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From $390 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 $390 per night (USD)
VRBO
From $625 per night (USD)
Expedia
Spacious, Modern 6-Bedroom Villa in Lovely Dawn Beach
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
This Dawn Beach villa boasts 6 large, inviting bedrooms, including 2 king beds, 2 queen beds, 2 full beds, and 2 twin be ...
From $625 per night (USD)
Expedia
From $1552 per night (USD)
VRBO
Stunning Villa Movina with Gym, Two Pools, and Breathtaking Views of St. Barts
Bedrooms:
8
Bathrooms:
6
Sleeps:
12
La Movina is a stunningly designed luxury villa located in the Oyster Pond Hills overlooking Dawn Beach with spectacular ...
From $1552 per night (USD)
VRBO
From $109 per night (USD)
VRBO
Minutes from the beach. Apartment with a private cinema and view of St. Barth.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Chic 1-bedroom apartment with breathtaking sea view in beautiful St. Maarten. Stay comfortably at this apartment near th ...
From $109 per night (USD)
VRBO
From $1278 per night (USD)
VRBO
Private Oceanfront Luxury Villa, Infinity Pool, Gym, Short Walk to Sandy Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Amor de Mer Villa is nestled on a pristine 1-acre oceanfront estate in the picturesque hills of Dawn Beach Estates on Si ...
From $1278 per night (USD)
VRBO
From $209 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 $209 per night (USD)
Expedia
From $174 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 $174 per night (USD)
VRBO
From $230 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 $230 per night (USD)
Expedia
From $371 per night (USD)
VRBO
Luxury spacious 2 bedroom condo with stunning panoramic ocean views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy spacious luxury accommodations for the whole family at this stylish place only minutes from the airport and steps ...
From $371 per night (USD)
VRBO
From $931 per night (USD)
Expedia
Stunning Beachfront 3 Bedroom Suite Condo with AC, WiFi in charming Sint Maartin
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spend your next BEACH vacation in this three (3) Bedroom, two (2) Bathroom, 1800 sq. ft. direct BEACH FRONT condo in the ...
From $931 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Automatic Generator! Beacon Hill Neighborhood Aqua Building. Enjoy a peaceful stay at this fabulous 2-bedroom condo in S ...
From $256 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Luxury apartment for 2 to 8 people at the DBC/JW Marriott Hotel ***** SXM
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
You'll find a boat, bicycles, and more on site at this smoke-free vacation home. There's convenient onsite parking, s ...
From $232 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 $605 per night (USD)
Expedia
Charming upscale 3-bedroom condo with private pool in brilliant Dawn Beach.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Experience the art of luxury beachfront living! Your Dawn Beach adventure begins at this breathtaking oceanside luxury v ...
From $605 per night (USD)
Expedia
From $394 per night (USD)
VRBO
B1503
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our exquisite luxury two-bedroom corner apartment, perched on the 15th floor and offering a breathtaking vant ...
From $394 per night (USD)
VRBO
From $421 per night (USD)
Expedia
B1802
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
**Experience Luxury Living in this Stylish 2-Bedroom Condo on the 18th Floor of Tower B at Fourteen** Welcome to th ...
From $421 per night (USD)
Expedia
From $592 per night (USD)
VRBO
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. ...
From $592 per night (USD)
VRBO
From $406 per night (USD)
Expedia
B-1201 Luxurious 2-Bedroom Corner Condo with sea Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Luxurious Corner Condo with 2 Bedrooms, Panoramic Balcony and Ocean View Welcome to your ideal vacation getaway on ...
From $406 per night (USD)
Expedia
From $464 per night (USD)
VRBO
Sunset Blue Marine Penthouse
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover the ultimate getaway at Sunset Penthouse, nestled in the vibrant heart of Maho. This exquisite 3-bedroom, 3-bat ...
From $464 per night (USD)
VRBO
From $446 per night (USD)
Expedia
Cocos Beachfront Heaven
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Welcome to Cocos Beachfront Heaven, a charming 2-bedroom condo right on Simpson Bay Beach. This rare find offers a memor ...
From $446 per night (USD)
Expedia
From $517 per night (USD)
VRBO
Cocos Beachfront Breeze
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Cocos Beachfront Breeze, a charming 2-bedroom condo right on the shores of Simpson Bay Beach. This rare gem o ...
