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

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Vacation rentals Edgartown
355 properties
Vacation rentals Oak Bluffs
139 properties
Vineyard Haven
101 properties
West Tisbury
54 properties
Chilmark
53 properties
Aquinnah
14 properties

Martha's Vineyard

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720 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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from $245 / night

19

Vacation home rental

Martha's Vineyard / Oak Bluffs

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Located just on the outskirts of Oak Bluffs and overlooking the lagoon this sweet summer home offers walking access to the lagoon for morning swims and is a great area for kayak enthusiasts. The sun filled interior features open living kitchen and dining area with a wal …see more

from $429 / night

$3000 - $4000 / week

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from $429 / night

(3) Very Good 

18

Oak Bluffs Vacation home rental

Martha's Vineyard / Oak Bluffs

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
Our comfortable, reverse contemporary home has 2 bedrooms on the first floor (one with a full size bed and one with a twin), a 3/4 bath with shower, as well as a family room with a fold-out futon couch. Upstairs on the second floor, our home has an open design with a br …see more

from $243 / night

$1701 - $2000 / week

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from $243 / night

(3) Excellent 

22

Vacation home in Oak Bluffs

Martha's Vineyard / Oak Bluffs

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
This bright and charming 3 bedroom, 1.5 bath house rests outside downtown Oak Bluffs. The house boasts 3 bedrooms, 1.5 baths, an open living room/kitchen combination, 2 decks and an outside eating area. The first floor bedroom contains a full sized bed. A half bat …see more

from $250 / night

$1450 - $2000 / week

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from $250 / night

18

Vacation home in Edgartown

Martha's Vineyard / Edgartown

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
Located away from the crowds, but only a ten minute drive to the ferry & Edgartown town. This casual, cozy & charming home, with a Guest House attached via a large deck, is in a natural setting is a great spot to escape to. With both bay and ocean beaches close by, you …see more

from $290 / night

$2030 - $3600 / week

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from $290 / night

13

Oak Bluffs Vacation home rental

Martha's Vineyard / Oak Bluffs

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Little Jaws, the home where the movie Jaws was filmed is a pristine beach cottage. Set in East Chop, this three plus bedroom rental offering features spectacular views, great swimming, kayaking and gorgeous sunsets. Relax on the large and comfortably furnished waterfron …see more

from $529 / night

$3701 - $5500 / week

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from $529 / night

25

Vacation home rental

Martha's Vineyard / Vineyard Haven

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
Upon entering this pristine clean cape, you are greeted by an open floor plan and light filled rooms. A double living area with multiple seating areas and TV, features lovely waterviews and opens to the deck and yard area. The spacious dining area is adjacent to the kit …see more

from $315 / night

$2200 - $3500 / week

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from $315 / night

24

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
Enjoy ever-changing views over Sengekontacket Pond, the barrier beach and Nantucket Sound from almost every room of this immaculate property. Sunlight and sea breezes pour into the thoughtfully designed and casually elegant home, which can easily accommodate the inevita …see more

from $429 / night

$3000 - $8000 / week

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from $429 / night

20

Vacation home in Oak Bluffs

Martha's Vineyard / Oak Bluffs

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Beautiful, spacious, 4 bedroom 3.5 bath contemporary home set in a quiet lovely community on the outskirts of Oak Bluffs. This home comfortably hosts extended families with multiple living spaces. The main living level features an open concept and hosts a family TV room …see more

from $422 / night

$2950 - $4850 / week

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from $422 / night

24

Edgartown Vacation home rental

Martha's Vineyard / Edgartown

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
You’ll adore the classic style of this Cape with beach chic accents, nestled back on a 1/2 acre wooded and private lot. Bike paths are accessible at the entrance to this area, taking you to Morning Glory Farm for fresh baked goods and produce, and connecting to the many …see more

from $350 / night

$2450 - $3200 / week

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from $350 / night

35

Home rental in Oak Bluffs

Martha's Vineyard / Oak Bluffs

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
  • Air conditioning
Privately situated on a hilltop in Sengkontacket, -spacious tri-leve 4000 sq ft contemporary home. This wonderful vacation home has been updated for summer 2015, AC added, freshly painted, new carpeting and hardwood flooring and new furnishings. Set in a wonderful famil …see more

from $365 / night

$2550 - $6300 / week

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from $365 / night

6

Vacation private room in Oak Bluffs

Martha's Vineyard / Oak Bluffs

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 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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from $130 / night

