50 Best Vacation Rentals in Martha's Vineyard - Holiday Lettings - Cabins

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Vacation rentals Edgartown
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West Tisbury
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Aquinnah
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Martha's Vineyard

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754 Vacation rentals

13

Vacation guest house in Vineyard Haven

Martha's Vineyard / Vineyard Haven

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Suitable for children age 5+
  • Air conditioning
  • Private garden
This property is in downtown Vineyard Haven within the historic district. The barn has a sleeping loft, open living, dining & kitchen area. The efficiency kitchen has a two burner cooktop,under counter refrigerator,coffee maker,microwave and large capacity convection …see more

from $245 / night

$1715 / week

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Responds fast!
avg. 1 hour 57 minutes

from $245 / night

6

Edgartown Vacation townhouse rental

Martha's Vineyard / Edgartown

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
The K-4 Duplex is part of the Winnetu Oceanside Resort - the only Resort at South Beach. It's a 10-minute walk to the beach and is situated at the bicycling/jogging path leading to charming Edgartown. This 'Silver Level' home offers three bedrooms, two-and-a-half bathro …see more

from $883 / night

$6176 / week

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from $883 / night

47

Edgartown Vacation home rental

Martha's Vineyard / Edgartown

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Luxurious retreat, architect designed and renovated Colonial home featuring outstanding outdoor living space with heated Gunite Pool, surrounded by a large bluestone patio, multiple areas to relax and a pool house with half bath, wet bar with refrigerator and ice machin …see more

from $2143 / night

$15000 - $35000 / week

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from $2143 / night

(1) Excellent 

26

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
The next time you visit Martha's Vineyard, stay at Natures Pocket, a serene and secluded Vineyard Haven vacation rental. Well maintained and sitting near a lagoon, this spot is a delight. Walk to or take a short drive to must-visit spots nearby. A half mile away lies th …see more

from $132 / night

$924 / week

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from $132 / night

21

Vacation home in Menemsha

Martha's Vineyard / Menemsha

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ask about children
Welcome to Menemsha! Enjoy your stay in this country style four bedroom home with three full baths. First floor bedrooms include two with Queen beds and one bedroom with a full bed. The second floor bedroom is equipped with three twins for the children in your group. Th …see more

from $714 / night

$5000 - $8500 / week

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from $714 / night

(2) Excellent 

44

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning
With plenty of room and an expansive deck, this home on Martha's Vineyard is a wonderful place watch the sunrises and sunsets while you take it easy with your nearest and dearest. Located a quarter-mile away from Lake Tashmoo, it's an easy drive of just two miles to the …see more

from $133 / night

$931 / week

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from $133 / night

26

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
Waterfront on Lake Tashmoo and a PRIVATE OCEAN BEACH. Best of both worlds! Enjoy the serene, natural setting. Stunning 180-degree waterviews and sunsets from every room. Peaceful and tranquil, the house at "Kuffie's Cove" borders a 50-acre nature preserve - Vineyard wil …see more

from $643 / night

$4500 - $7200 / week

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from $643 / night

30

Oak Bluffs Vacation home rental

Martha's Vineyard / Oak Bluffs

6 10 7 nights min

  • 6 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
Come and enjoy this beautiful waterfront home on East Chop! The first floor has a wonderful front seasonal porch with views of the Vineyard Sound. There is a large dining table and room to relax and take in the view. There is also a living room that leads into the kit …see more

from $1715 / night

$12000 / week

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from $1715 / night

32

Edgartown Vacation home rental

Martha's Vineyard / Edgartown

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning
Luxury and elegance in the heart of downtown Edgartown. Brand new construction featuring four levels of living in the main house and a separate Captain's Quarters for extended family and quests. Enjoy all of the conveniences of this fabulous location including the fines …see more

