
Condo vacation rentals in Simpson Bay
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Top-rated condo rentals in Simpson Bay
Guests agree: these condos are highly rated for location, cleanliness, and more.

Beach front luxury! Huge 2BR that has it all! 😍🤩😍
5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy cooking your own meals and dine inside or on the deck (or beach!). Largest deck on Simpson Bay beach has it all: huge daybed, loungers, living and dining areas for your comfort and pleasure. Unwind in the den and enjoy the big screen there or in either bedroom. Your neighbor is a boutique hotel and will gladly serve you meals and drinks right to your deck! Much more info available

Havya Cozy Stays
Keep it simple at this peaceful, well located studio unit at The Emerald at Maho with a common pool and gym. Just 5 minutes away from the International Airport, and walking distance from beaches with one being St. Maarten's famous end of the runway beach. Nowhere else in the world are you able to witness take-off and landing of Jumbo-jets as closely as here, all while sipping on a cocktail. Many shops stay open until 11pm, many bars, restaurants, nightclubs are all within easy walking distance.

Oceanfront w Pool | Maho Beach area
Location , Location Location ! You can not get any closer to the ocean than in this cliff side apartment. The sound of waves crashing below and incredible ocean views from every room. The sunrise is magical everyday and by night the glowing lights of Simpson bay. This cliff side apartment has everything you need for a dream stay away from the crowds. . Just steps from 4 beaches Simpson bay, Mullet bay, burgeux bay and a 5minute walk to the world famous Maho Beach with its famous plane landings

Maho studio overlooking airport, Free Wi-Fi!
Welcome to "Flight Deck", a cozy and unique studio apartment overlooking the Princess Juliana International Airport & runway and beautiful Simpson Bay Beach. This unit is in a prime location, as it is just a 5 minute walk to the heart of Maho Village, which is full of shops, restaurants, bars, nightclubs, casinos, and the world famous Maho Beach, where thrill-seekers can stand just feet below planes as they land and experience the thrilling sensation of the jet blast of planes taking off.

Beacon Hill Hideaway: Luxury Condo in Simpson Bay
Escape to luxury at Beacon Hill Hideaway, a modern beachfront condo overlooking Simpson Bay Beach. This spacious 2-bedroom property features stunning ocean views, elegant modern interiors, and direct beach access. Enjoy a covered terrace, private gated entry, and proximity to vibrant Maho nightlife. With high-end finishes, ample amenities, and the beach at your doorstep, it’s the perfect Sint Maarten getaway for families, couples, or friends. Book today and experience Caribbean paradise!

Sint Maarten La Terrasse Maho
It's a cozy large studio with a king size bed, a queen size sleeper sofa and a big balcony, it is at the second floor at Royal Islander Club Resort La Terrasse in Maho, fully equipped and furnished. Located just in front of Maho Bay beach and few minutes walk from Mullet bay beach. There are few restaurants and boutiques like cigar shops, jewelers and beauty store. Casino Royale is right next door. There are also a supermarket for grocery shopping, a pharmacy, a clinic and more...

Hamaka condo, a beachfront retreat on Simpson Bay
Escape to the ultimate beachfront retreat at Hamaka, a fully equipped condo recently renovated to offer the perfect private beach escape with easy walking distance access to restaurants, bars, and nightly entertainment in Simpson Bay, Saint-Martin. Experience waking up to the sound of the waves and having your morning drink to the sight of the endless shades of the ocean. At the end of your day, unwind and enjoy the magnificent sunsets that this beautiful island has to offer.

Maho Love Nest: Unwind by the Rooftop Pool&Hot Tub
This charming, cozy, and tranquil tropical nest is located where all the action is! The golf course, iconic bars, the unprecedented landing strip, the popular Maho and Mullet bay beaches, Maho market with daily fresh take away breakfast/lunch buffets and a divine selection of exotic restaurants are all in walking distance. If you wish to just lounge and relax by the pool, jacuzzi, and private gazebo bar or enjoy the nightlife; it’s all readily available for you to indulge.

"SeaBird" studio, feet in the water on the beach
The "SeaBird studio" is ideally located with a beautiful view of the Caribbean Sea and an idyllic beach just for you! It offers plenty of comfort and storage with refined and original decoration. The residence is perfectly secure with a large swimming pool and tropical garden. Everything is within walking distance: grocery store, local market, shops, traditional or gourmet restaurants, ferry station to other islands, etc... High-speed Wi-Fi and TV Europe and America.

Convenient Studio Apt Near Airport, Beaches & Food
This beautiful studio apartment is located in the newly built Jordan Village complex which is a convenient 10 minute drive away from the Juliana International Airport and is directly opposite the American University of the Caribbean (AUC) Medical School. Guests have the comfort of having the entire living space to themselves with free and accessible parking while having access to two convenient stores, restaurants, bars, beaches, and nightlife.

Canelle Apartment
Canelle apartment located in one of the most mythical Residence on the Island of Saint Martin in Baie Nettle in part French. A very quiet residence and secure, you will have the opportunity to enjoy its 2 large pools with a magnificent sunset and its restaurant Le MaTi Beach. It's Very close to all essential shops, Supermarket, Bakery Pastry, Wine cellar and several restaurants. 5 minutes from the most beautiful beaches on the Island.

Convenient, Near Airport, Free Parking + Security.
Cozy 1 bedroom apartment that is centrally located in a gated community in Cole Bay. This area is situated on the Dutch side of the island, but it is near the French side of the island. The apartment is 10 minute drive from the Princess Juliana International Airport. In the area, there is a small supermarket which is 1 minute walking distance and Lagoonies Bistro & Bar which is 2 minute walking distance from the apartment.
Popular amenities for Simpson Bay condo rentals
Weekly condo rentals

Modern Oceanview Apartment

Waterfront, beautiful ELBA! 2 to 4 people

"Coco Beach" 2 bedrooms beachfront

Studio Bay Nettlé le Lagoon

Luxury Condo "The Q" + Huge Pool Patio + Beach/Bar

Beautiful Large 2 Bedrooms apartment in Maho

'Emerald Pearl' Studio in Maho with Full Amenities

Golf Course and Lagoon View Apartment
Pet-friendly condo rentals

Orient Bay "B&C Collection" 2BD+Sofa

2 Bedroom Duplex up to 5 guests right on the beach

Princess Anouk, Orient Bay, pool, on the beach

Rare gem, breathtaking sea views

Baie Orientale Cosy Duplex 1

Casa Nova, Indigo Bay SXM

Coral Villa- Steps From BEACH!

Blue vista - Paradise in nettle Bay-1BR Queen Size
Condo rentals with a pool

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

Royal Palm-5th floor-Amazing OceanViews-1 Bedroom

A room in the paradise

Just in paradise by the lagoon

The Beach Condo

On the Sea - Beachfront 3 bedroom on Simpson Bay

Nettle bay beach club Sea View BoraBora 2/4 P.

Studio on the water in the Simpson Bay Yacht Club
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $391 CAD | $372 CAD | $387 CAD | $289 CAD | $260 CAD | $275 CAD | $291 CAD | $272 CAD | $246 CAD | $246 CAD | $268 CAD | $324 CAD |
| 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 condo rentals in Simpson Bay

Total vacation rentals
Explore 90 vacation rentals in Simpson Bay

Nightly prices starting at
Simpson Bay vacation rentals start at $96 CAD per night before taxes and fees

Verified guest reviews
Over 3,330 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Simpson Bay vacation 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!
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