
Cupecoy Bay Rentals
- From $984 per night (USD)
VRBO
Please Inquire Before Booking – Luxury Villa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...
From $984 per night (USD)VRBO
- From $545 per night (USD)
Expedia
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 $545 per night (USD)Expedia
- From $496 per night (USD)
VRBO
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 this bea ...
From $496 per night (USD)VRBO
- From $461 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 ViewWelcome to your ideal vacation getaway on the 12 ...
From $461 per night (USD)Expedia
- From $301 per night (USD)
VRBO
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 $301 per night (USD)VRBO
- From $345 per night (USD)
Expedia
Charming 2-bedroom corner deluxe condo in Cupecoy with ocean and sunset view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your Cupecoy adventure begins at this 2-bedroom condo, part of The Cliff Resort with Spa & Gourmet restaurant. The Clif ...
From $345 per night (USD)Expedia
- From $357 per night (USD)
VRBO
Superb Villa on the Beach
- Bedrooms:
- 0
- Bathrooms:
- 2
- Sleeps:
- 6
For rent, in Dutch part of St Martin, a few kilometers from the airport, located between the turquoise waters of the Car ...
From $357 per night (USD)VRBO
- From $1325 per night (USD)
VRBO
Villa Les Oliviers by Fantasia Villas
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in the peaceful setting of Terres Basses in St Martin, Villa Les Oliviers welcomes you into a refined, recently ...
From $1325 per night (USD)VRBO
- From $324 per night (USD)
VRBO
B-302 Stunning ocean view unit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to *Fourteen at Mullet Bay*, the most refined and luxurious beachfront residence in St Maarten, located directly ...
From $324 per night (USD)VRBO
- From $240 per night (USD)
Expedia
B-705 Stunning one bedroom with lagoon view
- Bedrooms:
- 0
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Fourteen at Mullet Bay, the most exquisite and luxurious beachfront residence in St Maarten located directly ...
From $240 per night (USD)Expedia
- From $250 per night (USD)
VRBO
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 $250 per night (USD)VRBO
- From $3065 per night (USD)
Expedia
One of the most stunning and desirable villa
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Villa Amandara is a modern-chic property with some of the best views on the island based in Terres Basses, St.M ...
From $3065 per night (USD)Expedia
- From $1841 per night (USD)
VRBO
Please Inquire Before Booking – Luxury Villa
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...
From $1841 per night (USD)VRBO
- From $128 per night (USD)
VRBO
2 room apartment Tigris Cupecoy near the beach with swimming pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
<p>Located in Lowlands, this welcoming apartment brings it all within your reach. There's convenient onsite parking, so ...
From $128 per night (USD)VRBO
- From $557 per night (USD)
VRBO
Penthouse of 200m2 with private pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
<p>Located in Lowlands, this welcoming apartment brings it all within your reach. Thanks to the convenient covered onsit ...
From $557 per night (USD)VRBO
- From $1382 per night (USD)
VRBO
Please Inquire Before Booking – Luxury Villa
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...
From $1382 per night (USD)VRBO
- From $311 per night (USD)
VRBO
Cocooning at Terres Basses
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Located in Les Terres Basses, this welcoming vacation home lets you experience it all. Let your feet make short work ...
From $311 per night (USD)VRBO
- From $1866 per night (USD)
VRBO
Villa Wellness - Luxury Modern Villa - Pickle Ball Court
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
<p>Located in Les Terres Basses, this welcoming villa brings it all within your reach. Thanks to the convenient onsite p ...
From $1866 per night (USD)VRBO
- From $418 per night (USD)
VRBO
B-701 Stunning corner ocean view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
**Elegant Designer One-Bedroom with Stunning Ocean Views** Welcome to a beautifully curated one-bedroom apartment ...
From $418 per night (USD)VRBO
- From $283 per night (USD)
Expedia
B-501 Design 1 bedroom ocean view condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our luxurious one-bedroom apartment, perfectly situated on the fifth floor and offering a harmonious blend of ...
From $283 per night (USD)Expedia
- From $1921 per night (USD)
VRBO
Villa La Siesta - 5 Bedrooms - Stunning View - 5-minute walk to the beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
<p>Located in Les Terres Basses, this welcoming villa brings it all within your reach. Cupecoy Beach is an easy 9-minute ...
From $1921 per night (USD)VRBO
- From $544 per night (USD)
Expedia
Blue Horizon Beach Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Blue Horizon Beach Bungalow—a cozy and creative seaside escape with a personality of its own. Nestled in the ...
From $544 per night (USD)Expedia
- From $286 per night (USD)
VRBO
Cupercoy, 2-bedroom apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 2-bedroom apartment is perfect for your escape to Sint Maarten. The lovely property offers all the comforts you nee ...
From $286 per night (USD)VRBO
- From $356 per night (USD)
Expedia
B504
- 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 $356 per night (USD)Expedia
- From $219 per night (USD)
VRBO
B303
- 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 $219 per night (USD)VRBO
- From $203 per night (USD)
Expedia
NEW! Azure Heaven, Breathtaking views, Pool, Gym
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Exceptional location, few minutes walk from Maho, with its lively restaurants, trendy bars, grocery, pharmacy, beaches, ...
