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

Total vacation rentals
Explore 150 vacation rentals in Simpson Bay

Nightly prices starting at
Simpson Bay vacation rentals start at G$12,548 GYD per night before taxes and fees

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

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
150 of Simpson Bay vacation 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.

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

Simpsonbay Studio Stunning Views 24/7 Security
Cozy lagoon-front studio in the heart of Simpson Bay. Enjoy peaceful water views on private terrace, 24/7 security, and a welcoming private gated community. Perfect for solo travelers, couples and besties seeking a relaxing retreat with lovely amenities - 2 pools, outdoor bar area, tennis courts. Just walking distance from SXM's most popular restaurants, beaches, and nightlife. Tranquility on the water meets convenience in one of St. Maarten’s most vibrant areas!

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

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.

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.

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

Sentry Lane Condo in Cole Bay

Luxurious Hidden Pearl - Private Pool

2 Bedroom Beachfront Condo with Private Pool D 1.1

1 Bedroom- ocean view - Walk to beach - Generator

SeaPearl 3Brm Beachfront Penthouse with Generator

Beachfront Luxury Suite with Sea View Grand Case

Villa Leon

CONDOstmaarten panoramic (Adults Only)
Private apartment rentals

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

"Blue Emerald € Studio" pool & fitness in Maho

Sunny Marina Residence

Mullet bay beach studio in cupecoy

Condo in Simpson Bay

Elegant studio - The Emerald at Maho

Casa Bay 3 Bedroom in St.Maarten

Studio - Simpson Bay Yacht Club
Apartment rentals with a hot tub

Love Penthouse

New listing! Ocean Vibes Luxury appt ocean front

New ! Blue Dream apartment with swimming pool

The Cliff View

Sea View - Hot Tub - Sunset - Happy Bay

La Vie Luxury Getaway

Penthouse! 3-Bdr. Apartment with Stunning Views!

Azure Heaven, Breathtaking views, Pool, Gym, Maho
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$42,246 GYD | G$42,664 GYD | G$43,501 GYD | G$31,371 GYD | G$29,279 GYD | G$29,279 GYD | G$28,861 GYD | G$26,979 GYD | G$26,560 GYD | G$27,397 GYD | G$31,371 GYD | G$37,645 GYD |
| 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
- San Juan Vacation rentals
- Carolina Vacation rentals
- Culebra Vacation rentals
- Little Saint James Vacation rentals
- Saint Thomas Vacation rentals
- Sainte-Anne Vacation rentals
- Saint Croix Vacation rentals
- Aguadilla Vacation rentals
- Basse-Terre Island Vacation rentals
- Rincón Vacation rentals
- Tortola Vacation rentals
- Luquillo Vacation rentals
- Rentals with beach access Simpson Bay
- Family-friendly rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- House rentals Simpson Bay
- Beach condo rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Rentals with pools Simpson Bay
- Rentals with a washer and dryer Simpson Bay
- Rentals with a hot tub Simpson Bay
- Condo rentals Simpson Bay
- Beachfront rentals Simpson Bay
- Serviced apartment rentals Simpson Bay
- Villa rentals Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Pet-friendly rentals Simpson Bay
- Apartment rentals Sint Maarten





