Cupecoy Vacation Rentals

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Check prices for these dates

Tonight
Dec 26 - Dec 27
Tomorrow
Dec 27 - Dec 28
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Cupecoy vacation rentals

Fridge, microwave, oven, stovetop
Convenient studio close to airport, beaches and food

Apartment in Maho

Convenient studio close to airport, beaches and food
10.0 out of 10, Exceptional, (24)
"Excellent stay enjoy this part of Sint Maarten.Studio was clean and in a great location."
Canada
Regis D.
The price is ￥12,475
￥23,391 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Convenient studio close to airport, beaches and food
On the beach
Happy Haven at Rainbow Beach Club

Condo in Maho

Happy Haven at Rainbow Beach Club
The price is ￥53,712
￥108,067 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Happy Haven at Rainbow Beach Club
Outdoor dining
Cozy studio in lovely St Maarten with WiFi, AC, fitness room

Apartment in Maho

Cozy studio in lovely St Maarten with WiFi, AC, fitness room
6.0 out of 10, (1)
"The location was excellent. We walked to restaurants and entertainment every night. The unit we had was very dimly lit. One hall light and 3 of 4 lamps worked but had low wattage bulbs. The dresser and closet were both full of owner's stuff. Don't lose your card key or you will be charged 10.00! The Sapphire is a great facilty, but the unit we had was not."
United States
Doug & Barb S.
The price is ￥21,860
￥33,883 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Cozy studio in lovely St Maarten with WiFi, AC, fitness room
Interior
* NEW LISTING* Oceanview 2BR-walking distance to Mullet bay Beach

Condo in Maho

* NEW LISTING* Oceanview 2BR-walking distance to Mullet bay Beach
7.4 out of 10, Good, (3)
"Impressive unit! Clean, comfortable beds, well stocked kitchen.. We enjoyed the area, the food venues and the Friendly atmosphere. Close to the store. Short walk to the Lovely Mullet Bay Beach. Thank you Stacey and Jonathan!"
United States
Judy E.
The price is ￥46,626
￥69,691 total
includes taxes & fees
Jan 12 - Jan 13, 2026
* NEW LISTING* Oceanview 2BR-walking distance to Mullet bay Beach
Marina
Luxury 3BR Penthouse W/ Huge Lagoon Pool

Condo in Maho

Luxury 3BR Penthouse W/ Huge Lagoon Pool
10.0 out of 10, Exceptional, (1)
"Absolutely beautiful condo! The management company is very accommodating and responsive. The location is great as well. A grocery store steps away and numerous restaurants, and walking distance to the beach. My teenage kids loved the pool. "
United States
Jamie H.
Luxury 3BR Penthouse W/ Huge Lagoon Pool
Pool
Beachfront Escape/Rainbow 2BR

Condo in Maho

Beachfront Escape/Rainbow 2BR
10.0 out of 10, Exceptional, (1)
"The condo is beautiful with an exceptional view. The condo was very well furbished with everything I needed including cooking and kitchen equipment and utensils. The close proximity to the Market makes buying groceries very convenient and it is located in my favorite part of the island. Quiet but a short drive to both the French and the Dutch sides great beaches and hot spots although the pools and private beach at the property are amazing. Having a parking garage so your car is in the shade is...
United States
Tony R.
Beachfront Escape/Rainbow 2BR
Property grounds
Oceanfront Paradise: Luxurious Penthouse with Spectacular Pools and Peloton

Apartment in Maho

Oceanfront Paradise: Luxurious Penthouse with Spectacular Pools and Peloton
10.0 out of 10, Exceptional, (2)
"Mike was a great host"
United States
warren p.
Oceanfront Paradise: Luxurious Penthouse with Spectacular Pools and Peloton
Property grounds
2BR Sunset Condo at Blue Mall – Near Maho

Condo in Maho

2BR Sunset Condo at Blue Mall – Near Maho
The price is ￥75,275
￥139,650 total
includes taxes & fees
Jan 13 - Jan 14, 2026
2BR Sunset Condo at Blue Mall – Near Maho
Property grounds
Rare Gem: 3-Bedroom with Direct Pool Access & Peloton Bike!

Apartment in Maho

Rare Gem: 3-Bedroom with Direct Pool Access & Peloton Bike!
Rare Gem: 3-Bedroom with Direct Pool Access & Peloton Bike!
Outdoor dining
Tintamarre exclusive dinner and night at anchor

Houseboat in Grand-Case

Tintamarre exclusive dinner and night at anchor
10.0 out of 10, Exceptional, (2)
"Wow. We can’t say enough about this amazing experience. The hosts are wonderful. We were just on their fantastic boat for one night - the last night of our trip, but it was perfect. We had a sail out to Tintamarre, a pristine and beautiful little deserted (amd conservation protected) island. We snorkeled, had apps and Karim’s signature cocktail as the sun went down. Then Sophie served us a great dinner out on the deck of the boat, including her delicious homemade bread! We stargazed and slept...
United States
Sheri W.
The price is ￥401,789
￥401,789 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Tintamarre exclusive dinner and night at anchor
Outdoor dining
UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