from $1786 / night

$12500 - $18500 / week

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from $1786 / night

25

Vacation home in Edgartown

Martha's Vineyard / Edgartown

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Recently renovated, this Edgartown home has two decks and a wood stove, making it the perfect spot for a vacation! The neighborhood is quiet and residential, but that doesn't mean there isn't fun to be had. Manuel F. Correllus State Forest is only four miles away and Jo …see more

from $271 / night

$1897 / week

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from $271 / night

27

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
Grand West Chop Home, designed to by a noted Vineyard Architect to highlight the magnificent water views. Surrounded by lush grounds and featuring an expansive bluestone patio, -a place to gather, dine, relax and take in the magnificent ocean views. The entry level feat …see more

from $1143 / night

$8000 - $19000 / week

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from $1143 / night

46

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
  • Air conditioning
Exquisite waterfront family compound sleeps 12, with 270 degree waterview of the Lagoon, perfect private sandy beach, private dock for boaters. Owner will include Kayaks, larger boats, skiffs, paddle boards and various other water gear can rented and delivered to the wa …see more

from $572 / night

$4000 - $15000 / week

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from $572 / night

15

Oak Bluffs Vacation home rental

Martha's Vineyard / Oak Bluffs

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
This is a wonderful vacation house located about a 10 minute walk to town and little further to the town beach. The home was recently renovated and has a nice open floor plan on the main level which has an updated kitchen, family room and dining space. There is also a …see more

from $357 / night

$2500 - $4000 / week

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from $357 / night

20

Home rental in Edgartown

Martha's Vineyard / Edgartown

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Ask about children
  • Air conditioning
Just a stone's throw from Sengekontacket Pond, this renovated vineyard summer cottage is perfect for a family vacation. (the owner knows, because this is the owner's family vacation home!) It is charming & beautifully maintained & is in a private setting just minutes fr …see more

from $225 / night

$1575 - $2915 / week

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from $225 / night

20

Vacation home in Oak Bluffs

Martha's Vineyard / Oak Bluffs

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
Waterfront, Seaview Condo # 205 is a corner unit with balcony, spectacular waterviews and has been all newly updated for 2017 season. Perfect in town location just across the street from Inkwell Beach, walk to town center or pick up the bike path just a few hundred yard …see more

from $172 / night

$1200 - $4225 / week

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from $172 / night

(1) Excellent 

9

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning
Wonderful Vineyard cottage located on third green and fourth tee on the Mink Meadows. The house offers and open floor plan and has two bedrooms with one on the first floor and one on the second floor (accessed by a spiral staircase). The is a sleeper sofa in the living …see more

from $253 / night

$1765 / week

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from $253 / night

18

Vacation home in Oak Bluffs

Martha's Vineyard / Oak Bluffs

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Ask about children
This adorable Gingerbread cottage is located only a block to town and a couple of blocks to the beach. You can enjoy morning coffee on the covered wrap around porch that leads into a cute sitting room with a TV and another small sitting area off of the front room. There …see more

from $214 / night

$1500 - $3200 / week

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from $214 / night

9

Edgartown Vacation apartment rental

Martha's Vineyard / Edgartown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Air conditioning
Set in the heart of downtown Edgartown is this fabulously renovated one bedroom condo. Built in 1920 the units have the original wood floors, soaring ten foot ceilings with crown moldings, large windows, and an open design creates an elegant and spacious feel. The kitch …see more

from $257 / night

$1800 - $2600 / week

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from $257 / night

27

Vacation home in Edgartown

Martha's Vineyard / Edgartown

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
Extended families will enjoy this spacious, bright tri-level vacation home. The spacious retreat is all newly and tastefully furnished. The main living level with open floor plan and cathedral ceiling features a large living room with 50" TV and separate dining area sea …see more

from $358 / night

$2500 - $4700 / week

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from $358 / night

21

Home rental in Oak Bluffs

Martha's Vineyard / Oak Bluffs

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
Sea Glass Cottage Martha's Vineyard Vacation Rentals Sleeps 6. Completely renovated, this charming East Chop cottage will allow its guests to experience all the comforts of modern luxury living combined with the historical splendor of many reclaimed antique furniture pi …see more

