15 Best Vacation Rentals in Cole Bay - Holiday Lettings - Cabins

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19 Vacation rentals

7

Apartment rental in Cole Bay with shared pool

Sint Maarten / Cole Bay

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Loue suite 6/8 personnes au Westin Dawn Beach Ressort & Spa St Maarten Appartement de 180 M2, 3 chambres (dont 1 suite parentale, avec dressing), canapé convertible dans le salon, 2 salles de bain, cuisine américaine toute équipée, télévision satellite dans toutes les …see more

from $321 / night

$2242 / week

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from $321 / night

(6) Excellent 

24

Cole Bay Vacation apartment rental

Sint Maarten / Cole Bay

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
Stunning sunsets and relaxing days in Indigo. Enjoy your vacation lounging at your private deck while taking in amazing shades of turquoise or stroll to the relaxing beach just footsteps away and zip a refreshing drink at Kokomo's Beach Club. Only a short drive away th …see more

from $130 / night

$910 / week

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from $130 / night

49

Vacation villa with swimming pool in Cole Bay

Sint Maarten / Cole Bay

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
VILLA BELLA VITA – Where the amenities of a Five-Star Resort luxury meet with the serenity, the privacy and the personalized service that each guest deserves. Named for the “Beautiful Life” it represents, Villa Bella Vita was once proclaimed as one of the Leading Estate …see more

from $1500 / night

$10500 - $28000 / week

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from $1500 / night

24

Vacation villa rental

Sint Maarten / Cole Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
VILLA VISTA – The name says it all!! This magnificent 5 bedroom 6 bath luxury Villa features stunning panoramic views from virtually every room and every angle! Villa Vista features 3 large suites on the main floor in addition to 2 private studio suites on the lower lev …see more

from $572 / night

$4000 - $9500 / week

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from $572 / night

19

Vacation villa in Cole Bay

Sint Maarten / Cole Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Feel like you are transported to the Mediterranean at Villa Riviera. Enjoy this splendid villa, located high on the hillside at Pelican Key, with an unobstructed view of the Caribbean Sea from every room. Each room opens to the enormous patio which runs the entire lengt …see more

from $500 / night

$3500 - $6500 / week

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from $500 / night

32

Vacation apartment with shared pool in Cole Bay

Sint Maarten / Cole Bay

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This lovely waterfront 3 bedroom unit is located within the Las Brisas Condo complex in one of St. Maarten’s most desirable and upscale developments and an ideal spot to spend a Caribbean vacation. The unique amenities include a lap pool and gym and best of all, your ve …see more

from $370 / night

$2590 / week

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from $370 / night

26

Vacation villa with swimming pool in Cole Bay

Sint Maarten / Cole Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Summer Hill is a free standing private villa perched on top of one of the hills of Pelican Key, Dutch St. Maarten. The villa boasts 200 degree views of the turquoise waters of the Caribbean Sea and on a very clear day you can see the neighboring islands of Saba, Stati …see more

from $528 / night

$3696 - $10997 / week

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from $528 / night

22

Cole Bay Vacation villa rental

Sint Maarten / Cole Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Horizon says it all in the name... Come enjoy the views that will absolutely mesmerize you!  This immaculate contemporary villa will be your sanctuary away from it all. Located hillside in Almond Grove Estates, a 24-hour secured gated community in Dutch St. Maarte …see more

from $500 / night

$3500 - $7000 / week

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from $500 / night

45

Villa rental in Cole Bay

Sint Maarten / Cole Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Ask about pets
Built on 3 levels offering dazzling white interiors, the villa’s main level features an expansive living area with glass sliding doors opening out to a plush, outside living and dining area, private pool, and sun deck. A gourmet kitchen with stainless steel appliances i …see more

from $787 / night

$5500 - $13000 / week

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from $787 / night

(1) Excellent 

24

Vacation villa with shared pool in Cole Bay

Sint Maarten / Cole Bay

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This ground floor beauty is located in the high end condo complex Las Brisas Cole Bay with a private boat slip. This unit has 3 bedrooms and 3.5 bathrooms with fully equipped and modern decor. Open kitchen to the living and dinning area, beautiful view to the waters and …see more

