Vacation Rentals with Pool in Martha's Vineyard

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

Filtering by: Swimming pool

160 vacation rentals
27

Beautiful West Tisbury Home with Association Pool

Martha's Vineyard / West Tisbury

West Tisbury house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$329

Price per night from

$329

38

CHAPH - Park House Luxury Home, Private Pool surrounded by Bluestone Patio, Bea

Martha's Vineyard / Edgartown

Edgartown house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$929

Price per night from

$929

23

Perfect Katama Luxury Home with Pool

Martha's Vineyard / Edgartown

Edgartown house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$1,786

Price per night from

$1,786

20

Beatiful, 5 Bedroom West Tisbury Home with Pool

Martha's Vineyard / West Tisbury

West Tisbury house

5 7 7 nights min

  • 5 bedrooms
  • sleeps 7
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$1,143

Price per night from

$1,143

32

LUXURY & ELEGANCE IN THE HEART OF DOWNTOWN EDGARTOWN WITH POOL

Martha's Vineyard / Edgartown

Edgartown house

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$1,214

Price per night from

$1,214

(1) Excellent 

24

LOVELY KATAMA HOME WITH POOL

Martha's Vineyard / Edgartown

Edgartown house

6 13 min stay varies

  • 6 bedrooms
  • sleeps 13
  • min stay varies
  • Swimming pool
  • Ask about children

Price per night from

$714

Price per night from

$714

28

Luxury Four Bedroom In-town Edgartown Home with Pool

Martha's Vineyard / Edgartown

Edgartown house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$1,857

Price per night from

$1,857

27

WEINP - Hilltop in Aquinah, Heated Pool, Spectacular Views, Expansive Decks, Per

Martha's Vineyard / Aquinnah

Aquinnah house

5 9 7 nights min

  • 5 bedrooms
  • sleeps 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$1,429

Price per night from

$1,429

21

Beautiful Cape with Pool and Air Conditioning Close to Town

Martha's Vineyard / Edgartown

Edgartown house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$429

Price per night from

$429

30

Luxury Oak Bluffs Home with 18 X 30' Pool

Martha's Vineyard / Oak Bluffs

Oak Bluffs house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$1,143

Price per night from

$1,143

(1) Excellent 

47

ROSBP - Water Haven- Spectacular Waterfront Luxury Vacation Home, Infinity Pool

Martha's Vineyard / Edgartown

Edgartown house

7 10 7 nights min

  • 7 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$3,571

Price per night from

$3,571

22

Beautiful Katama Home with Pool

Martha's Vineyard / Edgartown

Edgartown house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$714

Price per night from

$714

41

LEMAA - Katama Luxury Home - Private Heated Pool with Pool Bar and Patio, Privat

Martha's Vineyard / Edgartown

Edgartown house

6 14 7 nights min

  • 6 bedrooms
  • sleeps 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$643

Price per night from

$643

35

GORDM - Gorgeous Contemporary Home, New Heated 20 x40 Pool for Summer 2016, Ne

Martha's Vineyard / West Tisbury

West Tisbury house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$1,500

Price per night from

$1,500

34

RANSW - Spectacular all new Harborfront Retreat, Heated Pool, Spacious Patio and

Martha's Vineyard / Edgartown

Edgartown house

5 10 14 nights min

  • 5 bedrooms
  • sleeps 10
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$2,857

Price per night from

$2,857

34

TALLA - Katama South Beach, 20 x 40 Heated Gunite Pool, Walk or Bike to the Bea

Martha's Vineyard / Edgartown

Edgartown house

5 12 7 nights min

  • 5 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$650

Price per night from

$650

49

MERRY - Merry Farm Summer Estate, Heated Pool, Set on 28 Acres, Open Meadows and

Martha's Vineyard / West Tisbury

West Tisbury house

7 12 7 nights min

  • 7 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$1,286

Price per night from

$1,286

10

ROSSR - Chilmark, Waterview, Private Pool

Martha's Vineyard / Chilmark

Chilmark house

4 8 14 nights min

  • 4 bedrooms
  • sleeps 8
  • 14 nights min
  • Swimming pool
  • Ask about children

