
Apartment holiday rentals in Simpson Bay
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Simpson Bay

Total holiday rentals
Explore 160 holiday rentals in Simpson Bay

Nightly prices starting at
Simpson Bay holiday rentals start at $119 NZD per night before taxes and fees

Verified guest reviews
Over 5,660 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
160 of Simpson Bay holiday rentals include Wi-Fi 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!
Top-rated apartment rentals in Simpson Bay
Guests agree: These apartments are highly rated for location, cleanliness and more.

Relaxing Hideaway w/ Great Views
Escape to tranquility in our remote 2-bedroom modern apartment perched atop a hill for those who desire serenity in a contemporary clutter free haven. From our expansive terrace, soak in the breathtaking sunrises, sunsets and unparalleled vistas of the Caribbean Sea. This meticulously designed space offers unobstructed panoramic ocean views of St. Barts, Saba, and Statia. Immerse yourself in the beauty of nature while still enjoying modern amenities in this secluded yet accessible haven.
4.89 out of 5 average rating, 104 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
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.
5.0 out of 5 average rating, 82 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
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
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.
4.9 out of 5 average rating, 148 reviews
Stunning oceanfront condo
Unit 1201 in Tower A: Enjoy spacious luxury accommodations for the whole family at this stylish place only minutes from the airport and steps from the famous Mullet Bay Beach. Two spacious bedrooms each with ocean views and 2.5 bathrooms. Take advantage of the fully furnished well appointed kitchen, free gym and free large heated pool with its own restaurant/bar. Stunning panoramic views of the ocean, beach, mountains, and the golf course.
4.98 out of 5 average rating, 40 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 reviewsPopular amenities for Simpson Bay apartment rentals
Weekly apartment rentals

Beachfront Royal Palm 1-BR
4.86 out of 5 average rating, 36 reviews
Beachfront Studio in Simpson Bay
5.0 out of 5 average rating, 14 reviews
NEW Double S Suite
4.84 out of 5 average rating, 67 reviews
2 Bedroom Beachfront Condo with Private Pool D 1.1
4.76 out of 5 average rating, 25 reviews
NEW: Unmatched Oceanfront Living in Grand Case
4.89 out of 5 average rating, 27 reviews
Stunning Boho-Chic Beach Condo with Rooftop
5.0 out of 5 average rating, 16 reviews
Escapes at the Emerald – Airport & Beach Nearby
4.92 out of 5 average rating, 26 reviews
Escape by the Lagoon
4.9 out of 5 average rating, 42 reviewsPrivate apartment rentals

Aman_Luna
5.0 out of 5 average rating, 15 reviews
Private Pool- 5 min DRIVE to Maho Beach & Airport
4.96 out of 5 average rating, 76 reviews
Sunny Marina Residence
4.83 out of 5 average rating, 29 reviews
Modern 1-Bedroom, Ocean Level
4.8 out of 5 average rating, 112 reviews
Escape at Seagrape
4.96 out of 5 average rating, 47 reviews
Vitamin sea 2
5.0 out of 5 average rating, 29 reviews
The Pineapple Suite
4.96 out of 5 average rating, 48 reviews
2BR Escape - Walk to Maho and Simpson Bay Beach
4.9 out of 5 average rating, 30 reviewsApartment rentals with a hot tub

The Perch - A unique jungle experience.
4.92 out of 5 average rating, 106 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
New listing! Ocean Vibes Luxury appt ocean front
5.0 out of 5 average rating, 11 reviews
Azure Heaven, Breathtaking views, Pool, Gym, Maho
4.96 out of 5 average rating, 27 reviews
The Rock 1 Duplex Apartment Sea View with Jacuzzi
4.95 out of 5 average rating, 59 reviews
Studio - Simpson Bay Yacht Club
4.97 out of 5 average rating, 29 reviews
La Vie Luxury Getaway
5.0 out of 5 average rating, 21 reviewsWhen is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $343 NZD | $346 NZD | $353 NZD | $310 NZD | $287 NZD | $268 NZD | $234 NZD | $219 NZD | $215 NZD | $222 NZD | $255 NZD | $305 NZD |
| 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 |
Destinations to explore
- Family-friendly rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Rentals with pools Simpson Bay
- Beach condo rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Condo rentals Simpson Bay
- House rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Serviced apartment rentals Simpson Bay
- Villa rentals Simpson Bay
- Beachfront rentals Simpson Bay
- Apartment rentals Sint Maarten





