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

Cole Bay Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cole Bay vacation rentals

1. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (43 reviews)
"Love love the property was amazing. Will definitely return."
United States
Muneca
The price is ¥47,762
¥70,588 total
includes taxes & fees
Oct 19 - Oct 20
condostmaarten by the sea -Adults Only-

2. 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 ¥51,357
¥73,993 total
includes taxes & fees
Oct 21 - Oct 22
Modern 3BR Home with Own Private Pool - Centrally Located - Quiet Neighborhood

3. Modern Indigo Bay Studio – 3 Min Walk To Beach!

Modern Indigo Bay Studio – 3 Min Walk To Beach!
Indigo Bay
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful unit, great view, everything fantastic!"
United States
Joseph K.
The price is ¥28,760
¥56,987 total
includes taxes & fees
Oct 22 - Oct 23
Modern Indigo Bay Studio – 3 Min Walk To Beach!

4. Beautiful spacious Studio with spectacular view

Beautiful spacious Studio with spectacular view
Pelican Key
8.6 out of 10, Excellent, (4 reviews)
"The property is quaint with a beautiful view! "
United States
Linda H.
The price is ¥24,493
¥33,500 total
includes taxes & fees
Nov 1 - Nov 2
Beautiful spacious Studio with spectacular view

5. 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 ¥34,840
¥91,370 total
includes taxes & fees
Oct 19 - Oct 20
3BR Townhouse in Pelican Key w/ Pool & Beach Acess

6. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1,319 reviews)
"The staff was very friendly"
United States
Carmelle,
The price is ¥25,386
¥30,803 total
includes taxes & fees
Nov 5 - Nov 6
Hilton Vacation Club Royal Palm St. Maarten

7. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (171 reviews)
"Very good"
United States
Alyssia
The price is ¥24,177
¥40,619 total
includes taxes & fees
Oct 21 - Oct 22
The Hills Residence

8. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (168 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is ¥21,333
¥23,893 total
includes taxes & fees
Oct 20 - Oct 21
Simpson Bay Suites

9. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (254 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is ¥16,924
¥17,771 total
includes taxes & fees
Oct 19 - Oct 20
July Apartments

10. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.6 out of 10, Good, (74 reviews)
"It was a wonderful stay and experience"
United States
Yollanda
The price is ¥10,368
¥12,672 total
includes taxes & fees
Oct 19 - Oct 20
MIDTOWN MOTEL SXM

11. Beach Front Studio C3

Beach Front Studio C3
Simpson Bay
8.8 out of 10, Excellent, (5 reviews)
"Really cool place and the location was prime. The cleaning lady was the nicest person there could be as well. "
Canada
Benjamin
The price is ¥15,644
¥25,125 total
includes taxes & fees
Oct 19 - Oct 20
Beach Front Studio C3

12. Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.6 out of 10, Exceptional, (185 reviews)
"This place was amazing. Perfect experience"
United States
Kenneth
The price is ¥37,621
¥53,904 total
includes taxes & fees
Oct 26 - Oct 27
Mullet Bay Suites: Your Luxury Stay Awaits

13. Beach Front 1 Bedroom Flat D3

Beach Front 1 Bedroom Flat D3
Simpson Bay
10.0 out of 10, Exceptional, (3 reviews)
"Great location near Simpson Bay restaurants and nightlife. Accommodations were exactly as pictured with modern furnishings. Car rental is recommended to fully enjoy the island. "
United States
Christopher
The price is ¥16,924
¥26,563 total
includes taxes & fees
Oct 19 - Oct 20
Beach Front 1 Bedroom Flat D3

14. 1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)

1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)
Simpson Bay
10.0 out of 10, Exceptional, (2 reviews)
"perfect!!"
United States
jason l.
The price is ¥16,355
¥33,134 total
includes taxes & fees
Oct 19 - Oct 20
1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)

15. Blue Sail Apartments - Double room

Blue Sail Apartments - Double room
Pelican Key
2.0 out of 10, (1 review)
The price is ¥15,983
¥19,180 total
includes taxes & fees
Oct 19 - Oct 20
Blue Sail Apartments - Double room

16. Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
South Reward
10.0 out of 10, Exceptional, (3 reviews)
"Home away from home "
United States
Trevayne
The price is ¥17,596
¥36,400 total
includes taxes & fees
Oct 19 - Oct 20
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

17. The Castle ᴶ

The Castle ᴶ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
"Host was welcoming and the apartment was very clean and inviting. We will Definitely stay here again when we come back. "
United States
Neil C.
The price is ¥18,962
¥23,639 total
includes taxes & fees
Oct 19 - Oct 20
The Castle ᴶ

18. Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)

Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)
Simpson Bay
The price is ¥18,172
¥35,199 total
includes taxes & fees
Oct 19 - Oct 20
Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)

19. Charming studio with splendid Caribbean Sea view & pool/beach access

Charming studio with splendid Caribbean Sea view & pool/beach access
Marigot
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful view and the host was very welcoming."
United States
Dasha A.
The price is ¥26,106
¥36,563 total
includes taxes & fees
Oct 24 - Oct 25
Charming studio with splendid Caribbean Sea view & pool/beach access

20. The Castle ᴴ

The Castle ᴴ
Downtown Philipsburg
8.0 out of 10, Very good, (2 reviews)
"Absolutely great place to stay. Only downside is there is a bird that treats her 2 AM and then a rooster from about 5 AM to 9 AM so make sure you bring your earplugs."
United States
Denise W.
The price is ¥21,333
¥26,200 total
includes taxes & fees
Oct 19 - Oct 20
The Castle ᴴ
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cole Bay Hotel Reviews

Find out more about Cole Bay

Search for holiday rentals in Cole Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Cole Bay using one of the methods below:

  • View our selection of featured holiday rentals in Cole Bay
  • Use the map to find apartments and other holiday homes in the Cole Bay neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cole Bay while they last

Look no further and take a look at our great range of rental properties in Cole Bay!

Frequently asked questions

Are there vacation rentals in Cole Bay?

Yes, you can find vacation rentals close to the most popular points of interest in Cole Bay, or you can select a secluded option if you'd like a relaxing place to stay. Cole Bay is known for its beaches and restaurants.

What are some of the best vacation rentals that Cole Bay has to offer?

Philips Scott House Calinago: This vacation home rental outside Cole Bay is in a shopping district and equipped with air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities like a microwave and free parking are also available for your convenience. Another good choice for your trip to Cole Bay is A breath of fresh air right on the sea - relax and enjoy!.

How many vacation rentals are there in Cole Bay?

Expedia has 20 vacation rentals for your stay in Cole Bay.

What’s there to see and do in Cole Bay?

Burgeaux Bay Beach and Indigo Beach are a couple of lovely local spots to get outside and enjoy nature. Seaside Nature Park and Maho Beach are a couple of places you'll find in the larger area.

What’s a vacation rental in Cole Bay like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Cole Bay. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip.