
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 $70 per night before taxes and fees

Verified guest reviews
Over 4,040 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
60 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

4.8 Average rating
Simpson Bay stays are highly rated by guests—averaging 4.8 out of 5!
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
LocationValueBeach

2 BR 2 BA beachfront, amazing view, beach access
Wake up early on your first morning, brew a fresh cup of coffee, walk out onto the front patio overlooking a spectacular panoramic oceanview of turquoise clear-blue water lapping gently onto the white sandy shore. Then walk downstairs, through our private access directly onto the beach. Feel the soft white sand under your feet, scrunch your toes in it :). This is a dream come true for you, you worked hard to be here, smile inwardly, live in the moment, it is paradise, own it, you deserve this...
FamilyLocationIndoor spaces

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
ValueFamilySolo travel

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
LocationValueTV

cosy apartment
Profitez d'un logement élégant et central. Proche de la capital (Marigot) avec des commerces et des restaurants a 10 minutes a pied, un accès piscine et plage privé, le marche de marigot est proche avec son poisson Frais tout les mercredi et samedi matin. Nous attirons l’attention des voyageurs sur le fait que les conditions météo propres aux antilles peuvent amener des coupures temporaires de la distribution de l’électricité et de l’eau. Nous précisons que ces désagréments son peu fréquents
LocationFamilyTV

Deep Blue Sea at LaSiesta - Oceanfront Condo
This stunning beach front / poolside ground floor 1 bedroom condo was completely renovated August 2025! Deep Blue Sea is an immaculate and well appointed luxury property centrally located in Simpson Bay right on the sparkling waters of Simpson Bay Beach. Nearly everything in this condo is brand new and updated in a chic & modern beach style with all the amenities and comforts of a luxury resort, but without the crowds or bustle that go with it. Peace, privacy, pool and the Deep Blue Sea...
LocationAmenitiesNearby

Studio «SeaBird» les pieds dans l’eau sur la plage
Le « studio SeaBird » est idéalement situé avec une vue magnifique sur la mer Caraïbes et une plage idyllique rien que pour vous! Il offre beaucoup de confort et de rangement avec une décoration raffinée et originale. La résidence est parfaitement sécurisée avec une grande piscine et jardin tropical. Tout est accessible à pied: épicerie, marché local, boutiques, restaurants traditionnels ou gastronomiques, gare maritime vers les autres îles, etc... Wifi haut débit et télé Europe et Amérique.
ValueLocationWifi

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
ValueLocationGetting around

Horizon (Apt3) – Sea & Pool View, Terrace
Stylish triplex with 3 bedrooms, all with sea and pool 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 5 guests: couples, friends or families 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.
ValueLocationLayout

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...
LocationFamilySolo travel

Brand New- Maho Condo Studio with Seaview and Pool
Brand new studio, centrally located in Maho, with 24/7 security, amenity filled and a short distance to beaches, shopping and nightlife. The studio is a 5 minute walk to Maho Village and an 8 minute walk to the famous Maho Beach where you will find a multitude of restaurants, duty-free shopping and Casino Royale. It's also an 10 minute walk to Mullet Bay, one of the most beautiful and popular local beaches on the island. The location is a convenient 5 minute drive to the airport.
LocationHospitalityBeach

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

2 Bedroom Beachfront Condo with Private Pool c1.1
LocationGetting aroundCleanliness

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
ValueFamilyCleanliness

Five Star Luxury Beachfront Condo Private Hot Tub
FamilyLocationWalkability

Renovated 2-Level Condo @ Simpson Bay Yacht Club
LocationDecorHot tub

Prive loft
LocationFamilyCleanliness

The Beach Condo
LocationValueGetting around

Sur Mer - Beachfront 3 bedroom on Simpson Bay
LocationFamilyView

Havya Cozy Stays | In Maho, Near Beaches & Airport
FamilyLocationLaundry
Weekly condo rentals

Villa Belharra, amazing view
ValueLocationHiking

Indigo~2 KingSuites, Priv Pool, 2 Min Walk 2 Beach
LocationValueNearby

Studio premium vue mer Caraïbes & piscine-Marigot
ValueLocationAir conditioning

Maho Beach Oceanfront Getaway
LocationValueAmenities

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

Modern Maho Studio | Walk to Beach & Nightlife
ValueLocationComfort

Coral Villa- Steps From BEACH!
LocationFamilyBeach

Beachside Escape
LocationFamilyBeach
Pet-friendly condo rentals

2 Bedroom Duplex up to 5 guests right on the beach
FamilyValueTV

"Coco Beach" 2 bedrooms beachfront
LocationFamilyHospitality

Paradise Getaway With Best View of SXM!
FamilyLocationComfort

Apt luxueux, accès direct à la plage
LocationCheck-inBathroom

Bright studio next to the beach
ValueLocationWalkability

Beautiful Large 2 Bedrooms apartment in Maho
LocationFamilyComfort

Casa Nova, Indigo Bay SXM
ValueLocationPool

Blue vista - Paradise in nettle Bay-1BR Queen Size
LocationFamilyComfort
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $340 | $358 | $344 | $285 | $227 | $208 | $213 | $199 | $180 | $190 | $216 | $297 |
| 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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