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

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4,364 Vacation rentals

38

Villa rental in Cole Bay with swimming pool

Sint Maarten / Cole Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Additional amenities: Beach Towels, Full Kitchen, JetSki (Personal Watercraft) …see more

from $1,010 / night

$7,070 - $11,500 / week

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from $1,010 / night

45

Villa rental in Cole Bay

Sint Maarten / Cole Bay

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • 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 appliance …see more

from $786 / night

$5,500 - $8,000 / week

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from $786 / night

(1) Excellent 

27

Vacation home with swimming pool in Cole Bay

Sint Maarten / Cole Bay

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Additional amenities: Beach Towels, Full Kitchen, JetSki (Personal Watercraft) …see more

from $543 / night

$3,800 - $9,500 / week

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from $543 / night

22

Vacation home with swimming pool in Cole Bay

Sint Maarten / Cole Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Additional amenities: Beach Towels, Full Kitchen, JetSki (Personal Watercraft) …see more

from $1,200 / night

$8,400 / week

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from $1,200 / night

38

Vacation apartment rental

Sint Maarten / Cole Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Additional amenities: Beach Chairs, Beach Towels, Concierge Service, Full Kitchen, JetSki (Personal Watercraft) …see more

from $858 / night

$6,000 - $9,000 / week

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from $858 / night

49

Vacation villa with swimming pool in Cole Bay

Sint Maarten / Cole Bay

7 14 5 nights min

  • 7 bedrooms
  • Sleeps 14
  • 5 nights min
  • 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 Lead …see more

from $1,500 / night

$10,500 - $12,600 / week

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from $1,500 / 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

$3,500 / week

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from $500 / night

13

Cole Bay Vacation home rental

Sint Maarten / Cole Bay

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Ask about children
Villa Balaclava, an exquisite estate style property, overlooking the Atlantic ocean, offering a delightful western exposure showcasing some of the most colorful evening sunsets known to man. The property features five luxury ensuite rooms, each offering total privacy an …see more

from $500 / night

$3,500 - $5,000 / week

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from $500 / night

30

Vacation home with swimming pool in Cole Bay

Sint Maarten / Cole Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Additional amenities: Beach Towels, Full Kitchen, JetSki (Personal Watercraft) …see more

from $1,929 / night

$13,500 / week

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from $1,929 / night

(1) Excellent 

24

Vacation home in Cole Bay

Sint Maarten / Cole Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Air conditioning
Additional amenities: Beach Towels, Full Kitchen, JetSki (Personal Watercraft), Sofabed …see more

from $400 / night

$2,800 - $3,800 / week

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from $400 / night

(1) Excellent 

38

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 $700 / night

$4,900 / week

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Responds fast!
avg. 44 minutes

from $700 / night

(1) Excellent 

33

Vacation home in Cole Bay

Sint Maarten / Cole Bay

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Additional amenities: Beach Towels, Concierge Service, Full Kitchen, JetSki (Personal Watercraft) …see more

from $700 / night

$4,900 - $5,775 / week

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from $700 / night

13

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
Additional amenities: Beach Towels, Full Kitchen, JetSki (Personal Watercraft), Playground …see more

from $658 / night

$4,600 - $7,500 / week

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from $658 / night

(9) Excellent 

31

Vacation villa with swimming pool in Cole Bay

Sint Maarten / Cole Bay

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • 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 $445 / night

$3,100 - $5,565 / week

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Responds fast!
avg. 1 hour 49 minutes

from $445 / night

39

Vacation home accommodation

Sint Maarten / Cole Bay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Additional amenities: Beach Towels, Full Kitchen, JetSki (Personal Watercraft) …see more

from $536 / night

$3,750 - $8,500 / week

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from $536 / night

35

Apartment rental in Cole Bay

Sint Maarten / Cole Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Waterfront a private pool and a pair of kayaks for you to explore the lagoon and surrounding areas located in the heart of Cole bay area. This brand new one of a kind apartment enjoys world class sunsets and large indoor and outdoor living areas. Boasting its very own …see more

from $350 / night

$2,450 / week

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from $350 / night