
Apartment holiday rentals in Simpson Bay Beach
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Top-rated apartment rentals in Simpson Bay Beach
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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.
4.94 out of 5 average rating, 108 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.
4.84 out of 5 average rating, 67 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.
4.89 out of 5 average rating, 246 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. Apartment with modern amenities and comforts. A perfect vacation spot ! Back up system installed to insure electricity.
4.95 out of 5 average rating, 245 reviews
Turtle Den YOUR Maho Escape!
Welcome to Turtle Den, an enchanting ocean-inspired studio in the heart of Maho, St. Maarten. More than a stay, it's an immersive experience. Dive into a tranquil palette of oceanic hues, playful turtle motifs, and serene vibes. Just steps from Maho Beach, where planes land and take off, it's a front-row seat to breathtaking moments. Immerse in Maho's lively scene, surrounded by clubs and restaurants. Turtle Den is an invitation to savor the ocean's beauty and celebrate a world of whimsy.
4.87 out of 5 average rating, 141 reviews
Beachfront Studio in Simpson Bay
Spacious first-floor studio with a private terrasse and breathtaking Simpson Bay and beach views. Steps from the sand and lovely beachside restaurants. Fully equipped kitchen, smart TV, Wi-Fi, air conditioning, and in-suite laundry. Just a 5-minute drive from Juliana Airport and Maho’s restaurants, supermarket, casino, entertainment, and resort. Perfect for a relaxing beach getaway. Every morning you can have coffee on your terrasse and at night a cocktail looking at this incredible view.
5.0 out of 5 average rating, 14 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
5.0 out of 5 average rating, 252 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, it is not directly on the beach but 25 steps away. 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.
5.0 out of 5 average rating, 156 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
4.93 out of 5 average rating, 157 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.
4.99 out of 5 average rating, 106 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 !
4.99 out of 5 average rating, 189 reviews
Dolphin - cosy 2BR apt, 50m Simpson Bay beach
Just 50m from Simpson Bay Beach, this bright 2BR apartment combines comfort with boho-chic minimalist décor in natural materials. Enjoy high ceilings, natural light, 2 balconies, a fully equipped kitchen, and a covered dining terrace. Perfectly located in a safe area close to restaurants, bars, and shops—ideal for families or friends seeking a stylish Caribbean getaway.
5.0 out of 5 average rating, 7 reviewsPopular amenities for Simpson Bay Beach apartment rentals
Weekly apartment rentals

Stunning Boho-Chic Beach Condo with Rooftop
5.0 out of 5 average rating, 16 reviews
SeaPearl 3Brm Beachfront Penthouse with Generator
4.91 out of 5 average rating, 57 reviews
Beachfront condo with pool
4.86 out of 5 average rating, 21 reviews
Luxury Beachfront Condo
5.0 out of 5 average rating, 3 reviews
Royal Palm Hilton SXM
4.92 out of 5 average rating, 66 reviews
Pearl by the Beach -Tranquility Studio - Unit 4
4.9 out of 5 average rating, 31 reviews
2 Bedroom Beachfront Condo with Private Pool D 1.1
4.76 out of 5 average rating, 25 reviews
Luz y Amor Lover's Corner
4.87 out of 5 average rating, 86 reviewsPrivate apartment rentals

Stunning oceanfront condo
4.98 out of 5 average rating, 40 reviews
Private Pool- 5 min DRIVE to Maho Beach & Airport
4.96 out of 5 average rating, 76 reviews
Escape by the Lagoon
4.9 out of 5 average rating, 42 reviews
Beachcomb Escape
5.0 out of 5 average rating, 9 reviews
2BR Escape - Walk to Maho and Simpson Bay Beach
4.9 out of 5 average rating, 30 reviews
The Pineapple Suite
4.96 out of 5 average rating, 48 reviews
Beachfront Condo in Simpson Bay, SXM - 2BR/2BA
5.0 out of 5 average rating, 8 reviews
Condo in Simpson Bay Yacht Club
4.93 out of 5 average rating, 27 reviewsApartment rentals with a hot tub

The Perch - A unique jungle experience.
4.92 out of 5 average rating, 106 reviews
New listing! Ocean Vibes Luxury appt ocean front
5.0 out of 5 average rating, 11 reviews
Simpsonbay Studio Stunning Views 24/7 Security
4.76 out of 5 average rating, 17 reviews
Penthouse! 3-Bdr. Apartment with Stunning Views!
4.87 out of 5 average rating, 52 reviews
Spacious apartment in the Simpson Bay Yacht Club
5.0 out of 5 average rating, 9 reviews
Simpsonbay Treasure Trove
4.92 out of 5 average rating, 24 reviews
Azure Heaven, Breathtaking views, Pool, Gym, Maho
4.96 out of 5 average rating, 27 reviews
Studio - Simpson Bay Yacht Club
4.97 out of 5 average rating, 29 reviews