From $203 per night (USD)Expedia
- Click For Pricing
VRBO
Charming 2-bedroom villa with pool and Jaccuzzi and private access to the lagon
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bienvenue à C’est la Vue, une villa typique des Antilles perchée sur les hauteurs de Terre Basse. Profitez d’une vue pa ...
Click For PricingVRBO
- From $459 per night (USD)
Expedia
A1302
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our luxurious two-bedroom apartment, situated on the 13th floor and offering a seamless blend of elegance, co ...
From $459 per night (USD)Expedia
- From $742 per night (USD)
VRBO
Luxury 3-Bedroom Condo at The Cliff - Beachfront Resort with Spa & Restaurant
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to paradise at The Cliff, a prestigious beachfront property in Cupecoy, Sint Maarten. The fully renovated and pr ...
From $742 per night (USD)VRBO
- From $597 per night (USD)
Expedia
Sunset Shores Escape at Rainbow Beach Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your tropical oasis at the Rainbow Beach Club on the stunning island of Saint Maarten, where luxury, relaxati ...
From $597 per night (USD)Expedia
- From $612 per night (USD)
VRBO
Luxury 3BR Penthouse W/ Huge Lagoon Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your one-of-a-kind penthouse in Porto Cupecoy—arguably the most coveted address on the Dutch side of Sint Maa ...
From $612 per night (USD)VRBO
- From $213 per night (USD)
VRBO
Relaxing Elegant Sea-View Retreat – Quiet Condo Near Beach & Golf Course
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Step into this elegant and stylish Condo. Enjoy Caribbean charm in this spacious, upgraded condo overlooking the quiet t ...
From $213 per night (USD)VRBO
- From $222 per night (USD)
VRBO
Spacious Caribbean Condo with Balcony & Secluded Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Step into your spacious, elegant and charming condo, where Caribbean sunshine, gentle sea breezes, and peaceful turquoi ...
From $222 per night (USD)VRBO
- From $129 per night (USD)
Expedia
606 Quiet Space in a Vibrant Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
About this space It is a charming 43M2 penthouse apartment (6th floor) with fantastic land & ocean views of tranquil env ...
From $129 per night (USD)Expedia
- From $129 per night (USD)
VRBO
Apartment 517 Aventura Residence SXM
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
About this space Fully Furnished One-Bedroom Apartment offering a comfortable & convenient lifestyle. Gated complex, AC ...
From $129 per night (USD)VRBO
- From $1157 per night (USD)
VRBO
Large villa with sea views and pool in Terres Basses - Pamplemousse by TRIPTER
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
• Stunning 6-bedroom villa in Les Terres Basses • Breathtaking Caribbean Sea and Anguilla views • Elegant living spaces ...
From $1157 per night (USD)VRBO
- From $503 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 $503 per night (USD)VRBO
- From $543 per night (USD)
VRBO
Villa Beach Cottage by Fantasia Villas
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Beach Cottage, nestled within a vast estate in the heart of the prestigious Terres Basses area, combines tranquility ...
From $543 per night (USD)VRBO
- From $423 per night (USD)
VRBO
Please Inquire Before Booking – Luxury Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...
From $423 per night (USD)VRBO
- From $349 per night (USD)
Expedia
Cozy 1-bedroom condo with AC and WiFi in lovely Lowlands, Cupecoy
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Casa de Mare at Porto Cupecoy, is waiting for you at this superb 1-bedroom condo. This cozy retreat features a king bed, ...
From $349 per night (USD)Expedia
- From $455 per night (USD)
VRBO
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 $455 per night (USD)VRBO
- From $377 per night (USD)
VRBO
Homerez - Elegant Apartment in Lowlands 101 m² + Pool
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this spacious 101 m² apartment, perfect for a relaxing holiday with family or friends. - Shared pool, avai ...
From $377 per night (USD)VRBO
- From $236 per night (USD)
VRBO
Homerez - Apartment in Lowlands
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover this spacious 87 m² apartment, perfect for a relaxing stay in Lowlands. Enjoy the shared pool open year-round! ...
From $236 per night (USD)VRBO
- From $359 per night (USD)
VRBO
Homerez - Apartment in Lowlands, sea view
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this spacious apartment with stunning sea views! Here, you can enjoy a private pool year-round, along with mo ...
From $359 per night (USD)VRBO
- From $243 per night (USD)
VRBO
Homerez - Studio sea view Lowlands
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience comfort and convenience in this spacious studio, ideal for 4 guests. With stunning sea views and a lovely bal ...
From $243 per night (USD)VRBO
- From $1993 per night (USD)
VRBO
Homerez - Villa in Terres Basses
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Discover this stunning villa that offers a perfect blend of comfort and style. - Private swimming pool open all year r ...
From $1993 per night (USD)VRBO
- From $170 per night (USD)
VRBO
1 Bedroom Studio in Lowlands – Steps to Beaches, WiFi & Fitness Room Included
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This charming 1-bedroom apartment in the heart of Lowlands offers all the comforts of home. Relax and recharge in a cozy ...
