Flamingo beach, Sint Maarten (Netherlands) Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Flamingo beach, Sint Maarten (Netherlands) on RentalSaver.com!

Flamingo beach Rentals

From $396 per night (USD)
VRBO
Ocean Front Studio Week 3 & 4 Annually
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Deluxe Ocean front studio facing Simpson Bay; just a few steps from the beach. The Flamingo Beach Resort is ALL NEW in 2 ...
From $396 per night (USD)
VRBO
From $302 per night (USD)
Expedia
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 $302 per night (USD)
Expedia
From $618 per night (USD)
VRBO
Top of the art penthouse on the beach - 4000 sq. ft of luxury
Bedrooms:
3
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 $618 per night (USD)
VRBO
From $519 per night (USD)
Expedia
Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Your Caribbean vacation begins on one of the prettiest unspoiled beaches on all of St. Maarten / St. Martin. Quiet, cal ...
From $519 per night (USD)
Expedia
From $547 per night (USD)
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 ...
From $547 per night (USD)
VRBO
From $307 per night (USD)
Expedia
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 $307 per night (USD)
Expedia
From $463 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 $463 per night (USD)
VRBO
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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 ...
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Expedia
From $356 per night (USD)
VRBO
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
Bedrooms:
2
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 $356 per night (USD)
VRBO
From $375 per night (USD)
Expedia
Le Papillon on the beach
Bedrooms:
2
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 $375 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
From $464 per night (USD)
Expedia
Sunny, Large 3 Bedroom Villa with Ocean Views
Bedrooms:
2
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 $464 per night (USD)
Expedia
From $325 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 $325 per night (USD)
VRBO
From $664 per night (USD)
Expedia
Simpson Bay Top-Level Oceanfront Penthouse with Private Pool and Ocean Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Sol Y Mar, a charming second-level private penthouse villa, nestled between a vibrant collection of favorite eateries, b ...
From $664 per night (USD)
Expedia
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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 ...
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VRBO
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Expedia
*SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Part of the Complex Aqualina, this luxury 2 bedrooms condo is right on Simpson Bay Beach. Location which is residential ...
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Expedia
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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 ...
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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 ...
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Expedia
From $1147 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 $1147 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, ...
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Expedia
From $1262 per night (USD)
VRBO
Pelikaan Sunset: A Villa With Stunning Ocean Views
Bedrooms:
6
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 $1262 per night (USD)
VRBO
From $802 per night (USD)
Expedia
Piece of Paradise SXM
Bedrooms:
3
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 $802 per night (USD)
Expedia
From $829 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 $829 per night (USD)
VRBO
From $131 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 $131 per night (USD)
Expedia
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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 ...
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VRBO
From $297 per night (USD)
Expedia
Stunning 2 Bedroom 2 Bath Beachfront with panoramic ocean views, W Elevator!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Experience Coastal Bliss at the Encanto Beachfront Condo Awaken each morning to the soothing sounds of the ocean at the ...
From $297 per night (USD)
Expedia
From $196 per night (USD)
VRBO
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 $196 per night (USD)
VRBO
From $368 per night (USD)
Expedia
Turquoise paradise, directly ON beach, gated w underground parking!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Apartment, 2 Bedrooms, 2.5 Baths. La Ida Beach Condominiums is a gated, beach front property, with private underground ...
From $368 per night (USD)
Expedia
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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 ...
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VRBO
From $317 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 $317 per night (USD)
Expedia
From $3503 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 $3503 per night (USD)
VRBO
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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 ...
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Expedia
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VRBO
Five Star Luxury Beachfront Condo with Direct Beach Access and Private Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Two Bedroom, Two & A Half Bathroom Beachfront Unit Luxury two bedroom unit at the prestigious Aqualina Beach Club direc ...
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VRBO
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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 ...
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Expedia
From $530 per night (USD)
VRBO
2 bedroom 2.5 Bath Luxury Penthouse on Simpson Bay Beach!
Bedrooms:
2
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 $530 per night (USD)
VRBO
From $474 per night (USD)
Expedia
Pelican Key Private Luxury Villa With Panoramic View Of The Caribbean Sea
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
**Discover Villa del Mar** – a breathtaking haven offering stunning panoramic views of the Caribbean Sea and mesmerizing ...
From $474 per night (USD)
Expedia
From $282 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 $282 per night (USD)
VRBO
From $340 per night (USD)
Expedia
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 $340 per night (USD)
Expedia
From $518 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 $518 per night (USD)
VRBO
From $280 per night (USD)
Expedia
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 $280 per night (USD)
Expedia
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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 ...
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VRBO
From $268 per night (USD)
Expedia
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 $268 per night (USD)
Expedia
From $510 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 $510 per night (USD)
VRBO
From $228 per night (USD)
Expedia
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 $228 per night (USD)
Expedia
From $819 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 $819 per night (USD)
VRBO
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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 ...
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Expedia
$Pelican Key \shoreline\ Villa 3bd+canapé$
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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 ...
