Vineyard Homes with Pools

ENGLJ

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Exquisite Estate Vacation Retreat, Main & Guest House, Affinity Pool, South Shore Waterviews, Sleeps 14 in 6 Bedrooms, Multiple Living & Entertaining Areas both indoors & out

Location:

Chilmark

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$30,000 - $55,000

Clean Fee:

$2000 per week

Tax: State & Local:

9.7

Pool heated to 82 degrees in July and August included in rental rate
Pool heate to 82 degrees June & September additional surchage $350 per week
Pool heated to 82 degrees May & October additional surcharge $450 per week

Pool, Patio, Harborfront Side of House, Enlarge the Photo to View the Pool

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RANSW

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Spectacular all new Harborfront Retreat, Heated Pool, Spacious Patio & Deck Areas, Stunning Views of Edgartown Harbor

Village center finely crafted custom home, harbor front, heated pool, refined decor and luxury amenities. Spectacular water views across the decks, patio, and pool to the harbor from most of the living...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$22,000 - $57,000

Clean Fee:

$1000 per week

Tax: State & Local:

9.7

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MOR12

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Distinctive Luxury Retreat Edgartown, Heated Saltwater Pool, 36 x 19', Pickle Ball Court, Sleeps 10

Luxurious Custom Crafted Edgartown Home, featuring Outstanding Outdoor Living Spaces with a Heated Saltwater Gunite Pool and Stone Patio Surround, Spa, Pickle Ball Court, Outdoor Kitchen & Grill area, Outdoor Deck...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$20,000 - $32,000

Clean Fee:

$750 per week

Tax: State & Local:

9.7

Pool and Spa heated to 81 degrees July & August included in Rental Rate. Spa in the Pool is only heated to the same temperature as the pool.

Pool and Spa Heated to 81 degrees June & Sept weeks additional $300 surcharge per week. Spa in the Pool is only heated to the same temperature as the pool.

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CALWM

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Exquisite New Luxurious Home, Tucked in the Private Enclave, Known as -The Preserve, Heated Saltwater Pool 18' x 45 , Designer Interior

The Preserve" in Oak Bluffs is a desirable enclave of homes that offers a serene and alluring living environment. This expansive luxury home designed by noted architect Chuck Sullivan was completed...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$15,500 - $27,000

Clean Fee:

$850 per week

Tax: State & Local:

11.7

Pool Heated to 82 degrees July & August weeks, included in the rental rate

Pool Heated to 82 degrees June & September weeks, additional $300 per week surcharge

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CHOAY

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Newly Listed Luxury Home, Edgartown, Heated Pool, Pickle Ball Court, Multiple Living Spaces, 4 Bedrooms. 4.5 Baths Sleeps 10.

Stunning Contemporary Edgartown Vacation Home with multiple indoor, and outdoor living spaces featuring a beautifully landscaped yard hosting a 20 x 40’ heated pool and a pickleball court. A spacious...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$12,000 - $23,000

Clean Fee:

$800 per week

Tax: State & Local:

9.7

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CHA22

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Gorgeous New Build, Contemporary Farmhouse Design, Heated Pool, Large Yard & Lawn Area, Sleeps 9, 3 bedrooms + Bonus Sleep Space on Lower Level,, 3 Baths, 2 Half Baths

Luxurious new custom-built Katama area home with heated 14’ x 30’ pool. Ideally located just one mile to the village center and 1.5 miles to South Beach! Bike paths in...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$6,500 - $16,500

Clean Fee:

$700 per week

Tax: State & Local:

9.7

Pool Heated to 81 degrees, included in rental rate July & August weeks.

Pool Heated to 81 degrees June & September weeks additional $300 per week propane surcharge.

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GLEDE

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Stunning New Custom Luxury Home, Oak Bluffs, 18 x 36 Heated Saltwater Pool, Bluestone Patio, 4 Bedrooms 3.5 baths

Tucked just on the outskirts of Oak Bluffs downtown area this spacious architect-designed custom home offers families and friends an outstanding vacation experience.

