
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

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

Modern Oceanview 2-Bedroom Condo on Mullet Bay
Welcome to Fourteen, one of the most luxurious beachfront residences in St Maarten located directly on the famous Mullet Bay beach and golf course. Located on the 9th floor, You will find this spacious 2 bedroom condo offering beautiful ocean views, great for a group, family, or romantic getaway. Indulge yourself in all of the amenities, outstanding concierge services and dining experience Fourteen has to offer. We aim to make your stay unforgettable. $5 per night resort fee not included

Beachfront Caribbean Breeze in Paradise, SXM
Caribbean Breeze inviting Beach front home. A few steps to our beach and pool. Walk to mainstream. Amazing views . 2/2.5 with huge Master. Hear the waves flowing in onto the shore for those relaxing days and nights. New kitchen, living room , bathrooms, dining area,etc. Unwind on any balcony, penthouse ocean view, on daybed with a nice drink , looking over the verse tranquil ocean. Take a dip in the soothing crystal clear waters, 1 minute walk away. Amenities enclosed & Wi-Fi included.

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...

2BR Beachfront Oasis •Pool + Epic Sunsets @Encanto
Escape to paradise in this panoramic 2-bed 2 bath beachfront condo at Simpson Bay. Wake up to the soothing ocean sounds & lounge on the patio with turquoise views. Immerse yourself in white sandy beaches with direct access to Simpson bay beach. Indulge in nearby restaurants and vibrant nightlife w/ a 5 min stroll to Simpson Bay Strip.Your coastal sanctuary beckons with unforgettable moments of tranquility. Our community and unit is equipped with a pool, elevator and generator.

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.

Studio on the water in the Simpson Bay Yacht Club
The studio is located in the Simpson Bay Yacht Club right at the waterfront. A gated residence with 24/7 security, 2 swimming pools, an outdoor jacuzzi, 2 tennis courts. When you walk out the Simpson Bay Yacht Club you will find bakeries, lunch rooms, great restaurants, supermarkets, beaches, night-life hotspots. The studio has a great view on the marina. Your private parking place is located in front of the studio. Check also my other apartments!!

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.

Villa Moorea on the beach, sea view 2/4 P.
Directly on the beach with sea view and swimming pool, villa decorated residence, located in a quiet residence 4 swimming pools, 2 tennis courts, private parking. Opposite: Mini-market, restaurant, delicatessen, bakery, hairdresser, pharmacy, doctor, car rental, and jet skis. You will admire the beauty of the immense palm garden and in the evening before sleeping, the lights of the Island of Anguilla will soothe you, you will feel at home
Popular amenities for Simpson Bay condo rentals
Weekly condo rentals

Amazing sunset view of the lagoon, 1BR for 4p

WHY NOT Splendid apartment right on the beach

Blue Jungle Duplex Terrace with Incredible Lagoon View

Ocean Breeze at Las Arenas

Beacon Hill Hideaway: Luxury Condo in Simpson Bay

The Beach Condo

Golf Course and Lagoon View Apartment

Beachfront Penthouse Best View Best location
Pet-friendly condo rentals

2 Bedroom Duplex up to 5 guests right on the beach

Princess Anouk, Orient Bay, pool, on the beach

Bright studio next to the beach

Beautiful Large 2 Bedrooms apartment in Maho

Coral Villa- Steps From BEACH!

Casa Nova, Indigo Bay SXM

Blue vista - Paradise in nettle Bay-1BR Queen Size

Modern / cosy Studio next to university / Beach
Condo rentals with a pool

Studio COCO

The Cliff in Cupecoy Beach HEAVEN!!!

Studio Bay Nettlé le Lagoon

Maho 1 Bed Condo with ocean view & Free Wi-Fi

Sea Lover - Las Brisas (Sea Lover)

The Coastal Condo: Beautiful Luxury 3 Bed 2.5 bath

'Emerald Pearl' Studio in Maho with Full Amenities

Luxury Little Bay- Caribbean Blue
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $286 | $272 | $283 | $211 | $190 | $201 | $213 | $199 | $180 | $180 | $196 | $237 |
| 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 |
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 $70 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 & 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

Wi-Fi availability
90 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!
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