from $500 / night

$3500 / week

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from $500 / night

15

Vacation villa with swimming pool in Cole Bay

Sint Maarten / Cole Bay

6 12 4 nights min

  • 6 bedrooms
  • Sleeps 12
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
La Di Da is a gorgeous, contemporary four bedroom, four bath villa with a two bedroom apartment located below the main part of the villa that sits high atop a hill at the mouth of Pelican Key. This setting provides wonderful privacy at the villa. From the living, deck a …see more

from $1700 / night

$11901 / week

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from $1700 / night

33

Vacation villa rental

Sint Maarten / Cole Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Diamond Hill Estate and Villa Diamond Chateau...This villa offers unparalleled privacy, breathtaking views of Simpson Bay Lagoon, Juliana Airport, the Caribbean Sea and Anguilla in the distance. The villa is at a central location overlooking the Simpson Bay h …see more

from $772 / night

$5405 - $11501 / week

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from $772 / night

24

Vacation villa rental

Sint Maarten / Cole Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
The name says it all!! This magnificent 5 bedroom 6 bath luxury Villa features stunning panoramic views from virtually every room and every angle! Villa Vista features 3 large suites on the main floor in addition to 2 private studio suites on the lower level with both s …see more

from $657 / night

$4599 - $9506 / week

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from $657 / night

23

Vacation villa rental

Sint Maarten / Cole Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Ask about pets
Villa Summer Hill is located in the very popular and demanding area called Pelican Key. This villa offers amazing ocean views on the island from the Gazebo and pool deck area. You can also admire great views of the island of Saba and St Kitts on clear days and every mor …see more

from $550 / night

$7771 / week

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from $550 / night

(1) Excellent 

26

Vacation villa with swimming pool, golf nearby in Cole Bay

Sint Maarten / Cole Bay

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Please check out the property video on YouTube called: Villa Seaclusion Seaclusion in Pelican Key One of a kind, just completed, high end renovation resulting in most desirable, spacious residence located on one of the most pristine lots of Pelican Key overlooking t …see more

from $1380 / night

$9660 / week

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from $1380 / night

27

Apartment rental in Cole Bay with shared pool

Sint Maarten / Cole Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
1 bedroom condo in the Simpson Bay Yacht Club. located on the ground floor, close to the pool, this condo features fully updated kitchen and bathroom, air condiitoned through out, small patio and is fully furnsihed. Simpson Bay Yacht Club is centrally located, with 24/7 …see more

from $172 / night

$1199 - $2233 / week

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from $172 / night

23

Vacation villa with swimming pool in Cole Bay

Sint Maarten / Cole Bay

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Horizon says it all in the name. Come enjoy the views that will absolutely mesmerize you. This immaculate contemporary villa will be your sanctuary away from it all. Located hillside in Almond Grove Estates, a roundt he clock secured gated community in Dutch St. Maa …see more

from $1000 / night

$7000 / week

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from $1000 / night

49

Vacation villa in Cole Bay

Sint Maarten / Cole Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
Welcome to Diamond Hill Estate and Villa Diamond Chateau…This villa offers unparalleled privacy, breathtaking views of Simpson Bay Lagoon, Juliana Airport, the Caribbean Sea and Anguilla in the distance. The villa is at a central location overlooking the Simpson Bay h …see more

from $446 / night

$3115 - $12880 / week

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from $446 / night

12

Vacation villa with swimming pool in Cole Bay

Sint Maarten / Cole Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
Gorgeous Villa in Paradise nestled in the hillside of the Indigo Bay Estates only a short walk to the beach. The resort offers 24 hour gated security for optimum privacy and safety. The living and open kitchen area opens onto an outside pool area that boasts breathtakin …see more

from $475 / night

$3200 - $5600 / week

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from $475 / night

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