
Apartment holiday rentals in Simpson Bay
Find and book unique apartments on Airbnb
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.

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

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.

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

Premier Oceanfront Maho Beach
Escape to our premier corner suite at Maho Beach House, a true waterfront oasis in Sint Maarten. This chic retreat comfortably fits 2-4 guests and offers breathtaking, unobstructed sunset views over iconic Maho Beach. Watch planes from your private wrap-around balcony. Located in the heart of the action, you're steps from world-class dining and entertainment. Perfect for a memorable island getaway with a dedicated workspace and full kitchen.

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.

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.

Beautiful bright apartment, lagoon view in Simpson Bay
Enjoy an unforgettable stay in this comfortable apartment overlooking the lagoon. The accommodation has a pleasant living space, carefully furnished for your comfort. The balcony will allow you to enjoy your meals or a coffee facing the lagoon, with a soothing view at any time of the day. The kitchen is fully equipped. Located in a quiet residence, you are close to the beaches, restaurants, shops and must-see activities of the island.

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

Tranquil Haven Near Maho Beach: Garden-side Patio

Seafront Studio C3

B-1602 Luxury two bedroom unit oceanview with balc

Luxurious Hidden Pearl - Private Pool

07 yellow cliff

Penthouse! 3-Bdr. Apartment with Stunning Views!

SeaPearl 3Brm Beachfront Penthouse with Generator

Spectacular View Beautiful Spacious Studio
Private apartment rentals

Beach Front Oasis Condo

Elegant studio - The Emerald at Maho

La Kaz Apartment - Cul-de-Sac

1 Bedroom- ocean view - Walk to beach - Generator

Le Petit Spot

Beachfront Royal Palm 1-BR

Escape by the Lagoon

Simpson Bay Beach 3 Bedroom with pool
Apartment rentals with a hot tub

The Rock 1 Duplex Apartment Sea View with Jacuzzi

New listing! Ocean Vibes Luxury appt ocean front

The Cliff View

New ! Blue Dream apartment with swimming pool

Sea view - Jacuzzi - Sunset - Happy Bay

La Vie Luxury Getaway

Studio - Simpson Bay Yacht Club

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 | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £153 | £155 | £158 | £114 | £106 | £106 | £105 | £98 | £96 | £99 | £114 | £136 |
| 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 150 holiday rentals in Simpson Bay

Nightly prices starting at
Simpson Bay holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 5,080 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!
Destinations to explore
- Family-friendly rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Beach apartment rentals Simpson Bay
- Rentals with pools Simpson Bay
- Pet-friendly rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Rentals with a washing machine and dryer Simpson Bay
- Apartment rentals Simpson Bay
- House rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Serviced apartment rentals Simpson Bay
- Villa rentals Simpson Bay
- Beachfront rentals Simpson Bay
- Flat rentals Sint Maarten





