Cupecoy Beach Cottage Rentals

Compare Cottages, Resorts, & Rentals in Cupecoy Beach, Lowlands, Sint Maarten

Anchor House - Direct Oceanfront - Luxury & Modern Style
10.0 (158 Reviews)
3 Bedrooms 6 Guests
Mullet Bay Suites: Your Luxury Stay Awaits
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9.8 (143 Reviews)
1 Bedroom 2 Guests
Oasis@The Cliff: Beachfront Luxury Experience!
10.0 (154 Reviews)
2 Bedrooms 4 Guests
Oceanfront Paradise: Penthouse with Peloton
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10.0 (5 Reviews)
2 Bedrooms 6 Guests
Tradewinds at Simpson Bay
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9.6 (47 Reviews)
1 Bedroom 2 Guests
Aqualina Beach Club
FromUS $844 per night
10.0 (4 Reviews)
4 Bedrooms 8 Guests
The Horny Toad Guesthouse
FromUS $361 per night
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9.4 (54 Reviews)
1 Bedroom 2 Guests
Ocean View Studio at Maho Beach
FromUS $218 per night
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10.0 (3 Reviews)
1 Bedroom 2 Guests
Maho Beach Spacious 2BR Ocean Vista
FromUS $373 per night
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10.0 (2 Reviews)
2 Bedrooms 6 Guests
Top of the art penthouse on the beach - 4000 sq. ft of luxury
10.0 (88 Reviews)
3 Bedrooms 8 Guests
Skyline Luxury 5 Star Condo
FromUS $578 per night
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10.0 (1 Review)
3 Bedrooms 6 Guests
Beachfront luxury 2br condo
FromUS $544 per night
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10.0 (1 Review)
2 Bedrooms 8 Guests
LUXURIOUS BEACH FRONT UNIT - SPECTACULAR OCEAN VIEWS.
10.0 (80 Reviews)
2 Bedrooms 4 Guests
Maho Beach 2BR Premier Corner Suite
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10.0 (1 Review)
1 Bedroom 6 Guests
ALMA - DIRECT BEACH ACCESS 4 BR VILLA
10.0 (61 Reviews)
4 Bedrooms 8 Guests
Paradise Perch - Royal Retreats at Maho Beach
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10.0 (1 Review)
1 Bedroom 4 Guests
Beautiful 2 bed rooms apartment at Aquamarina
10.0 (1 Review)
2 Bedrooms 4 Guests
Postcard Perfect Getaway! Roof top pool and amenities
10.0 (59 Reviews)
3 Bedrooms 6 Guests
Serenity Penthouse - The Pinnacle of Luxury
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9.8 (4 Reviews)
4 Bedrooms 8 Guests
Rainbow Beach Club 2 Bedroom Condo - Our Rose in Winter
10.0 (59 Reviews)
3 Bedrooms 4 Guests
Maho Beach Oceanfront Suite
FromUS $543 per night
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9.8 (4 Reviews)
2 Bedrooms 6 Guests
Prive Loft
FromUS $94 per night
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9.7 (3 Reviews)
1 Bedroom 3 Guests
Studio Sleeps 2 with Free Parking
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9.6 (10 Reviews)
1 Bedroom 2 Guests
CHEZ SOCOLISA AT THE CLIFF
FromUS $435 per night
10.0 (45 Reviews)
2 Bedrooms 6 Guests
Serenity Penthouse
FromUS $945 per night
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9.6 (6 Reviews)
4 Bedrooms 8 Guests
Luxury Oceanview 1BR on beach
FromUS $326 per night
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9.5 (14 Reviews)
1 Bedroom 4 Guests
Le Papillon on the beach
FromUS $399 per night
10.0 (42 Reviews)
2 Bedrooms 5 Guests
Ocean Bliss: Balcony & Pools & Peloton Bike!
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9.5 (4 Reviews)
2 Bedrooms 6 Guests
Ocean Front Walkout with Incredible Sunset Views
10.0 (41 Reviews)
3 Bedrooms 4 Guests
SPECIAL The Cliff At Cupecoy Beach A Fantastic Value At The Cliff
10.0 (40 Reviews)
2 Bedrooms 4 Guests
OCEAN FRONT 3 BEDROOM PENTHOUSE UNIT. STAY IN LUXURY.
10.0 (36 Reviews)
3 Bedrooms 6 Guests
LUXURY and MODERN 3BR On the Beach - CUPECOY
10.0 (34 Reviews)
3 Bedrooms 8 Guests
A-1202 1 bedroom apartment with magnificent ocean view
10.0 (13 Reviews)
1 Bedroom 2 Guests
Premier Oceanfront Maho Beach
FromUS $313 per night
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9.5 (2 Reviews)
1 Bedroom 3 Guests
Sonesta Ocean Point All Inclusive, Adults Only Resort
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8.8 (1008 Reviews)
1 Bedroom 2 Guests
Maho Beach Elegant 1-BR Ocean View
FromUS $289 per night
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9.5 (2 Reviews)
1 Bedroom 4 Guests
Sonesta Maho Beach All Inclusive Resort Casino & Spa
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8.0 (2931 Reviews)
1 Bedroom 2 Guests
A-1701 Panoramic ocean view 2 bedroom apartment
10.0 (11 Reviews)
2 Bedrooms 4 Guests
Mullet Bay Suites - Your Luxury Stay Awaits
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9.4 (141 Reviews)
40 Bedrooms 20 Guests
Serenity Penthouse - The Pinnacle of Luxury
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New
1 Bedroom 2 Guests
A-1303 Wonderful 2 bedroom apartment right in front of Mullet Bay Beach
10.0 (11 Reviews)
2 Bedrooms 4 Guests
Maho Beach Studio Getaway, Oceanfront
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9.4 (43 Reviews)
1 Bedroom 4 Guests
Large 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay
10.0 (11 Reviews)
1 Bedroom 4 Guests
Maho Beach 1BR Haven, Ocean Vista
FromUS $297 per night
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9.4 (13 Reviews)
1 Bedroom 3 Guests
SECOND HOME Beach Apartment
FromUS $145 per night
10.0 (10 Reviews)
1 Bedroom 2 Guests
Maho Beach Modern 1BR, Ocean Level
FromUS $244 per night
9.4 (5 Reviews)
1 Bedroom 3 Guests
Tradewinds Apartments Simpson Bay
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9.3 (168 Reviews)
12 Bedrooms 30 Guests
A-1201 Spacious 3 bedroom overlooking Mullet Bay
10.0 (8 Reviews)
3 Bedrooms 6 Guests
Maho Beach House - Studio - Beach Access
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9.2 (42 Reviews)
1 Bedroom 4 Guests
B-802
Apartment
FromUS $308 per night
10.0 (8 Reviews)
1 Bedroom 2 Guests
Reflection Z 5 Star Villa
FromUS $429 per night
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9.2 (6 Reviews)
3 Bedrooms 6 Guests
A-202 Modern 1 bedroom apartment in beautiful beachfront residence
10.0 (8 Reviews)
1 Bedroom 3 Guests
Hamaka condo a beachfront retreat on Simpson Bay Beach
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9.2 (5 Reviews)
1 Bedroom 3 Guests
Holiday House in beautiful Cupecoy
FromUS $132 per night
10.0 (8 Reviews)
2 Bedrooms 5 Guests
B-1601 Stunning 2 bedrooms ocean view unit
10.0 (7 Reviews)
2 Bedrooms 4 Guests
Convenient Studio Apt Near Airport, Beaches & Food
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9.0 (32 Reviews)
1 Bedroom 2 Guests

