
Apartment holiday rentals in Simpson Bay
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Top-rated apartment rentals in Simpson Bay
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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.

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.

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.

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.

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

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.

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

07 yellow cliff
07 YELLOW CLIFF is a brand-new, stylish two-bedroom with breathtaking views of the ocean and a beautiful panoramic of Cul de sac, Orient bay, Tintamarre island and St. Barths from your private terrace. Bright, fully equipped, and tastefully decorated, it offers comfort and elegance with easy access and parking at your door. Enjoy a tranquil setting close to beaches, restaurants, and shops — the perfect spot for couples, friends, or family to relax and soak in paradise

Beautiful, bright apartment with a lagoon view in Simpson Bay
Profitez d’un séjour inoubliable dans cet appartement confortable avec vue sur le lagon. Le logement dispose d’un espace de vie agréable, soigneusement aménagé pour votre confort. Le balcon vous permettra de savourer vos repas ou un café face au lagon, avec une vue apaisante à toute heure de la journée. La cuisine est entièrement équipée. Situé dans une résidence calme, vous êtes à proximité des plages, restaurants, commerces et activités incontournables de l’île.

The Perch - A unique jungle experience.
Welcome to The Perch, a different side of St. Martin! Discover breathtaking views and be surrounded by nature. A unique experience with iguanas in the trees and the sound of monkeys echoing through the valley. This exclusive property is the nature lover's paradise, perfect for those seeking to get away from it all while being centrally located only 10 mins from the beach. *Spa services *No children *No parties Social Media: #theparadisepeak

The Lost Paradise
Ce magnifique appartement, situé près des plages de Maho et Mullet bay et du quartier touristique de Maho, est idéal pour passer de superbes vacances. Très fonctionnel, il est parfait pour 4 personnes avec ses 2 salles de bains et sa chambre indépendante. Un lit escamotable dans le salon servira de second lit. Situé sur la presqu’île pittoresque de Point Pirouette, ce logement unique vous fera passez de merveilleux moments.

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 !
Popular amenities for Simpson Bay apartment rentals
Weekly apartment rentals

Modern / Cozy Studio in the center of Simpson Bay

2 Bedroom Beachfront Condo with Private Pool D 1.1

Studio One Island

Salt Suite

Beachfront Royal Palm 1-BR

Dolphin - cosy 2BR apt, 50m Simpson Bay beach

Lush Garden Apartment

A beautiful apartment facing the Caribbean sea
Private apartment rentals

Tranquil Haven Near Maho Beach: Garden-side Patio

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

Sunny Marina Residence

Luxury apartment, sea view

Escape by the Lagoon

Escape at Seagrape

CONDOstmaarten panoramic (Adults Only)

Beacon Hill Apartment Location Beaches, restaurants
Apartment rentals with a hot tub

The Rock 1 Duplex Apartment Sea View with Jacuzzi

New listing! Ocean Vibes Luxury appt ocean front

Large loft with lagoon view

La Vie Luxury Getaway

Studio - Simpson Bay Yacht Club

Penthouse! 3-Bdr. Apartment with Stunning Views!

Azure Heaven, Breathtaking views, Pool, Gym, Maho

1 bedroom paradise
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $256 SGD | $259 SGD | $264 SGD | $190 SGD | $178 SGD | $178 SGD | $175 SGD | $164 SGD | $161 SGD | $166 SGD | $190 SGD | $228 SGD |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Quick stats about flat rentals in Simpson Bay

Total holiday rentals
Explore 150 holiday rentals in Simpson Bay

Nightly prices starting at
Simpson Bay holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 5,080 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
150 of Simpson Bay holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Simpson Bay rentals

4.8 Average rating
Simpson Bay stays are highly rated by guests – averaging 4.8 out of 5!
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