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

Cole Bay Vacation Rentals

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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 rentals

A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.

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
$428 nightly
The price is $447
Oct 14 - Oct 15
Total with taxes and fees
condostmaarten by the sea -Adults Only-
A white SUV parked in a covered area with a view of the ocean.

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.
$184 nightly
The price is $184
Sep 24 - Sep 25
Total with taxes and fees
Beautiful spacious Studio with spectacular view
A modern living room with a sofa, a coffee table, a TV, and a staircase.

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 traveler
$452 nightly
The price is $468
Sep 27 - Sep 28
Total with taxes and fees
Modern 3BR Home with Own Private Pool - Centrally Located - Quiet Neighborhood
A coastal view with a clear beach, a rocky shoreline, and a hillside with buildings.

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.
$310 nightly
The price is $324
Sep 24 - Sep 25
Total with taxes and fees
Modern Indigo Bay Studio – 3 Min Walk To Beach!
A covered outdoor seating area with a view of the sea, featuring a sofa, chairs, and a table.

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)
$551 nightly
The price is $576
Sep 24 - Sep 25
Total with taxes and fees
3BR Townhouse in Pelican Key w/ Pool & Beach Acess
A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

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
$169 nightly
The price is $177
Oct 4 - Oct 5
Total with taxes and fees
Hilton Vacation Club Royal Palm St. Maarten
A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

7. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (170 reviews)
"Very good"
United States
Alyssia
$251 nightly
The price is $263
Oct 7 - Oct 8
Total with taxes and fees
The Hills Residence
A high-rise hotel with a view of the sunset over a marina.

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
$130 nightly
The price is $136
Sep 25 - Sep 26
Total with taxes and fees
Simpson Bay Suites
A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

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
$93 nightly
The price is $97
Sep 24 - Sep 25
Total with taxes and fees
July Apartments
A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

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
$80 nightly
The price is $84
Oct 7 - Oct 8
Total with taxes and fees
MIDTOWN MOTEL SXM
A beachfront property with multiple buildings, a beach, and a red arrow pointing to a specific building.

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
$151 nightly
The price is $151
Sep 24 - Sep 25
Total with taxes and fees
Beach Front Studio C3
A beachfront property with multiple buildings, a beach, and a red arrow pointing to a specific building.

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
$179 nightly
The price is $179
Sep 24 - Sep 25
Total with taxes and fees
Beach Front 1 Bedroom Flat D3
A white building with a pool, surrounded by a garden with pink flowers and a view of the sea.

13. Blue Sail Apartments - Double room

Blue Sail Apartments - Double room
Pelican Key
2.0 out of 10, (1 review)
$112 nightly
The price is $112
Sep 24 - Sep 25
Total with taxes and fees
Blue Sail Apartments - Double room
A pool area with a stone wall, palm trees, and lounge chairs.

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.
$211 nightly
The price is $217
Oct 5 - Oct 6
Total with taxes and fees
1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)
A pool area with a dolphin statue, blue lounge chairs, and a stone wall with greenery.

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

5 minutes walking from the beach 1-4B
Simpson Bay
$200 nightly
The price is $206
Sep 24 - Sep 25
Total with taxes and fees
5 minutes walking from the beach 1-4B
A swimming pool with lounge chairs and a stone wall.

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
$206 nightly
The price is $212
Sep 25 - Sep 26
Total with taxes and fees
Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)
A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

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
$344 nightly
The price is $356
Oct 1 - Oct 2
Total with taxes and fees
Mullet Bay Suites: Your Luxury Stay Awaits
A covered patio with a table and chairs, surrounded by potted plants and overlooking a scenic view of hills and houses.

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
$124 nightly
The price is $124
Sep 24 - Sep 25
Total with taxes and fees
Lovely room in a nice villa , close to Friars bay and happy bay
A balcony with white railings, a bench, and two chairs.

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
$218 nightly
The price is $218
Sep 24 - Sep 25
Total with taxes and fees
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
A beach with palm trees and clear turquoise water.

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.
$214 nightly
The price is $221
Sep 24 - Sep 25
Total with taxes and fees
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

Oyster Bay Beach Resort

Oyster Bay Beach Resort

10/10 Excellent
"Great place to stay"
Marv 7-night trip
Posted 3 hours ago
Oyster Bay Beach Resort

Find out more about Cole Bay

Everything you need to know about Cole Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cole Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cole Bay vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cole Bay vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cole Bay. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cole Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $84 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cole Bay rentals

At Expedia, we put the best Cole Bay vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cole Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cole Bay vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cole Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

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 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.