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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Featured Condo Rentals in Sint 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, (23)
"Really great week at the Cupecoy Beach Cub for our family. Our host Stacey was very helpful and the condo was exactly as listed and well stocked with kitchen items, bath supplies, and chairs/toys/etc. for the beach. Our favorite part was the multiple balconies right on the ocean with great views of the sunset (and airplane arrivals). One note for really young children - there is a ledge from the dining area to the living room and the stairs can be a bit tricky in that area - our 3 year old...
LUXURY and MODERN 3BR On the Beach - CUPECOY
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, (79)
"We could not have made a better choice than to stay at Grand Case and in this condo. If you are looking for a small-town beach vibe, then this is the place. There are so many great restaurants and shops within walking distance, and Dominique and Julia are the best trying to make sure you have everything you need. We especially liked the nice beach towels and the outlet power adapters they provided and the view was better than the pictures. We also loved that Happy Bay Beach and Friars Bay Beach...
ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH
Large 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay
Outdoor dining

Large 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay

10.0 out of 10, Exceptional, (7)
"All good, nice place, good size, great staff, will stay again for sure"
Large 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay
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, (53)
"Always a wonderful place! Great location…very secure and great people who work there!"
Luxury Condo on the Beach - The CLIFF - Beachfront Resort with Spa & Restaurant
Tradewinds at Simpson Bay
Exterior

Tradewinds at Simpson Bay

3.5 star property
9.4 out of 10, Exceptional, (27)
"This is a great vacation spot in Simpson Bay. My wife and I celebrated our 25th here. The location and views are perfect. Walking distance to everything Simpson Bay and a great starting point for the whole island ( you need a car). Accommodations are as they look in the photos and the owners are attentive to all needs. Fully recommend. You won’t go wrong. "
Tradewinds at Simpson Bay
Oceanfront amazing 2 bedrooms Condo
Property grounds

Oceanfront amazing 2 bedrooms Condo

9.8 out of 10, Exceptional, (55)
"Very spacious, great access to beach and close to restaurants and shopping."
Oceanfront amazing 2 bedrooms Condo
*OCEANFRONT Cosy and modern style condo*
On the beach, sun-loungers, beach towels

*OCEANFRONT Cosy and modern style condo*

9.8 out of 10, Exceptional, (45)
"We loved our stay. Cupecoy Beach Club is in a great location. Steps to Mullet Bay Beach, nearby grocery store and restaurants, safe gated quiet community, nice pool. This particular condo is on the second floor with a stunning view of the ocean as far as you can see. 3 full bathrooms, plenty of space, everything you need. There were a few dirty dishes in the cabinet and these tiny ants in the kitchen with bait/traps that looked like they were trying to contain it but overall it was clean, well...
*OCEANFRONT Cosy and modern style condo*
Ocean Front Walkout with Incredible Sunset Views
On the beach, sun-loungers, beach towels

Ocean Front Walkout with Incredible Sunset Views

9.8 out of 10, Exceptional, (38)
"I don’t have any negatives the owner was great the location and views are amazing. Grocery store literally across street was convenient. "
Ocean Front Walkout with Incredible Sunset Views
Oceanfront Spectacular Penthouse W/Spacious Rooftop Terrace, Cupecoy Beach
Outdoor dining

Oceanfront Spectacular Penthouse W/Spacious Rooftop Terrace, Cupecoy Beach

10.0 out of 10, Exceptional, (82)
"We had a wonderful spring break and couldn’t have been happier staying at this condo! This was our first time on the island and we were a little nervous to stay outside of a resort, but Gail put our minds at ease and we were very comfortable. The beach was spectacular and practically secluded, the condo was extremely comfortable for us and our teens, and the outdoor spaces were the cherry on top! I would highly recommend!! "
Oceanfront Spectacular Penthouse W/Spacious Rooftop Terrace, Cupecoy Beach
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

10.0 out of 10, Exceptional, (53)
"We had such a wonderful stay. The hosts are beyond wonderful! They are attentive and helpful with so much attention for detail. Anytime my husband or I thought of something it was already there in the condo. A perfect spot for unplugging and enjoying quality family time. I cannot wait to be back again! "
Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
Maho Beach House - Spacious 1 Bedroom Suite
Property grounds

Maho Beach House - Spacious 1 Bedroom Suite

10.0 out of 10, Exceptional, (3)
"I recently had the pleasure of staying at a rental in Sint Maarten, and it was an unforgettable experience. The property was stunning, offering breathtaking views and a peaceful atmosphere that made me feel completely at home. The location was ideal—close to beautiful beaches, great restaurants, and all the attractions I wanted to explore on the island.What truly made my trip exceptional, however, was the outstanding help I received from Kaya. As a solo traveler, I really appreciated how...
The price is £158
includes taxes & fees
30 May - 31 May
Maho Beach House - Spacious 1 Bedroom Suite
The Cliffs 2BR 2.5BA Apt Private Beach Sleeps 5 Luxury Oceanfront Apartment
Outdoor dining

The Cliffs 2BR 2.5BA Apt Private Beach Sleeps 5 Luxury Oceanfront Apartment

10.0 out of 10, Exceptional, (53)
"Miriam was a great host and very responsive! The apartment is beautiful with all the amenities you need for a great stay (stocked kitchen , towels , comfortable beds , beautiful balcony and the list goes on). The beach is beautiful and the cliff pool is stunning. Looking forward to coming back again !"
The Cliffs 2BR 2.5BA Apt Private Beach Sleeps 5 Luxury Oceanfront Apartment
Princess Anaelle · Beachfront, Lage Pool, Privacy, Orient Bay, Deluxe 2 BDR
On the beach, sun-loungers, beach towels

