Portofino Marina Rentals
- From $557 per night (USD)
VRBO
Le Papillon on the beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Le Papillon enjoys one of the best locations on St. Martin, with many wonderful restaurants nearby and a beach that is c ...
From $557 per night (USD)VRBO
- Click For Pricing
Expedia
Royal Palm Beach Resort, fully remodeled in 2021, in Simpson Bay.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Full suite with 2 bedrooms and 2 baths. Sleeps up to 6 with pullout sofa in living room. Full eat in kitchen with all a ...
Click For PricingExpedia
- From $466 per night (USD)
VRBO
Sint maarten 2 bedroom simpson yatch club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedroom duplex located in the Simpson Bay Yacht Club. A gated residence with security, 2 swimming pools, an outdoor ja ...
From $466 per night (USD)VRBO
- Click For Pricing
Expedia
Atrium Beach Resort and Spa-Great Deal!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Atrium is situated on the beach in Simpson Bay, St. Maarten. The rooms are very clean and very tropical. The balco ...
Click For PricingExpedia
- From $550 per night (USD)
VRBO
Simpson Bay Top-Level Oceanfront Penthouse with Private Pool and Ocean Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
PLEASE NOTE THAT ALL RATES ARE BASED ON 2 GUESTS PER BEDROOM. SOL Y MAR RENTS AS A 2 OR 3 BEDROOM. IF YOU WOULD LIKE TO ...
From $550 per night (USD)VRBO
- Click For Pricing
Expedia
oceanfront \/beautiful resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous views. Beautiful completely renovated apartment. Spacious open floor plan for living room, dining room, kitchen ...
Click For PricingExpedia
- From $199 per night (USD)
VRBO
SECOND HOME Beach Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our SECOND HOME beach apartment is truly designed as a second home. A place to where we can escape from the world and re ...
From $199 per night (USD)VRBO
- From $245 per night (USD)
Expedia
*SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Part of the Complex Aqualina, this luxury 2 bedrooms condo is right on Simpson Bay Beach. Location which is residential ...
From $245 per night (USD)Expedia
- From $461 per night (USD)
VRBO
Coco's Beach House with pool - Simpson Bay Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Coco's Beach House is a stunning property just steps away from the Simpson bay beach. It will leave you feeling like you ...
From $461 per night (USD)VRBO
- From $535 per night (USD)
Expedia
Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
PLEASE NOTE THAT ALL RATES ARE BASED ON 2 GUESTS PER BEDROOM. SUR MER RENTS AS A 2 OR 3 BEDROOM CONDO. IF YOU WOULD LIKE ...
From $535 per night (USD)Expedia
- Click For Pricing
VRBO
Two bedroom Suite at La Vista Beach Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a two bedroom Suite with a full kitchen and pull out couch in the living room. Walking distance to restaurants ...
Click For PricingVRBO
- Click For Pricing
Expedia
Spectacular 3 bedroom Penthouse with amazing views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
C’Scape on the Beach Penthouse #6 is one of St. Maarten’s latest addition to its inventory of luxury accommodation. The ...
Click For PricingExpedia
- From $308 per night (USD)
VRBO
Beachfront & Poolfront 2br ground floor directly on Simpson Bay Beach. BLISSFUL!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy one of the best kept secrets in the Caribbean.. After vacationing on St. Martin for twenty years, we discover ...
From $308 per night (USD)VRBO
- From $308 per night (USD)
Expedia
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful beach front paradise awaits you on one of the Caribbean's most exotic islands. This condo is located directly ...
From $308 per night (USD)Expedia
- From $737 per night (USD)
VRBO
Villa Saint-Tropez Breathtaking Sea Views
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Come and enjoy a relaxing vacation at the hill top of Pelican where Villa Saint Tropez sits to offer you the ultimate se ...
From $737 per night (USD)VRBO
- From $350 per night (USD)
Expedia
The Beach Condo - a modern 2-bedroom beachfront condo packed with amenities.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
The Beach Condo, located in Palm Beach Apt. complex is a completely newly renovated 2 bedroom condo right on Simpson Bay ...
From $350 per night (USD)Expedia
- From $512 per night (USD)
VRBO
BEACHFRONT Modern 2bdr unit with great space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
C’Scape on the Beach is a contemporary building designed by Studio Acht Architects. The building featured large bedrooms ...
From $512 per night (USD)VRBO
- From $647 per night (USD)
Expedia
Top of the art penthouse on the beach - 4000 sq. ft of luxury
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Le Papillon Penthouse enjoys one of the best locations on St. Martin, with many wonderful restaurants nearby and a beach ...
