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Featured Condo Rentals in Cupecoy and around

Tradewinds at Simpson Bay
Exterior
Tradewinds at Simpson Bay
3.5 star property
8.8 out of 10, Excellent, (11)
"It’s beautiful and all the restaurants are across the way! "
Tradewinds at Simpson Bay
Beautiful Ocean Front Resort/New appliance/Breathtaking View/Private Beach!
On the beach, sun-loungers, beach towels
Beautiful Ocean Front Resort/New appliance/Breathtaking View/Private Beach!
10.0 out of 10, Exceptional, (75)
"We koved the quoet location and beautiful views. The beach chairs and towels were greatly appreciated. "
Beautiful Ocean Front Resort/New appliance/Breathtaking View/Private Beach!
ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH
On the beach, sun-loungers, beach towels
ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH
10.0 out of 10, Exceptional, (69)
"2nd floor apartment right on the water. Enough parking, but on a very busy street. Close to Frency's and Rainbow cafe. Close to a street full or restaurants. No seaweed. Bathroom stocked. Kitchen stocked. EASY checkout list. Dishes and trash need to be completed. Great communication and walkthrough of apt first day and last day. We weren't needy so didn't need communication throughout. Would definitely stsy her againvisit. "
ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH
*OCEANFRONT Cosy and modern style condo*
On the beach, sun-loungers, beach towels
*OCEANFRONT Cosy and modern style condo*
10.0 out of 10, Exceptional, (37)
"Beach club was perfectly located for moving our daughter into AUC. The view from the balcony was gorgeous. The condo was comfortable and clean. The air conditioners worked almost too well. Steps from Mullet Beach and a beautiful pool our other pluses."
*OCEANFRONT Cosy and modern style condo*
Luxury 4BR Penthouse - The CLIFF - Beachfront Resort with Spa & Restaurant
On the beach, sun-loungers, beach towels
Luxury 4BR Penthouse - The CLIFF - Beachfront Resort with Spa & Restaurant
10.0 out of 10, Exceptional, (67)
"A perfect place to spend the week."
Luxury 4BR Penthouse - The CLIFF - Beachfront Resort with Spa & Restaurant
Idolem Residence, Vacation Home
Unite 8
Idolem Residence, Vacation Home
9.0 out of 10, Wonderful, (66)
"The A/C did not work properly, and the room smelled of cat urine. We needed to go to the local supermarket to buy air freshener and candles as the smell was so unbearable it caused me a headed. There were cats all around the property. "
Idolem Residence, Vacation Home
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
On the beach
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
Oceanfront amazing 2 bedrooms Condo
Property grounds
Oceanfront amazing 2 bedrooms Condo
9.8 out of 10, Exceptional, (50)
"Spacious condo style unit with secure parking spot (huge benefit). Rooftop pool where you can see the planes taking off was a highlight for our son. TIP: Double check with property manager address prior to arriving. What was sent on our VRBO confirmation was a little confusing based on the address labeling."
Oceanfront amazing 2 bedrooms Condo
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
On the beach, sun-loungers, beach towels
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
10.0 out of 10, Exceptional, (26)
"It was located in a pretty beach, on the beginning we were scared of the neiborhood but is not bad because you have restaurants walking distance, the apartment has everything and is really clean and confortable. Also Andrea always responds very quickly. We’ll be back there definitely "
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
2 BR 2 BA, beachfront condo, amazing oceanview, private beach access
On the beach, sun-loungers, beach towels
2 BR 2 BA, beachfront condo, amazing oceanview, private beach access
10.0 out of 10, Exceptional, (7)
"Serenity in the Sand was perfect for our week stay in St. Maarten! Condo was very clean and exactly as pictured. It was well stocked with everything we needed. The view is simply amazing! We started every day with time on the porch watching the gorgeous blue water, all the sailboats. We also enjoyed watching the sunsets from the porch or the beach. We loved the private access to the beach and the provided loungers. Restaurants and stores are close by and we walked to several. We rented a car to...
