Holiday rentals with a hot tub in Simpson Bay

Azure Heaven, Breathtaking views, Pool, Gym, Maho

Exceptional location, few minutes walk from Maho, with its lively restaurants, trendy bars, grocery, pharmacy, beaches, Maho and Mullet Bay Beach, where fine sand, turquoise waters and sunsets await you. Welcoming and Cozy with a large master bedroom ( King bed ) and a second smaller intimate bedroom (Queen bed), fully equipped kitchen, spacious living room and beautiful terrace with lagoon, golf and ocean view, swimming pool, jacuzzi and gym Let yourself be seduced by this haven of peace

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.

Panoramic View Terrace Infinity Pool Top Penthouse

Wake up to the magnificent panoramic view of the lagoon on the top floor, rejuvenate your body with a refreshing dip in the private rooftop infinity pool with a coffee or tropical drink. Take a 10 mins stroll to the famous Mullet bay Beach and grab a few freshly French croissants by the Square. After sunset, enjoy the plentiful neighborhood bars and restaurants or take 5 mins drive to Maho where you will find a vast variety of restaurants, casino and clubs or Porto Cupecoy for romance spot.

The Hideaway

A quaint and cosy well thought out room that is attached to a townhouse with a private entrance that is locked off from the rest of the unit. This tranquil getaway is in a residential area that is complimented by many amenities such as two large pools, hot tub and tennis courts. It's located in the heart of the Simpson Bay area with the Lagoon on one side and the strip on the other with many restaurants, bars, convenience stores, pharmacy and marina all within a few minutes walking distance.

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

A spacious apt in a great location. This apt is located on the 2nd and 3rd floor in a gated +24/7 secured community of the Simpson Bay Yacht Club. A fully stocked kitchen. Open concept Dining/Living room combination leads to a covered patio for outdoor dining with panoramic bay views. 2 large and spacious bedrooms with private baths. Enjoy morning coffee or afternoon cocktails on one of the 3 patios all overlooking water. This complex offers 2 pools, Tennis, Jacuzzi, security and parking.

Saint Maarten La Terrasse Maho

It's a cozy large studio with a king size bed, a queen size sleeper sofa and a big balcony, it is at the second floor at Royal Islander Club Resort La Terrasse in Maho, fully equipped and furnished. Located just in front of Maho Bay beach and few minutes walk from Mullet bay beach. There are few restaurants and boutiques like cigar shops, jewelers and beauty store. Casino Royale is right next door. There are also a supermarket for grocery shopping, a pharmacy, a clinic and more...

The Pineapple Suite

Discover The Pineapple Suite, a chic 2-bedroom retreat accommodating up to 4 guests, nestled within the secure confines of Simpson Bay Yacht Club's gated community. Unwind in modern luxury, relish on-site amenities like the two swimming pools, tennis courts, bbq area and soak in breathtaking views of the yachts, lagoon, hills and sunset from your balcony. Conveniently located near the airport in Simpson Bay within walking distance from restaurants, the beach, bars and supermarkets.

Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub

This charming, cozy, and tranquil tropical nest is located where all the action is! The golf course, iconic bars, the unprecedented landing strip, the popular Maho and Mullet bay beaches, Maho market with daily fresh take away breakfast/lunch buffets and a divine selection of exotic restaurants are all in walking distance. If you wish to just lounge and relax by the pool, jacuzzi, and private gazebo bar or enjoy the nightlife; it’s all readily available for you to indulge.

Villa Bella sea view pool and jacuzzi 3 bedrooms

Wake up every morning facing Pinel Island, in a modern villa bathed in light, with a private pool and a quiet and green environment. The Villa is located in the Horizon Pinel residence overlooking Îlet Pinel, Petite Clef, Orient Bay, Tintamarre and Saint Barthélemy. It overlooks the incredible and famous Cul de Sac Bay Nature Reserve, known for its population of turtles, rays and pelicans. The shallow and always calm bay is ideal for snorkeling

Paradiso - 2 bedroom Condo steps to Cupecoy Beach!

✨Paradiso at The Cliff with IRE Vacations ✨ Built on St. Maarten’s “Gold Coast”, the Cliff at Cupecoy Beach has luxury condominium suites, all with ocean views, full amenities and privacy. If you are looking for a secure, comfortable, relaxing vacation, in a lavish setting where the quality service for our guest is unparalleled, then The Cliff at Cupecoy is your next vacation spot.

Independent apartment at the bottom of the villa – Indigo Bay

The Villa Stella apartment welcomes you in a unique setting with spectacular views of the Caribbean Sea. Located in a 24-hour secure residence, tranquility awaits. You will be just an 8-minute walk to Indigo Bay Beach and close to shops and restaurants in the Dutch side. Composed of 2 bedrooms and 2 bathrooms, you can relax in the pool/jacuzzi overlooking the bay.

SeaAmore Luxury Condo at The Cliff

Welcome to your Caribbean getaway at The Cliff in Cupecoy, Sint Maarten’s premier oceanfront residence. This elegant 2-bedroom, 2.5-bathroom Seventh floor apartment offers the perfect blend of modern luxury, comfort, and location, making it ideal for families, couples, or friends traveling together.