From $517 per night (USD)
VRBO
From $250 per night (USD)
Expedia
A-401 Stunning 1 bedroom unit ocean view
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our luxurious one-bedroom apartment, perfectly situated on the sixth floor and offering a harmonious blend of ...
From $250 per night (USD)
Expedia
From $339 per night (USD)
VRBO
Ocean vibes 2-bedroom luxury condo at Cliff with beach and private pools
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
You'll find a kayak, golfing, and more on site at this welcoming apartment. Maho Beach and Maho Bay are just a short ...
From $339 per night (USD)
VRBO
From $243 per night (USD)
Expedia
B-305 Stunning one bedroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Fourteen at Mullet Bay, the most exquisite and luxurious beachfront residence in St Maarten located directly ...
From $243 per night (USD)
Expedia
From $420 per night (USD)
VRBO
3BR++ 2Bths. Best spot to enjoy FR&US Side.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Located in Oyster Pond, this 3-bedroom, 2-bathroom apartment lets you experience it all. Fans of nature and the outdo ...
From $420 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 $176 per night (USD)
VRBO
Maho Beach House: Elegant 1-Bedroom, Beach Level
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay in the elegant comfort of this 1-bedroom beach-level condo, located above Sand Bar Beach in vibrant Maho. With mode ...
From $176 per night (USD)
VRBO
From $242 per night (USD)
Expedia
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 $242 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Villa España. Beautiful apartment overlooking a spectacular beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located in Cole Bay, this welcoming apartment brings it all within your reach. Indigo Beach is just steps away and Se ...
From $318 per night (USD)
VRBO
From $300 per night (USD)
Expedia
3bd/2bath condo on Dawn Beach available for Regatta week 2025!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful 3 bedroom condo with master and main living area ocean views. Sleeps up to 8. Full size washer and dryer in un ...
From $300 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Beachfront Condo on Boardwalk – 2BR/2BA with Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This stunning beachfront condo in Philipsburg offers breathtaking ocean and harbor views, a private balcony, and direct ...
From $214 per night (USD)
VRBO
From $123 per night (USD)
VRBO
1 bedroom paradise with WiFi, AC in enjoyable Maho Bay
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Maho Bay is waiting for you at this 1-bedroom condo. The space features a pleasant living room with a lovely sofa bed, p ...
From $123 per night (USD)
VRBO
From $864 per night (USD)
VRBO
3-bedroom villa, AC, WiFi, fitness room. Paradise await you and your family.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This enchanting villa in Upper Prince's Quarter , Dawn Beach is a delightful retreat for guests. With 3 cozy bedrooms ...
From $864 per night (USD)
VRBO
From $116 per night (USD)
VRBO
Amazing 1 bedroom apartment on Maho Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in Maho Bay, this delightful condo offers a marvelous escape for guests. With 1 cozy bedroom featuring a king be ...
From $116 per night (USD)
VRBO
$The Penthouse at LaSiesta \n\nStunning views in luxurious surroundings!$
From $526 per night (USD)
VRBO
The Penthouse at LaSiesta \n\nStunning views in luxurious surroundings!
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 $526 per night (USD)
VRBO
From $856 per night (USD)
Expedia
Charming 3-bedroom 3-bath yacht w/ sundecks, AC and WiFi in amazing Philipsburg
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Your own private yacht anchored in Great Bay Philipsburg or, for a small additional fee, kept at the dock at the local m ...
From $856 per night (USD)
Expedia
From $1663 per night (USD)
VRBO
Spacious 5-bedroom villa in fabulous Philipsburg with WiFi, AC and Private Pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Discover the beauty of Philipsburg from this 5-bedroom villa. With 3 king beds, 1 queen bed, and 1 twin bed, this wonder ...
From $1663 per night (USD)
VRBO
$\nPerfect 3 bedroom family villa ,beach front view includes all modern amenities$
From $421 per night (USD)
Expedia
\nPerfect 3 bedroom family villa ,beach front view includes all modern amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your home away from home in Upper Prince's Quarter with 3 delightful bedrooms. This superb villa features 3 King beds an ...
From $421 per night (USD)
Expedia
From $87 per night (USD)
VRBO
Beach Islander 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to this charming apartment in Philipsburg. This beautiful rental offers a cozy bedroom, equipped with all the es ...