2 BR 2 BA, beachfront condo, amazing oceanview, private beach access
DISCOUNTED Royal Islander Club 2 Bdrm Suite, Sleeps 6, Wifi, Pool, - MAHO BEACH!
Outdoor pool
DISCOUNTED Royal Islander Club 2 Bdrm Suite, Sleeps 6, Wifi, Pool, - MAHO BEACH!
9.4 out of 10, Exceptional, (34)
"Royal Islander La Terrese is a little outdated but in a great location near good restaurants and beaches!! Overall would stay there again for sure!!"
DISCOUNTED Royal Islander Club 2 Bdrm Suite, Sleeps 6, Wifi, Pool, - MAHO BEACH!
Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!
On the beach, beach bar
Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!
10.0 out of 10, Exceptional, (21)
"The rental was located on the beach with three spacious master suites. Chairs were available as well. Just make sure you know the villa number and how to get the key. I didn’t know that ahead of time. They even let me stay later than expected due to a delayed flight. I’d definitely return."
Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!
Grand Getaway Royal Retreats at Maho Beach Studio
Terrace/patio
Grand Getaway Royal Retreats at Maho Beach Studio
9.8 out of 10, Exceptional, (15)
"Very relaxing, good spot"
Grand Getaway Royal Retreats at Maho Beach Studio
Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
On the beach, sun-loungers, beach towels
Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
9.8 out of 10, Exceptional, (49)
"This is our second stay at this property and we plan to return again next year. The property is nicely decorated & maintained; with comfortable beds and furniture; with all the items in the kitchen you’ll need for your stay. Located in the center of Simpson Bay, minutes from the airport, grocery stores and dining options. Sylvia was our host and is extremely responsive to your requests and needs. Highly recommend this property."
Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
LUXURY and MODERN 3BR On the Beach - CUPECOY
On the beach, sun-loungers, beach towels
LUXURY and MODERN 3BR On the Beach - CUPECOY
10.0 out of 10, Exceptional, (17)
"This place is great and we have already suggested it to friends. The location is perfect. Literally steps from the private beach. The onsite pool has a swim up bar serving food and drinks. Whether at the private beach or at one of the many other beaches on the island, we always stopped by the pool to cool off before dinner. There are plenty of restaurants and bars within walking distance and a casino across the street. More restaurants, bars and beaches are a short drive away. The unit was...
LUXURY and MODERN 3BR On the Beach - CUPECOY
The Beach, central, 50m from Orient Bay Beach
On the beach
The Beach, central, 50m from Orient Bay Beach
10.0 out of 10, Exceptional, (2)
"Great place to stay when you want to be next to the beach and restaraunts. Peaceful, Quiet and spectacular"
The Beach, central, 50m from Orient Bay Beach
Ultramarine direct access to Orient Bay beach 2 bedrooms
On the beach
Ultramarine direct access to Orient Bay beach 2 bedrooms
10.0 out of 10, Exceptional, (3)
"We enjoyed our stay, peaceful area, loved the pool, kitchen with all we needed, felt safe all the time, great view and location. We highly recommend it."
Ultramarine direct access to Orient Bay beach 2 bedrooms
Luxury Condo on the Beach - The CLIFF - Beachfront Resort with Spa & Restaurant
On the beach, sun-loungers, beach towels
Luxury Condo on the Beach - The CLIFF - Beachfront Resort with Spa & Restaurant
9.6 out of 10, Exceptional, (56)
"We had a great experience at the Cliffs, this condo was well kept, very roomy, well equipped, gorgeous views, beautiful pool and we really enjoyed the beach area and photo ops there. Very instagrammable! The location was great and having the secured parking was a huge plus. We would definitely return!"
Luxury Condo on the Beach - The CLIFF - Beachfront Resort with Spa & Restaurant
The Cliff At Cupecoy Beach HEAVEN!!!
Interior
The Cliff At Cupecoy Beach HEAVEN!!!
