Vacation rentals with a pool in Martha's Vineyard

Katama gem.

Dog-friendly, under a mile from downtown & South Beach, steps to the bike path, with a fenced yard. Gorgeous pool with a separate pool house featuring a flatscreen TV, mini fridge, & fold-out queen bed. Downstairs, "The Cave" has a bar, pool/ping pong table, flatscreen TV, and a pull-out queen bed. There's also a basic gym with a flatscreen TV. Four bedrooms—one with a private deck—plus an upstairs office. The private pool house serves as a fifth bedroom. Also has pool, hot tub & spacious yard

Large Home Heated Swimming Pool Private Beach

Perfect for extended-family fun in this stunningly built home (3300 sqft) with 5 bedrooms and 4 bathrooms. First-floor shower. Walk 1000 feet to a private beach with full access rights. Along the beach, you can stroll further east to Sandy Neck Beach. Open kitchen, dining and great rooms are perfect for entertaining! Swim in the ocean or jump right into a beautiful 16x40 heated fiberglass pool with pool lights! Hosted by an extremely experienced host who's committed to making your stay perfect.

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!

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!

Popponesset-Pool, hot tub, fire pit; 3-Bds, 4 bath

This home was custom built in 2022, and is designed to provide comfort, luxury and loads of charm for the discerning vacationer. New construction with a nod to the Nantucket Sea Captain's houses of yesteryear. Professionally decorated and landscaped, offering every amenity you could possibly desire; from an in-ground, heated, saltwater pool (with electric cover), hot tub, outdoor shower, fire-pit, and even a cabana with a sink, refrigerator, and smart TV. Just a 3 min walk to private beach.

Heated Indoor Pool & Spa - Golf Course View

CHERRY BLOSSOM RETREAT Cold days, raining days, power outage won't be an issue if you can steal away to this home, with an indoor heated salt water pool and hot tub fully equipped with a backup generator, with a view of the famous 13-Hole Championship Golf Course Cape Cod. Our ultimate luxury home is filled with arcades, air hockey, foosball and other indoor entertainments for guests to enjoy, comfortably sleeps 6 and just a few minute drive to all of the amenities New Seabury has to offer.

2 bdrm unit, stairs 4 nights min, pool, no meals

2 bedroom apartment sleeps 4, stairs, shower no tub. We supply all linens. Paper goods only upon arrival. Living/kitchen combo, micro, stove, coffee maker, toaster, iron, hairdryer. No washer dryer, laundromat 1 mile away. Pool,parking, grill, beach chairs available. This is a 2nd floor unit we ask consideration for guests below. No pets, no glass in pool area Walk to beach, town, harbor to catch ferry's Hyannis has tons of unique shops & eateries for all palates. no meals included

South Coast Serenity - Quintessential New England

Relax with the whole family at this peaceful New England country retreat. Situated against a wooded preserve, the home is near countless hiking trails, country roads, beaches and only 20 minutes to Cape Cod. Built in 1877, the house provides abundant space with a unique layout and plenty of privacy amidst a cozy New England atmosphere. The house has a large, deep pool (Apr-Oct) and year-round hot tub. *We have a strict no party policy. We appreciate your understanding.

New Cape Escape for 10 People With Heated Pool

This spacious 4-bed, 3-bath newly renovated retreat with a two-car garage and ample parking is designed for the ultimate getaway. Entertainment options abound with a dedicated poker room, complete with a stylish bar, and a delightful kids playroom on the lower level. Step into the backyard oasis with a salted heated pool, fenced for privacy, creating a perfect space for outdoor enjoyment. This dog-friendly haven is tailor-made for large families or multi-family vacations.