From $87 per night (USD)
VRBO
From $161 per night (USD)
Expedia
Paradise Perch - Royal Retreats at Maho Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Stunning Maho Beach 1 bedroom condo located within Royal Islander's La Terrasse building that sleeps 4. Enjoy s ...
From $161 per night (USD)
Expedia
From $83 per night (USD)
VRBO
Charming One-Bedroom Apartment with Large Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming One-Bedroom Apartment with Large Balcony & Stunning Hillside Views Nestled in a serene setting, this cozy one- ...
From $83 per night (USD)
VRBO
From $306 per night (USD)
Expedia
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 $306 per night (USD)
Expedia
From $1019 per night (USD)
VRBO
Homerez - Apartment in Upper Prince's Quarter
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to this stunning 167 m² apartment, perfect for up to 8 guests. Just a stone's throw from the beach, this lovely ...
From $1019 per night (USD)
VRBO
From $1277 per night (USD)
Expedia
The Luxurious Villa Luminara: Pool, Garden, Retreat & Beach in Oyster Bay
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Escape to Villa Luminara, a beacon of tranquility with sweeping sea views. This radiant retreat, bathed in natural light ...
From $1277 per night (USD)
Expedia
From $148 per night (USD)
VRBO
Modern condo in Maho,ocean&airport view, pool&gym, walk to Maho&Mullet beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the perfect blend of modern Caribbean living and convenience in this brand-new studio condo at The Emerald in ...
From $148 per night (USD)
VRBO
From $2285 per night (USD)
Expedia
Aqua Vista
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Nestled in Cole Bay, this 6-bedroom, 6-bathroom vacation home brings it all within your reach. Fans of nature and the ...
From $2285 per night (USD)
Expedia
From $155 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 $155 per night (USD)
VRBO
From $256 per night (USD)
Expedia
Little Spot of Paradise(ground floor, beach, pool)
Bedrooms:
1
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 $256 per night (USD)
Expedia
From $218 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 $218 per night (USD)
VRBO
From $481 per night (USD)
Expedia
3-bedroom condo in charming Simpson Bay Yacht Club with WiFi, A/C, backup power
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled in Simpson Bay, this delightful condo boasts 3 gorgeous bedrooms with king beds and 4 tranquil bathrooms equippe ...
From $481 per night (USD)
Expedia
From $2031 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 $2031 per night (USD)
VRBO
From $269 per night (USD)
Expedia
Panoramic Ocean View Flat: St Maarten
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Bring the whole family to this great place with lots of room for fun. Indulge in a romantic escape at our 2-bedroom pent ...
From $269 per night (USD)
Expedia
From $502 per night (USD)
VRBO
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)
VRBO
Click For Pricing
Expedia
Luxury 3 bedroom/2 bathroom family condo @Dawn Beach Club, beach view, Pool bar
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located in Oyster Pond, this 3-bedroom, 2-bathroom vacation home lets you experience it all. Fans of nature and the o ...
Click For Pricing
Expedia
From $715 per night (USD)
VRBO
Beautiful 3 bedroom condo with private pool in St Maarten
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3 bedroom condo will give you the perfect holiday. It has a private swimming in front of the boats. The view is ama ...
From $715 per night (USD)
VRBO
From $260 per night (USD)
Expedia
2-bedroom apartment, sea view terrace in marvelous Point Blanche, 2 BA, AC, WIFI
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Get ready to relax in this 2-bedroom apartment terrace facing the Ocean and offering wonderful sunrise and views facing ...
From $260 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 $471 per night (USD)
Expedia
Outstanding apartment at Dawn Beach Club, JW Marriott Resort, Beach and Spa
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Hi and welcome! Enjoy an unforgettable stay at our apartment in the stunning Dawn Beach Club, now part of the newly ope ...
From $471 per night (USD)
Expedia
From $228 per night (USD)
VRBO
B204 - Amazing 1 Bedroom with terrace
Bedrooms:
1
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 $228 per night (USD)
VRBO
From $282 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 $282 per night (USD)
Expedia
From $648 per night (USD)
VRBO
Villa Solandra – 3BR Oceanfront Sunset w/ Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Villa Solandra, your elevated retreat perched above the turquoise waters of secluded Indigo Bay on Sint Maart ...