From $647 per night (USD)Expedia
- Click For Pricing
VRBO
Blue Sail Villa. 2 bedroom with pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Blue Sail is a recently renovated villa with an European style in a typical Caribbean landscape, plenty of plants everyw ...
Click For PricingVRBO
- From $641 per night (USD)
VRBO
THANKSGIVING WEEK AVAILABLE \"STUNNING VIEWS OF OUR MAGICAL CARIBBEAN & SUNSET\"
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The Penthouse At La Siesta, a luxurious condominium located directly on the sugary white sands and turquoise ...
From $641 per night (USD)VRBO
- From $1060 per night (USD)
VRBO
AMAZING STUDIO HOT SPOT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
very nice apartment, completely renovated, in a small building, with modern design. located in the most lively area of ...
From $1060 per night (USD)VRBO
- Click For Pricing
Expedia
Waterfront 1 Bedroom Suite w\/ Balcony- Beautiful Simpson Bay Resort Sint Maarten
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
3rd floor DIRECTLY on the Caribbean water. NO taxes, NO VRBO fees. The recently totally renovated location sleeps 4, ...
Click For PricingExpedia
- From $1607 per night (USD)
VRBO
Pelikaan Sunset: A Villa With Stunning Ocean Views
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 16
Imagine a place where luxury, zen & fun come together with gorgeous ocean views & a cool breeze kissing your face as you ...
From $1607 per night (USD)VRBO
- From $742 per night (USD)
VRBO
Piece of Paradise SXM
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful 3 bed - 3,5 bath luxurious corner unit in Simpson Bay Yacht club (SBYC) is located in the best spot of t ...
From $742 per night (USD)VRBO
- From $459 per night (USD)
VRBO
Beachfront property large top floor 3BDR penthouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
C’Scape on the Beach 3BDR Penthouse is one of St. Maarten’s latest addition to its inventory of luxury accommodation. Th ...
From $459 per night (USD)VRBO
- From $175 per night (USD)
Expedia
very nice condo full equiped
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the heart of Pelican Key, a new small condominium complex (just 10 very family-friendly apartments) is availa ...
From $175 per night (USD)Expedia
- Click For Pricing
VRBO
Beachfront Property with Beach Parties Low Price Guarantee!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
ATRIUM BEACH RESORT AND SPA PARADISE IS CALLING AT THE ATRIUM BEACH RESORT With both French and Dutch territory and the ...
Click For PricingVRBO
- From $317 per night (USD)
Expedia
Stunning 2 Bedroom 2 Bath Beachfront Condo with panoramic ocean views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Wake up every morning to the sounds of the ocean at the Encanto beachfront condo. Enjoy your coffee on your terrace or b ...
From $317 per night (USD)Expedia
- Click For Pricing
VRBO
Beautiful loft @ the heart of Simpson Bay: the Dome
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Sexy loft located in the middle of Simpson Bay. Having breakfast on the ample terrace, you will feel like a sailor in th ...
Click For PricingVRBO
- From $185 per night (USD)
Expedia
Simpson Bay Beach Modern Apartment. Roof deck Ocean Views WIFI Satellite TV.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Modern 1 bedroom apartment newly built. Has backup generator for when city power is off. Marble floors through out. All ...
From $185 per night (USD)Expedia
- From $634 per night (USD)
VRBO
Turquoise paradise, directly ON beach, gated w underground parking!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Apartment, 2 Bedrooms, 2.5 Baths. La Ida Beach Condominiums is a gated, beach front property, with private underground ...
From $634 per night (USD)VRBO
- Click For Pricing
Expedia
Your Home Away from Home Awaits
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
At Diamond Resorts, we've thought of everything to help you unwind, reconnect and rejuvenate during your vacation. Our r ...
Click For PricingExpedia
- From $284 per night (USD)
VRBO
BEACHFRONT 1 BDR unit with AMAZING view
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
We are extremely pleased to introduce C’Scape on the Beach. C’Scape is one of St. Maarten’s latest addition to its inven ...
From $284 per night (USD)VRBO
- From $4558 per night (USD)
Expedia
Newly renovated 7 bedroom villa in the Dutch side of St. Maarten
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 14
Summary: Life is good at villa Bella Vita, a sumptuous 7 bedroom contemporary home located in the residential enclave of ...