41

Vacation home with swimming pool in Edgartown

Martha's Vineyard / Edgartown

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Note: See Details of 2017 Renovations at end of this description An exceptional coastal summer home, this spectacular waterfront property is beautifully positioned overlooking one of Martha’s Vineyard’s most picturesque and sought-after location off of Planting Field Wa …see more

from $3572 / night

$25000 - $40000 / week

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from $3572 / night

21

West Tisbury Vacation home rental

Martha's Vineyard / West Tisbury

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
Vacation on this 7 acre property with waterviews of Vineyard Sound from the widows walk and a lovely, private association beach. Large deck and yard perfect for outdoor entertaining. Home is fully equipped from central AC to wireless hi-speed internet. This location has …see more

from $357 / night

$2500 - $4200 / week

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from $357 / night

21

Home rental in Edgartown with swimming pool

Martha's Vineyard / Edgartown

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Note: Not seen in the photos are new updates taking place for 2017. All new stone counters, back splash and stainless appliances in the kitchen. First level master bath being completely renovated and bath on 2nd level is also being renovated. Photos of these rooms and t …see more

from $2143 / night

$15000 / week

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from $2143 / night

20

Vacation home in West Tisbury

Martha's Vineyard / West Tisbury

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ask about children
Expansive (5 acres), well-groomed property offers solitude and privacyand the exclusive and private Upper Makonikey beaches are within easy walking distance-parking also available. Perfect for family and friends looking for a real Vineyard experience. Great fishing and …see more

from $429 / night

$3000 - $8850 / week

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from $429 / night

41

Home rental in Edgartown with swimming pool

Martha's Vineyard / Edgartown

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Outstanding Katama home set on two private acres and featuring summer living at its best. Families will enjoy the large screened porch beautifully furnished opening onto the deck overlooking the pool and large landscaped yard. South Beach is just 1.2 Miles from this vac …see more

from $715 / night

$5000 - $15000 / week

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from $715 / night

23

Vacation home in Oak Bluffs

Martha's Vineyard / Oak Bluffs

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Spacious sun filled contemporary home located on a quiet private street,a 10 minute walk to town center, Inkwell Beach and harborfront, The first level features a spacious kitchen with stainless steel appliances, prep counter with range top. and breakfast nook, there is …see more

from $593 / night

$4150 - $5050 / week

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from $593 / night

33

Edgartown Vacation home rental

Martha's Vineyard / Edgartown

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
Outstanding summer vacation home with luxurious amenities throughout. Set on a large private lot just 8/10 mile from the village center of Edgartown. This private retreat features outdoor living on the large porch with multiple seating areas and on the spacious deck ove …see more

from $858 / night

$6000 - $13000 / week

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from $858 / night

35

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Tucked away in the private area surrounding Mink Meadows Golf course, this outstanding contemporary home has abundant natural light, is freshly painted throughout, new furnishings are being set up through June. Interior photos will be updated once all furnishings are in …see more

from $550 / night

$3850 - $6151 / week

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from $550 / night

34

Vacation home in Chilmark

Martha's Vineyard / Chilmark

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
Dramatic ocean views, idyllic one of a kind location in gated community, private ocean beaches are but a few of the desirable features of this all new 5 bedroom, 5 bath contemporary home, set in one of the most Idyllic landscapes on Martha's Vineyard. Situated hilltop t …see more

from $1536 / night

$10750 - $26000 / week

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from $1536 / night

30

Vacation home in Edgartown

Martha's Vineyard / Edgartown

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Air conditioning
This contemporary style home with impeccable decor is located at the end of a quiet lane on Edgartown Harbor. Enjoy the view of the harbor from every room, as the light from soaring windows floods large open spaces. With a state of the art kitchen, breakfast bar and an …see more

from $1715 / night

$12000 - $25000 / week

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from $1715 / night

26

Edgartown Vacation home rental

Martha's Vineyard / Edgartown

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Traditional and delightful Cape style home features 3 bedrooms and 2.5 baths. Sunny open floor plan on the main living level consists of kitchen, dining area and comfortable living room which opens to deck area and large yard. There is an additional TV/Office room with …see more

from $225 / night

$1575 - $4035 / week

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from $225 / night

17

Vacation home in Edgartown

Martha's Vineyard / Edgartown

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
This in town home offers the charm of the wood floors and high ceilings yet has been furnished delightfully to add modern charm also. There is a front porch and a small yard area in the rear. The house is located where the bike path begins out to South Beach. It is o …see more

from $357 / night

$2500 - $4850 / week

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from $357 / night

16

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
Privacy and space abound! Relax on comfortable outdoor furniture on the shady wraparound front porch or the sunny side deck of this contemporary farmhouse that is situated 500 feet from Vineyard Sound on 3+ wooded acres in exclusive Makoniky. It is only 3.5 miles from t …see more

from $429 / night

$3000 - $3650 / week

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from $429 / night

20

Vacation home in Oak Bluffs

Martha's Vineyard / Oak Bluffs

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
Walk to the beach! Walk to restaurants and shopping! Walk the kids to the arcade, Flying Horses Carousel, and lots of ice cream! Stay at a beautiful and bright home in the Historic Copeland District in Oak Bluffs. This 1928 home is mere minutes from dining and shopping …see more

from $429 / night

$3000 - $5500 / week

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from $429 / 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

