Vacation rentals in Simpson Bay Lagoon

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Top-rated vacation rentals in Simpson Bay Lagoon

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Guest favorite

Rental unit in Koolbaai

4.91 out of 5 average rating, 11 reviews

Beautiful Spacious Studio with spectacular view

we are pleased to welcome you to our beautiful apartment with the most spectacular view of the Island, you can sit on the porch nd enjoying the view of those cruises ships entering the Island and at the same time planes landing nd take off. Our studio is recently fully renovated with all amendments necessary in the event to host special Guest like you, we understand that the environment is new to you that is why our team will do everything in our power to give you the best stay at our residence.

Guest favorite

Rental unit in Cole Bay

5 out of 5 average rating, 9 reviews

Luxury cozy Apt. conveniently 15 min from Airport.

Welcome to a brand new stylish and spacious apartment, centrally located just 10 minutes away from beautiful beaches, the airport, vibrant nightlife, and delectable dining options. This tranquil retreat offers a perfect balance of comfort and sophistication, making it an ideal getaway. Enjoy the convenience of easy access to all the attractions while relishing the peaceful ambiance of your vacation haven. Indulge in modern comforts, featuring complimentary WiFi, TV for, and free on-site parking.

Guest favorite

Rental unit in Simpson Bay

5 out of 5 average rating, 17 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.

Guest favorite

Guesthouse in Cole Bay

4.96 out of 5 average rating, 26 reviews

New! Apartment with pool and ocean view#4

Take it easy at this unique and tranquil getaway. Renovated apartment in a complex with pool and ocean view. Ideally located in Pelican Key, next to the beach, restaurants, groceries, bars, casinos, clubs , Simpson Bay and close to the airport. This apartment, "Statia" is part of a complex with 5 other independent apartments, with swimming pool, garden, laundry, private and free parking. You will enjoy this peaceful place ! Sint Maarten is currently experiencing some daily power outages

Guest favorite

Condo in Simpson Bay

5 out of 5 average rating, 29 reviews

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.

Guest favorite

Rental unit in Simpson Bay

5 out of 5 average rating, 191 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

Superhost

Rental unit in Simpson Bay

4.88 out of 5 average rating, 8 reviews

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.

Guest favorite

Rental unit in Little Bay

4.98 out of 5 average rating, 128 reviews

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 !

Guest favorite

Rental unit in Simpson Bay

5 out of 5 average rating, 7 reviews

Studio - Simpson Bay Yacht Club

Located in the Simpson Bay Yacht Club, the residence is gated and secured 24/7. Available amenities include 2 pools, an outdoor Jacuzzi, and 2 tennis courts. The accommodation is close to bakeries, restaurants, supermarkets, a cinema, and beaches. The main street of Simpson Bay is lively and attractive in the evening for strolling. Your private parking space is located in front of the studio.

Superhost

Rental unit in Cole Bay

4.8 out of 5 average rating, 91 reviews

J-m house 1

On this beautiful friendly island ‘’Sint Maarten’’ relax in this quiet and elegant accommodation. Located in the district of Cole Bay, this charming T2 fully equipped will welcome you during your stay. It’s 10 min to ‘’Simpson bay’’ and 15 minutes to ‘’Maho’’ Perfect for a night life (casino, restaurants, bars…) and also beautiful beaches.

Superhost

Rental unit in Simpson Bay

4.8 out of 5 average rating, 100 reviews

Apartment on the beach 3

Beach front apartment with beautiful view of Caribbean sea! The white sandy, two miles long Simpson bay beach is right out of the door. It is located walking distance to the tourist area with many restaurants, bars, clubs, grocery stores, spas, night clubs, the marina to watch the large yachts, souvenir shops and much more!!!

Guest favorite

Villa in Philipsburg

4.98 out of 5 average rating, 248 reviews

Villa Dream View Belair Sint Maarten SXM

Embrace the tranquility in a friendly tropical caribbean modern designed private villa with spacious rooms that are sure to keep you comfortable and feeling at home. Enjoy the sunny day with infinity pool overlooking caribbean sea or enjoy the sea view while watching the sailing huge cruise ships.