10.0 out of 10, Exceptional, (5)
"My husband and I had a wonderful time during our stay at The Cliff! The property is very nice and the condo had everything we needed and more. There is a small, private beach that feels like a little slice of heaven. Joe, the host, really went above and beyond in proactively reaching out to make sure we had everything we needed, giving tips about the area and helpful recommendations. We felt that the location was the best on the island and enjoyed the quick drive (or walk) to Mullet Bay. There...
The Cliff At Cupecoy Beach HEAVEN!!!
The Beach Condo - a modern 2-bedroom beachfront condo packed with amenities.
Outdoor pool
The Beach Condo - a modern 2-bedroom beachfront condo packed with amenities.
10.0 out of 10, Exceptional, (6)
"By far best vacation rental we have stayed in. The condo was spotless and fully equipped. Truthfully the owner went above and beyond to ensure we had everything we needed, especially that we were travelling with small children. The complex was quiet and safe and on the most perfect beach. We were steps from the sand every day. We are planning our return :)"
The Beach Condo - a modern 2-bedroom beachfront condo packed with amenities.
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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Other property types in Cupecoy

The Hotel Porto Cupecoy
Beach nearby, white sand, sun-loungers, beach umbrellas
The Hotel Porto Cupecoy
3.5 star property
9.6 out of 10, Exceptional, (32)
"Great and safe property. Big rooms"
The price is €484
includes taxes & fees
23 Nov - 24 Nov
The Hotel Porto Cupecoy
Beautiful Ocean Front Resort/New appliance/Breathtaking View/Private Beach!
On the beach, sun-loungers, beach towels
Beautiful Ocean Front Resort/New appliance/Breathtaking View/Private Beach!
10.0 out of 10, Exceptional, (75)
"We koved the quoet location and beautiful views. The beach chairs and towels were greatly appreciated. "
Beautiful Ocean Front Resort/New appliance/Breathtaking View/Private Beach!
Beach Front Villa in cupecoy
Outdoor pool
Beach Front Villa in cupecoy
9.6 out of 10, Exceptional, (52)
"Please book. You won’t be disappointed. The villa is extremely private and safe with an incredible and indescribable view, yet we really weren’t far from anything (ie amazing beaches, well stocked grocery stores). It has been nicely updated and has all the “extras”. The nearby beaches like Mullet Bay and Simpson Bay were our favorites. The organic grocery store is a short walk away and very well stocked and well priced with fresh meats, produce, and liquor). Many restaurants were closed for...
Beach Front Villa in cupecoy
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.

Frequently asked questions

How much do condos in Cupecoy cost?
You can expect to pay from to per night for condos in Cupecoy. Whatever your budget, the perfect stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Cupecoy?
Cupecoy has multiple condos with a total average guest review rating of 9.7. Condo Corfu is one highly rated option. Guests staying at this 4-star condo will have use of an ocean view and a barbecue grill. Condo Figueira is another top pick. This 4-star property offers an ocean view and a garden.
How many condos are there in Cupecoy?
You’ll find 316 condos in Cupecoy. Whether you’re taking a trip with the kids or planning a weekend escape with some friends, Expedia will help you find the right space for your squad.
Are there any 5-star condos in Cupecoy?
Condo Corfu is a wonderful 5-star condo in Cupecoy. Around 0.32 kilometres from the downtown area, a swimming pool and concierge services are some of the amenities you’ll find here. Condo Figueira is another high-end option around 0.32 kilometres from the centre of the city. Also rated 5 stars, it features massage services and concierge services.
Why book your condo in Cupecoy with Expedia?
Expedia makes it easy to find your dream condo in Cupecoy. On the lookout for a luxury stay? Make the most of our filters to search for properties with a 5-star rating. If you have a set budget, select how much you’re willing to spend and then check out our amazing deals. We’ll help you find the perfect place whatever your escape looks like.
How can I find cheap condos in Cupecoy?
The simplest way to uncover cheap condos in Cupecoy is with Expedia’s filter tool. Refine your search results by amenities, star rating and budget to land unbeatable deals in a few clicks.