
Vacation rentals with a pool in West Tisbury
Find and book unique homes with a pool on Airbnb
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 ﺩ.ﺇ 918 per night before taxes and fees

Verified guest reviews
Over 440 verified reviews to help you choose

Family-friendly vacation rentals
40 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!
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 6/20-9/15/26. 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.

Beach Pass Included! Brand New Spa! Central AC!
Welcome to your Italian Villa in the center of Cape Cod! My father, Sal, created this property to make memories that will last a lifetime. What could be better than a secluded yard that feels like a hidden oasis, but is also walking distance or a short drive to tourism? Walk 0.2mi to ice cream and mini golf. Or, drive 10 mins to local beaches, Hyannis Main Street, island ferries, fishing excursions, whale watching, The Cape Cod Melody Tent, the mall, rt 6, Cape Cod Gateway Airport, and more!

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!

Pool Escape in East Falmouth
Enjoy a relaxing Cape Cod getaway at this beautifully updated 3+ bedroom home in East Falmouth. The interior has been thoughtfully renovated with modern finishes, creating a bright, comfortable space perfect for families or groups. Step outside and enjoy your own private backyard oasis featuring a refreshing pool—ideal for warm summer days and evenings spent unwinding after the beach. Conveniently located near local beaches, boating, restaurants, and downtown Falmouth, this home offers the

The Holly Cottage
Welcome to Centerville, enjoy this fully equipped 1 bedroom 1 bath home with an easy walk or ride to just about everything. Enjoy the nearby ocean and beaches, or take a ride downtown to Main Street for dining and entertainment. Only a short distance to the ferries for a day trip to the islands and you can be back in time to catch a concert at the Melody Tent. Enjoy your days by the pool and your evenings grilling out on the large deck or chatting with the koi fish.

Poseidon's Palace - 2.0
Poseidon's Palace is a beach house just steps away from East Beach. Home boasts an indoor pool, all brand new stainless steel appliances, indoor electric fireplace ,sauna . Bring your family along to enjoy holidays, birthdays, weddings , family reunions. Home is on the corner lot of a serene neighborhood with lovely neighbors all around. The home can be a great refuge while you work from home & is ideal for entertaining . Tons of day activities to participate in.

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.

New Seabury Cape Condo | Pool & Beach Escape
Top 5% of Air Bnbs! Welcome to your coastal getaway at The Mews in New Seabury, Mashpee—a refined Cape-style condo tucked within an intimate golf course community. This exclusive enclave of just 15 residences offers a peaceful, private escape with access to a shared association pool reserved solely for residents. Enjoy nearby beaches like South Cape Beach State Park and Mashpee Town Beach, both just minutes away, for the perfect Cape Cod retreat.

Coastal Charm New Seabury: 5BRs with Private Pool
Welcome to our sunny 5-bedroom New Seabury home! Perfect for families, we offer an open layout, full kitchen, and coffee bar. Relax on the deck, enjoy our fire pit, or swim in our heated saltwater pool (open mid-May to Oct). We’re just 5 mins from South Cape Beach and close to Mashpee Commons and the Popponesset Marketplace. Come make memories in our little slice of Cape Cod paradise! We’d love to host your next getaway!

Modern & Spacious Edgartown Home with Pool
Enjoy your vacation in this wonderfully charming three bedroom home with an in-ground heated pool. Head to the beach or stay at home and go for a swim in your own backyard. There is plenty of dining room & deck space to entertain. The bike path and bus shuttle are at the end of the road (a two minute walk away). Downtown Edgartown is less than two miles away for you to enjoy shopping and multiple dining choices.

ShoestringBayHouse, waterfront & pool in Cotuit
September: FIVE (5) night minimum stay. Welcome to ShoestringBayHouse, waterfront on Popponesset Bay. It's all about the views. Our home overlooks the pool, beach and bay. We include: 2-Bikes, 2-Kayaks, and a Barnstable beach pass with beach chairs. Pet friendly and spacious with 4 BR/ 4.5 baths is priced for six adult guests plus children. Pool closes: Columbus Day week
Popular amenities for West Tisbury rentals with a pool
House rentals with a pool

Chic Oak Bluffs Home with Hot Tub, Walk to Town

Family Cape Cod Oasis-Pool-Hot Tub-Game&Kids Room

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!

Beautiful home! Clubhouse pool, tennis, basketball

Waterfront Home w/Dock, Deck, Central A/C & Kayaks

Sagamore Manor | Pool | Hot Tub | 5min to Beach!

Cape Cod multi-structure family compound with Pool

South Coast Serenity - Quintessential New England
Condo rentals with a pool

Heart of VH, w/ac, pool & harborview

Private 3bdrm Condo Tashmoo Woods

Brand New 2BR Condo w/ Pool. No Pets!

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

Condo in Falmouth MA

Condo w/ Private Balcony + Pool Access in Mashpee

Bright, Coastal Mashpee Condo Near the Commons

Falmouth MA, Cape Cod Getaway
Other vacation rentals with a pool

Falmouth/Woods Hole Charming Cottage By the Sea

Cape Gem in New Seabury with private heated pool

Swing Set, Plunge pool, and large yard await!

Beautiful Cotuit Home w/Amazing Pool, near Beaches

Cape Cod Resort|Cabin w/Pool & Private Beach

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

Ocean Front Resort Studio Unit

Studio Apartment
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- Rentals with a hot tub West Tisbury
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- Family-friendly rentals West Tisbury
- Pet-friendly rentals West Tisbury
- Rentals with beach access West Tisbury
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- Apartment rentals West Tisbury
- Rentals with a kayak West Tisbury
- House rentals West Tisbury
- Rentals with pools Dukes County
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- Rentals with pools United States
- Cape Cod
- Mayflower Beach
- East Matunuck State Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- Bonnet Shores Beach
- East Sandwich Beach
- Duxbury Beach
- Easton Beach
- Roger Williams Park Zoo
- Sandy Neck Beach
- New Silver Beach
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- Skaket Beach
- The Breakers
- Pinehills Golf Club
- Falmouth Heights Beach
- Second Beach
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- Cape Cod Canal
- Popponesset Peninsula
- Cape Cod Inflatable Park





