on the firepit.

Private 3bdrm Condo Tashmoo Woods
This 3 bedroom (3 king) 2 1/2 baths newly renovated condo is in a private setting with screened in porch. New kitchen, gas grill on deck, outdoor shower. -Access to the Tashmoo Woods Association pool, tennis courts and play ground. -Close to West Chop beaches. -Two miles from downtown Vineyard Haven. On bus route, but best to have a car. -The primary bedroom (king bed) is downstairs and the 2 upstairs bedrooms share a bath (shower only). Minimum rental 5 days, 1 week in summer.

The Loft @ Beechwood. Private, comfy, coastal!
The Loft is a detached and private studio apartment with a private entrance, beautifully decorated with a coastal decor befitting nearby Padanaram Harbor & Village. The skylights and a 'really, really comfortable bed' will help you relax and enjoy all the area has to offer. Ideal for two guests, but able to accommodate a third, or two children, The Loft is a great home base to explore the local area or the Islands of Cuttyhunk, Martha's Vineyard & Nantucket.

Home w/ golf view, salted heat pool, mins to beach
Newly renovated home in the heart of New Seabury! You'll love the breathtaking golf course view from our backyard, where you can enjoy a heated saltwater pool, a large deck, and a patio with a fire pit. Our spacious home offers a fully equipped kitche, a coffee bar and plenty of open space for family gatherings. 5 minutes from the stunning South Cape beach, and surrounded by attractions like the Children's Museum and Mashpee Commons.

Sleep 6 @ New Seabury w/ Pool Access, All Seasons!
Welcome to Your Coastal Getaway at The Mews, New Seabury – Mashpee, MA Tucked inside the beautiful New Seabury Country Club, our cozy Cape-style condo offers the perfect balance of relaxation and adventure on Cape Cod. Enjoy access to a private condo association pool just a 3-minute walk away, and a beach that is 5 min drive or 10 min bike ride or 30 min walk (walk cuts through golf course-ask host for directions).

Cute Cottage Near Beach & Main Street 3BR/3BA (15)
Stay at a charming 3-Bedroom cottage in a beautiful setting within walking distance to Cape Cod's warm sandy beaches and Main Street Hyannis. Captain Gosnold Village is ideally located within a short walk from three of the Cape's best beaches and nestled between picturesque Hyannis Port and the vibrant atmosphere of Hyannis Harbor with its island ferries, sightseeing and fishing charters.
Popular amenities for West Tisbury rentals with a pool
House rentals with a pool

XL Estate: 2 Homes-Pool-Tennis-Game Barn - 20 ppl

"Cape Escape" luxury home w/pool & beach access.

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

XL Cape Retreat - Pool - Hot Tub - 5min to Beach!

Exclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠

ShoestringBayHouse, waterfront & pool in Cotuit

Sippewissett Forest Magic by the Sea

New Construction Home with Pool in N. Falmouth
Condo rentals with a pool

1BR w/ Fireplace & Beach Access | Pool + Hot Tub

Relax....You're on Island Time......

Falmouth MA, Cape Cod Getaway

Lovely lakefront studio/condo with pool

Beachside Villiage-Oceanfront

Island Inn - Two Bedroom Suite - 1A - Oak Bluffs,

Memorial Day- Waterview Cove at Yarmouth- Cape Cod

Martha’s Vineyard Condo * Near Ferry
Other vacation rentals with a pool

Sunny condo with pool, central to beach & town

Salt Winds

Centerville Oasis, Heated Saltwater Pool!

WestTisbury Charm, Carroll House

West Tisbury Gem with Deck + Association Pool

Hyannis Port Coastal Escape – Pool & Walk to Beach

Centerville Pool House

The Wakeby esCAPE ~ Pool & Walk to Beach!
When is the best time to visit West Tisbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R18,688 ZAR | R16,199 ZAR | R21,314 ZAR | R23,446 ZAR | R23,446 ZAR | R32,398 ZAR | R23,633 ZAR | R28,766 ZAR | R18,211 ZAR | R23,446 ZAR | R23,446 ZAR | R25,577 ZAR |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about vacation rentals with a pool in West Tisbury

Total vacation rentals
Explore 40 vacation rentals in West Tisbury

Nightly prices starting at
West Tisbury vacation rentals start at R3,410 ZAR per night before taxes and fees

Verified guest reviews
Over 500 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of West Tisbury vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across West Tisbury rentals

4.9 Average rating
West Tisbury stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Mount Pocono Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Rentals with outdoor seating West Tisbury
- Rentals with a fire pit West Tisbury
- Family-friendly rentals West Tisbury
- Rentals with a hot tub West Tisbury
- Pet-friendly rentals West Tisbury
- Rentals with lake access West Tisbury
- Bed and breakfasts West Tisbury
- Rentals with beach access West Tisbury
- House rentals West Tisbury
- Rentals with a patio West Tisbury
- Rentals with a washer and dryer West Tisbury
- Rentals with a kayak West Tisbury
- Rentals with a fireplace West Tisbury
- Apartment rentals West Tisbury
- Rentals with pools Dukes County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Cape Cod
- Brown University
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Point Judith Country Club
- Duxbury Beach
- Easton Beach
- Onset Beach
- Oakland Beach
- White Horse Beach
- Horseneck Beach State Reservation
- Roger Williams Park Zoo
- Coast Guard Beach
- Second Beach
- The Breakers
- Pinehills Golf Club
- Chapin Memorial Beach
- Island Park Beach
- Inman Road Beach
- Lighthouse Beach
- Nauset Beach
- South Shore Beach