from $329 / night

$2300 - $3350 / week

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from $329 / night

23

Edgartown Vacation home rental

Martha's Vineyard / Edgartown

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Come and enjoy this stunning new home in-town Edgartown. This home offers and open floor plan for the kitchen, dining and living area. There is also a TV room off the kitchen with stylish barn doors that can be used for privacy. The living area has French doors that ope …see more

from $1143 / night

$8000 - $20000 / week

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from $1143 / night

13

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
Located steps from the Vineyard Haven Yacht club is this charming Vineyard home. There is access to a small public beach. Enjoy an evening stroll to town for ice cream or dinner. Four bedrooms and two bathrooms. This home has everything you need for your relaxing stay …see more

from $286 / night

$2000 - $3500 / week

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from $286 / night

36

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Treat your loved ones to an unforgettable Martha's Vineyard getaway at this gorgeous two-bedroom cottage! Spend your days lounging on the beach, strolling along Main Street, or just relaxing in the comfort of your Vineyard Haven vacation rental. This cottage is just one …see more

from $350 / night

$2450 / week

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from $350 / night

18

Vacation home in Edgartown

Martha's Vineyard / Edgartown

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Located in the heart of downtown Edgartown is this completely remodeled contemporary home. Walking distance to shops, restaurants, the harbor, Fuller Street beach, galleries, the Chappy ferry and much more! There are four bedrooms and four and a half bathrooms, two bedr …see more

from $1143 / night

$8000 - $10000 / week

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from $1143 / night

20

Vacation home with swimming pool in Edgartown

Martha's Vineyard / Edgartown

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Ask about children
The location of this wonderful vacation home is one of the most popular locations on the Island. It is near South Beach, Public boat launch, and not far from bike trails and the Historic District of Edgartown. It is bright, clean, and a treasure trove of summer fun opti …see more

from $714 / night

$5000 - $9000 / week

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from $714 / night

(1) Very Good 

16

Vacation home in Edgartown

Martha's Vineyard / Edgartown

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
This lovely old farm house located on 88 wonderful acres is full of charm. This property has lawns, beaches, rolling hills, woodlands and hiking trails. The shared private tennis courts and basketball hoop (proper foot ware required). A stroll away is the sandy beach …see more

from $405 / night

$2835 - $3885 / week

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from $405 / night

25

Vacation home in Oak Bluffs

Martha's Vineyard / Oak Bluffs

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Stay in this peaceful, well-maintained home with a large wrap-around porch, a deck, and in close proximity to the ocean for your next unforgettable New England vacation. Come with a small group of friends, bring your own small family, or get away with another couple and …see more

from $218 / night

$1520 / week

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from $218 / night

6

Vacation private room in Oak Bluffs

Martha's Vineyard / Oak Bluffs

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
Welcome Martha's Vineyard, all people, local/foreign/happy/LGBT/Spiritual-not! Our home is located across from Norton's Farm and public transportation. Car and motorbike are best to access everything from this location. Our location is quiet, cozy and convenient all …see more

from $130 / night

$865 - $1015 / week

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Responds fast!
avg. 3 hours 41 minutes

from $130 / night

26

Vacation home in Chilmark

Martha's Vineyard / Chilmark

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
You'll be all atwitter about the Bird's Nest at Chilmark Pond. Gather your family or friends and enjoy this Martha's Vineyard vacation home, with ocean views, during a June getaway. Whether you bring your own watercraft or rent from the home-delivery service, Book-a-Boa …see more

from $99 / night

$693 / week

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from $99 / night

14

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children
  • Air conditioning
Adorable home located walking distance to downtown Vineyard Haven. Stroll down the hill after dinner and grab an ice cream cone for desert! Three bedrooms and one and a half bath home with tasteful furnishings. Lovely updated kitchen that flows into the dining room. E …see more

