Flamingo beach Rentals
- From $400 per night (USD)
VRBO
Ocean Front Studio Week 3 & 4 Annually
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Deluxe Ocean front studio facing Simpson Bay; just a few steps from the beach. The Flamingo Beach Resort is ALL NEW in 2 ...
From $400 per night (USD)VRBO
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Expedia
LAS BRISAS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 24
<p>Just a short distance from the ocean, this welcoming apartment lets you experience it all. You'll easily make the qui ...
Click For PricingExpedia
- From $285 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 $285 per night (USD)VRBO
- From $504 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 $504 per night (USD)Expedia
- From $352 per night (USD)
VRBO
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 $352 per night (USD)VRBO
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Expedia
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 PricingExpedia
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VRBO
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 PricingVRBO
- From $300 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 $300 per night (USD)VRBO
- From $596 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 $596 per night (USD)VRBO
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Expedia
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 PricingExpedia
- From $550 per night (USD)
VRBO
\"CHRISTMAS 2024 AVAILABLE\" \"STUNNING VIEW OF THE MAGICAL CARIBBEAN & SUNSETS\"
- 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 $550 per night (USD)VRBO
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Expedia
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 PricingExpedia
- From $1064 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 $1064 per night (USD)VRBO
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Expedia
Waterfront 1 Bedroom Suite w\/ Balcony- Beautiful Simpson Bay Resort Sint Maarten
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $1066 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 $1066 per night (USD)VRBO
- From $266 per night (USD)
Expedia
2bed , 2.5 bath luxury apartment
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
This brand new (2018) two bedroom apartment is located in the best spot of the island. You have everything right at your ...
From $266 per night (USD)Expedia
- From $692 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 $692 per night (USD)VRBO
- From $550 per night (USD)
Expedia
OCEANFRONT spectacular top floor 3BDR penthouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
C’Scape on the Beach Penthouse #3 is one of St. Maarten’s latest addition to its inventory of luxury accommodation. The ...
From $550 per night (USD)Expedia
- From $130 per night (USD)
VRBO
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 $130 per night (USD)VRBO
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Expedia
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 PricingExpedia
- From $280 per night (USD)
VRBO
Stunning 2 Bedroom 2 Bath Beachfront Condo with panoramic ocean views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $280 per night (USD)VRBO
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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
- Click For Pricing
VRBO
Beach front 1 bedroom apartment overlooking Simpson Bay (Feb.13-20, 2021)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This hotel is located next to the Simpson Bay Beach. Flamingo Beach Resort offers a restaurant, infinity-edge pool and f ...
Click For PricingVRBO
- From $359 per night (USD)
Expedia
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 $359 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Sunny, Large 3 Bedroom Villa with Ocean Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Big, bright three bedroom home with two and a half baths. Great area of the island with ocean views from two balconies. ...
From $400 per night (USD)VRBO
- From $229 per night (USD)
Expedia
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 $229 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $500 per night (USD)
Expedia
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 $500 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $109 per night (USD)
Expedia
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 $109 per night (USD)Expedia
- From $225 per night (USD)
VRBO
*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 $225 per night (USD)VRBO
- From $389 per night (USD)
Expedia
Coco's Beach House - 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 $389 per night (USD)Expedia
- From $284 per night (USD)
VRBO
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 $284 per night (USD)VRBO
- From $425 per night (USD)
Expedia
Sleeps 4 ppl. Directly ON beach, no walk necessary; 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 $425 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $128 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. Marble floors through out. All stainless steel appliances in kitchen and granite ...
From $128 per night (USD)Expedia
- From $490 per night (USD)
VRBO
Luxury 3 Bedroom Villa Infinity In Pelican Key.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Our contemporary villa, in Pelican Key is perfect for that memorable time you spend in St Maarten. Features swimming poo ...
From $490 per night (USD)VRBO
- From $250 per night (USD)
Expedia
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 $250 per night (USD)Expedia
- From $2800 per night (USD)
VRBO
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 $2800 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 $406 per night (USD)
VRBO
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 $406 per night (USD)VRBO
- From $166 per night (USD)
Expedia
Blue Pelican Luxury Villa - Featured on HGTV!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Blue Pelican Villa is located on the Dutch side of St. Maarten in the exclusive area of Pelican Key. Blue Pelican is a ...
From $166 per night (USD)Expedia
- From $329 per night (USD)
VRBO
POINT BLUE CONDO RIGHT ON THE OCEAN
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This Point Blue condo is located on the second floor overlooking the ocean with beachfront access just steps away. From ...
