Apartment holiday rentals in Cole Bay

4.88 out of 5 average rating, 50 reviews

NEW Double S Suite

In the heart of Simpsonbay, close to bars, restaurants, and the beach, you'll find this stylish and newly constructed apartment. Only 4 min from the airport and have double-paned windows to keep out the noise. The apartment has a queen-size bed, free Wi-Fi, and 2 flat-screen TVs; it's also only 2 minutes from Simpson bay beach, known for its clear water. This chic grey and white studio comes with all the amenities necessary for a restful and romantic beach getaway in the middle of St. Maarten.

5 out of 5 average rating, 51 reviews

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.

5 out of 5 average rating, 9 reviews

Flat in Pelican

Luxurious Hidden Pearl - Private Pool

This luxurious studio has been remodeled in 2025 and is ready for guests seeking a stylish studio with pool. The room has a brand new kitchen and bathroom and has everything you might need during your vacation. Enjoy the private salt water pool and relax on the deck on the lounge chairs and comfortable seating area's. The outdoor space is beautifully set up and we offer a bbq if you like a home cooked meal. The gorgeous tropical garden and breathtaking ocean views complete the experience.

4.96 out of 5 average rating, 201 reviews

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.

Superhost

Flat in Cole Bay

4.84 out of 5 average rating, 19 reviews

Villa Nautica

Explore the beautiful island of St.Maarten while you reside in a gated community that offers you peace of mind and comfort. This one- bedroom unit is ideal for solo adventurers, couples, business travelers, and students. Just 10 minutes away from the Princess Julianna International Airport and 3 minutes drive from all the buzz and entertainment enjoyed at Simpson Bay. Within the vicinity, you can find grocery stores, restaurants, night life, pharmacy, bars, and more for your convenience.

5 out of 5 average rating, 216 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

4.91 out of 5 average rating, 11 reviews

Flat in Cole Bay

Les Alysés - 2BR-piscine privative

Réservez votre séjour au soleil dans ce magnifique appartement situé au rez de jardin d une villa de type hacienda. La piscine à l’eau turquoise et le jardin où vous pourrez prendre vos repas à l ombre du Cycas vous seront entièrement réservés. L appartement meublé dans un esprit carribéen vous propose deux chambres avec télévision et climatisation, une salle de bain avec une grande douche, une cuisine entièrement équipée et un salon spacieux avec un sac de boxe et un baby foot.

4.95 out of 5 average rating, 106 reviews

Flat in Indigo bay

Appartement indépendant bas de villa - Indigo Bay

L'appartement de la Villa Stella vous accueille dans un cadre unique avec une vue spectaculaire sur la mer des Caraïbes. Située dans une résidence sécurisée 24h/24, la tranquillité est au rendez-vous. Vous serez à seulement 8 min à pied de la plage d'Indigo Bay et proche des commerces et restaurants de la partie néerlandaise. Composée de 2 chambres et de 2 salles de bain, vous pourrez vous détendre dans la piscine/jacuzzi surplombant la baie .

4.97 out of 5 average rating, 137 reviews

Flat in Lowlands

Cupecoy Côté Jardin 1

Delightful one bedroom appt. Fully furnished with mid century teak furniture. A spacious 70m2 space with large terrace in a mature tropical garden. A brand new fully equipped kitchen was added in October 2022. Located in trendy and safe Cupecoy. CJ1 is a quiet oasis to relax in the luxurious garden, or head for the the renowned beach of Mullet bay within a 3 minute walk. Supermarkets, gym yoga studio very close by. This is the place to be.

Superhost

Flat in Cole Bay

4.78 out of 5 average rating, 95 reviews

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.

5 out of 5 average rating, 136 reviews

Simpson bay beach, spacious, beautiful views!

Amazing spacious 3 bedroom, 2 bathroom apartment with awesome location in the heart of Simpson Bay. location, location, location in the middle of it all. Right across the 2.5 mile beautiful Simpson Bay Beach. All the beach necessities are there to enjoy, beachchairs, snorkeling gear, fishing rod and even 2 kayaks. You can walk to many nearby restaurants, grocery stores and other shops. Public transportation is also steps away.