Flamingo beach Rentals
- From $1290 per night (USD)
VRBO
Villa Livity 6 Bed Luxury Sea View boutique villa
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Come relax and enjoy a serene retreat on the beautiful island of Sint Maarten in a stunningly renovated villa, featuring ...
From $1290 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Villa Sea Forever @ Pelican Key - Paradise Awaits!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Experience a piece of paradise at "Villa Sea Forever" in Pelican Key, Simpson Bay, Sint Maarten! This 2-bedroom, 2.5-bat ...
From $282 per night (USD)Expedia
- From $107 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 $107 per night (USD)VRBO
- From $704 per night (USD)
VRBO
Caribbean View Villa-beach-sunset
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Located in Simpson Bay, this welcoming vacation home lets you experience it all. Flamingo Beach is an easy 6-minute w ...
From $704 per night (USD)VRBO
- From $198 per night (USD)
VRBO
A116 - Immersive Simpson Bay Lagoon View
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Apartment 116 at The Hills Residence in Simpson Bay, Sint Maarten - your luxury first floor hideaway awaits! ...
From $198 per night (USD)VRBO
- From $236 per night (USD)
Expedia
B254 - Cozy Apartment in the Heart of Simpson Bay
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to this stunning one-bedroom apartment with a balcony at The Hills Residence in Simpson Bay, Sint-Maarten! Nestl ...
From $236 per night (USD)Expedia
- From $358 per night (USD)
VRBO
Gorgeous 2 Bedroom Beachfront Privately Owned Condo 4th Floor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in beautiful Simpson Bay, directly on Kim Sha Beach. Privately owned, Gorgeous Fourth floor 2 Bedroom 2 Bath Con ...
From $358 per night (USD)VRBO
- From $119 per night (USD)
Expedia
Beautiful White Sand, Sparkling Blue Waters, Sunny Skies-Relax and Enjoy!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Flamingo Beach, a Hilton Vacation Club provides everything you’ll need for a relaxing Caribbean getaway. Located on the ...
From $119 per night (USD)Expedia
- From $145 per night (USD)
VRBO
Beautiful White Sand, Sparkling Blue Waters, Sunny Skies-Relax and Enjoy!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Flamingo Beach, a Hilton Vacation Club provides everything you’ll need for a relaxing Caribbean getaway. Located on the ...
From $145 per night (USD)VRBO
- From $764 per night (USD)
Expedia
Magnifique Penthouse de 400 m2 à Las Brisas Residence
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Located in Cole Bay, this 3-bedroom, 3-bathroom apartment lets you experience it all. Fans of nature and the outdoors ...
From $764 per night (USD)Expedia
- From $625 per night (USD)
VRBO
Luxurious Villa \" Sea La Vie\" in Pelican Key
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the luxurious Villa Sea La Vie located in the prestigious residential area of Pelican Key. It's all about lo ...
From $625 per night (USD)VRBO
- From $630 per night (USD)
VRBO
Il Punto Blu in Pelican Key by Personal Villas - Spacious and Amazing Views
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: PROMO! - Valid on all NEW BOOKINGS ONLY : * 7th Night is free traveling from April 15th to December 14th. * 1 ...
From $630 per night (USD)VRBO
- From $358 per night (USD)
VRBO
Centrally located contemporary apartment in Simpsonbay.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover The Pineapple Suite, a chic 2-bedroom retreat accommodating up to 4 guests, nestled within the secure confines ...
From $358 per night (USD)VRBO
- From $273 per night (USD)
Expedia
A111 - Condo with amazing view
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to this beautiful, one bedroom apartment at The Hills Residence in Simpson Bay, Sint-Maarten! Nestled on the 1st ...
From $273 per night (USD)Expedia
- From $788 per night (USD)
VRBO
Stunning Beach Front Villa With Infinity Pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Stunning beach front villa located in Pelican Key, a neighborhood in Simpson Bay. Sit and relax by the infinity pool an ...
From $788 per night (USD)VRBO
- From $275 per night (USD)
Expedia
A122 - Wonderful Lagoon View with Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Apartment A-122 at The Hills Residence Vacation Rentals! Indulge in the epitome of luxury with our stunning s ...
From $275 per night (USD)Expedia
- From $288 per night (USD)
VRBO
A102 - Cozy Apartment with Garden
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Appt A-102 at The Hills Residence in Simpson Bay, Sint Maarten! This beautiful 1-bedroom apartment offers a c ...