From $170 per night (USD)VRBO
- From $155 per night (USD)
Expedia
\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 $155 per night (USD)Expedia
- From $155 per night (USD)
VRBO
Spacious & Newly Furnished Condo with Panoramic Caribbean Sea View &Beach access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy this spacious, light-filled condo with private balcony and breathtaking Caribbean Sea views, located just steps fr ...
From $155 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Coastal apartment with pool & near Mullet Bay Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your island escape at Peace of Paradise! This cozy and stylish one bedroom apartment offers a bright and air ...
From $160 per night (USD)Expedia
- From $609 per night (USD)
VRBO
Blue Dove | Beach Front - Located in Fabulous Cupecoy with Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Private Villa Rentals is licensed and registered with the Travel Industry Council of Ontario (TICO) which protects your ...
From $609 per night (USD)VRBO
- Click For Pricing
Expedia
RockSea | Beach Front - Located in Exquisite Terres Basses with Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Private Villa Rentals is licensed and registered with the Travel Industry Council of Ontario (TICO) which protects your ...
Click For PricingExpedia
- From $971 per night (USD)
VRBO
Jasper Fall Incentive | Ocean Front - Located in Stunning Simpson Bay with Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Private Villa Rentals is licensed and registered with the Travel Industry Council of Ontario (TICO) which protects your ...
From $971 per night (USD)VRBO
- From $1451 per night (USD)
Expedia
Caribbean Stone | Beach View - Located in Beautiful Terres Basses with Private Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Private Villa Rentals is licensed and registered with the Travel Industry Council of Ontario (TICO) which protects your ...
From $1451 per night (USD)Expedia
- From $311 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 $311 per night (USD)VRBO
- From $627 per night (USD)
Expedia
The Cliff- Luxury 3 Bedroom 3.5 Bath Condo- Oceanfront with Spa & Restaurant
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury Oceanfront Condo at The Cliff – 5-Star Amenities, Breathtaking Views & Prime Location in Cupecoy, Sint Maarten W ...
From $627 per night (USD)Expedia
- From $369 per night (USD)
VRBO
Beachfront Escape/Rainbow 2BR
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Unwind in this spacious, stylish 2BR Caribbean-inspired condo by turquoise waters. Located in Rainbow Beach Club, it off ...
From $369 per night (USD)VRBO
- From $323 per night (USD)
VRBO
Pet-friendly Accommodation w/ FREE Parking! Near Princess Juliana Airport!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Swim, snorkel, scuba dive, fish, play golf, and ride a horse on the beach! This listing is for a room within a hotel. ...
From $323 per night (USD)VRBO
- From $342 per night (USD)
VRBO
Explore Friendly Island! Pets Allowed, FREE Parking! Close to David's Hole!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Swim, snorkel, scuba dive, fish, play golf, and ride a horse on the beach! This listing is for a room within a hotel. ...
From $342 per night (USD)VRBO
- From $304 per night (USD)
VRBO
Enjoy a Hassle-Free and Suiting Stay! Near Cupecoy Beach, Free Onsite Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Swim, snorkel, scuba dive, fish, play golf, and ride a horse on the beach! This listing is for a room within a hotel. ...
From $304 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Making The Best Memories Along The Way! Near Maho Beach, Pet-Friendly, Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Swim, snorkel, scuba dive, fish, play golf, and ride a horse on the beach! This listing is for a room within a hotel. ...
From $360 per night (USD)VRBO
- From $649 per night (USD)
Expedia
2BR Sunset Condo at Blue Mall – Near Maho
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Blue 614 at Blue Mall, a contemporary two-bedroom perch above Cupecoy’s coastline where golden hour pours acr ...
From $649 per night (USD)Expedia
- From $1589 per night (USD)
VRBO
Authentic Caribbean-style home with Infinity Pool in Terres Basses - 6 bedrooms
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Escape to our gorgeous 6-bedroom family home in Les Terres Basses, with a spacious infinity pool overlooking sea. Each b ...
From $1589 per night (USD)VRBO
- From $1732 per night (USD)
Expedia
Azur Dream Summary:<br>A
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Summary: Azur Dream is a luxurious, modern Caribbean villa situated high on Morne Rouge, a private gated community in th ...
From $1732 per night (USD)Expedia
- From $667 per night (USD)
VRBO
Villa Les Oliviers - Elegance & Serenity
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in a peaceful setting, Villa Les Oliviers charms with its spacious and refined living areas. From the moment you ...
From $667 per night (USD)VRBO
- From $122 per night (USD)
VRBO
Oceanfront Studio with Private Patio in Cupecoy
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay comfortably in Cupecoy at this brilliant studio. This marvelous property features a cozy living room with a sofa be ...
From $122 per night (USD)VRBO
- From $283 per night (USD)
VRBO
Rainbow Beach Club, 2bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience Cupecoy Beach like a local, in this 2-bedroom condo. With a king bed and queen bed, this lovely property off ...
From $283 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Beachfront Paradise – High-Floor Apartment with Spectacular Sea Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Perched high above the Caribbean Sea, this modern beachfront apartment offers panoramic ocean views, modern comfort, and ...
From $250 per night (USD)VRBO




































