From $329 per night (USD)VRBO
- From $481 per night (USD)
Expedia
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 $481 per night (USD)Expedia
- From $780 per night (USD)
VRBO
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 $780 per night (USD)VRBO
- From $516 per night (USD)
Expedia
Pelican Key Private Luxury Villa With Panoramic View Of The Caribbean Sea
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Villa del Mar, boasting an incredible panoramic view of the Caribbean Sea and spectacular sunsets, islands to ...
From $516 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Beach front 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 $266 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- Click For Pricing
Expedia
Beachside on Simpson Bay Beach. In a gated community with garden, pool and BBQ
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Relax with the whole family at our peaceful place to stay. The property is located in Simpson Bay, right in the middle o ...
Click For PricingExpedia
- From $125 per night (USD)
VRBO
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 $125 per night (USD)VRBO
- Click For Pricing
Expedia
Luxury Penthouse 3 bedroom in Royal Palm Resort w\/ stunning views of Simpson Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Luxury Penthouse condo with 3 bedrooms, each with a private bath, on semi-private 6th floor of the Royal Palm Resort. W ...
Click For PricingExpedia
- From $532 per night (USD)
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 ...
From $532 per night (USD)VRBO
- From $188 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 $188 per night (USD)VRBO
- From $873 per night (USD)
VRBO
Spacious 4 Bedroom Condo Overlooking Simpson Bay !
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
<p>Close to scuba diving, motor boating, and more, this welcoming apartment brings it all within reach. Jump into your c ...
From $873 per night (USD)VRBO
- From $660 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 $660 per night (USD)VRBO
- From $507 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 $507 per night (USD)VRBO
- From $486 per night (USD)
VRBO
Villa Sur Mer by Fantasia Villas
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sur Mer is a beachfront condo, located on Simpson Bay Beach in the Coco Beach complex! This great 3 bedroom - 3 bath be ...
From $486 per night (USD)VRBO
- From $297 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 $297 per night (USD)VRBO
- From $157 per night (USD)
VRBO
Full Studio Appartment, in Top Location walking distance
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
1 Bedroom Studio apartment in the highly valued Pelican Key area close to Simpsonbay and adjacent to major resorts and ...
From $157 per night (USD)VRBO
- From $249 per night (USD)
VRBO
Oceanfront villa with breathtaking views–2BR \/ 2BA in Pelican Key, Simpson Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This is private villa overlooking the turquoise Caribbean sea. From your terrace you will enjoy panoramic ocean views, b ...
From $249 per night (USD)VRBO
- From $650 per night (USD)
VRBO
#1 Beach House on the Ocean with Private Pool, HGTV Villa Incognito
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
MODERN TULUM STYLE DECOR A fresh coat of white paint inside and out and a new refreshed Tulum style-theme await you ! ...
From $650 per night (USD)VRBO
- From $250 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 $250 per night (USD)VRBO
- From $432 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 $432 per night (USD)VRBO
- From $385 per night (USD)
VRBO
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 $385 per night (USD)VRBO
- From $2800 per night (USD)
VRBO
Bella Vita - Seven Bedroom Villa, Sleeps 14
- Bedrooms:
- 11
- Bathrooms:
- 7
- Sleeps:
- 14
Life is good at villa Bella Vita, a sumptuous 7 bedroom contemporary home located in the residential enclave of Pelican ...
From $2800 per night (USD)VRBO
- From $429 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 $429 per night (USD)VRBO
- From $415 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 $415 per night (USD)VRBO
- From $400 per night (USD)
VRBO
FIRST FLOOR 3 BR LUXURY CONDO WITH OPEN FLOOR PLAN RIGHT ON THE OCEAN
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
OUR CONDO IS IN THE BEST LOCATION ON THE ISLAND. YOU STILL GET A MILLION DOLLAR VIEW WHETHER YOU ARE ON THE DECK OR REL ...
From $400 per night (USD)VRBO
- From $220 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 $220 per night (USD)VRBO
- From $596 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 $596 per night (USD)VRBO
- From $500 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 $500 per night (USD)VRBO
- From $299 per night (USD)
VRBO
SIMPSON BAY BEACH FRONT 2 BR 2.5 bath with panoramic ocean view.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
ENJOY THE BREATHTAKING OCEAN VIEWS OF MEGA YACHTS, SAILBOATS AND WATER ACTIVITY AND BEACH FROM YOUR DOUBLE WIDE TERRACE ...
From $299 per night (USD)VRBO
- From $80 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 $80 per night (USD)Expedia
- From $560 per night (USD)
VRBO
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to paradise ! this new and unique beach-side Villa Namaste – an ultra luxury, multi-faceted dream beach house ...
From $560 per night (USD)VRBO
- Click For Pricing
VRBO
Homey Oceanview Condo
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Step into a cool turquoise open floor, vaulted ceiling condo. A triple sliding glass door opens wide onto a large balcon ...
