Holiday rentals with a patio in Cole Bay

Guest house in Simpson Bay

4.9 out of 5 average rating, 115 reviews

White Sands Beach Studio

This is the studio apartment you want. In a prime location in a safe neighborhood, with everything need to enjoy a perfect vacation. You have supermarkets, car rentals, restaurants, and bars within walking distance. A 30-second walk from Simpson Bay beach &6 min to Maho Beach, our world-famous airport beach. Public transportation is also available there. The apartment is recently renovated and equipped with AC, Netflix, a cozy kitchen, a magnificent garden, and a terrace overlooking the airport.

Top guest favourite

Flat in Simpson Bay

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, 8 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.

4.91 out of 5 average rating, 120 reviews

Apartment in Lowlands

Modern Oceanview 2-Bedroom Condo on Mullet Bay

Welcome to Fourteen, one of the most luxurious beachfront residences in St Maarten located directly on the famous Mullet Bay beach and golf course. Located on the 9th floor, You will find this spacious 2 bedroom condo offering beautiful ocean views, great for a group, family, or romantic getaway. Indulge yourself in all of the amenities, outstanding concierge services and dining experience Fourteen has to offer. We aim to make your stay unforgettable. $5 per night resort fee not included

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.

Guest house in Little Bay

4.93 out of 5 average rating, 43 reviews

Studio near the beach

Small lovely studio in a quiet, peaceful and secure neighborhood. The studio is air-conditioned and perfect for the budget traveler and with about 25m2 it is spacious enough for 2 guests. The studio is equipped with a small kitchenette and a full bathroom. Located within a 10-minute walk to Belair beach and a 5-minute walk to the hospital. Philipsburg is a 5 minute drive away. Note: The studio has a shared entrance and is located next to the main house where the host resides.

4.85 out of 5 average rating, 33 reviews

A101 - Outstanding Lagoon View & Garden

The stunning Room 101, a very luxurious one-bedroom apartment, is situated on the ground floor of The Hills Residence Simpson Bay in Sint Maarten. Enjoy breathtaking views of the Caribbean Sea from your backyard, which looks out over the gorgeous Simpson Bay Lagoon. You may unwind inside in a tastefully constructed living space that is furnished with opulent materials and modern conveniences for your maximum pleasure. The Hills Residence

Top guest favourite

Villa in Indigo bay, Sint Maarten

5 out of 5 average rating, 27 reviews

Ocean Dream Villa

Indulge in luxury at a two-bedroom villa in Indigo Bay, Sint Maarten. Enjoy modern elegance, a private pool, and ocean views. Relax indoors or outdoors, savor gourmet meals, and unwind under starlit skies. Luxurious bedrooms offer ocean vistas. Whether for romance or family, this villa promises a memorable Caribbean escape at Ocean Dream, where luxury meets natural beauty. Book now for an extraordinary island retreat.

4.96 out of 5 average rating, 56 reviews

Home in Cole Bay

Modern 3BR with Private Pool

Escape to this modern 3-bedroom, 2.5 bath retreat with own private pool on a tropical island paradise. Each bedroom features comfortable beds and quality linens. The open-concept living area includes a fully equipped kitchen, comfortable living room, and dining area. Just a short drive from the beach, restaurants, and shops. Special long term rates available. Just send an inquiry to discuss further!

4.91 out of 5 average rating, 43 reviews

Royal Palm Hilton SXM

This beautiful 2-bedroom 2-bathroom condo is in the heart of Simpson Bay, located inside the Royal Palm Hilton Vacation Club, and offers full resort amenities including a swimming pool, direct beach access, and a gym. This fourth-floor units has dazzling sunset views. Wake up to the beautiful view and then head downstairs where all you have to do is choose between the beach or the pool.