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$15,000 to $15,000

Rental ID 113896

  • RTR Vacation Rental
  • Lease $15,000 to $15,000
  • Village Oak Bluffs
  • Bedrooms 5
  • Bathrooms 4

The stresses of life will melt away as you enjoy the peace and tranquility of this acre and a half property. Nestled in a forest, you will enjoy the spectacular landscape with easy access to down-island towns. Sip your morning coffee an a porch rocker overlooking two ponds, work out in the private gym or roast marshmallows at the fire pit. Serenity has everything you will want for the perfect vacation.

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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$2,000 to $4,750

Rental ID 116765

  • RTR Vacation Rental
  • Lease $2,000 to $4,750
  • Village West Tisbury
  • Bedrooms 5
  • Bathrooms 4

A beautiful 1.5 acre wooded property surrounded by state forest and wildlife preserve. Completely renovated in 2012 including all new kitchen, bathrooms, 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 10 guests in 5 bedrooms with 4 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. Basement adds a 5th bedroom with a queen bed, and a full bath and TV/Media room. 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.

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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$4,050 to $14,000

Rental ID 116453

  • RTR Vacation Rental
  • Lease $4,050 to $14,000
  • 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.

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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$4,500 to $13,500

Rental ID 134310

  • RTR Vacation Rental
  • Lease $4,500 to $13,500
  • 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.

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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$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.

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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$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.

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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 $55,000

Rental ID 116620

  • RTR Vacation Rental
  • Lease $20,000 to $55,000
  • 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.

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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$5,000 to $13,500

Rental ID 137839

  • RTR Vacation Rental
  • Lease $5,000 to $13,500
  • Village Oak Bluffs
  • Bedrooms 5
  • Bathrooms 4

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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$2,150 to $2,800

Rental ID 116849

  • RTR Vacation Rental
  • Lease $2,150 to $2,800
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 3

Striking contemporary townhouse, located in Tashmoo Woods. Nice solid oak floors. Association tennis courts and pool.

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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$3,500 to $7,500

Rental ID 121396

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

Contemporary split level home located on a cul-de-sac in a pleasant neighborhood. This home features 5 bedrooms, 3.5 baths, and an updated kitchen with 2 Viking ovens, granite counters and large island. The family room, 2 bedrooms and bath on the lower level is a great space for the kids or extended family and has a separate entrance to side yard. Outside the heated gunite swimming pool is surrounded by lovely landscaping, patio, and deck; a perfect escape if you do not want to spend time at the beach. Great for BBQ’s too. Come enjoy this little piece of heaven for your Vineyard vacation. A perfect place for fun in the sun!

$
$
%
$/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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