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

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3,737 Vacation rentals

(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

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
Please inquire about lower rates offered for less than full occupancy. From the moment you enter the wonderful courtyard area, you feel like you have just entered into your very own special place of the island for your vacation rental experience. The villa’s three level …see more

from $1,929 / night

$13,500 / week

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from $1,929 / 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
HOT DEAL 25% discount For three (3), four (4), and five (5) bedrooms! This SWEET deal is lasting until the last day of low season 2018: December 14th 2018 Please inquire about lower rates offered for less than f …see more

from $543 / night

$3,800 - $9,500 / week

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from $543 / night

38

Villa rental in Cole Bay with swimming pool

Sint Maarten / Cole Bay

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Please inquire about lower rates offered for less than full occupancy.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 dist …see more

from $572 / night

$4,000 - $10,000 / week

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from $572 / 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
Welcome to a wonderfully relaxing and romantic hideaway, CARISMA on the BEACH at Pelican Key... Charming yet classy; sophisticated yet very comfortable, it is perfect for couples and families! This newly renovated 2 bedroom, 2 bath villa has everything to make your vaca …see more

from $400 / night

$2,800 - $3,800 / week

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from $400 / 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
Indigo Sky Villa is a modern 3-bedroom, 2-bathroom beauty overlooking beach/vast views of the ocean in new Indigo Bay development. Sunset viewing on the deck, dipping your feet in the private pool or walking down to the beach, this house has it all! Centrally located. A …see more

from $1,200 / night

$8,400 / week

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from $1,200 / 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

(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 $1,200 / night

$8,400 / week

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Responds fast!
avg. 43 minutes

from $1,200 / 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 $470 / night

$3,200 - $4,995 / week

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Responds fast!
avg. 1 hour 49 minutes

from $470 / 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
BR 1: KingView: Pool and GardenIndoor access: yesFanVoltage both 110/220VScreensEnsuite Bathroom with showerHair dryerSafe BR 2: KingView: GardenIndoor access: yesFanVoltage both 110/220VScreensEnsuite Bathroom with showerHair dryerBR 3: KingView: Ocean and PoolIndoor a …see more

from $658 / night

$4,600 - $7,500 / week

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from $658 / 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
Cyrano is a lovely Creole style cottage overlooking the tranquil pond of Terres Basses, surrounded by lush mangroves. A beautiful green lawn flows from the villa and terrace down to the pond. Beautiful sea grape and palm trees create shaded spots. Colorful tropical shru …see more

from $536 / night

$3,750 - $8,500 / week

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from $536 / night

14

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
Includes FREE CAR (Kia Picanto 4 passenger economy car) for the duration of your stay!! For travel up to Dec 15, 2018 - 5 night minimum – All gas, tax, insurance, and upgrade fees are charged to guest. Amaya is a modern 3 bedroom villa overlooking beach views of the oc …see more

from $572 / night

$4,000 - $5,500 / week

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from $572 / 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