Price per night from

$1,179

Price per night from

$1,179

33

GOLDF - Outstanding Summer Home with Pool, Screened Porch, and Patio Area, Assoc

Martha's Vineyard / Oak Bluffs

Oak Bluffs house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$700

Price per night from

$700

38

KULIJ - Stylish Custom Coastal Design Home, Luxury Appointments, Heated Pool, Po

Martha's Vineyard / Edgartown

Edgartown house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$500

Price per night from

$500

(3) Excellent 

17

END OF SUMMER SPECIAL!! Vineyard Haven 2 bedroom end unit condo

Martha's Vineyard / Vineyard Haven

Vineyard Haven apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Price per night from

$242

Responds fast!
avg. 1 hour 51 minutes

Price per night from

$242

26

Great House with Pool and Close to Town

Martha's Vineyard / Edgartown

Edgartown house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$1,571

Price per night from

$1,571

27

Summer retreat on Edgartown Great Pond with Pool.

Martha's Vineyard / Edgartown

Edgartown house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Swimming pool
  • Ask about children

Price per night from

$1,000

Price per night from

$1,000

22

MONEN - Vacation Retreat, Heated Pool, AC, WiFi, Close Proximitity to Towns and

Martha's Vineyard / Vineyard Haven

Vineyard Haven house

5 8 7 nights min

  • 5 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$500

Price per night from

$500

21

Luxury Edgartown Village Home with Pool

Martha's Vineyard / Edgartown

Edgartown house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$857

Price per night from

$857

56

WEEKW - CLASSIC, IN-TOWN EDGARTOWN, ENGLISH-COUNTRY CHIC LUXURY HOME WITH POOL A

Martha's Vineyard / Edgartown

Edgartown house

8 14 7 nights min

  • 8 bedrooms
  • sleeps 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$1,500

Price per night from

$1,500

28

CASED - Deep Bottom Pond, Private Heated Pool, Central Air, WiFi, Gorgeous Views

Martha's Vineyard / West Tisbury

West Tisbury house

5 8 7 nights min

  • 5 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$714

Price per night from

$714

11

Bright and airy Edgartown home

Martha's Vineyard / Edgartown

Edgartown house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$207

Price per night from

$207

22

LUXURY WATERFRONT WITH POOL & HIGH END AMENITIES

Martha's Vineyard / Edgartown

Edgartown house

6 10 min stay varies

  • 6 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$5,000

Price per night from

$5,000

23

SHANJ - Newly Remodeled Contemporary Farm House, 12 x 26 Saltwate Heated Pool,

Martha's Vineyard / Edgartown

Edgartown house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$571

Price per night from

$571

12

Rent This Beautiful Country Home In Historic Christiantown

Martha's Vineyard / West Tisbury

West Tisbury house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$400

Price per night from

$400

29

RAOMA - Long Point Beach Area, Heated Pool, Large Patio with Living and Dining

Martha's Vineyard / West Tisbury

West Tisbury house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$757

Price per night from

$757

50

FINNM - Luxury Retreat, Heart of Edgartown Village, Heated Salt Water Pool, 500

Martha's Vineyard / Edgartown

Edgartown house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$1,986

Price per night from

$1,986

39

YAEGM - Field Club, Exquisite New Luxury Home Offering Heated Pool, Pool House,

Martha's Vineyard / Edgartown

Edgartown house

7 10 7 nights min

  • 7 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$2,143

Price per night from

$2,143

29

Beautiful Mink Meadows Five Bedroom Home with Pool

Martha's Vineyard / Vineyard Haven

Vineyard Haven house

4 14 min stay varies

  • 4 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$679

Price per night from

$679

27

REINJ - Gorgeous Katama Home, Heated Pool, Large Private Pool Patio and Landsca

Martha's Vineyard / Edgartown

Edgartown house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$786

Price per night from

$786

38

CHAP2 - Edgartown Compound with Main and Guest Cottage, Heated Pool, Village Are

Martha's Vineyard / Edgartown

Edgartown house

4 9 7 nights min

  • 4 bedrooms
  • sleeps 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$929

Price per night from

$929

(1) Excellent 

37

FERR2 - Katama Area, Heated Pool, Main and Guest House, Large Private Yard, Bik

Martha's Vineyard / Edgartown

Edgartown house

3 9 7 nights min

  • 3 bedrooms
  • sleeps 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$1,179

Price per night from

$1,179