Houseboat in Grand-Case

UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED
The price is ￥161,634
￥190,324 total
includes taxes & fees
Jan 2 - Jan 3, 2026
UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED
Outdoor dining
Unusual night in catamaran with dinner

Houseboat in Grand-Case

Unusual night in catamaran with dinner
The price is ￥185,585
￥185,585 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Unusual night in catamaran with dinner
Iron/ironing board, free WiFi
MIDTOWN MOTEL SXM

Aparthotel in Downtown Philipsburg

MIDTOWN MOTEL SXM
2.5 star property
8.0 out of 10, Very Good, (1)
"The staff was extremely helpful "
United States
Joycelyn
The price is ￥11,532
￥13,917 total
includes taxes & fees
Jan 26 - Jan 27, 2026
MIDTOWN MOTEL SXM
Amazing Top Floor Apartment | Balcony
The Hills Residence

Aparthotel in Simpson Bay

The Hills Residence
3.0 star property
8.8 out of 10, Excellent, (56)
"Enjoyed my stay "
United States
Shakia
The Hills Residence
Front of property
July Apartments

Aparthotel in Madame's Estate

July Apartments
3.0 star property
9.2 out of 10, Wonderful, (157)
"Amazing place. "
United States
Cristina
July Apartments
Exterior
FLAMINGO BEACH

Aparthotel in Pelican Key

FLAMINGO BEACH
3.5 star property
The price is ￥36,538
￥75,261 total
includes taxes & fees
Jan 17 - Jan 18, 2026
FLAMINGO BEACH
On the beach, sun loungers, beach towels
Charming studio with splendid Caribbean Sea view & pool/beach access

Apartment in Marigot

Charming studio with splendid Caribbean Sea view & pool/beach access
The price is ￥22,353
￥26,559 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Charming studio with splendid Caribbean Sea view & pool/beach access
Terrace/patio
Mullet Bay Suites: Your Luxury Stay Awaits

Apartment in Maho

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
9.8 out of 10, Exceptional, (114)
"Fantastic place to stay. Clean, great views, excellent amenities"
Canada
Oleksii
The price is ￥43,719
￥62,528 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Mullet Bay Suites: Your Luxury Stay Awaits
1 bedroom, iron/ironing board, WiFi, bed sheets
Lovely room in a nice villa with a big garden, close to Friars bay beach

Vacation Home in Saint-martin

Lovely room in a nice villa with a big garden, close to Friars bay beach
9.0 out of 10, Wonderful, (9)
"Great place to stay. Will definitely be staying again next year! "
United States
Kurt
The price is ￥11,939
￥15,245 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Lovely room in a nice villa with a big garden, close to Friars bay beach
Outdoor pool
Happy Residence - Orient Beach 09

Apartment in Collectivité de Saint-Martin

Happy Residence - Orient Beach 09
9.6 out of 10, Exceptional, (5)
"The property was very nice. A few improvements like more bath towel's and beach towels would be nice."
United States
Joseph
The price is ￥27,596
￥40,842 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Happy Residence - Orient Beach 09
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cupecoy Hotel Reviews

The Morgan Resort Spa Village

The Morgan Resort Spa Village

10/10 Excellent
"Perfect location. "
Dijellza 6-night trip
Posted 20 hours ago
The Morgan Resort Spa Village

Find out more about Cupecoy

Search for holiday rentals in Cupecoy on Expedia! You can easily find your home rentals, villas, holiday apartments in Cupecoy using one of the methods below:

  • View our selection of featured holiday rentals in Cupecoy
  • Use the map to find apartments and other holiday homes in the Cupecoy neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cupecoy while they last

Look no further and take a look at our great range of rental properties in Cupecoy!

Frequently asked questions

Can I find vacation rentals in Cupecoy?

Yes, we have vacation rentals close to top points of interest in Cupecoy, or you can choose a more remote option if you're looking for a relaxing stay. Visitors to Cupecoy speak positively about the beaches and restaurants in this destination. Make sure you have time to check out the cafes and shopping during your trip.

What are some of the best vacation home rentals that Cupecoy has to offer?

Novels Villa is a family-friendly home with the Caribbean Sea as your backyard.: This vacation home rental near Cupecoy is located on the beach and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Cupecoy?

Expedia has 9 vacation rentals for your stay in Cupecoy.

What’s there to see and do in Cupecoy?

Get outdoors into nature at a spot like Cupecoy Beach, or visit other top attractions such as Maho Beach. American University of the Caribbean and Mullet Bay Beach are a couple of places you'll find in the larger area.

What’s a vacation rental in Cupecoy like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Cupecoy. Vacation rentals provide amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family trip or a small group gathering.