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VRBO
From $108 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 $108 per night (USD)
Expedia
From $368 per night (USD)
VRBO
Marina Views in the Heart of Simpson Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Looking for the perfect island escape? Welcome to this two-story, two-bedroom apartment, just a 2-minute walk to Simpson ...
From $368 per night (USD)
VRBO
From $162 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 $162 per night (USD)
Expedia
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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 ...
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VRBO
From $211 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 $211 per night (USD)
Expedia
From $171 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 $171 per night (USD)
VRBO
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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 ...
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Expedia
From $108 per night (USD)
VRBO
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 $108 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $488 per night (USD)
VRBO
Pelican Pearl Villa - GENERATOR
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Gorgeous 3 bedroom – 3.5 bath villa in the heart of Pelican. This luxurious villa has a beautiful private pool with stun ...
From $488 per night (USD)
VRBO
$*NEW*SeaShores Beach front Apt With Generator\n\n$
From $206 per night (USD)
Expedia
*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 $206 per night (USD)
Expedia
$*NEW* SeaHeaven 3BR Beachfront Apt with Generator\n\n$
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VRBO
*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 ...
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VRBO
From $198 per night (USD)
Expedia
Ocean Edge Blue Water Beach condo (Newly renovated)
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 $198 per night (USD)
Expedia
From $184 per night (USD)
VRBO
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 $184 per night (USD)
VRBO
From $225 per night (USD)
Expedia
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 $225 per night (USD)
Expedia
From $286 per night (USD)
VRBO
*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 $286 per night (USD)
VRBO
$*NEW* SeaWaves Beachfront 1 Brm Apt with Generator\n\n$
From $194 per night (USD)
Expedia
*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 $194 per night (USD)
Expedia
From $170 per night (USD)
VRBO
Cole Bay - Chic 1-bedroom furished apartment in walking distance to Simpsonbay
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 $170 per night (USD)
VRBO
From $215 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 $215 per night (USD)
Expedia
From $318 per night (USD)
VRBO
B251 - Beautiful 2 Bedroom with lagoon view
Bedrooms:
3
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 $318 per night (USD)
VRBO
From $230 per night (USD)
Expedia
A106 - Beautiful Lagoon View with Garden
Bedrooms:
1
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 $230 per night (USD)
Expedia
From $304 per night (USD)
VRBO
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 $304 per night (USD)
VRBO
From $233 per night (USD)
Expedia
A105 - Breathtaking Apartment with Garden
Bedrooms:
1
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 $233 per night (USD)
Expedia
From $216 per night (USD)
VRBO
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 $216 per night (USD)
VRBO
From $227 per night (USD)
Expedia
B246 - Breathtaking Lagoon View with Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment B-246 at The Hills Residence Vacation Rentals! Step into a world of luxury and elegance with our ...
From $227 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
From $1039 per night (USD)
Expedia
A breath of fresh air right on the sea - relax and enjoy!
Bedrooms:
5
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 $1039 per night (USD)
Expedia
From $263 per night (USD)
VRBO
Lovely Lagoon Townhouse SBYC Walk to cafes, restaurants, bars, supermarket,beach
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Lovely Lagoon Townhouse overlooking the water. One flight of stairs up to the front door. Walking distance to cafes, r ...
From $263 per night (USD)
VRBO
From $186 per night (USD)
Expedia
Sunny Outlook - Beautiful 1 bedroom in beachfront complex!
Bedrooms:
1
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 $186 per night (USD)
Expedia
From $335 per night (USD)
VRBO
Simpson Bay Sunshine Escape
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This apartment is the perfect place to relax and unwind. Explore the sights and local attractions of Simpson Bay - there ...
From $335 per night (USD)
VRBO
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Expedia
COCO'S 15 Beautiful beach front 3BR condo in Simpson Bay Beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Step into your dream vacation at this stunning 3-bedroom, 2.5-bathroom beachfront Condo located in Simpson Bay Beach. ...
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Expedia
From $263 per night (USD)
VRBO
GORGEOUS Direct Beach Access 2 King Bedrooms Ground Floor
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Great for Families!! ONLY A FEW feet from the beach! Our ground floor 2-bdrm 2 bath fully equipped kitchen, step out of ...
From $263 per night (USD)
VRBO
From $440 per night (USD)
Expedia
3 bedrooms in Beachfront Complex
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This charming 3 bedroom 3 bathroom unit is located at Palm Beach Condos, directly on Simpson Bay Beach. This fully air-c ...
From $440 per night (USD)
Expedia
From $217 per night (USD)
VRBO
Beachfront condo at beautiful Cupecoy Beach Club. 2 bedroom, 3 bath, amenities!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
This large, #oceanfront, 1500 sf condo on #Cupecoy beach features a large Kitchen and Living area, 2 large bedrooms, eac ...
From $217 per night (USD)
VRBO
From $459 per night (USD)
Expedia
The Penthouse at LaSiesta ~~~~~STUNNING VIEWS OF THE MAGICAL CARIBBEAN OCEAN~~~~
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to The Penthouse At La Siesta, a luxurious 2,280 sq.ft. condominium located directly on the sugary white sands a ...
