A coastal beach with clear turquoise waters, white buildings, and a rocky shoreline.

Cupecoy Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Cupecoy vacation rentals

Outdoor pool

Aventura Residences

Aventura Residences
Maho
9.8 out of 10, Exceptional, (13 reviews)
"Jen is a great host and her place is clean, modern and perfectly located. You’ll find everything for a pleasant stay on the island."
Canada
Nina R.
The price is ￥9,498
￥21,675 total
includes taxes & fees
Jul 21 - Jul 22
Aventura Residences
Exterior

Cozy studio in lovely St Maarten with WiFi, AC, fitness room

Cozy studio in lovely St Maarten with WiFi, AC, fitness room
Maho
8.0 out of 10, Very Good, (3 reviews)
"Large Studio with privacy diviser overlooking the pool and bar. Plenty of amenities including 5 beach chairs, umbrellas. Some food, coffee and condiments."
Canada
Donald D.
The price is ￥16,236
￥27,926 total
includes taxes & fees
Jul 26 - Jul 27
Cozy studio in lovely St Maarten with WiFi, AC, fitness room
Beach nearby, beach towels

Lowlands Condo-NearPrincessJulianaAirport-Beaches

Lowlands Condo-NearPrincessJulianaAirport-Beaches
Maho
10.0 out of 10, Exceptional, (1 review)
"We loved the Local. "
United States
Joel P.
The price is ￥17,697
￥29,549 total
includes taxes & fees
Jul 18 - Jul 19
Lowlands Condo-NearPrincessJulianaAirport-Beaches
On the beach, sun loungers, beach towels

Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!

Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!
Maho
10.0 out of 10, Exceptional, (1 review)
"Beautiful resort. Great location. Great value."
United States
Arthur
The price is ￥50,229
￥84,649 total
includes taxes & fees
Aug 16 - Aug 17
Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!
On the beach, sun loungers, beach towels

Oceanfront Paradise: Luxurious Penthouse with Spectacular Pools and Peloton

Oceanfront Paradise: Luxurious Penthouse with Spectacular Pools and Peloton
Maho
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful space, great location, communicative host. Would definitely recommend and would love to stay again. "
United States
Kara K.
The price is ￥37,443
￥70,727 total
includes taxes & fees
Jul 19 - Jul 20
Oceanfront Paradise: Luxurious Penthouse with Spectacular Pools and Peloton
Interior

Convenient studio close to airport, beaches and food

Convenient studio close to airport, beaches and food
Maho
10.0 out of 10, Exceptional, (30 reviews)
"Wonderful stay"
Netherlands
john bracebridge w.
The price is ￥16,074
￥27,764 total
includes taxes & fees
Jul 26 - Jul 27
Convenient studio close to airport, beaches and food
On the beach, sun loungers, beach towels

Oceanside Escape at Rainbow Beach Club – Pools, Views & Private Beach Access

Oceanside Escape at Rainbow Beach Club – Pools, Views & Private Beach Access
Maho
7.4 out of 10, Good, (3 reviews)
"Mike and Roz were so friendly and helpful. We thoroughly enjoyed our stay. We hope to return as soon as we can."
United States
Jim / Rita M.
The price is ￥38,561
￥72,007 total
includes taxes & fees
Aug 5 - Aug 6
Oceanside Escape at Rainbow Beach Club – Pools, Views & Private Beach Access
Property grounds

Rare Gem: 3-Bedroom with Direct Pool Access & Peloton Bike!

Rare Gem: 3-Bedroom with Direct Pool Access & Peloton Bike!
Maho
10.0 out of 10, Exceptional, (2 reviews)
"The place is enormous, and opens right onto a beautiful pool and gorgeous beach!"
United States
Charlie O.
The price is ￥63,015
￥99,871 total
includes taxes & fees
Jul 31 - Aug 1
Rare Gem: 3-Bedroom with Direct Pool Access & Peloton Bike!
Pool

Appartement 1 Chambre face a l'ile de Pinel

Appartement 1 Chambre face a l'ile de Pinel
Cul-de-Sac
10.0 out of 10, Exceptional, (1 review)
"Responsive host. Apartment was very clean and modern and had everything we needed. Enjoyed the little patio outside too. Kids loved the big pool on the property as well. Would definitely recommend and stay again in the future."
United States
Philippe G.
Appartement 1 Chambre face a l'ile de Pinel
Interior

