Apartment holiday rentals in Simpson Bay

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Top-rated apartment rentals in Simpson Bay

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Guest favourite

Flat in Pelican Key, Sint Maarten

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.

5–12 Jul

$101 SGD per night

Guest favourite

Flat in Simpson Bay, Sint Maarten

4.85 out of 5 average rating, 20 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.

4–11 Jun

$152 SGD per night

Superhost

Flat in Simpson Bay, Sint Maarten

4.87 out of 5 average rating, 178 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.

25 Aug – 1 Sep

$216 SGD per night

Guest favourite

Flat in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 171 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

9–16 Oct

$410 SGD per night

Superhost

Flat in Simpson Bay, Sint Maarten

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.

20–27 Sep

$224 SGD per night

Superhost

Flat in Simpson Bay, Sint Maarten

4.93 out of 5 average rating, 100 reviews

Le Petit Paradis - Beachfront 1 Bedroom Apartment

"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation, Hope to invite you soon in our Paradise, Elodie

7–14 Sep

$293 SGD per night

Guest favourite

Flat in Simpson Bay, Sint Maarten

4.97 out of 5 average rating, 156 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 !

12–19 Mar

$440 SGD per night

Guest favourite

Flat in Simpson Bay, Sint Maarten

4.98 out of 5 average rating, 64 reviews

SECOND HOME Beach Apartment

Our SECOND HOME beach apartment is truly designed as a second home. A place to where we can escape from the world and reconnect with ourselves. It has all the amenities one needs, like a comfortable living room, high quality mattress and linens, cozy sitting on the terrace to watch the sunset, fully equipped kitchen, and airconditioning in each room. It is located just two houses away from the beautiful white sand beach of Simpson Bay.

4–11 Oct

$157 SGD per night

Guest favourite

Flat in Lowlands, Sint Maarten

4.83 out of 5 average rating, 18 reviews

The Emerald at Maho

Welcome to "Hangar 310W" , a unique and cozy condo located in the heart of Maho with views of Princess Julianna International airport. The condo is in walking distance to all the basics you need for your intended stay. Just a 5 minute walk to Maho village which is full of shops, a variety of restaurants, bars, casinos and nightclubs. The world famous Maho Beach is a 10 minute walk where you can smell the jet fuel up close and personal.

21–28 Aug

$123 SGD per night

Guest favourite

Flat in Philipsburg, Sint Maarten

4.98 out of 5 average rating, 122 reviews

Bayside Walk beachfront apartment

This modernly decorated apartment home is centrally located in the capital of the Dutch side, Philipsburg. The area is full of life during the day and quiet and relaxing in the evening. This home away from home will make your daydreams of island life a reality. Enjoy the lovely courtyard garden downstairs, relax on the balcony looking out to the beautiful garden and plan your day’s adventure on and around this dual nation Island.

12–19 Jun

$235 SGD per night

Guest favourite

Flat in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 106 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.

25 Oct – 1 Nov

$484 SGD per night

Guest favourite

Flat in Little Bay, Sint Maarten

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 !

11–18 Jan

$596 SGD per night