From $288 per night (USD)VRBO
- From $221 per night (USD)
Expedia
A131 - Exceptional Lagoon View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Introducing Apartment A-131 with its exceptional Lagoon Viewat The Hills Residence Vacation Rentals! Prepare to be capti ...
From $221 per night (USD)Expedia
- From $211 per night (USD)
VRBO
A136 - Amazing Spacious Apartment Lagoon View with Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Apartment A-136 at The Hills Residence Vacation Rentals! Step into a world of luxury and elegance with our ...
From $211 per night (USD)VRBO
- From $219 per night (USD)
Expedia
A135 - Sensational Lagoon View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Apartment A-135 at The Hills Residence Vacation Rentals with a sensational view on the Lagoon ! Escape to a w ...
From $219 per night (USD)Expedia
- From $348 per night (USD)
VRBO
A137 - Bright 2 Bedrooms Apartment With Blue Lagoon View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Apartment A-137 at The Hills Residence Vacation Rentals! Escape into a world of luxury and elegance with our ...
From $348 per night (USD)VRBO
- From $239 per night (USD)
Expedia
A112 - Extraordinary Lagoon View with Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Looking for the perfect getaway in Simpson Bay, Sint Maarten? Look no further! Introducing A112, our stunning one-bedroo ...
From $239 per night (USD)Expedia
- From $854 per night (USD)
VRBO
Great Escape in Simpson Bay by Personal Villas - Breathtaking Scenery
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: PROMO! - Low season (April 15 - Dec 15) - 7th night free for bookings of 7 nights or more - High season (Dec 15 ...
From $854 per night (USD)VRBO
- Click For Pricing
Expedia
Peaceful Paradise
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 bed, 3 bath villa has views that can be seen from the master bedroom, master deck, master shower and large deck o ...
Click For PricingExpedia
- From $660 per night (USD)
VRBO
Villa Incognito on the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Incognito Managed Sunshine Properties with Olive cleaning you'll Indulge in the epitome of coastal luxury with our ...
From $660 per night (USD)VRBO
- From $760 per night (USD)
VRBO
Sunset Place Villa - View - SEA - Location #1
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Located in Simpson Bay, this welcoming villa lets you experience it all. Flamingo Beach is within an easy 12-minute w ...
From $760 per night (USD)VRBO
- From $329 per night (USD)
VRBO
Luxury Condo in Simpson Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
About this space Welcome to the heart of paradise! Nestled in the vibrant island of Sint Martin, our stunning 2-bedroom ...
From $329 per night (USD)VRBO
- From $703 per night (USD)
VRBO
Great Escape in Simpson Bay by Personal Villas - Breathtaking Scenery
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: PROMO! - Low season (April 15 - Dec 15) - 7th night free for bookings of 7 nights or more - High season (Dec 15 ...
From $703 per night (USD)VRBO
- From $335 per night (USD)
VRBO
Elegant 2-bedroom directly on Simpson Bay Beach!!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Sint Maarten Exclusive Ocean Front Duplex Condo. This beautiful ocean front paradise awaits you on one the Caribbean's ...
From $335 per night (USD)VRBO
- From $101 per night (USD)
Expedia
Delightful centrally located Simpson Bay Yacht Club condo.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in the Simpson Bay Yacht Club, the residence is gated and secured 24/7. Available amenities include 2 pools, an ...
From $101 per night (USD)Expedia
- From $2894 per night (USD)
VRBO
La Villa Salée in Pelican by Personal Villas - Casual Elegance and Relaxation
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: LA VILLA SALEE 4BR, Pelican Peninsula, St Maarten Stay in style and luxury at our eight bedroom villa on the D ...
From $2894 per night (USD)VRBO
- From $3134 per night (USD)
VRBO
La Villa Salée in Pelican by Personal Villas - Casual Elegance and Relaxation
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: LA VILLA SALEE 6BR, Pelican Peninsula, St Maarten Stay in style and luxury at our eight bedroom villa on the D ...
From $3134 per night (USD)VRBO
- From $3805 per night (USD)
VRBO
Bella Vita in Pelican Key by Personal Villas - Spacious and Sophisticated Villa
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: BELLA VITA 6BR, Pelican Key, St Maarten Life is good at Villa Bella Vita, a sumptuous 7 bedroom contemporary ...
