
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

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

Cupecoy Garden Side 1
Delightful one bedroom appt. Fully furnished with mid century teak furniture. A spacious 70m2 space with large terrace in a mature tropical garden. A brand new fully equipped kitchen was added in October 2022. Located in trendy and safe Cupecoy. CJ1 is a quiet oasis to relax in the luxurious garden, or head for the the renowned beach of Mullet bay within a 3 minute walk. Supermarkets, gym yoga studio very close by. This is the place to be.

Secret View amazing apartment- Private pool
Welcome to Secret View! An elegant and intimate retreat with a private pool and a spacious terrace set directly on the lagoon. Designed for couples seeking calm, romance and discretion, just minutes from vibrant Maho with its restaurants, bars and casinos, and Mullet Bay Beach, one of the island’s finest beaches with stunning turquoise waters. Free private parking. This hidden gem is the perfect setting for unforgettable moments together.

"Blue Emerald € Studio" pool & fitness in Maho
Relax in this quiet and elegant tropical cocoon. All cooking utensils for homebodies, connected TV, free Wi-Fi, Netflix enabled, and also the delicious swimming pool just across the street and the high-tech weight room for the most motivated. Close to the tourist center (shopping, restaurants, bars, clubs...) and Mullet Bay Beach (800 m)... Come and enjoy a modern and comfortable space, ideal for couples or solo travelers. You'll love it...

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.

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

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

New a Paradise on the beach!

Apartment TalyJay

Simpson Bay Beach 3 Bedroom with pool

CondoSTmaarten panoramic (Adults Only)

Beacon Hill Apartment Location Beaches, restaurants

6th floor stunning sea views on Mullet Bay Beach

Seaside : very cosy condo for 4
Private apartment rentals

Tranquil Haven Near Maho Beach: Garden-side Patio

Orient Bay Dream Studio 2, Sea View

"Black Pearl"

1 bd Grand-Case beach

The Lost Paradise

Softy green, baie Nettlé

Palm View Condo with pool

Private Pool- 5 min DRIVE to Maho Beach & Airport
Apartment rentals with a hot tub

The Rock 1 Duplex Apartment Sea View with Jacuzzi

New ! Blue Dream apartment with swimming pool

Large loft with lagoon view

Penthouse! 3-Bdr. Apartment with Stunning Views!

The Terrace of Saint Martin Maho

Studio - Simpson Bay Yacht Club

Azure Heaven, Breathtaking views, Pool, Gym, Maho

Le Colibri, Baie Orientale, Private Jacuzzi
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $203 SGD | $216 SGD | $210 SGD | $191 SGD | $178 SGD | $178 SGD | $175 SGD | $164 SGD | $161 SGD | $166 SGD | $191 SGD | $229 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 $102 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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