
Holiday rentals in Cole Bay
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Cole Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps
Welcome to paradise in Indigo Bay, St. Maarten! Our brand new property offers ultimate indoor-outdoor living with sliders opening to breathtaking sea views. Open-concept layout, fully-equipped kitchen, private pool and courtyard, NO STEPS, and three ocean-view bedrooms. Experience luxury and comfort at our oceanfront villa. Book now for an unforgettable vacation! *There is construction of a new hotel in the bay. Noise has been minimal but is subject to change. Contact us with any questions!*

The Loft at Simpson Bay Yacht Club
Welcome to The Loft at SBYC. 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. Free concierge service included.

Best location of the beach! Charming apartment!
This unique and pretty appartment located on the beach, in the heart of Grand-Case has its own little sandy garden, beach chairs and direct beach access . Enjoy a stunning full view on Creole rock and Anguilla. The location in the village and on the beach will make you feel privileged. An Incredible choice of food and entertainment options await you just a short walk away. Groceries, Pharmacy, shopping... New studette on the street side is ready now for two more guests. Pictures coming soon

Lilly's Beach
This is a very SPECIAL SMAll RESIDENCE known as Ocean Edge . Beach Front located directly on beautiful Simpson Bay Beach! Enjoys one of the best locations on the island . Panoramic sea views with your toes in the sand and balmy Caribbean breezes. A clear turquoise sea dazzles in tropical sun, powdery white sands stretching along one of St. Maarten's longest beaches. Apartment with modern amenities and comforts. A perfect vacation spot ! Back up system installed to insure electricity.

Delight (Apt4) - Amazing Sea View # 1 bedroom
Warm and Intimate Triplex with 1 Master bedroom, with sea and pool view. Located in Black Palm, an elegant residence of 6 apartments in Indigo Bay, a calm and exclusive neighborhood. Indigo Beach is just a 5-minute walk away. Enjoy the shared pool with sea view. Ideal for up to 2 guests: couples or friends looking for relaxation. - 5 minutes’ walk from Indigo Beach - 5 minutes’ drive from the nearest supermarket - Private parking on site - Concierge service available for any request.

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

Le Petit Paradis – Beachfront 1 Bedroom Apartment
"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation. Hope to invite you soon in our Paradise, Elodie

Beachfront Royal Palm 1-BR
This one-bedroom unit is located on the 4th floor of the Royal Palm Hilton Vacation Club in Simpson Bay, St Maarten. This property boasts direct beach access and stunning ocean views! Inside you’ll find a spacious open-plan living area with a pull out sofa, and the modern kitchen is fully equipped. Situated in the heart of it all, close to restaurants, bars & nightlife! Please note: The Royal Palm requires a $250 refundable security deposit at check-in.

Sea Loft, Breathtaking View – Private Pool
* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

J-m house 2
Welcome to the “Friendly Island” of Sint Maarten, a Caribbean gem where the sun shines all year round and hospitality is a true tradition. Here, we welcome you to our elegant and harmonious guesthouse, thoughtfully designed for your comfort and well-being. From the moment you arrive, you’ll be charmed by the warm and soothing atmosphere. Every space has been carefully crafted, with everything you need to make you feel instantly at home.

Stunning 2 BD Ocean View - Terraces Lt Bay
Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !

Beachfront Loft in Grand Case - Sea View
An exceptional beachfront loft on Grand Case Beach, offering majestic ocean views and a prime position above the iconic Rainbow Café. In high season, a stylish and trendy atmosphere sets the tone until about 11 p.m. Sunbeds can be reserved either directly or through us—but guests who book with our help enjoy privileged touches. A luminous, sophisticated retreat steps from Grand Case’s finest venues.
Popular amenities for Cole Bay holiday rentals
Other great holiday rentals in Cole Bay

Seafront Studio C3

Casa Bay Studio, Cole Bay

Sea view terrace - Beachfront Studio

Lovem

PARADISE ONE TO LAS BRISAS

C351 – Elegance with Stunning Lagon Views

Simpsonbay Lagoonfront Studio with Stunning Views

Lovely Lagoon Townhouse SBYC
When is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $249 SGD | $236 SGD | $236 SGD | $252 SGD | $207 SGD | $195 SGD | $192 SGD | $180 SGD | $171 SGD | $185 SGD | $193 SGD | $236 SGD |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Cole Bay?
Cole Bay has more than 180 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in condo rentals in Cole Bay?
Experience the best of Cole Bay with our condo rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget 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.
Are there vacation rentals with a dedicated workspace in Cole Bay?
Yes! Work meets play with ease at over 180 vacation rentals in Cole Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Cole Bay serviced apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 serviced apartment rentals with pools in Cole Bay, available on Airbnb. Make a splash and soak up the sun in style!
Do serviced apartment rentals in Cole Bay have air conditioning?
Absolutely! We offer over 20 serviced apartment rentals with air conditioning in Cole Bay. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Cole Bay have a kitchen?
Absolutely! We offer over 70 condo rentals with a kitchen in Cole Bay. Enjoy a tailored experience with all the comforts you desire.
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 apartment rentals in Cole Bay have free parking?
Absolutely! We offer over 240 apartment rentals with free parking in Cole Bay. Enjoy a tailored experience with all the comforts you desire.
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 240 homes with free parking, over 250 homes with air conditioning, over 250 homes with wifi, over 250 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Cole Bay

Total holiday rentals
Explore 500 holiday rentals in Cole Bay

Nightly prices starting at
Cole Bay holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 5,950 verified reviews to help you choose

Family-friendly holiday rentals
180 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
380 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wifi availability
500 of Cole Bay holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cole Bay rentals

4.8 Average rating
Cole Bay stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- San Juan Holiday rentals
- Carolina Holiday rentals
- Culebra Holiday rentals
- Sainte-Anne Holiday rentals
- Saint Thomas Holiday rentals
- Saint Croix Holiday rentals
- Aguadilla Holiday rentals
- Basse-Terre Island Holiday rentals
- Fort-de-France Holiday rentals
- Tortola Holiday rentals
- Le Gosier Holiday rentals
- Little Saint James Holiday rentals
- Rentals with a patio Cole Bay
- Serviced apartment rentals Cole Bay
- Villa rentals Cole Bay
- Pet-friendly rentals Cole Bay
- Rentals with outdoor seating Cole Bay
- Family-friendly rentals Cole Bay
- Rentals with beach access Cole Bay
- Apartment rentals Cole Bay
- Rentals with a washing machine and dryer Cole Bay
- House rentals Cole Bay
- Waterfront rentals Cole Bay
- Flat rentals Cole Bay
- Smoking-friendly rentals Cole Bay
- Beachfront rentals Cole Bay
- Fitness-friendly rentals Cole Bay
- Rentals with a hot tub Cole Bay
- Rentals with pools Cole Bay