From $4558 per night (USD)Expedia
- From $104 per night (USD)
VRBO
Diamond Gem Residence is located in proximity to the Dutch\/French border
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Diamond Gem Residence is a recently developed efficiency concept, with each room consisting of a separate en-suite walk- ...
From $104 per night (USD)VRBO
- Click For Pricing
Expedia
Beachfront, ground level condo, steps away from beach, pool and relaxation!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a newly remodeled condo, fully equipped kitchen, steps away from large outdoor grill station. 2 bedrooms, 2 bath ...
Click For PricingExpedia
- From $131 per night (USD)
VRBO
Diamond Gems - Near Airport, SimpsonBay, Beach, Food
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located right on the border between the Dutch and French Cultures of Philipsburg and Marigot, Residences @Diamond Gems t ...
From $131 per night (USD)VRBO
- From $701 per night (USD)
Expedia
Five Star Luxury Beachfront Condo with Direct Beach Access and Private Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Two Bedroom, Two & A Half Bathroom Beachfront Unit Luxury two bedroom unit at the prestigious Aqualina Beach Club direc ...
From $701 per night (USD)Expedia
- From $624 per night (USD)
VRBO
2 bedroom 2.5 Bath Luxury Penthouse on Simpson Bay Beach!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
The Penthouse at Las Arenas is a luxury 2 bedroom 2.5 bathroom penthouse located on St. Maarten’s longest beach – the Si ...
From $624 per night (USD)VRBO
- From $842 per night (USD)
Expedia
5 star luxury on the beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy coo ...
From $842 per night (USD)Expedia
- From $291 per night (USD)
VRBO
Beachfront condo with pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful 2 bedroom - 2 bathroom apartment is located on Simpson bay road with a shared pool and of course it’s rig ...
From $291 per night (USD)VRBO
- From $474 per night (USD)
VRBO
Caribbean Dream Getaway! Full Kitchen, Outdoor Swimming Pool, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beachfront property offers rooms with free Wi-Fi, balconies, and fully-equipped kitchens, making it feel like a tru ...
From $474 per night (USD)VRBO
- From $252 per night (USD)
VRBO
Relax and Recharge in St. Maarten! Swimming Pool, Full Kitchen, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beachfront property offers rooms with free Wi-Fi, balconies, and fully-equipped kitchens, making it feel like a tru ...
From $252 per night (USD)VRBO
- From $382 per night (USD)
VRBO
Your Home Away from Home! Ocean View, Full Kitchen, Swimming Pool, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beachfront property offers rooms with free Wi-Fi, balconies, and fully-equipped kitchens, making it feel like a tru ...
From $382 per night (USD)VRBO
- From $290 per night (USD)
VRBO
Luxury Oceanfront Hotel in St. Maarten! Swimming Pool, Free Parking, Kitchen!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beachfront property offers rooms with free Wi-Fi, balconies, and fully-equipped kitchens, making it feel like a tru ...
From $290 per night (USD)VRBO
- From $333 per night (USD)
VRBO
Caribbean Paradise Retreat! Full Kitchen, Outdoor Swimming Pool, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beachfront property offers rooms with free Wi-Fi, balconies, and fully-equipped kitchens, making it feel like a tru ...
From $333 per night (USD)VRBO
- From $662 per night (USD)
VRBO
Sunny Shores Getaway! Full Kitchen, Outdoor Swimming Pool, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
This beachfront property offers rooms with free Wi-Fi, balconies, and fully-equipped kitchens, making it feel like a tru ...
From $662 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Unwind and Indulge in the Beauty of St. Maarten! Outdoor Pool, Full Kitchen!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beachfront property offers rooms with free Wi-Fi, balconies, and fully-equipped kitchens, making it feel like a tru ...
From $300 per night (USD)VRBO
- From $956 per night (USD)
VRBO
Experience Peace and Comfort in St. Maarten! 2 Spacious Units, Pool, Kitchen!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 16
This beachfront property offers rooms with free Wi-Fi, balconies, and fully-equipped kitchens, making it feel like a tru ...
From $956 per night (USD)VRBO
- From $107 per night (USD)
Expedia
Cozy studio warm, welcoming and close to many restaurants and beaches.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozi pelican is a very warm and welcoming apartment in one of the best residential areas on the Dutch side of the island ...
From $107 per night (USD)Expedia
- Click For Pricing
VRBO
Pelican Key \"shoreline\" Villa 3bd+canapé
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
<p>Located in Simpson Bay, this welcoming villa lets you experience it all. Lay Bay Beach is just steps away and Flaming ...