From $648 per night (USD)
VRBO
From $164 per night (USD)
Expedia
Cozy 1-BR Balcony apartment in brilliant Maho Beach AC, pool and fitness club.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover the beauty of Maho Beach from this charming 1-bedroom apartment. The soothing king bed in the bedroom and the m ...
From $164 per night (USD)
Expedia
From $156 per night (USD)
VRBO
Cozy 1-BR Upstairs apartment in awesome Maho Beach, AC, gym access, pool,market
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to this fabulous apartment in Maho Beach. This cozy space features 1 bedroom with a comfortable king bed, a mode ...
From $156 per night (USD)
VRBO
From $306 per night (USD)
Expedia
C304 – Cozy 1 Bedroom with Private Terrace
Bedrooms:
1
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 $306 per night (USD)
Expedia
From $207 per night (USD)
VRBO
C316 - Lagoon view with balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Apartment C-316 at The Hills Residence Vacation Rentals! Located on the first floor of Building 3, this charm ...
From $207 per night (USD)
VRBO
From $210 per night (USD)
Expedia
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 $210 per night (USD)
Expedia
From $210 per night (USD)
VRBO
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 $210 per night (USD)
VRBO
From $290 per night (USD)
Expedia
C347 – Stylish 2 Bedroom
Bedrooms:
3
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 $290 per night (USD)
Expedia
From $203 per night (USD)
VRBO
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 $203 per night (USD)
VRBO
From $209 per night (USD)
Expedia
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 $209 per night (USD)
Expedia
From $219 per night (USD)
VRBO
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 $219 per night (USD)
VRBO
From $850 per night (USD)
Expedia
Beautiful 3-bedroom condo with WiFi, AC in fabulous Sint Maarten
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Unwind in SINT MAARTEEN at this lovely Caribbean condo. With 3 brilliant king beds, 2 beautiful bathrooms featuring show ...
From $850 per night (USD)
Expedia
From $248 per night (USD)
VRBO
Beachfront Condo w/ Ocean Views
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Walk out directly onto golden sands and soak up stunning ocean views at this beachfront 1-bedroom, 2-bath condo in Phili ...
From $248 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Happy Haven at Rainbow Beach Club
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your tropical oasis at the Rainbow Beach Club on the stunning island of Saint Maarten, where luxury, relaxati ...
From $344 per night (USD)
Expedia
$\nBeachfront Penthouse Best View Best location. Walk to best beaches and dining.$
From $130 per night (USD)
VRBO
\nBeachfront Penthouse Best View Best location. Walk to best beaches and dining.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Overlooking Cupecoy Beach. Top floor Penthouse. Best view in entire full service resort. Comfy king bed and separate pu ...
From $130 per night (USD)
VRBO
From $105 per night (USD)
Expedia
2-bedroom apartment in charming Sint Maarten with WiFi, AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
30
Consider this guest apartment your home away from home while you visit Sint Maarten. This lovely rental features 2 queen ...
From $105 per night (USD)
Expedia
From $286 per night (USD)
VRBO
A-503 Stunning one bedroom apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Fourteen at Mullet Bay, one of the most exquisite and luxurious beachfront residence in St Maarten located di ...
From $286 per night (USD)
VRBO
From $219 per night (USD)
Expedia
C352 - Top view with balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment C-352 at The Hills Residence Vacation Rentals! Step into a world of luxury and elegance with our st ...
From $219 per night (USD)
Expedia
From $208 per night (USD)
VRBO
C342 - Lagoon view with balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment C-342 at The Hills Residence Vacation Rentals! Located on the fourth floor of Building 3, this stun ...
From $208 per night (USD)
VRBO
From $210 per night (USD)
Expedia
C324 - Amazing view with balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Apartment C-324 at The Hills Residence Vacation Rentals! Situated on the second floor of Building 3, this bea ...
From $210 per night (USD)
Expedia
From $490 per night (USD)
VRBO
The Pearl of Cupecoy
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Located in the private community of Cupecoy Beach Club, this 2 story oceanfront, 3 bedrooms, 4 bathrooms condominium off ...
