
Condo vacation rentals in Simpson Bay
Find and book unique condos on Airbnb
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 G$16,736 GYD per night before taxes and fees

Verified guest reviews
Over 3,710 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
70 properties feature pools

Rentals with dedicated workspaces
60 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

4.9 Average rating
Simpson Bay stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated condo rentals in Simpson Bay
Guests agree: these condos are highly rated for location, cleanliness, and more.

*New* SeaScapes Luxury Condo At Aqualina SXM
Imagine waking up to the sound of rolling waves, stepping onto your private balcony with a cup of coffee at this stunning 2bedroom condo in the exclusive Aqualina Beach Club, every day feels like a dream vacation. The condo opens directly onto Simpson Bay Beach, one of the island’s longest and most beautiful stretches of soft white sand. Spend mornings swimming in crystal-clear waters, afternoons lounging by the pool, and evenings sipping cocktails while the sky turns shades of pink and orange.

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 | In Maho, Near Beaches & Airport
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

Apt5 (2 bedrooms, terrace & sea view)
Spacious and breezy Duplex with 2 bedrooms and big a terrace with sea view. Located in Black Palm, an elegant residence of 7 apartments in Indigo Bay, a calm and exclusive neighborhood. Indigo Beach is just a 5-minute walk away. Enjoy the shared pool with sea view. Ideal for up to 4 guests: couples, families or friends looking for relaxation. -5 minutes’ walk from Indigo Beach -5 minutes’ drive from the nearest supermarket -Private parking on site -Concierge service available for any request.

Beachfront Paradise with Pool & Stunning Sunsets
Escape to a beachfront paradise with a pool and stunning sunsets. Wake up to the soothing sound of ocean waves and lounge on the private patio overlooking turquoise waters. Step onto white sandy beaches with direct access, or stroll to nearby restaurants and vibrant nightlife. Your coastal sanctuary offers unforgettable moments of relaxation and tranquility. Designed for comfort and convenience, the community and unit include: • Ocean-view pool • Elevator access • Full-building generator

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

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
A spacious apt in a great location. This apt is located on the 2nd and 3rd floor in a gated +24/7 secured community of the Simpson Bay Yacht Club. A fully stocked kitchen. Open concept Dining/Living room combination leads to a covered patio for outdoor dining with panoramic bay views. 2 large and spacious bedrooms with private baths. Enjoy morning coffee or afternoon cocktails on one of the 3 patios all overlooking water. This complex offers 2 pools, Tennis, Jacuzzi, security and parking.

Sur Mer - Beachfront 3 bedroom on Simpson Bay
✨Sur Mer with IRE Vacations ✨ Directly on the beach of Simpson Bay, this spacious 3 bedroom, 3 bathroom apartment is the perfect place for your next Sint Maarten vacation. In a private residence Sur Mer is close to the airport, restaurants, shops and night life. Step out onto the white sandy beach, or catch the sunset on your balcony while listening to the crashing waves below. You can admire planes taking off and landing from your back terrace. Shared pool and gym within the residence.

Saint 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...

1 Bedroom Seafront Flat D3
Welcome to Kim Sha Beach Front apartment where amazing memories are made! Location is our shining spot! Just mins walking to the beach and located in the busiest area! Surrounded by bars and popular restaurants with local and international food, spas, shops and casinos! Walking distance to Simpson Bay Marina where you have departures to different islands with numerous boat charter and water sports activities. The location assures that you will have an unforgettable holiday!

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.
Popular amenities for Simpson Bay condo rentals
Condo rentals with a pool

Stylish Pelican Escape•pool, walk to Beach&Dining

The Cliff in Cupecoy Beach HEAVEN!!!

Waterfront, beautiful ELBA! 2 to 4 people

Little Bay Condo with Private Pool

2BR Sunset Condo at Blue Mall – Near Maho

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

cosy apartment

AZUR apartment, cozy waterfront, exceptional view
Weekly condo rentals

Simpson Bay Beach - Modern 2 Bedroom -#1 Location

Studio Iguana

Maazoon -Luxury modern 3BR Apt for 6 – Central SXM

202 Cole Bay Oasis, Where Serenity Meets Adventure

Royal Palm-1st floor-walk right out to the beach

Villa Spice For Life SXM

Amethyst Cove: Serene oceanfront getaway 2BR/2BA

Gorgeous Beachfront PENTHOUSE- Sunset Ocean Views!
Pet-friendly condo rentals

2 Bedroom Duplex up to 5 guests right on the beach

Paradise Getaway With Best View of SXM!

Bright studio next to the beach

Beautiful Large 2 Bedrooms apartment in Maho

Eastern Bays Cozy Duplex 1

Coral Villa- Steps From BEACH!

Casa Nova, Indigo Bay SXM

Blue vista - Paradise in nettle Bay-1BR Queen Size
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$59,831 GYD | G$56,902 GYD | G$59,203 GYD | G$44,141 GYD | G$39,748 GYD | G$42,049 GYD | G$44,559 GYD | G$41,631 GYD | G$37,656 GYD | G$39,748 GYD | G$45,187 GYD | G$62,132 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
- Sainte-Anne Vacation rentals
- Saint Thomas Vacation rentals
- Little Saint James Vacation rentals
- Saint Croix Vacation rentals
- Aguadilla Vacation rentals
- Basse-Terre Island Vacation rentals
- Le Gosier Vacation rentals
- Tortola Vacation rentals
- Rincón Vacation rentals
- Waterfront rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Villa rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Rentals with pools Simpson Bay
- Rentals with beach access Simpson Bay
- House rentals Simpson Bay
- Beach condo rentals Simpson Bay
- Apartment rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Serviced apartment rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Rentals with a washer and dryer Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Beachfront rentals Simpson Bay
- Condo rentals Sint Maarten