Click For PricingVRBO
- From $240 per night (USD)
Expedia
B256 - Amazing Top Floor Apartment With Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Apartment B-256 at The Hills Residence Vacation Rentals! Step into a world of luxury and elegance with our ...
From $240 per night (USD)Expedia
- From $362 per night (USD)
VRBO
B251 - Beautiful 2 Bedroom - 2 Bathroom
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Apartment A-251 at The Hills Residence in Simpson Bay, Sint Maarten - your luxury lagoon retreat awaits! We ...
From $362 per night (USD)VRBO
- From $382 per night (USD)
Expedia
A107 - Beautiful 2 Bedroom with Garden
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Apartment A-107 at The Hills Residence in Simpson Bay, Sint Maarten - your luxury lagoon retreat awaits! We a ...
From $382 per night (USD)Expedia
- From $218 per night (USD)
VRBO
A105 - Breathtaking Apartment with Garden
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
WWelcome to Appt A-105 at The Hills Residence in Simpson Bay, Sint Maarten! This beautiful 1-bedroom apartment offers a ...
From $218 per night (USD)VRBO
- From $224 per night (USD)
Expedia
A133 - Top Floor Lagoon View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Introducing Apartment A-133 with its exceptional Lagoon View at The Hills Residence Vacation Rentals! Prepare to be cap ...
From $224 per night (USD)Expedia
- From $213 per night (USD)
VRBO
B246 - Breathtaking Lagoon View with Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Apartment B-246 at The Hills Residence Vacation Rentals! Step into a world of luxury and elegance with our ...
From $213 per night (USD)VRBO
- From $227 per night (USD)
Expedia
A132 - Glorious Lagoon View Apartment with Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Apartment A-132 at The Hills Residence Vacation Rentals! Step into a world of luxury and elegance with our ...
From $227 per night (USD)Expedia
- From $403 per night (USD)
VRBO
2-Bedroom Condo With Marina Views In Simpson Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your ultimate St. Maarten getaway! This newly listed 2-bedroom, 2-bathroom condo, located just off Airport Ro ...
From $403 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Sophisticated 1-bedroom + 1 sofa bed condo in tranquil Simpson Bay Yacht Club
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Gated community. Townhouse directly on the Lagoon. One flight of stairs up to the front door. Walking distance to caf ...
From $215 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Sunny Outlook - Beautiful 1 bedroom in beachfront complex!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
This amazing completely renovated 1 bedroom 1.5 bathroom unit is located at Palm Beach Condo’s, directly on Simpson Bay ...
From $221 per night (USD)VRBO
- From $779 per night (USD)
Expedia
Indigo Oceanfront Condo Poolside - Unit 1, Indigo Oceanview Terrace Poolside
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Stunning 3-Bedroom Oceanfront Residence in Indigo Bay, St. Maarten Discover luxury living in this 3-bedroom, 3-bathroom ...
From $779 per night (USD)Expedia
- From $431 per night (USD)
VRBO
Beach Front Condo in Simpson Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable and beautiful spacious, newly refurbish 2 bedroom, 2 bathroom apartment conveniently located in the heart of ...
From $431 per night (USD)VRBO
- From $1162 per night (USD)
Expedia
*New*SeaViews 4Bedroom Penthouse with Private Pool\n\n
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Experience luxury and comfort in our stunning 4-bedroom penthouse, perched elegantly above the pristine Kim Sha Beach. T ...
From $1162 per night (USD)Expedia
- From $299 per night (USD)
VRBO
*NEW*SeaShores Beach front Apt With Generator\n\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your perfect getaway in Simpson Bay, Sint Maarten! This brand-new, modern 1-bedroom apartment offers an unpar ...
From $299 per night (USD)VRBO
- From $647 per night (USD)
Expedia
*NEW* SeaHeaven 3BR Beachfront Apt with Generator\n\n
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the ultimate Caribbean getaway in this luxurious 3-bedroom beachfront apartment, perfectly situated on the pr ...
From $647 per night (USD)Expedia
- From $301 per night (USD)
VRBO
Ocean Edge Blue Water Beach condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Absolutely gorgeous condo with a spacious bedroom and bathroom on the 2nd floor of a luxury building in the heart of Sim ...
From $301 per night (USD)VRBO
- From $222 per night (USD)
Expedia
Garden view 1bedr - pool in Simpson bay-generator
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This recently refurbished apartment is centrally located in the heart of Simpson Bay. You have everything right at your ...
