Rentals with Pools

Across the entire island of Martha’s Vineyard, there are a myriad of rental homes with pools that may be of interest to you and your family. From beautiful oceanfront properties located on paramount shores of Oaks Bluffs, to luxurious inland estates atop the hills of Tisbury, we at Coldwell Banker Landmarks Real Estate are here to help you find the dream rental with a pool that is ideal for you and your loved ones. No matter what your reason for venturing to this heavenly area is, there truly is something to do for those of all ages. Popular activities include shopping in Edgartown’s authentic downtown district, eating at one of Oak Bluff’s renowned restaurants, sailing smooth ocean waters, and visiting some of the nude beaches - if you’re daring enough!. Don’t wait before these grand openings become occupied. Start browsing our list of rental properties with pools, today!

If you would like to view one of these listings, please contact us or call 508-693-6866. To stay up to date on your favorite listings and searches, register with our site.

 

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Rental Price$6,000 to $16,000

Rental ID 135386

  • RTR Vacation Rental
  • Lease $6,000 to $16,000
  • Village Edgartown
  • Bedrooms 4
  • Bathrooms 5

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Rental Price$4,500 to $14,500

Rental ID 134310

  • RTR Vacation Rental
  • Lease $4,500 to $14,500
  • Village Edgartown
  • Bedrooms 4
  • Bathrooms 4

LARGE & DRAMATIC recently renovated custom designed and professionally decorated Tri-level contemporary home with open floor plan. Once inside, you will be captivated by the dramatic open spaces, soaring cathedral ceilings, and walls of glass. This extraordinary home is located on a beautifully landscaped property with a large backyard and 18x40 heated saltwater pool with a bluestone surround, with lounge chairs, as well as a FirePit. Ready for May 2017. With three levels, multiple gathering spaces, four bedrooms and four and half baths, it is perfect for accommodating two families. Of the four bedrooms, three are master suites with private bathrooms and the fourth has its own bathroom (just not ensuite). All of the bedrooms have large Flat Screen TVs. There are large wrap-around decks, offering great outdoor space. A 32’ high very large great room with vaulted ceilings is surrounded by expansive walls of glass and open to the dining area lending itself to superb entertaining. A beautiful marble fireplace creates a focal point from both the living room and dining room. A fabulous gourmet designed kitchen with quartz counter tops is fully equipped with top of the line stainless steel appliances and all the necessary kitchen essentials to create a great meal. There is also an additional first floor family room with a large flat screen TV and wall of glass that leads to another private deck. This first floor deck will lead to the new saltwater heated pool This large and luxurious home will fulfill every item on your must have list for a great Vineyard vacation. It is only a 5-minute drive to downtown Edgartown, as well as within walking distance to South Beach along a bike path. SPEND THE DAY AT THE BEACH, RETURN HOME AND ENJOY SWIMMING IN YOUR OWN REFRESHING HEATED SALT-WATER POOL. HAVE DINNER ON THE PATIO AND AFTER DARK, SIT AROUND THE FIRE PIT COOKING S MORES AND GAZING AT THE BEAUTIFUL STARLIT SKY.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Rental Price$4,000 to $10,000

Rental ID 126257

  • RTR Vacation Rental
  • Lease $4,000 to $10,000
  • Village Chilmark
  • Bedrooms 4
  • Bathrooms 3

This mid - century modern four bedroom with a 4 foot wading pool is not to be missed! Master offers air conditioning and private bath. Located just past Able s Hill perched on hill abutting conservation land you really feel away from it all.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Rental Price$1,000 to $2,200

Rental ID 125037

  • RTR Vacation Rental
  • Lease $1,000 to $2,200
  • Village Edgartown
  • Bedrooms 2
  • Bathrooms 2

Beach Rose is a bright and airy two bedroom home able to fit 6 people comfortably (sleeper sofa). With a fully equipped kitchen, dining area and living room, it is your Vineyard home. Skylights and solarium style windows bring natural light throughout the house. Enjoy outside cooking and dining on the deck while enjoying a Vineyard breeze. Each bedroom has its own cable TV. Spend the day at either South Beach or State Beach or just walk over to the large pool on the grounds.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Rental Price$5,000 to $13,500

Rental ID 124736

  • RTR Vacation Rental
  • Lease $5,000 to $13,500
  • Village Edgartown
  • Bedrooms 3
  • Bathrooms 3

Perched atop the highest point on Chappaquiddick, this newly renovated country home and guest house are surrounded by beautiful grounds adorned with antique farm implements. The main house includes a chef’s kitchen, with marble countertops, and an open living space throughout affording the most pleasant views of the endless property. Between the main houses 3 bedrooms, and the guest houses’ 2 bedrooms, these homes will sleep up to 16. The property includes use of shared pool, volleyball, tennis and basketball courts, as well as endless acres of surrounding conservation land to bike of hike through.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Rental Price$20,000 to $45,000

Rental ID 116620

  • RTR Vacation Rental
  • Lease $20,000 to $45,000
  • Village Edgartown
  • Bedrooms 5
  • Bathrooms 4

