
Apartment holiday rentals in Simpson Bay
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Top-rated apartment rentals in Simpson Bay
Guests agree: these apartments are highly rated for location, cleanliness and more.

Escape at Seagrape
This apartment is in an ideal location Located in Beaconhill 's gated community with night security This location is special because it's only a 3 min walk away from the beautiful Simpson Bay beach located in Beaconhill and 5 min walk to Maho beach and Mullet Bay beach is 15 min walk. Just 10 min within walking distance of Restaurants, casino, supermarket,pharmacy , live music to the Maho area Unit comes with 2 beach chairs, beach umbrella and cooler bag Also private parking for my guests

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

Sunny Outlook - 1-bdr condo - Beachfront Residence
✨ Sunny Outlook with IRE Vacations ✨ This amazing 1 bedroom 1.5 bathroom unit is located at Palm Beach Condo’s, directly on Simpson Bay Beach. Palm beach is very convenient located in Simpson Bay, here you will find beach bars, restaurants and supermarkets within walking distance. Only a 10 minute drive from the airport. Palm beach offers you a large common pool and private access to the beach. Enjoy your day on the beach, at the pool or go on an adventure on our beautiful island!

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

Aman_Aria
This unique place has a style all its own, newly built, contemporary retreat features two elegant master bedrooms, each with its own private bathroom, a spacious living area seamlessly connected to a fully equipped kitchen, an inviting outdoor terrace. Every bedroom and the living room offer uninterrupted vistas of the mesmerizing ocean. The heart of Aman is its spectacular infinity pool and sun-drenched deck, inviting you to relax while soaking in breathtaking panoramas.

Appartement indépendant bas de villa - Indigo Bay
L'appartement de la Villa Stella vous accueille dans un cadre unique avec une vue spectaculaire sur la mer des Caraïbes. Située dans une résidence sécurisée 24h/24, la tranquillité est au rendez-vous. Vous serez à seulement 8 min à pied de la plage d'Indigo Bay et proche des commerces et restaurants de la partie néerlandaise. Composée de 2 chambres et de 2 salles de bain, vous pourrez vous détendre dans la piscine/jacuzzi surplombant la baie .

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.

Sunset Beach Coastal Luxe Studio
Ground-floor coastal studio just steps from Sunset Beach, designed for easy, relaxed stays. Features a comfortable king bed, modern bathroom with walk-in shower, and a clean kitchenette for simple meals. Walk to restaurants, beach bars, and nightlife within minutes. Enjoy natural light, soft coastal tones, and effortless access — no stairs, no hassle, just a calm, well-located base to experience Maho and the beach.
Popular amenities for Simpson Bay apartment rentals
Weekly apartment rentals

Le Papillon -Modern, beachfront, 550sq. ft terrace

B1401 @ Fourteen, luxurious & cosy 2 bedroom apt

Sunny Marina Residence

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

Maho Beach In Your Backyard!

1 Bedroom- ocean view - Walk to beach - Generator

Azure Heaven, Breathtaking views, Pool, Gym, Maho

Evasion au bord du Lagon
Private apartment rentals

Lux 2BR/2.5BA Unit, Simpson Bay

Infinity View Beach House, 2 bdr

Ocean's Edge

Ocean Pearl – Cocon moderne à deux pas de la plage

Penthouse! 3-Bdr. Apartment with Stunning Views!

Beautiful Spacious Studio with spectacular view

Beautiful duplex "Le Diamant", on the beach

The Perch - A unique jungle experience.
Apartment rentals with a hot tub

The Rock 1 Duplex Appartement Vue Mer avec Jacuzzi

New ! Blue Dream apartment with swimming pool

Grand loft avec vue lagon

Studio - Simpson Bay Yacht Club

La Terrasse de Saint Martin Maho

Le Colibri, Baie Orientale, Jacuzzi Privé

Luxury penthouse · Cole Bay · Lagoon view & pool

1 bedroom paradise
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $206 SGD | $218 SGD | $212 SGD | $193 SGD | $180 SGD | $180 SGD | $177 SGD | $166 SGD | $163 SGD | $168 SGD | $193 SGD | $231 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 160 holiday rentals in Simpson Bay

Nightly prices starting at
Simpson Bay holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 4,400 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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