About Cupecoy Beach Vacation Rentals

There are over 1180 amazing vacation rentals available in Cupecoy Beach. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Cupecoy Beach.

Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Cupecoy Beach, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Cupecoy Beach. The average size of places to stay near Cupecoy Beach is approximately 894.41 ft², with prices averaging US $485 per night.

Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Cupecoy Beach. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.

Frequently Asked Questions About Cupecoy Beach?

What are the top cottages, summer homes, and lake houses in Cupecoy Beach?

How many rentals, hotels, or resorts are available in Cupecoy Beach?

Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 1180 properties listed by Vacation Cottage in the Cupecoy Beach area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Cupecoy Beach.

Nearby Neighborhood (12)

NeighborhoodProperty Count
Maho Rental Cottages and Private Getaways in Lowlands 431
Pelican Key Rental Cottages and Private Getaways in Lowlands 97
Indigo Bay Rental Cottages and Private Getaways in Lowlands 70
Belair Rental Cottages and Private Getaways in Lowlands 34
Almond Grove Rental Cottages and Private Getaways in Lowlands 1432
St. Peters Rental Cottages and Private Getaways in Lowlands 1197
South Reward Rental Cottages and Private Getaways in Lowlands 1521
Middle Region Rental Cottages and Private Getaways in Lowlands 1082
Cay Bay Rental Cottages and Private Getaways in Lowlands 1434
Madame's Estate Rental Cottages and Private Getaways in Lowlands 1460
Sucker Garden Rental Cottages and Private Getaways in Lowlands 1035
Fort William Rental Cottages and Private Getaways in Lowlands 1426