From $222 per night (USD)Expedia
- From $318 per night (USD)
VRBO
Pelican 2 bedr ocean view apt - shared pool
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
This 2 story condo is gorgeously located in the residential Pelican neighborhood with stunning ocean views . This beauti ...
From $318 per night (USD)VRBO
- From $626 per night (USD)
Expedia
*NEW* SeaShells 2BR Beachfront Apartment Generator
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Indulge in a luxurious beachfront escape at this modern 2-bedroom apartment, ideally located in the picturesque Simpson ...
From $626 per night (USD)Expedia
- From $281 per night (USD)
VRBO
*NEW* SeaWaves Beachfront 1 Brm Apt with Generator\n\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to paradise in this charming 1-bedroom beachfront apartment located in the heart of Simpson Bay, Sint Maarten. Wa ...
From $281 per night (USD)VRBO
- From $324 per night (USD)
Expedia
Chic 1-bedroom with AC and WiFi in superb Colebay apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Spacious 1-bedroom apartment with rooftop access, equipped kitchen, – perfect for a small family. Located in a quiet, c ...
From $324 per night (USD)Expedia
- From $654 per night (USD)
VRBO
Unique Luxury Beachfront Penthouse - Simpson Bay
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Experience unparalleled luxury at Aqualina, a modern beachfront condo on stunning Simpson Bay Beach. Enjoy breathtaking ...
From $654 per night (USD)VRBO
- From $203 per night (USD)
Expedia
1 bedroom with pool in Simpson Bay - GENERATOR
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This brand new apartment is located in the best spot of the island. You have everything right at your doorstep. Of cours ...
From $203 per night (USD)Expedia
- From $561 per night (USD)
VRBO
Simpson bay 3bdr \/ 3,5 bath with pools - GENERATOR
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful 3 bed - 3,5 bath luxurious corner unit in Simpson Bay Yacht club (SBYC) is located in the best spot of th ...
From $561 per night (USD)VRBO
- From $286 per night (USD)
Expedia
Blue Sky apartment with lagoon view - GENERATOR
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
A modern 1 bedroom - 2 bath apt with gorgeous views over the lagoon. Wether you are visiting for a vacation or for work ...
From $286 per night (USD)Expedia
- From $199 per night (USD)
VRBO
The Luxe 1 bedroom apartment with pool - GENERATOR
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This brand new apartment is located in the best spot of the island. You have everything right at your doorstep. Of cours ...
From $199 per night (USD)VRBO
- From $202 per night (USD)
Expedia
Blue Sky 1 bedroom apartment in Simpson Bay - GENERATOR
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This brand new apartment is located in the best spot of the island. You have everything right at your doorstep. Of cours ...
From $202 per night (USD)Expedia
- From $288 per night (USD)
VRBO
Garden view Simpson Bay apartment with pool - GENERATOR
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This renovated 1 bdr apt is located in the best spot of the island.It has a gorgeous (shared) pool. It's at 5 min walkin ...
From $288 per night (USD)VRBO
- From $634 per night (USD)
Expedia
COCO'S 15 Beautiful beach front 3BR condo in Simpson Bay Beach.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Step into your dream vacation at this stunning 3-bedroom, 2.5-bathroom beachfront Condo located in Simpson Bay Beach. ...
From $634 per night (USD)Expedia
- From $505 per night (USD)
VRBO
Palm Sea Views at La Siesta on Simpson Bay beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This amazingly remarkable apartment has tranquil Palm and Sea views from sunrise to sunset. It’s an astonishing space fo ...
From $505 per night (USD)VRBO
- From $364 per night (USD)
VRBO
Beach Casa at Le Papillon; Modern Ground floor!! Generator Backup!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Imagine rolling out of bed and finding yourself on one of the most beautiful beaches in the Caribbean! Fifty footsteps ...
From $364 per night (USD)VRBO
- From $2493 per night (USD)
VRBO
Bella Vita in Pelican Key by Personal Villas - Spacious and Sophisticated Villa
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: BELLA VITA 4BR, Pelican Key, St Maarten Life is good at Villa Bella Vita, a sumptuous 7 bedroom contemporary ...
From $2493 per night (USD)VRBO
- From $238 per night (USD)
VRBO
Le Papillon Condo; Modern, Steps to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
With direct access to the sand and sea, the Le Papillon condo is located in the brand new, and very upscale Le Papillon ...
From $238 per night (USD)VRBO
- From $435 per night (USD)
VRBO
Coco 12; Beach & Luxury!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Whether you are seeking a Peaceful Haven or Romantic Getaway, the 2 + miles of beautiful sandy Simpson bay beach situate ...
