Cole Bay Vacation Rentals from CA $113: Short-Term Rentals for 2026

Q: 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! .

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

A swimming pool with clear water, a grassy area, and a view of a coastal landscape with buildings.

1. condostmaarten by the sea -Adults Only-

Indigo Bay

Muneca

CA $697 total

includes taxes & fees

Oct 27 - Oct 28

A white SUV parked in a covered area with a view of the ocean.

2. Beautiful spacious Studio with spectacular view

Pelican Key

Linda H.

CA $291 total

includes taxes & fees

Nov 1 - Nov 2

A balcony with a view of the sea and a white building in the distance.

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

Indigo Bay

Joseph K.

CA $539 total

includes taxes & fees

Oct 27 - Oct 28

A coastal town with a marina, clear blue water, and mountains in the background.

4. C303 - Beautiful 1 Bedroom with Terrace

Cole Bay

CA $478 total

includes taxes & fees

Oct 30 - Oct 31

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

Pelican Key

CA $854 total

includes taxes & fees

Oct 27 - Oct 28

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

Simpson Bay

Carmelle,

CA $271 total

includes taxes & fees

Nov 5 - Nov 6

A high-rise hotel with a view of the sunset over a marina.

7. Simpson Bay Suites

Simpson Bay

Manishkumar

CA $212 total

includes taxes & fees

Oct 27 - Oct 28

A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

8. The Hills Residence

Simpson Bay

Harold

CA $485 total

includes taxes & fees

Nov 6 - Nov 7

A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

9. MIDTOWN MOTEL SXM

Downtown Philipsburg

brenton

CA $113 total

includes taxes & fees

Oct 27 - Oct 28

A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

10. July Apartments

Madame's Estate

JoyAnn Carolyn

CA $157 total

includes taxes & fees

Oct 27 - Oct 28

A bedroom with a bed, two wall-mounted mirrors, a ceiling fan, and a bedside table.

11. Modern, cozy condo—central location—close to shops and beaches

St Martin

BIDET B.

CA $218 total

includes taxes & fees

Oct 27 - Oct 28

A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

12. Mullet Bay Suites: Your Luxury Stay Awaits

Maho

Kenneth

CA $503 total

includes taxes & fees

Oct 28 - Oct 29

A bedroom with a red bedspread, white headboard, and two red pillows. There are two paintings on the wall, a closet with a sliding door, and a bathroom visible in the background.

13. The Castle ᴷ

Downtown Philipsburg

CA $209 total

includes taxes & fees

Oct 27 - Oct 28

A compact, white front-loading washer and dryer unit in a corner of a room with a tiled floor and a small potted plant.

14. The Castle ᴴ

Downtown Philipsburg

Denise W.

CA $232 total

includes taxes & fees

Oct 27 - Oct 28

A dining area with a table, chairs, a small potted plant, a framed picture on the wall, and a mounted TV.

15. The Castle f

Downtown Philipsburg

Pat R.

CA $209 total

includes taxes & fees

Oct 27 - Oct 28

A pool area with a stone wall, palm trees, and lounge chairs.

16. 1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)

Simpson Bay

jason l.

CA $289 total

includes taxes & fees

Oct 27 - Oct 28

A large swimming pool surrounded by palm trees and lounge chairs, with a hotel building in the background.

17. Dawn Beach Club Resort Sint Maarten

Oyster Pond

Gavin

CA $1,057 total

includes taxes & fees

Oct 27 - Oct 28

A compact living space with a kitchenette, a dining area, and a sofa.

18. Beach Front Studio C3

Simpson Bay

Benjamin

CA $223 total

includes taxes & fees

Oct 27 - Oct 28

A poolside area with outdoor seating and a view of a hotel building and the sea.

19. Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!

Simpson Bay

Alaciel S.

CA $425 total

includes taxes & fees

Oct 27 - Oct 28

A pool area with a dolphin statue, blue lounge chairs, and a stone wall with greenery.

20. 5 minutes walking from the beach 1-4B

Simpson Bay

CA $298 total

includes taxes & fees

Oct 27 - Oct 28

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Top Cole Bay Hotel Reviews

Oceans at Divi Little Bay

10/10 Excellent

"Quiet, beautiful beach, clean property"

Divi Little Bay Beach Resort

10/10 Excellent

"There was a decent variety of food options. The store in the resort was a little expensive but nothing crazy. The beach was beautiful and super clear. If you choose all-inclusive, you can rent a large variety of items including kayaks and snorkels. If you are given a room far from the check-in desk, they have golf cart shuttles available to take you up and down the large hill as needed. At the front desk you can sign up for excursions and they have a wide variety available for whatever you are interested in. I had an absolutely beautiful room with a balcony, nearly full kitchen, and a jacuzzi tub. There’s a fort at the top with a lot of history attached that you can visit. You’ll also find lots of lizards, hermit crabs, and large iguanas at the top of the hill. The only issues were that staff run on island time (they took so long to check us in and out), and the other couple we were with paid extra for a beachfront view and got a tiny room that smelled like sulfur. They called the staff and went to the front desk multiple times. Staff kept saying they’d look into it but never did anything. So they paid more than we did and got a significantly worse experience. The shops take card over $10 and take US cash."

The Villas at Simpson Bay Resort

8/10 Good

"I had a wonderful stay at this hotel! The room was clean and comfortable, the staff were friendly and welcoming, and the service was excellent. The atmosphere was pleasant and relaxing, making the entire experience enjoyable. I would definitely recommend this hotel and look forward to staying here again!"

The Atrium Beach Resort and Spa, an Ascend Collection Resort

10/10 Excellent

"Ample room accommodation with full kitchen amenities. Pleasant balcony with water view. Additional electrical outlets would be helpful. Plenty of hot water for washing and showering. Fine location with many quality restaurants nearby. Burger King and a fully stocked supermarket within 1 block. I would definitely stay here when visit St. Maarten in the future."

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cole Bay vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cole Bay vacation rentals we have selected for you start as low as CA $113 per night. Entering your travel dates in the search wizard 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.

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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.

Cole Bay Vacation Rentals

Change your mind

Treat yourself

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Check prices for these dates

Our top choices for Cole Bay vacation rentals

1. condostmaarten by the sea -Adults Only-

2. Beautiful spacious Studio with spectacular view

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

4. C303 - Beautiful 1 Bedroom with Terrace

5. 3BR Townhouse in Pelican Key w/ Pool & Beach Acess

6. Hilton Vacation Club Royal Palm St. Maarten

7. Simpson Bay Suites

8. The Hills Residence

9. MIDTOWN MOTEL SXM

10. July Apartments

11. Modern, cozy condo—central location—close to shops and beaches

12. Mullet Bay Suites: Your Luxury Stay Awaits

13. The Castle ᴷ

14. The Castle ᴴ

15. The Castle f

16. 1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)

17. Dawn Beach Club Resort Sint Maarten

18. Beach Front Studio C3

19. Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!

20. 5 minutes walking from the beach 1-4B

Find vacation rentals that suit your style

Top Cole Bay Hotel Reviews

Oceans at Divi Little Bay

Find out more about Cole Bay

Explore a world of travel with Expedia

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