A coastal town with a marina, buildings, and hills in the background.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Cole Bay vacation homes

A modern living room with a flat-screen TV, a sofa, a coffee table, and a staircase.

1. Modern 3BR Home with Own Private Pool - Centrally Located - Quiet Neighborhood

Modern 3BR Home with Own Private Pool - Centrally Located - Quiet Neighborhood
Cole bay
9.8 out of 10, Exceptional, (14 reviews)
"Private pool was definitely a plus for the heat and close to all the action"
United States
Anonymous traveler
The price is ￥51,594
￥74,335 total
includes taxes & fees
Sep 27 - Sep 28
Modern 3BR Home with Own Private Pool - Centrally Located - Quiet Neighborhood
A covered outdoor seating area with a view of the sea, featuring a sofa, chairs, and a table.

2. 3BR Townhouse in Pelican Key w/ Pool & Beach Acess

3BR Townhouse in Pelican Key w/ Pool & Beach Acess
Pelican Key
2.0 out of 10, (1 review)
The price is ￥38,633
￥96,393 total
includes taxes & fees
Sep 27 - Sep 28
3BR Townhouse in Pelican Key w/ Pool & Beach Acess
A covered patio with a table and chairs, surrounded by potted plants and overlooking a scenic view of hills and houses.

3. Lovely room in a nice villa , close to Friars bay and happy bay

Lovely room in a nice villa , close to Friars bay and happy bay
Saint-martin
9.0 out of 10, Wonderful, (11 reviews)
"Great place to stay. Will definitely be staying again next year! "
United States
Kurt
The price is ￥12,541
￥19,349 total
includes taxes & fees
Sep 28 - Sep 29
Lovely room in a nice villa , close to Friars bay and happy bay
A bedroom with a bed, nightstands, a wall-mounted artwork, and a door.

4. D402 - Beautiful apartment with garden and view

D402 - Beautiful apartment with garden and view
Cole Bay
D402 - Beautiful apartment with garden and view
A balcony with a view of a coastal city and mountains. There are two wicker chairs and a small table with a vase of flowers.

5. C344 - Lagoon view with balcony

C344 - Lagoon view with balcony
Simpson Bay
C344 - Lagoon view with balcony
A spacious living room with a sofa, armchair, and a coffee table. There is a painting on the wall and a window providing a view.

6. Quiet cozy flat in the centre of the island.

Quiet cozy flat in the centre of the island.
Weymouth Hill, Sint Maarten
7.6 out of 10, Good, (5 reviews)
"Amazing view, Very friendly and helpful people. Only 1 thing is a must that's a SUV rental car. And some driving skills. But still a great spot to be spending your holiday."
Netherlands
Tobias
The price is ￥25,165
￥33,029 total
includes taxes & fees
Sep 28 - Sep 29
Quiet cozy flat in the centre of the island.
A bedroom with a bed, a TV mounted on the wall, a small fridge, and a bedside table with a lamp.

7. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
2.0 out of 10, (1 review)
The price is ￥22,589
￥35,384 total
includes taxes & fees
Oct 11 - Oct 12
Philips Scott House Calinago
A covered outdoor area with a pool, chairs, and a table.

8. 1-Bedroom Loft Apartment in Point Blanche

1-Bedroom Loft Apartment in Point Blanche
Point Blanche
The price is ￥13,849
￥25,931 total
includes taxes & fees
Sep 27 - Sep 28
1-Bedroom Loft Apartment in Point Blanche
A modern bedroom with a grey sofa, a patterned bed, and a wall-mounted air conditioning unit.

9. Luxurious 3-Bedroom Townhome @ White Sands Beachfront Villas “Suite Serenity”

Luxurious 3-Bedroom Townhome @ White Sands Beachfront Villas “Suite Serenity”
Simpson Bay
The price is ￥56,621
￥108,838 total
includes taxes & fees
Oct 27 - Oct 28
Luxurious 3-Bedroom Townhome @ White Sands Beachfront Villas “Suite Serenity”
A wooden deck with a dining area, kitchen, and potted plants.

10. To complete

To complete
Cul-de-Sac
10.0 out of 10, Exceptional, (1 review)
"Jamal is very helpful, great communication."
Canada
Abdal M.
The price is ￥8,062
￥8,958 total
includes taxes & fees
Sep 28 - Sep 29
To complete
A beach with clear water, some scattered leaves, and houses in the background.

11. To complete

To complete
Grand Case
The price is ￥17,199
￥18,991 total
includes taxes & fees
Sep 28 - Sep 29
To complete
A wooden deck with a dining area, kitchen, and potted plants.

12. To complete

To complete
Cul-de-Sac
The price is ￥8,779
￥9,675 total
includes taxes & fees
Oct 27 - Oct 28
To complete
A coastal landscape with a person standing near the water's edge, vegetation in the foreground, and a hilly background.

13. To complete

To complete
Cul-de-Sac
The price is ￥9,854
￥10,750 total
includes taxes & fees
Oct 27 - Oct 28
To complete
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cole Bay Hotel Reviews

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

10/10 Excellent
"I enjoyed the stay"
Tredicia Judisa 3-night trip
Posted 1 hour ago
Simpson Bay Resort, Marina & Spa

Find out more about Cole Bay

Cole Bay Vacation Homes information

Number of reviews
15
Accommodation
233 Vacation Homes
Lowest Price
￥8,958
Highest Price
￥108,838