From $3805 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 $459 per night (USD)
VRBO
Amazing Beachfront Condo in Simpson Bay -Walk Out Beach\/Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to St Maarten the Friendly Island where the sunshine, Caribbean beaches and sunsets will keep you coming back fo ...
From $459 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Beautiful spacious Studio with spectacular view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
we are pleased to welcome you to our beautiful apartment with the most spectacular view of the Island, you can sit on yo ...
From $150 per night (USD)Expedia
- From $190 per night (USD)
VRBO
SIMPSON BAY YACHT CLUB NEW VERY LARGE 1 BED CONDO 872 SQFT IN THE HEART OF SXM!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Having owned a much larger villa on the island for 23 years which I rented to a lovely and respectful group of guests, I ...
From $190 per night (USD)VRBO
- From $403 per night (USD)
Expedia
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)Expedia
- From $586 per night (USD)
VRBO
2 Bedroom 2.5 Bath Penthouse on Simpson Bay Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
The Penthouse at Las Arenas is a 2 bedroom 2.5 bathroom penthouse located on St. Maarten’s longest beach – the Simpson B ...
From $586 per night (USD)VRBO
- From $396 per night (USD)
VRBO
Ocean Breeze at Le Papillon; Modern with steps to the Beach! Backup Generator!
- 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 $396 per night (USD)VRBO
- From $495 per night (USD)
VRBO
Coco's Beach House Su
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Brand New - Coco's Beach House is a stunning newly renovated property just steps away from the beach. Our Beach ...
From $495 per night (USD)VRBO
- From $252 per night (USD)
Expedia
A103 - Incredible Apartment with Garden
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Appt A-103 at The Hills Residence in Simpson Bay, Sint Maarten! This beautiful 1-bedroom apartment offers an ...
From $252 per night (USD)Expedia
- From $240 per night (USD)
VRBO
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)VRBO
- From $362 per night (USD)
Expedia
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)Expedia
- From $289 per night (USD)
VRBO
A106 - Beautiful Lagoon View with Garden
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Appt A-106 at The Hills Residence in Simpson Bay, Sint Maarten! This beautiful 1-bedroom apartment offers an ...
From $289 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 $102 per night (USD)
VRBO
Flamingo Beach by Hilton: Oceanfront Resort, Pools & Spacious Studios To Relax!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Flamingo Beach, a Hilton Vacation Club, where luxury, adventure, and relaxation combine to create the ultimat ...
From $102 per night (USD)VRBO
- From $1152 per night (USD)
Expedia
A breath of fresh air right on the sea - relax and enjoy!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
WELCOME TO PUERTA AL MAR! As you step inside, you’ll be greeted by a beautifully remodeled interior with local artwork ...
From $1152 per night (USD)Expedia
- From $215 per night (USD)
VRBO
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)VRBO
- From $221 per night (USD)
Expedia
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)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 $178 per night (USD)
Expedia
Gorgeous 1 bed- 1,5 bath apt in Simpson Bay - GENERATOR
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
This gorgeous apartment is located in the best spot of the island. You have everything right at your doorstep. Of course ...
From $178 per night (USD)Expedia
- From $203 per night (USD)
VRBO
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)VRBO
- From $561 per night (USD)
Expedia
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)Expedia
- From $286 per night (USD)
VRBO
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)VRBO
- From $199 per night (USD)
Expedia
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)Expedia
- From $202 per night (USD)
VRBO
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)VRBO
- From $146 per night (USD)
Expedia
Pelican Pearl
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This studio is the perfect place to book when you are looking for an affordable place to stay that is close to the beach ...
From $146 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 $613 per night (USD)
Expedia
Pelican Pearl Villa - GENERATOR
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Brilliant 3 bedroom villa with pool and gorgeous ocean views. Pelican is a quiet neighborhood just around the corner of ...
From $613 per night (USD)Expedia
- From $209 per night (USD)
VRBO
Flamingo Beach by Hilton: Oceanfront Resort, Pools & Spacious Studios To Relax!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Flamingo Beach, a Hilton Vacation Club, where luxury, adventure, and relaxation combine to create the ultimat ...
From $209 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 $628 per night (USD)
Expedia
Tiki Top - Beachfront 3 Bedroom in Pelican Key!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This newly refurbished modern 3 bedrooms 3-bathroom property, located in the well known Pelican Key area, offers a spaci ...
