Vacation rentals in Simpson Bay Lagoon

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Top-rated vacation rentals in Simpson Bay Lagoon

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Guest favourite

Apartment in Pelican Key

4.89 out of 5 average rating, 65 reviews

LimeTree Studio, Pelican Key

LimeTree apartment is located on the first floor of a private villa in the beautiful and conveniently located residential area of Pelican Key-- only minutes away from beaches, restaurants, bars, supermarkets, shops and a casino. This lovely unit offers a cozy retreat for a couple or single with a fully equipped kitchen, queen size bed, private outside terrace with gas BBQ, and all the amenities you need including Wi-Fi, airco, satellite TV, and laundry facilities. Private entrance & driveway.

Apr. 18 – 25

$136 CAD per night

Superhost

Apartment in Simpson Bay

4.87 out of 5 average rating, 179 reviews

Apartment on the beach

Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.

Aug. 20 – 27

$234 CAD per night

Guest favourite

Condo in Simpson Bay

5.0 out of 5 average rating, 28 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.

Apr. 13 – 20

$385 CAD per night

Guest favourite

Villa in Indigo Bay

4.95 out of 5 average rating, 100 reviews

Villa Life is Good

Sint Maarten Indigo Bay: One whole villa to yourself at 10 minutes from Princess Julianna airport the Villa "Life is Good" with infinity pool is located on the mountainside with a 180 degree view of the sea. View of the Islands, Saba, St Kitts & Nevis and Sint Eustatius. A spectacle of breathtaking sunrises and sunsets. Far from the noise and hustle of the city, you will find peace and quiet guaranteed. You will find 5 minutes drive from the villa: beaches, restaurants and all amenities.

Aug. 24 – 31

$787 CAD per night

Guest favourite

Apartment in Simpson Bay

5.0 out of 5 average rating, 172 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

Sep. 30 – Oct. 7

$436 CAD per night

Superhost

Apartment in Simpson Bay

5.0 out of 5 average rating, 3 reviews

The Loft at Simpson Bay Yacht Club

Welcome to The Loft at the Simpson Bay Yacht Club. 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.

Aug. 14 – 21

$236 CAD per night

Guest favourite

Apartment in Simpson Bay

4.97 out of 5 average rating, 157 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. New totally refurbished modern apartment with modern amenities and comforts. A perfect vacation spot !

Nov. 24 – Dec. 1

$378 CAD per night

Guest favourite

Condo in Cole Bay

4.83 out of 5 average rating, 82 reviews

Convenient, Near Airport, Free Parking + Security.

Cozy 1 bedroom apartment that is centrally located in a gated community in Cole Bay. This area is situated on the Dutch side of the island, but it is near the French side of the island. The apartment is 10 minute drive from the Princess Juliana International Airport. In the area, there is a small supermarket which is 1 minute walking distance and Lagoonies Bistro & Bar which is 2 minute walking distance from the apartment.

Jun. 25 – Jul. 2

$82 CAD per night

Guest favourite

Home in Calabash Rd, Cole Bay

4.93 out of 5 average rating, 112 reviews

THE HILL HOUSE, 2 Bdr, pool, panoramic view

The house consists of 2 beautiful bedrooms with pool in the residential area of Almond Grove Estate, secured 24 hours a day, (luxury residence), the villa is completely private, you will not share the pool and its yard. You will appreciate the charm of this house. The view is just magnificent, green hills and sea of Simpson Bay, a place both discreet and close to tourist hustle and bustle, shopping and beaches.

Apr. 21 – 28

$431 CAD per night

Guest favourite

Apartment in Little Bay

4.98 out of 5 average rating, 113 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 !

Aug. 2 – 9

$515 CAD per night

Superhost

Apartment in Cole Bay

5.0 out of 5 average rating, 4 reviews

A103 - Incredible Apartment with Garden

Welcome to Appt A-103 at The Hills Residence in Simpson Bay, Sint Maarten! This beautiful 1-bedroom apartment offers an incredible and elegant atmosphere, perfect for a memorable vacation. Step into the tastefully decorated living space, designed with comfort and style in mind. The apartment boasts a stunning garden and lagoon view, allowing you to immerse yourself in the natural beauty of the surroundings.

Jan. 2 – 9

$357 CAD per night

Guest favourite

Apartment in Simpson Bay

5.0 out of 5 average rating, 5 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.

Jun. 15 – 22

$221 CAD per night