Vacation rentals in Cole Bay

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cole Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Villa in Pelican Key, Sint Maarten

5.0 out of 5 average rating, 16 reviews

Villa Sea Forever @ Pelican Key - Paradise Awaits!

Experience a piece of paradise at "Villa Sea Forever" in Pelican Key, Simpson Bay, Sint Maarten! This top floor, 2-bedroom, 2.5-bathroom haven offers mesmerizing, panoramic ocean & sunset views. Dive into pure bliss with a pool, gated community, private parking space, and all the comforts you need, including a full size washer & dryer, and fully stocked kitchen. Feel the breeze from your huge double balcony. Your dream escape awaits at "Villa Sea Forever" where breathtaking moments are endless!

Jun 24 – Jul 1

G$30,061 GYD per night

Superhost

Apartment in Simpson Bay

4.87 out of 5 average rating, 177 reviews

Apartment on the beach

Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.

Nov 7 – 14

G$33,170 GYD per night

Guest favorite

Villa in Indigo Bay

4.95 out of 5 average rating, 100 reviews

Villa Life is Good

Sint Maarten Indigo Bay: One whole villa to yourself at 10 minutes from Princess Julianna airport the Villa "Life is Good" with infinity pool is located on the mountainside with a 180 degree view of the sea. View of the Islands, Saba, St Kitts & Nevis and Sint Eustatius. A spectacle of breathtaking sunrises and sunsets. Far from the noise and hustle of the city, you will find peace and quiet guaranteed. You will find 5 minutes drive from the villa: beaches, restaurants and all amenities.

May 11 – 18

G$125,950 GYD per night

Guest favorite

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 24 reviews

The luxe 1 bedroom apt with pool

This brand new apartment is located in the best spot of the island. It is a split unit whit connecting door. You have everything right at your doorstep. Of course the gorgeous pool is right at your apartment and Kim Sha Beach is at 2 minutes walking and so is Market Garden Supermarket but also lots of restaurants, bakeries, bars, casinos etc. This is a perfect 1 bedroom apartment if you want to enjoy all of SXM. This place is great for couples, families, friends and business travelers.

Sep 2 – 9

G$28,707 GYD per night

Superhost

Apartment in Cole Bay

5.0 out of 5 average rating, 3 reviews

Colebay Retro Vibe w Private Outdoor Enclosure

Newly renovated 1 bedroom Unit, with Sleeper Sofa. WIFi w Smart TV, includes Apple TV & Netflix. New Kitchen & Furnishings. 2 Air-cons, Enclosed private outdoor Porch. Centrally located. 5 Minutes from Airport, Simpson Bay & French side, Marigot. Minutes to Carrefour Supermarket, Bamboo House, & Port de Plaisance Resort & Casino On Bus Route.. but Rental Car is highly recommended. Quiet Neighborhood. No pets or children. 1 Parking Spot available. Long term guests are welcomed.

Nov 12 – 19

G$10,913 GYD per night

Guest favorite

Apartment in Simpson Bay

5.0 out of 5 average rating, 171 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Sep 28 – Oct 5

G$61,150 GYD per night

Superhost

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 3 reviews

The Loft at Simpson Bay Yacht Club

Welcome to The Loft at the Simpson Bay Yacht Club. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security.

Aug 2 – 9

G$34,323 GYD per night

Superhost

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 6 reviews

Renovated 2-Level Condo @ Simpson Bay Yacht Club

This spacious and luxurious 1-bedroom 2-level condo, has been appointed with high-end Miele appliances, granite counters, rain-shower heads in both bathrooms, Stressless leather couches and Posture-pedic beds for your ultimate comfort. The main floor balcony and very private upper balcony offer gorgeous views across the lagoon to nearby marinas and mountains. Your reserved parking is steps from your door in this sought after gated community in the heart of Simpson Bay.

Aug 12 – 19

G$30,430 GYD per night

Guest favorite

Apartment in Simpson Bay

4.98 out of 5 average rating, 64 reviews

SECOND HOME Beach Apartment

Our SECOND HOME beach apartment is truly designed as a second home. A place to where we can escape from the world and reconnect with ourselves. It has all the amenities one needs, like a comfortable living room, high quality mattress and linens, cozy sitting on the terrace to watch the sunset, fully equipped kitchen, and airconditioning in each room. It is located just two houses away from the beautiful white sand beach of Simpson Bay.

Sep 19 – 26

G$24,073 GYD per night

Guest favorite

Condo in Cole Bay, Sint Maarten

4.83 out of 5 average rating, 80 reviews

Convenient, Near Airport, Free Parking + Security.

Cozy 1 bedroom apartment that is centrally located in a gated community in Cole Bay. This area is situated on the Dutch side of the island, but it is near the French side of the island. The apartment is 10 minute drive from the Princess Juliana International Airport. In the area, there is a small supermarket which is 1 minute walking distance and Lagoonies Bistro & Bar which is 2 minute walking distance from the apartment.

Aug 30 – Sep 6

G$12,157 GYD per night

Guest favorite

Home in Calabash Rd, Cole Bay

4.93 out of 5 average rating, 110 reviews

THE HILL HOUSE, 2 Bdr, pool, panoramic view

The house consists of 2 beautiful bedrooms with pool in the residential area of Almond Grove Estate, secured 24 hours a day, (luxury residence), the villa is completely private, you will not share the pool and its yard. You will appreciate the charm of this house. The view is just magnificent, green hills and sea of Simpson Bay, a place both discreet and close to tourist hustle and bustle, shopping and beaches.