From $435 per night (USD)VRBO
- From $743 per night (USD)
VRBO
Villa St. Tropez by Fantasia Villas
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
St Tropez sits high up on the hill in Pelican Key in Dutch St Maarten and offers outstanding views of the Caribbean Sea ...
From $743 per night (USD)VRBO
- From $675 per night (USD)
VRBO
Villa Il Punto Blu by Fantasia Villas
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Located right on the beach in prestigious Pelican Key area on the Dutch side of St. Maarten lays IL Punto Blu. Convenien ...
From $675 per night (USD)VRBO
- From $103 per night (USD)
Expedia
LimeTree Studio, Pelican Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
LimeTree Studio apartment is located on the first floor of a private villa in the beautiful and conveniently located res ...
From $103 per night (USD)Expedia
- From $706 per night (USD)
VRBO
Bisou du Soleil - Oceanview Villa (Three Bedroom)
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
As you walk through the entrance gate of Bisou du Soleil you are welcomed by the lush tropical walkway and you instantly ...
From $706 per night (USD)VRBO
- From $437 per night (USD)
VRBO
SIMPSON BAY BEACH FRONT 2 BR, 2.5 bathroom with panoramic ocean view & pool.
- Bedrooms:
- 5
- Bathrooms:
- 2
- Sleeps:
- 5
ENJOY THE BREATHTAKING OCEAN VIEWS OF MEGA YACHTS, SAILBOATS AND WATER ACTIVITY AND BEACH FROM YOUR DOUBLE WIDE TERRACE ...
From $437 per night (USD)VRBO
- From $412 per night (USD)
VRBO
OCEAN BREEZE formerly Saphir De Mer Le Papillon;Modern,Beachfront,Ground floor
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Direct walk out access to the sand and sea is provided from OCEAN BREEZE located in the Le Papillon Complex, Simpson Bea ...
From $412 per night (USD)VRBO
- From $682 per night (USD)
VRBO
Villa Saint-Tropez
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 3
Located in the sought after area of Pelican Key, next to all the casino bars restaurants of Simpson Bay, the beautiful b ...
From $682 per night (USD)VRBO
- From $574 per night (USD)
VRBO
Bisou du Soleil - Oceanview Villa (Two Bedroom)
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
As you walk through the entrance gate of Bisou du Soleil you are welcomed by the lush tropical walkway and you instantly ...
From $574 per night (USD)VRBO
- From $651 per night (USD)
VRBO
FIRST FLOOR 3 BR LUXURY CONDO ON THE OCEAN
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
OUR LUXURY CONDO IS IN THE BEST LOCATION ON THE ISLAND. GET A MILLION DOLLAR VIEW WHETHER YOU ARE ON THE DECK OR RELAXI ...
From $651 per night (USD)VRBO
- From $483 per night (USD)
VRBO
Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully decorated 2-bedroom, 2.5 bath villa is in a well-designed, cozy, gated private community with 24/7 surveill ...
From $483 per night (USD)VRBO
- From $319 per night (USD)
VRBO
PERFECT LOCATION: bright and airy end-unit balcony and pool right on Simpson Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This third floor end unit ON THE BEACH offers plenty of privacy along with magnificent ocean views. The intimate 12-unit ...
From $319 per night (USD)VRBO
- From $545 per night (USD)
VRBO
The Perfect Spot On Sint Maarten
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Resort reopened January 1, 2021 and has been completely rebuilt and every unit completely remodeled beautifully. The ...
From $545 per night (USD)VRBO
- From $396 per night (USD)
Expedia
Coco Beachside Duplex
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Coco Beachside Duplex is a spacious 1,700 sq ft 2 bedroom duplex and unique for its large private beachfront terrace loc ...
From $396 per night (USD)Expedia
- From $547 per night (USD)
VRBO
Il Punto Blu: Newly Renovated 3 Bdrm, Beachfront, Pool, walkable to restaurants.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
This condo can be rented as a 1 and 2 bedroom condo as well. Please inquire for rates and more information. Located rig ...
From $547 per night (USD)VRBO
- From $3937 per night (USD)
VRBO
Bella Vita - Seven Bedroom Villa, Sleeps 14
- Bedrooms:
- 11
- Bathrooms:
- 8
- Sleeps:
- 14
Life is good at villa Bella Vita, a sumptuous 7 bedroom contemporary home located in the residential enclave of Pelican ...
From $3937 per night (USD)VRBO