The Castle f

The Castle f
Downtown Philipsburg
8.0 out of 10, Very Good, (1 review)
"After a bit of confusion about checking in, we arrived and after that everything was great. It was a surprise to find the window was onto a corridor, but the air con was good so no need to open a window, and also helped to make the room quiet."
United Kingdom
Pat R.
The price is ￥19,483
￥24,289 total
includes taxes & fees
Jul 19 - Jul 20
The Castle f
1 bedroom, iron/ironing board, WiFi, bed sheets

The Castle ᴴ

The Castle ᴴ
Downtown Philipsburg
8.0 out of 10, Very Good, (2 reviews)
"Absolutely great place to stay. Only downside is there is a bird that treats her 2 AM and then a rooster from about 5 AM to 9 AM so make sure you bring your earplugs."
United States
Denise W.
The price is ￥21,919
￥26,920 total
includes taxes & fees
Jul 19 - Jul 20
The Castle ᴴ
Interior

The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is ￥19,483
￥24,289 total
includes taxes & fees
Jul 21 - Jul 22
The Castle ᴷ
1 bedroom, iron/ironing board, WiFi, bed sheets

The Castle ᴶ

The Castle ᴶ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
"Host was welcoming and the apartment was very clean and inviting. We will Definitely stay here again when we come back. "
United States
Neil C.
The price is ￥19,483
￥24,289 total
includes taxes & fees
Jul 19 - Jul 20
The Castle ᴶ
1 bedroom, iron/ironing board, WiFi, bed sheets

The Castle L - Twin Studio

The Castle L - Twin Studio
Downtown Philipsburg
The price is ￥19,483
￥24,289 total
includes taxes & fees
Jul 19 - Jul 20
The Castle L - Twin Studio
1 bedroom, iron/ironing board, WiFi, bed sheets

The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is ￥19,483
￥24,289 total
includes taxes & fees
Jul 20 - Jul 21
The Castle ᴳ
Iron/ironing board, internet, bed sheets

Modern Cozy Condo - Central Location - Near Shops & Beaches

Modern Cozy Condo - Central Location - Near Shops & Beaches
St Martin
The price is ￥18,579
￥29,355 total
includes taxes & fees
Jul 20 - Jul 21
Modern Cozy Condo - Central Location - Near Shops & Beaches
Comfort Room, 1 King Bed, Non Smoking, Ocean View | Iron/ironing board, WiFi (free)

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (66 reviews)
"All in all it was a great experience. Close to the beach. Clean environment. Kind staff"
United States
James
The price is ￥12,072
￥14,847 total
includes taxes & fees
Jul 21 - Jul 22
MIDTOWN MOTEL SXM
Deluxe Double Room | Down comforters, WiFi (free), bed sheets

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (248 reviews)
"Great stay"
United States
Drunisha
The price is ￥15,051
￥15,804 total
includes taxes & fees
Jul 18 - Jul 19
July Apartments
Terrace/patio

Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (159 reviews)
"AC worked well the room was cleaned daily and the staff was always friendly and made great suggestions for dinning and places to see."
United States
Michael
The price is ￥19,727
￥22,096 total
includes taxes & fees
Jul 20 - Jul 21
Simpson Bay Suites
Outdoor dining

Lovely room in a nice villa , close to Friars bay and happy bay

Lovely room in a nice villa , close to Friars bay and happy bay
Saint-martin
9.0 out of 10, Wonderful, (11 reviews)
"Great place to stay. Will definitely be staying again next year! "
United States
Kurt
The price is ￥12,076
￥15,420 total
includes taxes & fees
Jul 20 - Jul 21
Lovely room in a nice villa , close to Friars bay and happy bay
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

Oyster Bay Beach Resort

Oyster Bay Beach Resort

10/10 Excellent
"Very nice"
Gemima 3-night trip
Posted 1 hour ago
Oyster Bay Beach Resort

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
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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?

Philips Scott House Calinago: This vacation home rental near Cupecoy is in a shopping district and equipped with air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities like a microwave and free parking are also available for your convenience.

How many vacation rentals are there in Cupecoy?

Expedia has 10 vacation rentals for your stay in Cupecoy.

What’s there to see and do in Cupecoy?

While you're exploring the area, Maho Beach and Mullet Bay Beach are a couple of picturesque spots to get outside and enjoy nature. American University of the Caribbean and Mullet Bay 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.