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!

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, Unit #A21

Rental Price$1,500 to $1,500

Rental ID 134985

  • RTR Vacation Rental
  • Lease $1,500 to $1,500
  • Village Vineyard Haven
  • Bedrooms 2
  • Bathrooms 1

Causeway Harborview Condo has a great location, within walking distance to all that Tisbury Village has to offer. This second floor, two bedroom unit has hardwood floors, and window AC units for a comfortable stay. Relax by the pool and enjoy your Island escape, while planning your next adventure.

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

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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$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$35,000 to $45,000

Rental ID 116963

  • RTR Vacation Rental
  • Lease $35,000 to $45,000
  • Village Edgartown
  • Bedrooms 5
  • Bathrooms 6

Luxurious Edgartown waterfront estate with award-winning infinity pool surrounded by 150 acres of conservation land. This quintessential summer escape offers views, location and lifestyle. Deluxe amenities abound in this 8,000 sq ft custom built compound, the main house includes four bedrooms and five baths. A fully equipped gourmet kitchen with top of the line appliances and beautiful stone fireplace with sitting area add the perfect touch. Private guest quarters located above the garage includes separate bath, kitchen and living area. Elegant craftsmanship and attention to detail throughout the design of this home, everything state of the art. The bluestone patio, custom built stone gas grill, entertainment bar and sink and professionally landscaped grounds add to your summer outdoor entertaining. It s everything that you and your family could possible need for a spectacular Vineyard experience.

{$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$2,450 to $3,500

Rental ID 116936

  • RTR Vacation Rental
  • Lease $2,450 to $3,500
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 3

This quintessential Martha s Vineyard condo, with the privacy of an end unit, offers the charm of a Vineyard cottage with the luxuries of a modern condo. The light, airy beach ambience immediately welcomes you home. Large kitchen with U-shaped eating bar opens to the dining area. Main living area is surrounded by windows and french doors luring you to the outdoor wrap around deck and outdoor shower. Six tennis courts and a swimming pool are a quick walk away. Unlimited access to a private beach and dock just a short drive (1 mile) where swimming, fishing and sunsets await.

{$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$2,500 to $2,950

Rental ID 116923

  • RTR Vacation Rental
  • Lease $2,500 to $2,950
  • Village Vineyard Haven
  • Bedrooms 2
  • Bathrooms 3

Spacious Tashmoo Woods condo with association pool and tennis courts. Bright, open main living, dining, kitchen area, comfortably furnished throughout. Sliding doors to outdoor deck, perfect for outdoor dining and relaxing. Additional sleeping area in den (full size sofa bed). Great location, close to ferry, public beach and center of town.

{$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$2,000 to $3,900

Rental ID 116765

  • RTR Vacation Rental
  • Lease $2,000 to $3,900
  • Village West Tisbury
  • Bedrooms 4
  • Bathrooms 3

A beautiful 1.5 acre wooded property surrounded by state forest and wildlife preserve. Completely renovated in 2012 including all new kitchen, bathrooms (3), flooring throughout, appliances, 40-inch high definition flat screen TV, blu-ray player, ceiling fans, and a full sized washer & dryer. The house comfortably accommodates 8 guests in 4 bedrooms with 3 full bathrooms and 1 enclosed outdoor shower. The second floor has an en suite master bedroom with a balcony, a queen bedroom also with a balcony, a third bedroom with bunk beds (double and twin) and a share second full bath with a tub. The first floor has the fourth bedroom and the third full bath. The backyard is beautiful & private with a bluestone patio and two cozy seating areas. There is an amazing wooden swing sets with 2 towers, keeping the kids happy while the adults relax on the lovely patio or hammock. The house includes wireless access and unlimited local and long distance phone service. Most rooms are equipped with ceiling fans. A neighborhood association pool and tennis court are available while open and West Tisbury private beaches (Lamberts Cove, Long point beach and Seth s Pond) passes may be purchased. Located on the bike path, just 4 miles from the town beach at Lambert s Cove, and includes use of the neighborhood pool and tennis club when open. Access is fully paved and less than 5 miles from the Vineyard Haven ferry.

{$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$3,500 to $8,000

Rental ID 116630

  • RTR Vacation Rental
  • Lease $3,500 to $8,000
  • Village West Tisbury
  • Bedrooms 5
  • Bathrooms 4

Charming, shingle home decorated with comfortable New England antiques. Freshly painted throughout and new carpeting in bedrooms. Large wooded lot with professional landscaping and heated pool with heated waterfall spa. Quiet, paved road near Alley s general store and art galleries.

{$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$2,500 to $7,000

Rental ID 116629

  • RTR Vacation Rental
  • Lease $2,500 to $7,000
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 3

Completely renovated five bedroom home with heated pool. Hardwood floors throughout, fully loaded kitchen with new appliances. Clean, bright and newly furnished. Great outdoor deck and pool area for entertaining and relaxing.

{$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$4,050 to $15,500

Rental ID 116453

  • RTR Vacation Rental
  • Lease $4,050 to $15,500
  • Village Edgartown
  • Bedrooms 6
  • Bathrooms 2

This luxurious home is ideal for your family getaway. Conveniently located between Edgartown Village and South Beach, and just steps to the bike path. Recently renovated, this home offers luxury accomodations, a large heated saltwater pool, hot tub, private balconies, an expansive deck for outdoor dining and relaxing, a kids game room with ping pong table, big screen TV with video library, a large private yard and a warm southern exposure. Spacious sun-filled living area with vaulted ceilings, newly renovated cook s kitchen and spacious master bedroom suite with walkout deck. Central A/C throughout first floor as well as A/C units in all other bedrooms. There is also a spacious sixth bedroom suite above the garage. On the deck, there s an enclosed heated outdoor shower. Lastly, a spacious kid s bungalow with couches, TV, fridge, videos, etc. A perfect family getaway in Katama.

{$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$15,000 to $25,000

Rental ID 116361

  • RTR Vacation Rental
  • Lease $15,000 to $25,000
  • Village West Tisbury
  • Bedrooms 7
  • Bathrooms 7

1720 s Cape with new addition built in 2000, bunk house built in 2006 all on 26 acres. Within walking or biking distance to Alley s General store, Ag Hall, Library and Farmer s Market.

{$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