From $628 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Bikini Bottom - Beach Front 1 bedroom
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This amazing completely renovated 1 bedroom 1 bathroom unit is located in Pelican Keys, directly on the beach. This full ...
From $255 per night (USD)VRBO
- From $339 per night (USD)
Expedia
2 Bedroom Condo with Marina Views in Simpson Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 1
About this space Experience the ultimate beachside getaway in this spacious 125 m² apartment perfect for those looking t ...
From $339 per night (USD)Expedia
- From $381 per night (USD)
VRBO
Amazing Ocean views for this Beachfront Condo in Paradise!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience Cole Bay like a local in this 2-bedroom beach front condo with an unobstructed view of the ocean. The space b ...
From $381 per night (USD)VRBO
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Expedia
Spacious 3-bedroom home & rooftop access Colebay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
About this space Charming Stay in a Vibrant Area! Welcome to our cozy haven, nestled in the heart of a bustling, quite n ...
Click For PricingExpedia
- From $511 per night (USD)
VRBO
Il Punto Blu in Pelican Key by Personal Villas - Spacious and Amazing Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: PROMO! - Valid on all NEW BOOKINGS ONLY : * 7th Night is free traveling from April 15th to December 14th. * 1 ...
From $511 per night (USD)VRBO
- From $508 per night (USD)
Expedia
Welcome to Peace of Mind - Spacious 3 bedroom apartment in Las Brisas, Cole Bay.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
COME STAY IN OUR PEACEFUL HAVEN Magnificent 3-master-bedroom apartment located near Juliana International Airport. A on ...
From $508 per night (USD)Expedia
- 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 $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 $171 per night (USD)
Expedia
Le Coeur in the heart of SimpsonBay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Le Cœur De Simpson Bay offers accommodations in Simpson Bay, a 3-minute walk from Kim Sha Beach and 0.6 miles from Simps ...
From $171 per night (USD)Expedia
- From $328 per night (USD)
VRBO
Beachfront 1 Bedroom - Feet in the sand!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your Caribbean vacation begins on one of the prettiest unspoiled beaches on all of St. Maarten / St. Martin. Quiet, cal ...
From $328 per night (USD)VRBO
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Expedia
B221 - Beautiful 2 Bedroom - 2 Bathroom
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Apartment B221 at The Hills Residence in Simpson Bay, Sint Maarten - your luxury lagoon retreat awaits! We a ...
Click For PricingExpedia
- Click For Pricing
VRBO
A124 - Wonderfull 3 bedrooms with amazing view
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The Hills Residence, Simpson Bay, Sint Maarten! Ideally located, discover this stunning 3-bedroom apartment o ...
Click For PricingVRBO
- Click For Pricing
Expedia
B244 - Magnificent Lagoon-View Apartment with Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Hills Residence Vacation Rentals' Apartment B244! Step into a realm of luxury and elegance with our stun ...
Click For PricingExpedia
- Click For Pricing
VRBO
B242 - Glorious Lagoon View Apartment with Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Apartment B242 at The Hills Residence Vacation Rentals! Enter a realm of luxury and elegance with our stunnin ...
Click For PricingVRBO
- Click For Pricing
Expedia
B201 - Wonderfull Apartment with terrasse
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Apartment B201 at The Hills Residence in Simpson Bay, Sint Maarten! This beautiful two-bedroom apartment offe ...
Click For PricingExpedia
- Click For Pricing
VRBO
A123 - 1 bedroom with paradise view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Apartment A123 at The Hills Residence Perched in the heart of the charming and picturesque Simpson Bay in Si ...
Click For PricingVRBO
- Click For Pricing
Expedia
B236 - Homely Apartment with Balcony
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Apartment B236 at The Hills Residence in Simpson Bay, Sint Maarten, is a true gem for travelers seeking comfort and luxu ...
Click For PricingExpedia
- Click For Pricing
VRBO
B245 - Condo with amazing view
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to this beautiful, one bedroom apartment at The Hills Residence in Simpson Bay, Sint-Maarten! Nestled on the 4th ...
Click For PricingVRBO
- From $336 per night (USD)
VRBO
UNBRIDLED Le Papillon: Beachfront Elegance with Backup Generator
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Elegance at it's best. With easy access to the sand and sea, Unbridled, located in the new Le Papillon Complex, offers c ...
From $336 per night (USD)VRBO