
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$12,564 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.

LimeTree Studio, Pelican Key
LimeTree apartment is located on the first floor of a private villa in the beautiful and conveniently located residential area of Pelican Key-- only minutes away from beaches, restaurants, bars, supermarkets, shops and a casino. This lovely unit offers a cozy retreat for a couple or single with a fully equipped kitchen, queen size bed, private outside terrace with gas BBQ, and all the amenities you need including Wi-Fi, airco, satellite TV, and laundry facilities. Private entrance & driveway.

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.

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

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

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 !

Escapes at the Emerald – Airport & Beach Nearby
Welcome to your Soualiga getaway! This bright, beachy studio offers stunning ocean and runway views, perfect for plane spotting or relaxing. Enjoy cozy furnishings, coastal décor, and all the comforts of home. Amenities include a pool with BBQs, fitness center, laundry room, and lounge. Just minutes from beaches, restaurants, and shops, it’s the perfect blend of comfort, convenience, and tropical charm.
Popular amenities for Simpson Bay apartment rentals
Weekly apartment rentals

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

New listing! Ocean Vibes Luxury appt ocean front

Luxurious Hidden Pearl - Private Pool

Lovem

Beautiful Spacious Studio with spectacular view

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

A-1701 Stunning oceanfront two bedrooms

Private Pool- 5 min DRIVE to Maho Beach & Airport
Private apartment rentals

Sunny Marina Residence

Ocean's Edge

Creative Suite: Modern Studio Unit

La Vie Luxury Getaway

La Kaz Apartment - Cul-de-Sac

Casa Bay 3 Bedroom in St.Maarten

Penthouse! 3-Bdr. Apartment with Stunning Views!

Luxury apartment, sea view
Apartment rentals with a hot tub

The Rock 1 Duplex Apartment Sea View with Jacuzzi

The Cliff View

New ! Blue Dream apartment with swimming pool

Sea View - Hot Tub - Sunset - Happy Bay

Studio - Simpson Bay Yacht Club

Azure Heaven, Breathtaking views, Pool, Gym, Maho

Le Colibri, Baie Orientale, Private Jacuzzi

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 | G$42,299 GYD | G$42,718 GYD | G$43,555 GYD | G$31,410 GYD | G$29,316 GYD | G$29,316 GYD | G$28,897 GYD | G$27,013 GYD | G$26,594 GYD | G$27,432 GYD | G$31,410 GYD | G$37,692 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





