Vacation Rentals With Pool

Dive into relaxation with our Martha's Vineyard vacation rentals featuring private pools. Enjoy your getaway with refreshing swims and poolside lounging, creating cherished memories for families and friends.

9 Mattakesett Way

8 guests·4 beds·2.5 baths

$15,450 week

9 Katama Farm South - Main House+Guest House

14 guests·6 beds·6.5 baths

$39,150 week

37 Stoney Hill Lane

5 guests·2 beds·1 bath

$3,800 week

50 Edgartown Bay Rd.

12 guests·4 beds·3 baths

$27,000 week

6 Trails End

8 guests·4 beds·3 baths

$8,650 week

10 Mayfield Way

14 guests·5 beds·4.5 baths

$12,500 week

19 Farms End Rd.

10 guests·5 beds·3 baths

$9,800 week

Renovated Bayes Hill Home with Pool

8 guests·4 beds·2 baths

$14,200 week

Stand Along Condo with Pool and A/C

2 guests·1 bed·1 bath

$2,600 week

More Vacation Rentals

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Copeland Gem Downtown Oak Bluffs

10 guests·5 beds·2 baths

$8,200 week

Charming Farmhouse with Central A/C Close to Town

8 guests·3 beds·3 baths

$4,050 week

Newly Renovated 8 Bedroom Home Steps to Beach

16 guests·8 beds·3 baths

$11,950 week

1 Essex Court EDG

14 guests·4 beds·4 baths

$7,200 week

2 Narraganssett Ave.

22 guests·9 beds·4 baths

$14,900 week

Seaview Condo in Oak Bluffs

4 guests·2 beds·2 baths

$3,300 week

Condo/Townhome on 21 Kennebec Avenue in Oak Bluffs

4 guests·2 beds·1 bath

$3,700 week

House on 27 Ocean Avenue in Oak Bluffs

10 guests·6 beds·3 baths

$13,900 week