Exclusive seven acre waterfront property with spectacular waterviews from every room. Very private, located in desirable Herring Creek Farm, this home includes a Main house, Guest house as well as Pool House with heated gunnite pool and jacuzzi. NOTE: PLEASE CALL OUR RENTAL AGENT FOR WEEKLY RATES.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Rental Price$1,500 to $5,590

Rental ID 116362

  • RTR Vacation Rental
  • Lease $1,500 to $5,590
  • Village Edgartown
  • Bedrooms 2
  • Bathrooms 2

A secluded island retreat situated on a three acre lot with meadow and wooded areas yet within easy reach to all six unique island villages and towns. Beautifully decorated, this home provides both indoor and outdoor living in a lovely setting. The stone patio, barbecue and wooded deck with hot tub and outdoor shower are the perfect answer for those marvelous vineyard days and nights. The sunroom/porch offers a bright and cheerful spaciousness regardless of the time of year or weather. An inground solar heated salt chlorinated pool is to be shared with guests from the Main house.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Rental Price$7,500 to $19,500

Rental ID 134281

  • RTR Vacation Rental
  • Lease $7,500 to $19,500
  • Village Edgartown
  • Bedrooms 5
  • Bathrooms 4

New construction just finished summer 2017! Coastal-inspired Gambrel with open layout and integrated outdoor living spaces, including a screened porch and farmer s porch, plus heated gunite pool with hot tub, and a large stone patio, redwood glider and hammock in the yard. The first floor includes open Living, Dining, and Kitchen Areas. The Living Area has vaulted ceilings and is anchored by a 16-foot tall, stone fireplace. There are built-in media center, plus French doors. The Dining area features see through gas fireplace. There are 9-foot ceilings a wall of glass windows, and a large dining table with high back comfortable chairs. The fully-equipped kitchen features large center prep bar, granite counters, high-end appliances. One end of the Kitchen opens to the Screened porch with Brazilian wood ceiling and floor to ceiling wood burning fireplace that overlooks the pool area. One of three Master Bedrooms Suites is on the first floor. It has a deluxe master bath with double granite vanity, soaking tub, double walk-in shower. The other two en suite Masters, are upstairs. The second floor has one other Bedroom, a shared bath, and a large, open TV/Family area with media center. There is a fully built-out, deluxe Lower Level with high ceilings, windows, and French doors that let in lots of light. The space features a Game/Media Area with pool table, ping pong, media center, plus gym are, and Kitchenette, casual Dining Area, a 4th king bedroom and a half bath. The outdoor space is centered around the 38x18-foot, heated gunite pool and hot tub for 6 and chaise lounge for 8. The pool is outfitted with swim jet and swim current system. The pool is surrounded by 1400 sq foot stone patio that has ample lounging, dining and seating areas for outdoor entertaining. A big bonus to the property is a garage outfitted with a universal electrical car charger. The property has professionally landscaped grounds and gardens, with trees providing privacy and luxurious outdoor setting. The is in a quiet residential neighborhood in Katama, a mile away from Edgartown Village and mile and a half from South Beach.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Rental Price$25,000 to $30,000

Rental ID 133977

  • RTR Vacation Rental
  • Lease $25,000 to $30,000
  • Village Chilmark
  • Bedrooms 5
  • Bathrooms 3

The house itself is spacious with elegant details, state of the art systems, and an attractive floor plan. Craftsmanship quality in this 5,400 square foot home is everywhere, from the kitchen, with its granite counters, center island with copper counter, custom cabinetry, and tile floors & backsplash. To the living areas and bedrooms, that include heart pine flooring, high-ceilings with exposed wood beams, wainscoting and moldings. And, the bathrooms, with their high-end fixtures, tile flooring and custom elements. The kitchen includes a Sub-Zero refrigerator, eight-burner, gas, Viking, stovetop, and two Bosch dishwashers. Heating/AC system includes a Viessmann boiler, forced hot air heat and air conditioning, and radiant heat in the lower level. Floor plan includes a number of bonus areas, table tennis room, media/TV room, wine cellar with brick floor and cedar paneling; two master suites, and an open main level that centers on the living room, which includes cathedral ceilings, fieldstone fireplace, and egress to exterior decking. Many rooms with water views. This beautiful home features all of the finest amenities as well as a heated pool for outdoor entertaining and enjoyment and just recently put tennis court.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Rental Price$3,880 to $5,882

Rental ID 125460

  • RTR Vacation Rental
  • Lease $3,880 to $5,882
  • Village Vineyard Haven
  • Bedrooms 4
  • Bathrooms 3

Charming house on over 2 landscaped acres in Mink Meadows Golf Community. With a private pool and walk to the beach it truly is perfect. This home is well appointed and the attention to detail is not to be missed. 4 bedrooms and 2 indoor living spaces and large deck it is ideal for large groups.

{$agent->Name}

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.78% last updated on Sep 14, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details