Click For PricingVRBO
- From $289 per night (USD)
VRBO
Amazing Oceanfront 2BD\/2BA spacious and private villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Our oceanfront in Pelican Key/Simpson Bay, 2-bed, 2-bath private villa is a short walk to great shops, restaurants, casi ...
From $289 per night (USD)VRBO
- From $447 per night (USD)
VRBO
Beach Front Modern Condo on the beach
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 6
Your stay at this property will leave you with a very luxurious and modern Caribbean vacation experience. It is the pref ...
From $447 per night (USD)VRBO
- From $115 per night (USD)
VRBO
Top of Pelican Key! Spectacular sea views, near beaches, Wifi, parking, private
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Relax and enjoy your vacation in this 1 bedroom studio situated in a private villa. Villa Cleavage is nestled between th ...
From $115 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Paradise in the West Indies
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Simpson Bay, within steps of Simpson Bay Beach. Coco Beachfront Bliss offers a tranquil view including the fo ...
From $375 per night (USD)VRBO
- From $1276 per night (USD)
VRBO
Villa Vittoria | Beach Front - Located in Beautiful Simpson Bay with Private Pool
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Private Villa Rentals is licensed and registered with the Travel Industry Council of Ontario (TICO) which protects your ...
From $1276 per night (USD)VRBO
- From $399 per night (USD)
VRBO
WOW! WOW! WOW!, NEW VILLA LIBRE` STUNNING INSIDE AND OUT!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our very private villa is located on the ocean with 180 degree views of the stunning turquoise Caribbean sea. View the b ...
From $399 per night (USD)VRBO
- From $226 per night (USD)
VRBO
ENJOY THE BEAUTY OF ST MAARTEN BY STAYING RIGHT ON THE OCEAN
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
LOCATED IN PELICAN KEY, the most desirable location in ST MAARTEN. One bedroom, one bath with two futon couches in the l ...
From $226 per night (USD)VRBO
- From $229 per night (USD)
VRBO
Pelican Key Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
My place is close to the beach, family-friendly activities, nightlife, public transport, and the airport. You’ll love my ...
From $229 per night (USD)VRBO
- From $199 per night (USD)
VRBO
1 BR-Walk out patio and jump in the pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This 1 bedroom/2 full bath unit is located in the very desirable Pelican Key, next to La Vista Resort. The bedroom has a ...
From $199 per night (USD)VRBO
- Click For Pricing
VRBO
Stunning ocean front villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our beautiful Villa is ocean front with its own private infinity edge pool in very quiet upscale community of only 17 ot ...
Click For PricingVRBO
- From $500 per night (USD)
VRBO
Sea View @ La Siesta, Simpson Bay, St. Maarten, N.A.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
La Siesta Residence is a small private 13 unit villa/condominium resort comprised of two buildings. Building A has ten ...
From $500 per night (USD)VRBO
- From $407 per night (USD)
VRBO
Spacious Two Level 3 Bedroom 2.5 Bath Condo With A Beautiful Lagoon View
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Casa de bella is a 3 bedroom 2.5 bath condo located in the center of Simpson bay with a beautiful lagoon view. Just minu ...
From $407 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Spectacular Sunset Views 3 bedroom\/3bathroom Villa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Caribbean Vista is located in the very popular area called Pelican Key This villa offers 3 bedrooms and 3 Bathroom ...
From $400 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Spectacular Oceanfront Villa, Private Pool 2 BR\/2 BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
(PHTOS ARE ACCURATE AFTER HURRICANE IRMA) Take in a relaxing day or evening swim in your own very private pool overlook ...
From $300 per night (USD)VRBO
- From $122 per night (USD)
VRBO
Studio Simpson Bay Yacht Club
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The studio is located in the Simpson Bay Yacht Club. A gated residence with 24 hours security, a swimming pool overlooki ...
From $122 per night (USD)VRBO
- From $186 per night (USD)
VRBO
Apartment in Simpson Bay Yacht Club located on the water
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We would love to welcome you to the Simpson Bay Yacht Club. A gated residence with 24 hours security, 2 swimming pools, ...
From $186 per night (USD)VRBO
- Click For Pricing
VRBO
Luxury Beachfront Villa! Step Off Deck on to Simpson Bay Beach, No Irma damage
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Situated directly on Simpson Bay Beach, on the Dutch side of St. Maarten, Coco's Beach Club offers a tranquil, relaxed, ...
Click For PricingVRBO
- From $131 per night (USD)
VRBO
Lovely 1 BR \/ 1 BA in the heart of Simpson Bay, close to Kimsha Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Location Location Location ... If you want to be close to the beach, don't want to rent a car necessarily and still wan ...
From $131 per night (USD)VRBO