Princess Anaelle · Beachfront, Lage Pool, Privacy, Orient Bay, Deluxe 2 BDR

9.6 out of 10, Exceptional, (35)
"Just arrived home after a two week stay at this wonderful property. The house is very spacious and very well stocked! The outdoor space was used every day and the pool is right out the back door! Probably the best thing about this property is the commute to the beach. Walk across the parking lot and you are there with restaurants and shops a short walk away. I would not hesitate to recommend this property "
Princess Anaelle · Beachfront, Lage Pool, Privacy, Orient Bay, Deluxe 2 BDR
The CLIFF - 4th-floor Luxury Condo on the Beach - Luxury Beachfront Resort
On the beach, sun-loungers, beach towels

The CLIFF - 4th-floor Luxury Condo on the Beach - Luxury Beachfront Resort

10.0 out of 10, Exceptional, (34)
"We had an amazing stay at the Cliff. Super easy check in. Apartment was spotless. Staff was friendly. We are definitely planning on booking here again. "
The CLIFF - 4th-floor Luxury Condo on the Beach - Luxury Beachfront Resort
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, (60)
"Apartment has all the necessary things for a long stay and not having to get out of there for anything. The couch was a little uncomfortable though, but overall good "
Luxury Condo on the Beach - The CLIFF - Beachfront Resort with Spa & Restaurant
Charming 2-bedroom corner deluxe condo in Cupecoy with ocean and sunset view
Property grounds

Charming 2-bedroom corner deluxe condo in Cupecoy with ocean and sunset view

10.0 out of 10, Exceptional, (3)
"Great location with wonderful views from our condo. Gated entrance with security was a top priority. The unit was clean and decorated for comfort and relaxation. Although we didn’t cook a lot, the kitchen was well equipped. "
Charming 2-bedroom corner deluxe condo in Cupecoy with ocean and sunset view
Beautiful 2 bedroom 2.5 bath Beachfront Condo
Indoor pool, outdoor pool

Beautiful 2 bedroom 2.5 bath Beachfront Condo

9.6 out of 10, Exceptional, (4)
"Was an amazing stay loved all the amenities very beautiful condo. Very clean and the layout was beautiful i wish i could live here. Thank you so much i hope to be back soon!"
Beautiful 2 bedroom 2.5 bath Beachfront Condo
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
On the beach

Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath

9.6 out of 10, Exceptional, (8)
"Was very clean and close to the beach and D's Beach Bar."
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
Oceanview 2BR-walking distance to Mullet bay Beach
Interior

Oceanview 2BR-walking distance to Mullet bay Beach

9.6 out of 10, Exceptional, (24)
"Perfect vacation in this beautiful condo. So convenient to everything!! Definitely recommend "
Oceanview 2BR-walking distance to Mullet bay Beach
Anchor House - Direct Oceanfront - Luxury & Modern Style
Terrace/patio

Anchor House - Direct Oceanfront - Luxury & Modern Style

10.0 out of 10, Exceptional, (142)
"Outstanding!! Loved the Villa and the location!!"
Anchor House - Direct Oceanfront - Luxury & Modern Style
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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Frequently asked questions

How much do condos in Sint Maarten cost?
Prepare to pay from £158 to £158 per night for condos in Sint Maarten. Whatever your budget, you’ll find the perfect stay on Expedia. This price was 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 Sint Maarten?
There are multiple condos in Sint Maarten with a total average guest review rating of 9.7, so you’ll easily find a place that checks all your boxes. If you’re planning a trip to Philipsburg, consider a stay at Light House 3c By Redawning. This popular 3-star condo has beach sun loungers and a swimming pool. Travellers also recommend Oceans Luxury 2 Bedroom Suites. This 3.5-star Philipsburg escape offers an ocean view and beach sun loungers.
How many condos are there in Sint Maarten?
Browse through 372 condos in Sint Maarten and then secure your favourite. Whether you’re off on a holiday with all the fam or reuniting with friends, Expedia has got you covered.
Are there any 5-star condos in Sint Maarten?
Yes, so dive in and treat your group to a luxurious getaway. Condo Figueira is one of our outstanding 5-star condos in Sint Maarten. Situated in the well-known city of Philipsburg, concierge services and a tennis court are just a few of its conveniences. Another 5-star fave in Philipsburg is Condo Corfu. It offers massage services and a swimming pool.
Why book your condo in Sint Maarten with Expedia?
Booking a condo in Sint Maarten is as simple as entering your travel dates and selecting an option that has what you need. Looking for something upscale or budget friendly, or a stay that also has a kitchen? Use Expedia’s search filters to narrow your results even further and find the perfect fit.
How can I find cheap condos in Sint Maarten?
With Expedia’s handy filter tool, comparing cheap condos in Sint Maarten is easy. To discover accommodation that are easy on your bank balance, refine your search by star rating, amenities and budget.
What is there to do in Sint Maarten near my condo?
Whether you’re interested in arts, culture, shopping or dining, Sint Maarten is one place where it’s difficult to be bored! The well-known city of Philipsburg boasts loads of activities and attractions, including Sint Maarten Park, Little Bay Beach and Guana Bay Beach. If you’re holidaying in Lowlands, Maho Beach, Mullet Bay Beach and Cupecoy Beach should be on your to-do list.