Martha’s Vineyard Vacation Rentals with Pools

Across the entire island of Martha’s Vineyard, there is 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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Rental Price$8,000 to $8,000

Rental ID 116630

  • RTR Vacation Rental
  • Lease $8,000 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.

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Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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.

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Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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.

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Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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$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.

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Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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$6,500 to $8,500

Rental ID 113579

  • RTR Vacation Rental
  • Lease $6,500 to $8,500
  • Village West Tisbury
  • Bedrooms 4
  • Bathrooms 4

Beautiful custom post and beam located in Deep Bottom Pond. Air-conditioned contemporary with cathedral ceilings and floor-to-ceiling windows facing the woods. Enjoy the spacious deck, hot tub and association tennis. Large, bright rooms and located close to the bike path. A basement sleeping room with sitting area, TV and private bath are perfect for extended family or nanny. New gunite pool and bluestone deck in a private wooded setting.

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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 116578

  • RTR Vacation Rental
  • Lease $20,000 to $45,000
  • Village Edgartown
  • Bedrooms 6
  • Bathrooms 5

Elegant waterfront home on Eel Pond with private pool and carriage house suite. Spacious open interior with great attention to detail and full of amenities. Beautiful grounds and large patio area for outdoor entertaining. Located in desirable Edgartown, convenient to downtown area - boutique shopping, restaurants, galleries, cinema and harbor stroll.

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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.

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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 $6,500

Rental ID 116259

  • RTR Vacation Rental
  • Lease $4,000 to $6,500
  • Village West Tisbury
  • Bedrooms 4
  • Bathrooms 4

Custom 4,000 sq ft home on seventeen acres, very private setting. Gourmet kitchen, hot tub, steam shower. Association pool and tennis.

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Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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$2,850 to $3,100

Rental ID 113603

  • RTR Vacation Rental
  • Lease $2,850 to $3,100
  • Village Vineyard Haven
  • Bedrooms 2
  • Bathrooms 3

Beautifully appointed condominium in Tashmoo Wood. Bright and airy with cathedral ceilings, gourmet kitchen and central air. The den could be used as an extra bedroom. Association tennis and pool. A great family vacation spot.

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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$13,500 to $25,000

Rental ID 116806

  • RTR Vacation Rental
  • Lease $13,500 to $25,000
  • Village West Tisbury
  • Bedrooms 4
  • Bathrooms 4

One of the most breathtaking spots on the island, stunning panoramic views of the South Shore! This recently renovated one-of-a-kind home sits on a dune overlooking the ocean with an inground pool and private har-tru tennis court. Each of the four bedrooms has its own private deck and bathroom. The kitchen offers great space for hanging out, or entertaining. Large stretch of private, sandy beach provides for an unforgettable island retreat.

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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