Jun 2 – 9

G$65,712 GYD per night

Superhost

Guest suite in Simpson Bay

4.82 out of 5 average rating, 185 reviews

MYRIEL — Perfect Location/Nightlife/Beach

This Duplex 1 Bed apt is all about LOCATION. Nicest/Safest area of St.Maarten. Few steps from Simpson beach, Maho Beach nightlife/restaurants. 5-10mn walk on the beach to Karakter Beach bar and Sunset Beach Café. Very clean. Perfect for single or couple. Sleep up to 3 with sofa bed.. Private entrance, full kitchen, Stove, Microwave, A/C, WIFI, Linens and towels.

Jul 25 – Aug 1

G$16,301 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Cole Bay vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Cole Bay's top sights

Simpson Bay Yacht Club6 locals recommend

Port de Plaisance28 locals recommend

Pineapple Pete Restaurant25 locals recommend

Carrefour Market, Sint Maarten61 locals recommend

Carousel Gelateria and Bar10 locals recommend

La Sucriere18 locals recommend

Other great vacation rentals in Cole Bay

Superhost

Apartment in Simpson Bay

4.93 out of 5 average rating, 99 reviews

Le Petit Paradis - Beachfront 1 Bedroom Apartment

Jul 15 – 22

G$37,160 GYD per night

Guest favorite

Apartment in Cole Bay, Sint Maarten

5.0 out of 5 average rating, 24 reviews

New Studio Surrounded by Island Greenery

Sep 4 – 11

G$16,448 GYD per night

Guest favorite

Apartment in Simpson Bay

5.0 out of 5 average rating, 5 reviews

Studio - Simpson Bay Yacht Club

Oct 29 – Nov 5

G$32,983 GYD per night

Guest favorite

Home in Cole Bay, Sint Maarten

5.0 out of 5 average rating, 17 reviews

Spacious 3BR with Private Cozy Pool

Feb 3 – 10

G$91,475 GYD per night

Guest favorite

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 55 reviews

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

Mar 21 – 28

G$188,104 GYD per night

Guest favorite

Villa in Sint Maarten

5.0 out of 5 average rating, 12 reviews

Villa Vanille Luxury 3 Bedroom Indigo Bay

Oct 3 – 10

G$168,762 GYD per night

Guest favorite

Apartment in Simpson Bay

4.89 out of 5 average rating, 45 reviews

Simpson Bay apartment-free parking, great location

May 31 – Jun 7

G$30,572 GYD per night

Guest favorite

Condo in Marigot, St. Martin

4.94 out of 5 average rating, 86 reviews

Studio "SeaBird" with your feet in the beach

Oct 11 – 18

G$20,738 GYD per night

Show all

Quick stats about vacation rentals in Cole Bay

Total rentals
400 properties
Rentals with a pool
280 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
160 properties are a good fit for families
Total number of reviews
3.8K reviews
Nightly prices starting at
G$6,267 GYD before taxes and fees

Frequently Asked Questions

Are there Cole Bay vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 280 vacation homes with pools in Cole Bay, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Cole Bay?
Cole Bay has more than 160 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Cole Bay?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 130 homes with free parking, over 140 homes with air conditioning, over 140 homes with wifi, over 140 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do villa rentals in Cole Bay have a kitchen?
Absolutely! We offer over 50 villa rentals with a kitchen in Cole Bay. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Cole Bay?
Experience the best of Cole Bay with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do boutique hotel rentals in Cole Bay have wifi?
Absolutely! We offer over 10 boutique hotel rentals with wifi in Cole Bay. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Cole Bay have free parking?
Absolutely! We offer over 60 condo rentals with free parking in Cole Bay. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Cole Bay?
Yes! Work meets play with ease at over 210 vacation rentals in Cole Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Cole Bay?
Four-legged friends are welcome in Cole Bay. Choose from more than 50 vacation rentals for guests traveling with pets.
Do apartment rentals in Cole Bay have air conditioning?
Absolutely! We offer over 140 apartment rentals with air conditioning in Cole Bay. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Cole Bay

Top-rated vacation rentals in Cole Bay

Vacation rentals for every style

Apartments

Houses

Villas

Popular amenities for Cole Bay vacation rentals

Stay near Cole Bay's top sights

Other great vacation rentals in Cole Bay

Apartment in Simpson Bay

Apartment in Cole Bay, Sint Maarten

Apartment in Simpson Bay

Home in Cole Bay, Sint Maarten

Condo in Simpson Bay, Sint Maarten

Villa in Sint Maarten

Apartment in Simpson Bay

Condo in Marigot, St. Martin

Quick stats about vacation rentals in Cole Bay

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there Cole Bay vacation rentals on Airbnb with pools?

Are there family-friendly vacation rentals in Cole Bay?

What are the most popular amenities for Apartment Rentals in Cole Bay?

Do villa rentals in Cole Bay have a kitchen?

How much does it cost to stay in apartment rentals in Cole Bay?

Do boutique hotel rentals in Cole Bay have wifi?

Do condo rentals in Cole Bay have free parking?

Are there vacation rentals with a dedicated workspace in Cole Bay?

Are there pet-friendly vacation rentals in Cole Bay?

Do apartment rentals in Cole Bay have air conditioning?

Destinations to explore