
Apartment vacation rentals in Simpson Bay
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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 $60 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

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

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.

Vitamin sea 2
Welcome to Vitamin Sea 2 ! This one bedroom condo is well located in Simpson Bay Yacht club, central location in the heart of the action, and nonetheless peaceful atmosphere, tucked away by lush yet elegant landscaping and architecture. The living room and the master bedroom have an amazing view over the lagoon, offering a fresh respite from the town of Simpson Bay. 24/7 security gated residence, swimming pool, parking.

The Lost Paradise
Ce magnifique appartement, situé près des plages de Maho et Mullet bay et du quartier touristique de Maho, est idéal pour passer de superbes vacances. Très fonctionnel, il est parfait pour 4 personnes avec ses 2 salles de bains et sa chambre indépendante. Un lit escamotable dans le salon servira de second lit. Situé sur la presqu’île pittoresque de Point Pirouette, ce logement unique vous fera passez de merveilleux moments.
Popular amenities for Simpson Bay apartment rentals
Weekly apartment rentals

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

Tranquil Haven Near Maho Beach: Garden-side Patio

Seafront Studio C3

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

La Kaz Apartment - Cul de Sac

1 Bedroom- ocean view - Walk to beach - Generator

CondoSTmaarten panoramic (Adults Only)

Ocean Edge Blue Water Beach condo.
Private apartment rentals

B-904 Panoramic ocean view unit

Modern / Cozy Studio in the center of Simpson Bay

New a Paradise on the beach!

Condo in Simpson Bay

Creative Suite: Modern Studio Unit

Azure Heaven, Breathtaking views, Pool, Gym, Maho

Escape by the Lagoon

Sea View Studio with Infinity Pool – Romantic Stay
Apartment rentals with a hot tub

The Rock 1 Duplex Apartment Sea View with Jacuzzi

New listing! Ocean Vibes Luxury appt ocean front

New ! Blue Dream apartment with swimming pool

Sea view & Jacuzzi - Walking distance to Happy Bay beach

Large loft with lagoon view

La Vie Luxury Getaway

Studio - Simpson Bay Yacht Club

Penthouse! 3-Bdr. Apartment with Stunning Views!
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $160 | $170 | $165 | $150 | $140 | $140 | $138 | $129 | $127 | $131 | $150 | $180 |
| Avg. temp | 79°F | 79°F | 79°F | 80°F | 82°F | 84°F | 84°F | 84°F | 84°F | 83°F | 82°F | 80°F |
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