From $490 per night (USD)
VRBO
From $750 per night (USD)
VRBO
Luxury Ocean View Beach Condo on the Beautiful Island of Sint Maarten
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located on the same property as the fabulous and brand new 5-star JW Marriott Hotel. Stay comfortably in Oyster Pond a ...
From $750 per night (USD)
VRBO
From $2768 per night (USD)
VRBO
Large cliff-side luxury villa - Amalia
Bedrooms:
7
Bathrooms:
7
Sleeps:
16
• Modern luxury villa with panoramic Caribbean Sea views • Six living areas including pool room and gym • Spacious great ...
From $2768 per night (USD)
VRBO
From $605 per night (USD)
VRBO
New Condo Eternal Sea
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
A short distance from scuba diving, snorkeling, and more, this smoke-free vacation home lets you experience it all. F ...
From $605 per night (USD)
VRBO
From $557 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 $557 per night (USD)
VRBO
From $544 per night (USD)
VRBO
Dawn Beach Club Luxury 3 Bed Beachfront Condo with Pool at JW Marriott
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located in Dawn Beach Oyster Pond, this unit is a dream. Saturday to Saturday rental, sleeps 8-10. With 3 king bedrooms, ...
From $544 per night (USD)
VRBO
From $356 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 $356 per night (USD)
VRBO
From $417 per night (USD)
VRBO
Palm Sea Views ground floor at La Siesta w/ backup generator; beach and sunset!
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 $417 per night (USD)
VRBO
From $543 per night (USD)
VRBO
Villa Maia - 5 Bedr St Maarten Ocean view near Philipsburg
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Nestled high in the serene mountains of St. Maarten, Villa Maia stands as a sanctuary of luxury and tranquility. This ex ...
From $543 per night (USD)
VRBO
From $1601 per night (USD)
VRBO
Villa Numa 4BR in Indigo Bay by Personal Villas - Stunning Luxury Living Space
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $1601 per night (USD)
VRBO
From $1773 per night (USD)
VRBO
Villa Numa 5BR in Indigo Bay by Personal Villas - Stunning Luxury Living Space
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $1773 per night (USD)
VRBO
From $1963 per night (USD)
VRBO
Aqua Vista 4BR in Indigo Bay by Personal Villas - Breathtaking Haven
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $1963 per night (USD)
VRBO
From $2206 per night (USD)
VRBO
Aqua Vista 5BR in Indigo Bay by Personal Villas - Breathtaking Haven
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $2206 per night (USD)
VRBO
From $825 per night (USD)
VRBO
Mumbai in Lowlands by Personal Villas - Perfect Tropical Getaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: MUMBAI 2BR, Lowlands, St. Maarten Mumbai's exotic name reflects its exotic location, the private village of ...
From $825 per night (USD)
VRBO
From $2738 per night (USD)
VRBO
Bella Vita in Pelican Key by Personal Villas - Spacious and Sophisticated Villa
Bedrooms:
6
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 $2738 per night (USD)
VRBO
From $1830 per night (USD)
VRBO
Bella Vita in Pelican Key by Personal Villas - Spacious and Sophisticated Villa
Bedrooms:
4
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 $1830 per night (USD)
VRBO
From $2852 per night (USD)
VRBO
Amalia in Guana Bay by Personal Villas - Stunning Oceanfront with Heated Pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Summary: VILLA AMALIA 5BR, Guana Bay, St Maarten Villa Amalia is an ideal vacation spot for people looking for privac ...
From $2852 per night (USD)
VRBO
From $966 per night (USD)
VRBO
Aqua in Indigo Bay by Personal Villas - Spectacular Brand New Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: PROMO! - Discount: 10% - Booking Window: April 22 - November 10, 2025 - Minimum Stay: 5 nights - Travel Dates: ...
From $966 per night (USD)
VRBO
$Paradise Family home\n$
From $1129 per night (USD)
VRBO
Paradise Family home\n
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Welcome to , an exquisite and spacious 7-bedroom, 7-bathroom villa located in the stunning island of St. Maarten. Situat ...
From $1129 per night (USD)
VRBO
From $768 per night (USD)
VRBO
Luxury suite 3B, 2B all king beds on the beach. Family friendly vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Luxury and serenity on the beach! Looking for a great place to vacation in a 3 BR with all king size beds, 2 full modern ...
From $768 per night (USD)
VRBO

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