Vineyard Homes with Pools

TALLA

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Katama South Beach, 20 x 40 Heated Gunite Pool, Walk or Bike to the Beach, Luxury Home,

Stunning tri level vacation home bordered by professionally landscaped grounds with Gunite pool, located in a quiet Katama neighborhood, walk or bike to South Beach. This spacious home is perfect...Read more

Location:

Katama

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$1 - $1

Clean Fee:

$400 per week

Tax: State & Local:

9.7

Pool Heated to 82 degrees, last week of June through first week of September included in rental rate.

Pool Heat to 82 degrees, first three weeks of June and last three weeks of September additional $300.

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COHAH

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Herring Creek Summer Retreat, Waterfront, Oversized Pool, Private Association Shore Beach

Nestled into an expansive waterfront lot on the Edgartown Great Pond in prestigious Herring Creek Farm, you’ll find this true Vineyard casual cottage adorned with antique Vineyard collections of original...Read more

Location:

Katama

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$8,000 - $13,000

Clean Fee:

$500 per week

Tax: State & Local:

9.7

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WEEKW

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CLASSIC, IN-TOWN EDGARTOWN, ENGLISH-COUNTRY CHIC LUXURY HOME WITH POOL AND MANICURED GROUNDS

Exquisite home in the village of Edgartown that exudes classic taste with English-Country styling. This in-town location makes it easy to stroll down to dinner on the harbor, or walk...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$10,500 - $27,500

Clean Fee:

$850 per week

Tax: State & Local:

9.7

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LINEM

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Wintucket Cove House, Heated Pool 20 x 40, Edgartown Great Pond Frontage, Boat to Private S Shore Beach, Boat Rentals Available

MVVR Exclusive Listing: Relax in style in this large and comfortable custom post and beam family home with 20 x 40 heated pool ( depth 3 feet to 8 feet) expansive patio and...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$7,500 - $15,000

Clean Fee:

$625 per week

Tax: State & Local:

9.7

Pool is heated to 82 , included July and August weeks!

Pool heated to 82 June and September weeks additional $200 per week. Requests for higher temp can be accommodated at additional costs.

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DRAPM

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Mink Meadows Family Compound, Private Heated Pool, Walk or Drive to Private Association Beach, Beautifully Landscaped Yard, Deck and Patio, Golf 1 Mile from House

Beautiful 5 Bedroom, 3.5 bath family compound with pool, situated in Mink Meadows Association, Mink Meadows Public Golf Course just a short drive from this home to the club house. Families can walk...Read more

Location:

Vineyard Haven

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$5,882 - $5,882

Clean Fee:

$550 per week

Tax: State & Local:

11.7

Pool heated to 81 degrees in July & August included in rental rate.
Pool heated to 81 degrees June & September additional $250 per week. Requests for higher temperature, please contact your agent for details.
Pool heated to 81 degrees May & October additional $350 per week. Requests for higher temperature, please contact your agent for details.

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FINNM

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Luxury Retreat, Heart of Edgartown Village, Heated Salt Water Pool, 500 yards to Fuller St Beach, Two Blocks to Lighthouse Beach, 5 minute Walk to Village Center

Newly completed and welcoming renters for the 2015 Season. Custom tri-level home with designer touches throughout. Features open concept main level with French doors leading to the pool and patio areas...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$20,000 - $31,000

Clean Fee:

$600 per week

Tax: State & Local:

9.7

Cabana Looking Back at Pool, House and Garage

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CHAPS

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Luxury South Beach Home, Heated Pool, Cabana with Fireplace

Luxury gambrel home with heated pool, large patio and pool cabana. This custom designed home sits equidistance between Edgartown Village area and South Beach, bike paths at the end of the driveway...Read more

Location:

Katama

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$16,000 - $17,000

Clean Fee:

$250 per week

Tax: State & Local:

9.7

Pool heated to 80 degrees in July and August included. Pool heated to 80 degrees June and September additional $250 per week.

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GOLDF

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Outstanding Summer Home with Pool, Screened Porch, & Patio Area, Association Tennis Courts.

Set in a quiet community of homes just on the outskirts of OB, this outstanding home provides a peaceful get away yet is just a short drive to town center and...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$4,900 - $10,000

Clean Fee:

$550 per week

Tax: State & Local:

11.7

Pool Heat, July & August pool heated to 80 degrees included in rental rate!

Pool Heat, June & September weeks at additional cost ($300). Please inquire with agent for details

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WESTD

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Deep Bottom Custom Contemporary, Heated Pool, Association Tennis Courts, Features Multiple Living Spaces on 3 Levels, A/C WiFi

Custom crafted contemporary home set on lush professionally landscaped grounds. The pool and patio area overlook the large yard with expansive views of the common meadows. There are private association...Read more

Location:

West Tisbury

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$8,500 - $12,000

Clean Fee:

$600 per week

Tax: State & Local:

11.7

Pool heated to 81 July & August included in rental rate.

Pool heated to 81 June & September additional $275 per week

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GUCOB

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Spacious Family Home, Pool & Patio Area, Centrally located,

Spacious home with private pool, tucked away in a quiet neigborhood, central location providing easy access to beaches and towns. This home has been updated with all new hardwood flooring on...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$6,000 - $9,000

Clean Fee:

$375 per week

Tax: State & Local:

11.7

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LEMAA

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Katama Luxury Home - Private Heated Pool with Pool Bar & Patio, Private Landscaped Yard, Screened Porch with Dining Area and Outdoor Living Room, Spacious Deck overlooks Yard & Pool, A/C

Outstanding Katama home set on two private acres and featuring summer living at its best. Families will enjoy the large screened porch beautifully furnished opening onto the deck overlooking the...Read more

Location:

Katama

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$4,000 - $15,500

Clean Fee:

$600 per week

Tax: State & Local:

9.7

Pool heated to 82 July & August included in the rental rate.

Pool heated to 82 degrees May, June, September & October an additional $250 propane surcharge. No charge on crossover weeks June into July & August into September

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WOODJ

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Gorgeous Retreat, Pool 18 X 36', Lush Landscaped Yard, Expansive Deck & Patio Areas, Luxury Interior, Media Room, Lambert's Cove Beach 1/2 mile

Gather your family, this gorgeous 5 bedroom home offers all one could want in a vacation home on the Vineyard. Resort like outdoor amenities include pool, stone patio surround,large deck with outdoor...Read more

Location:

West Tisbury

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$4,600 - $9,100

Clean Fee:

$700 per week

Tax: State & Local:

11.7

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ALVEN

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Spacious Oak Bluffs Home, Heated Pool 16 x 32 being completed for 2021, 4 bedrooms & 3.5 baths sleeps 8

Note: New 16 X 32 inground heated pool, 4 feet deep with deck area, chaise lounge chairs, and additional seating being completed for the 2021 season. Photos of this area...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$13,500 - $13,500

Clean Fee:

$550

Tax: State & Local:

11.7

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CASED

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

Contemporary home in Deep Bottom area of West Tisbury. This gracious home with pool and patio overlooks the open meadow land that is deep bottom. The home is professionally landscaped...Read more

Location:

West Tisbury

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$5,000 - $12,800

Clean Fee:

$450 per week

Tax: State & Local:

11.7

Pool Heated to 82 degrees mid June to mid Sept, pool heat costs included in rental rate.

Aerial View of House, Carriage House, Pool & Patio and Waterviews

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GAIED