from $358 / night

$2500 / week

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from $358 / night

30

Vacation home in Menemsha

Martha's Vineyard / Menemsha

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Don't miss this rare opportunity to vacation in a beautifully renovated 275 year old antique New England Cape. Private beach front on Menemsha Pond is a short walk from the house. Built in the 1700's for Captain John Pease and his wife, Hannah, this 3 bedroom home is st …see more

from $743 / night

$5200 - $7800 / week

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from $743 / night

14

Edgartown Vacation home rental

Martha's Vineyard / Edgartown

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
Relax and enjoy this spacious and well maintained family home while over looking nearly 300 acres of conservation land out to South Beach and the Atlantic. This 3,500 square foot house was architecturally designed for family living - it offers multiple living areas incl …see more

from $622 / night

$4350 - $8350 / week

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from $622 / night

17

Oak Bluffs Vacation home rental

Martha's Vineyard / Oak Bluffs

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
10 minute walk to Oak Bluffs center and beach area from this lovely modern vacation home. Enjoy all that the summer community of Oak Bluffs has to offer, quaint shops, fine and family dining, harbor front stroll where you will and array of dining establishments, all wat …see more

from $415 / night

$2900 - $4800 / week

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from $415 / night

(1) Excellent 

18

Vacation home in Edgartown

Martha's Vineyard / Edgartown

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
One of the finest Atlantic Ocean view homes. This light and airy home has a wonderful southern exposure, lovely breezes and is a short walk to South Beach. The large open living/dining area opens onto a deck where you can smell, hear and see the ocean. A large room o …see more

from $714 / night

$5000 - $7500 / week

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from $714 / night

20

Vacation home in Aquinnah

Martha's Vineyard / Aquinnah

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
Situated at the end of a private road, this five-bedroom, custom-built post and beam home has views of Vineyard Sound and Elizabeth Islands. It offers many special places to sit and relax both inside and outside on the decks. On the first floor, the living room, sun roo …see more

from $643 / night

$4500 - $7875 / week

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from $643 / night

20

Oak Bluffs Vacation home rental

Martha's Vineyard / Oak Bluffs

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
European-styled cottage is tucked away down a private lane surrounded by private yard with gardens - you’ll feel like you have completely gotten away from it all. The front door opens into a classic Mudroom with an antique wood, stadium bench seat - and then you step in …see more

from $243 / night

$1700 - $2500 / week

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from $243 / night

27

Edgartown Vacation home rental

Martha's Vineyard / Edgartown

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
For those who want to experience a quintessential Vineyard Home in the heart of the village area, then staying at this lovely antique shingled cottage will delight you. This home also has a beautiful, spacious yard, with large trees to relax beneath while you enjoy your …see more

from $468 / night

$3275 - $5075 / week

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from $468 / night

21

Vacation home rental

Martha's Vineyard / Edgartown

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning
Relax and enjoy this spacious and well maintained family home while over looking nearly 300 acres of conservation land out to South Beach and the Atlantic. This 3,500 square foot house was architecturally designed for family living - It offers multiple living areas incl …see more

from $571 / night

$4000 - $8000 / week

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from $571 / night

18

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ask about children
  • Air conditioning
This charming Vineyard house at the end of a mile long dirt road with waterviews with a private beach a few steps from the door has among the best views on the Island. Ideal Vineyard atmosphere with an up-Island feel and down-Island convenience. Spectacular views of Tas …see more

from $290 / night

$2030 - $5701 / week

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from $290 / night

39

Vacation home with swimming pool in Edgartown

Martha's Vineyard / Edgartown

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Perfect for extended families,gorgeous new 5 bedroom, 4.5 bath luxury shore home, sleeps 14. This lovely home features a heated pool, patio area with pergola, hot tub and screened porch which overlooks the pool area. Set in the enclave known as Nora's Meadow with only 6 …see more

from $879 / night

$6150 - $20150 / week

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from $879 / night