Professionally designed by a noted architect this outstanding...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$8,000 - $16,000

Clean Fee:

$550 per week

Tax: State & Local:

11.7

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NAIDN

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Stunning Luxury Home, Heated 18 x 42 Gunite Pool, Spectacular Yard & Patio Areas, Ideally Located with a 10 minute Walk to Village, 7 minute drive to South Beach

Contemporary, architect-designed coastal-style farmhouse, this luxurious vacation home will exceed your every expectation in amenity, quality, furnishings, and location. Situated in a distinctive enclave of eight luxury homes on 1-2...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$8,000 - $32,000

Clean Fee:

$750 per week

Tax: State & Local:

9.7

Pool Heated to 81 degrees July & August, included in the rental rate

Pool Heated to 81 June, Sept and early October additional $400 per week propane fee. Requests for higher temperature will add additional charge.

Pool Area on the side of the Main House, Pool is 10 x 15, Great for a Dip and Childrenn

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BROWA

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Stylish Main & Guest House with Heated Pool, 10 x 16. Edgartown Village Center, Walk to Town, Sleeps 8 - 10, South and State Beaches 10 to 12 minute drive.

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$15,000 - $21,000

Clean Fee:

$600 per week

Tax: State & Local:

9.7

Owner will rent Fri to Fri to accommodate the need for ferry tickets.

Pool Heated to 82 included in rental rate July & August weeks.

Pool Heated to 82 June & September weeks additional $275 per week propane surcharge.

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BELLJ

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Gorgeous Beach Retreat, 20 x 40 Heated Pebble Tec Pool, Tennis Courts, Walk or Bike to South Beach

This stunning newly updated contemporary beach home is just steps from South Beach, and even fewer steps to the bike path that leads to the beach and 2 miles to Edgartown village...Read more

Location:

Katama

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$10,000 - $30,000

Clean Fee:

$700 per week

Tax: State & Local:

9.7

Pool Heated to 82 included in rental rate July & August weeks.

Pool heated to 82 additional $300 per week June & September, May & October pool heated to 82 additional $400 per week

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GRACM

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Beautful Oak Bluffs Home. Pool, Tucked on a Large Private &Extensively Landscaped Lot, 4 Bedrooms, Sleeps 9

Modern, spacious recently updated vacation home with a heated pool tucked on 1.5 acres of landscaped grounds provides an ideal setting for families and friends to enjoy their time together. The...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$5,000 - $6,500

Clean Fee:

$500 per week

Tax: State & Local:

11.7

Pool Heated to 81 degrees July & August weeks included in the rental rate.

Pool Heated to 81 degrees, additional $275 per week June& September weeks 2023

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MONLC

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Gorgeous estate home on large acreage, gorgeous water views with the ferry passing to and from the Vineyard, heated pool with patio surround, and an outdoor kitchen and patio dining...Read more

Location:

Vineyard Haven

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$7,000 - $18,500

Clean Fee:

$900 per week

Tax: State & Local:

11.7

This home books Fri to Fri.

Pool Heated to 82 included in rental rate July & August weeks.

June & September weeks heated to 81 degrees additional $300 propane surcharge per week.

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JOSEJ

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Exquisite Coastal Style Home, Pool, Patio, Landscaped Yard! 10 minute walk to Oak Bluffs Center, Luxury Interior, 3 bedrooms, 4 baths, Mulitiple Living Spaces

Luxurious new home featuring a heated pool, lovely outdoor living area with patio dining, and landscaped yard! The interior hosts multiple living spaces and all en suite bedrooms. This lovely vacation home...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$6,000 - $13,500

Clean Fee:

$700 per week

Tax: State & Local:

11.7

Pool Heated to 81 degrees included in rental rate last Sat in June to first Sat in September.

Pool Heated to 81 degrees June and September weeks additional $275 per week

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TAVAM

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Outstanding, Newly Updated Vacation Retreat, Heated Saltwater Pool. Multiple Living Spaces, All New Kitchen, Gorgeous Yard, Set in Quiet, Lovely Commmunity of Homes, Stonegate

NOTE: Owners adding new in-ground salt water heated pool 13 x 30 and 4.3 feet deep to 6 feet deep end to end.

Set in a lovely enclave of homes...Read more

Location:

Vineyard Haven

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$9,000 - $15,000

Clean Fee:

$900 per week

Tax: State & Local:

11.7

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

Spa area in the pool is heated to the same temperature as the pool and is not available to renters to be used as a spa at higher temperatures. Spa jets are also not available for renter use.

Pool heated to 82 June & September when weeks are available additional $300 per week propane surcharge.

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COLEB