From $459 per night (USD)
Expedia
From $153 per night (USD)
VRBO
Pelican Pearl 1 bedr - 2bath apt
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
This apartment is located in an excellent spot. Being in a residential neighborhood while being at walking distance from ...
From $153 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Little Spot of Paradise(ground floor, beach, pool)
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
This ground floor 1 bdr, 1.5 bath is a unique find on Sint Maarten. Located in Simpson Bay makes this the ideal place fo ...
From $165 per night (USD)
Expedia
From $216 per night (USD)
VRBO
Luxurious Hidden Pearl - Private Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This luxurious studio has been remodeled in 2025 and is ready for guests seeking a stylish studio with pool. The room ha ...
From $216 per night (USD)
VRBO
From $321 per night (USD)
Expedia
3-bedroom condo in charming Simpson Bay Yacht Club with WiFi, A/C, backup power
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Nestled in Simpson Bay, this delightful condo boasts 3 gorgeous bedrooms with king beds and 4 tranquil bathrooms equippe ...
From $321 per night (USD)
Expedia
From $1975 per night (USD)
VRBO
Hidden Pearl Luxurious Villa - Ocean View
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Located in the quiet Pelican area, Hidden Pearl Villa is a lovely home bursting with amenities to make your stay in Sint ...
From $1975 per night (USD)
VRBO
From $502 per night (USD)
Expedia
Hilton Flamingo Beach St. Maarten Cozy suite in lovely Simpson Bay with WiFi,
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Get ready to relax in this 1-bedroom hotel suite in Simpson Bay. This charming property features a cozy king bed and a c ...
From $502 per night (USD)
Expedia
From $233 per night (USD)
VRBO
B204 - Amazing 1 Bedroom with terrace
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
Welcome to Appt B-204 at The Hills Residence in Simpson Bay, Sint Maarten! This charming 1-bedroom apartment provides a ...
From $233 per night (USD)
VRBO
From $326 per night (USD)
Expedia
B231 - Serene Chic 2 Bedroom
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Apartment B231 - Serene Chic 2 Bedroom at The Hills Residence in Simpson Bay, Sint Maarten! Your perfect lago ...
From $326 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Beachfront Oceanview 2BR/2BTH Condo on Simpson Bay Dec 19 - Jan 2 Holiday Weeks
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Escape to paradise for the holidays! This beautifully appointed 2-bedroom, 2-bathroom, 3rd floor condo at the highly-rat ...
From $440 per night (USD)
VRBO
From $251 per night (USD)
Expedia
C304 – Cozy 1 Bedroom with Private Terrace
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Charming One-Bedroom with Outdoor Living in Simpson Bay Welcome to Unit C-304 at The Hills Residence in Simpson Bay, Sin ...
From $251 per night (USD)
Expedia
From $265 per night (USD)
VRBO
C326 - Beautiful Apartment With Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment C-326 at The Hills Residence Vacation Rentals! Located on the second floor of Building 3, Apartment ...
From $265 per night (USD)
VRBO
From $246 per night (USD)
Expedia
C355 - Top Floor with Lagoon View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment C-355 at The Hills Residence in Simpson Bay! Step into this stunning top-floor apartment, offering ...
From $246 per night (USD)
Expedia
From $311 per night (USD)
VRBO
C347 – Stylish 2 Bedroom
Bedrooms:
4
Bathrooms:
2
Sleeps:
4
C-347 – Modern 2-Bedroom, 2-Bathroom Apartment with Lagoon Views | The Hills, Simpson Bay Welcome to C-347, a beautifull ...
From $311 per night (USD)
VRBO
From $231 per night (USD)
Expedia
C323 – Sleek 1 Bedroom with Panoramic Glass Wall
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Appt C-323 at The Hills Residence in Simpson Bay, Sint Maarten! This sleek and modern 1-bedroom apartment off ...
From $231 per night (USD)
Expedia
From $270 per night (USD)
VRBO
C354 - Top view with balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment C-354 at The Hills Residence Vacation Rentals! Perched on the top floor of Building 3, this stunni ...
From $270 per night (USD)
VRBO
From $230 per night (USD)
Expedia
C351 – Elegance with Stunning Lagon Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Top Floor with Stunning View Perched on the top floor of a modern building, this exclusive condo o ers panoramic, unint ...
From $230 per night (USD)
Expedia
From $460 per night (USD)
VRBO
Luxurious 2BR/2.5BA Unit on Simpson Bay Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in an unbeatable location, this exquisite property offers modern luxury and stunning design. The spacious unit i ...
From $460 per night (USD)
VRBO
From $592 per night (USD)
Expedia
New Condo Eternal Sea
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
<p>A short distance from scuba diving, snorkeling, and more, this smoke-free vacation home lets you experience it all. F ...
From $592 per night (USD)
Expedia

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