37

Home rental in West Tisbury

Martha's Vineyard / West Tisbury

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Spectacular new rental offering set on one of the highest bluffs in Makoniky on the north shore. Two private Makoniky association beaches a 10 minute walk from the house or a 5 minute drive. Stroll the shoreline in the morning or at sunset or just enjoy a relaxed day at …see more

from $1500 / night

$10500 - $12500 / week

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from $1500 / night

30

Vacation home in Oak Bluffs

Martha's Vineyard / Oak Bluffs

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Beautiful Meadow View Farms home, bordered by expansive landscaped yard, peaceful private setting. Association tennis courts just a short distance from the house and Farm Neck Golf and Tennis is just a half mile from the house. Miles of connecting bike paths begin at th …see more

from $458 / night

$3200 - $6000 / week

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from $458 / night

15

Edgartown Vacation home rental

Martha's Vineyard / Edgartown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
From the second story spacious living area and multiple decks of this wonderful contemporary home you can look across the Wasque Plains, the beach (walking distance!) and the dunes to a 180 degree spectacular water view of the Atlantic and Katama Bay. It is newly renova …see more

from $286 / night

$2000 - $3500 / week

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from $286 / night

38

Edgartown Vacation home rental

Martha's Vineyard / Edgartown

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Relax in style in this large and comfortable custom post and beam family home with 20 x 40 heated pool ( depth 3 feet to 8 feet) expansive patio and deck overlooking the pool. Acres of privacy surround this vacation retreat, convenient location to Edgartown Village cent …see more

from $1286 / night

$9000 - $14500 / week

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from $1286 / night

29

Home rental in Edgartown

Martha's Vineyard / Edgartown

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Pristine summer home, centrally located in Dodger's Hole neighborhood offers a private setting surrounded by beautifully landscaped yard. The home features a wrap around deck, deck dining area and a spacious screened porch with outdoor living room and overlooks the gorg …see more

from $315 / night

$2200 - $3500 / week

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from $315 / night

27

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
MVVR EXCLUSIVE: Custom crafted tri-level, this beautiful sun filled home features, spacious open living spaces, hardwood floors throughout, sleeps 8 with 2 King Masters en-suite, guest king bedroom and semi-private Alcove sleeping area on the 2nd level ( see photo 23) E …see more

from $429 / night

$3000 - $6600 / week

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from $429 / night

16

Vacation home in Edgartown

Martha's Vineyard / Edgartown

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
Wonderful fresh, open, airy home that was architecturally designed and is professionally landscaped and that is strategically perfect summer vacation home. Extra touches like a commercial ice maker, flat panel in Family Room (27" screen) and both Master Suites (20" sc …see more

from $693 / night

$4850 - $6000 / week

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from $693 / night

24

Vacation home rental

Martha's Vineyard / Chilmark

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Ask about children
Pristine modern summer cottage with distant views of Lucy Vincent Beach, privately nestled on historic Eddy Farm, hillside, off of South Rd. This light filled home with acres of privacy is the perfect retreat for those looking for a long term summer stay in Chilmark wit …see more

from $343 / night

$2400 - $4400 / week

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from $343 / night

(1) Very Good 

23

Vacation home in Oak Bluffs

Martha's Vineyard / Oak Bluffs

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
Walk to town from this meticulously maintained, large & airy, 3 bedroom, 3 full bathroom vacation getaway, located on a beautiful 1/4 acre lot on a quiet street. Watch your troubles sail away while relaxing on the large farmer's porch with your favorite summer beverage, …see more

from $143 / night

$1000 - $3250 / week

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from $143 / night

18

Vacation home rental

Martha's Vineyard / Edgartown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
Beautiful colonial style house set on a landscaped property. A walk to downtown Edgartown or Fuller Street Beach. The house has sweeping views of Vineyard Sound and is accessed by a long private driveway. The house abuts 6 acres of oceanfront conservation land. All the …see more

from $429 / night

$3000 - $8500 / week

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from $429 / night

20

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
Brand new in-town luxury home, completed in 2011. Located in the historic district of downtown Edgartown. Quality furnishings and art. Designed for entertaining and family gatherings. Relax on your private enclosed patio or in front of the gas fireplace. Two Master suit …see more

from $572 / night

$4000 - $10000 / week

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from $572 / night

18

Oak Bluffs Vacation home rental

Martha's Vineyard / Oak Bluffs

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
Note: This home will have all new furnishings, beds and decor items for summer 2017. The house is being completely painted and all new hardwood floors are being added to areas where carpeting may appear in the current photos. Current photos are of furnishings from previ …see more

from $429 / night

$3000 - $6300 / week

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from $429 / night

24

Home rental in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
MVVR EXCLUSIVE: Wonderful family friendly waterfront home. Impeccably maintained, this 4 bedroom, 4 bath home has multiple living spaces. Nice yard to the water's edge and a large deck overlooks the Lagoon. Quiet, private neighborhood, a convenient walk to town. Beaches …see more

from $625 / night

$4375 - $6675 / week

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from $625 / night

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