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

Cole Bay Holiday Rentals

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Our top choices for Cole Bay holiday 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 NZ$782
includes taxes & fees
14 Oct - 15 Oct
condostmaarten by the sea -Adults Only-

2. 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 NZ$334
includes taxes & fees
23 Sept - 24 Sept
Beautiful spacious Studio with spectacular view

3. 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 traveller
The price is NZ$809
includes taxes & fees
23 Sept - 24 Sept
Modern 3BR Home with Own Private Pool - Centrally Located - Quiet Neighborhood

4. 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 NZ$590
includes taxes & fees
22 Oct - 23 Oct
Modern Indigo Bay Studio – 3 Min Walk To Beach!

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 NZ$1,041
includes taxes & fees
23 Sept - 24 Sept
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, (1,305 reviews)
"Perfect location."
United States
Andre
The price is NZ$309
includes taxes & fees
4 Oct - 5 Oct
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, (169 reviews)
"Very good"
United States
Alyssia
The price is NZ$471
includes taxes & fees
4 Oct - 5 Oct
The Hills Residence

8. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (165 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is NZ$238
includes taxes & fees
24 Sept - 25 Sept
Simpson Bay Suites

9. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (253 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is NZ$170
includes taxes & fees
23 Sept - 24 Sept
July Apartments

10. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (73 reviews)
"It was a wonderful stay and experience"
United States
Yollanda
The price is NZ$145
includes taxes & fees
29 Sept - 30 Sept
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 NZ$278
includes taxes & fees
23 Sept - 24 Sept
Beach Front Studio C3

12. 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 NZ$316
includes taxes & fees
26 Sept - 27 Sept
Beach Front 1 Bedroom Flat D3

13. Blue Sail Apartments - Double room

Blue Sail Apartments - Double room
Pelican Key
2.0 out of 10, (1 review)
The price is NZ$217
includes taxes & fees
23 Sept - 24 Sept
Blue Sail Apartments - Double room

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 NZ$367
includes taxes & fees
5 Oct - 6 Oct
1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)

15. 5 minutes walking from the beach 1-4B

5 minutes walking from the beach 1-4B
Simpson Bay
The price is NZ$372
includes taxes & fees
23 Sept - 24 Sept
5 minutes walking from the beach 1-4B

16. 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 NZ$376
includes taxes & fees
25 Sept - 26 Sept
Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)

17. 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, (184 reviews)
"This place was amazing. Perfect experience"
United States
Kenneth
The price is NZ$627
includes taxes & fees
2 Oct - 3 Oct
Mullet Bay Suites: Your Luxury Stay Awaits

18. 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 NZ$217
includes taxes & fees
28 Sept - 29 Sept
Lovely room in a nice villa , close to Friars bay and happy bay

19. 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 NZ$396
includes taxes & fees
23 Sept - 24 Sept
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

20. Charming studio with the beach at your feet & pool access

Charming studio with the beach at your feet & pool access
Marigot
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great"
Canada
Brad W.
The price is NZ$401
includes taxes & fees
23 Sept - 24 Sept
Charming studio with the beach at your feet & pool access
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

Find out more about Cole Bay

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cole Bay holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cole Bay. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cole Bay. Seeing all the best attractions is bound to make you fall in love with Cole Bay. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cole Bay short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Cole Bay?

Yes, there are holiday rentals close to the most popular sights in Cole Bay, or you can select a more secluded option if you're looking for a relaxing stay. Cole Bay is known for its beaches and restaurants.

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

Philips Scott House Calinago: This holiday 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 such as 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 holiday rentals are there in Cole Bay?

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

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

Indigo Beach and Burgeaux Bay 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 wider area.

What’s a holiday rental in Cole Bay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cole Bay. Holiday rentals feature extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family trips.