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Featured Condo Rentals in Sint Maarten

Tradewinds at Simpson Bay
Exterior

Tradewinds at Simpson Bay

3.5 star property
9.4 out of 10, Exceptional, (28)
"We enjoyed the stay to the fullest"
Tradewinds at Simpson Bay
Anchor House - Direct Oceanfront - Luxury & Modern Style
Terrace/patio

Anchor House - Direct Oceanfront - Luxury & Modern Style

10.0 out of 10, Exceptional, (144)
"The property itself was beautiful and the view was or if this world! Access to nightlife, beaches, restaurants was perfect. So quiet and peaceful. We were so sad to leave!"
Anchor House - Direct Oceanfront - Luxury & Modern Style
1-bedroom condo in amazing Simpson Bay Pool Steps from the beach, with WiFi, AC
On the beach, sun-loungers, beach towels

1-bedroom condo in amazing Simpson Bay Pool Steps from the beach, with WiFi, AC

1-bedroom condo in amazing Simpson Bay Pool Steps from the beach, with WiFi, AC
Oceanfront amazing 2 bedrooms Condo
Property grounds

Oceanfront amazing 2 bedrooms Condo

9.8 out of 10, Exceptional, (57)
"Gorgeous property, great pool, and convenient location... walkable to maho beach! Would stay again!"
Oceanfront amazing 2 bedrooms Condo
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, (58)
"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
Beachfront Penthouse Best View Best location. Walk to best beaches and dining.
Beach

Beachfront Penthouse Best View Best location. Walk to best beaches and dining.

Beachfront Penthouse Best View Best location. Walk to best beaches and dining.
Spectacular View Ocean Front Penthouse On Private Beach!
On the beach, sun-loungers, beach towels

Spectacular View Ocean Front Penthouse On Private Beach!

10.0 out of 10, Exceptional, (89)
"Great place. It was very clean and had everything we needed to enjoy our stay. The view from the balcony was beautiful and a great place to relax with coffee or drinks. The location was very secure and quiet. It was also easy to get around the island from our location. We noticed a few issues with the stove and dishwasher which we reported to the owner and am sure will be resolved quickly. Her help in planning our trip was very appreciated. Thank you Susan!"
Spectacular View Ocean Front Penthouse On Private Beach!
Beachfront condo at beautiful Cupecoy Beach Club. 2 bedroom, 3 bath, amenities!
On the beach

Beachfront condo at beautiful Cupecoy Beach Club. 2 bedroom, 3 bath, amenities!

10.0 out of 10, Exceptional, (2)
"Beautiful well maintained property. Our family had a wonderful time. We would definitely stay here again. "
Beachfront condo at beautiful Cupecoy Beach Club. 2 bedroom, 3 bath, amenities!
6th- Floor Luxury Condo on the Beach - The CLIFF - Resort with Spa & Restaurant
On the beach, sun-loungers, beach towels

6th- Floor Luxury Condo on the Beach - The CLIFF - Resort with Spa & Restaurant

10.0 out of 10, Exceptional, (40)
"The condo was great and the facility was great as well . We loved the pool and they had a full service bar . The location was excellent."
6th- Floor Luxury Condo on the Beach - The CLIFF - Resort with Spa & Restaurant
Paradis Caraibes 1, feet in the water in Grand Case
On the beach

Paradis Caraibes 1, feet in the water in Grand Case

9.8 out of 10, Exceptional, (8)
"Beautiful view. I didn't need a car. Good restaurants and stores within walking distance. "
Paradis Caraibes 1, feet in the water in Grand Case
Stunning Views High On The Hill Above Phillipsburg
Marina

Stunning Views High On The Hill Above Phillipsburg

9.8 out of 10, Exceptional, (60)
"Villa was beautiful and very clean. Great views both day and night. Having the pool made the sunny days very enjoyable. All amenities available in the unit was an excellent bonus. Cannot wait to book again."
Stunning Views High On The Hill Above Phillipsburg
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, (84)
"Stayed there before and it was excellent "
Oceanfront Spectacular Penthouse W/Spacious Rooftop Terrace, Cupecoy Beach
Luxury 3-Bedroom Condo at The Cliff - Beachfront Resort with Spa & Restaurant
Indoor pool, outdoor pool

Luxury 3-Bedroom Condo at The Cliff - Beachfront Resort with Spa & Restaurant

10.0 out of 10, Exceptional, (3)
"My group has visited St Martin for the last 5 years, and this is the nicest place we've found. This unit is beautiful, it had everything we needed, and the kitchen was fully equipped. What a great place to relax in between beaches and surfing and scuba."
Luxury 3-Bedroom Condo at The Cliff - Beachfront Resort with Spa & Restaurant
The Penthouse at LaSiesta Stunning views in luxurious surroundings!
Outdoor pool

The Penthouse at LaSiesta Stunning views in luxurious surroundings!

10.0 out of 10, Exceptional, (56)
"We had an amazing time, we were able to walk to plenty of restaurants and bars."
The Penthouse at LaSiesta Stunning views in luxurious surroundings!
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
On the beach

Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath

9.8 out of 10, Exceptional, (12)
"I would stay here again"
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
Orient Bay Village, St. Martin Walking Distance To Club Orient
Beach nearby, beach towels

Orient Bay Village, St. Martin Walking Distance To Club Orient

10.0 out of 10, Exceptional, (71)
"Car not required, 5 minutes walk to beach and restaurant mall, well equipped, quiet with nice mature balcony. "
Orient Bay Village, St. Martin Walking Distance To Club Orient
Cliffhanger I-1Br
On the beach, sun-loungers, beach towels

Cliffhanger I-1Br

9.8 out of 10, Exceptional, (33)
"Beautifully maintained unit in a great location on the island with beaches, golfcourse, grocery stores and good restaurants. The place was spotless when we arrived. Nice ocean sunset view.Ted, the host was very responsive to all questions/issues.We'd stay there again in a heartbeat. "
Cliffhanger I-1Br
Oceanfront Condo with breathtaking views and private beach access.
On the beach, sun-loungers, beach towels

Oceanfront Condo with breathtaking views and private beach access.

10.0 out of 10, Exceptional, (3)
"Great beach front location, well thought-out accommodation, equipped with everything. Why they even thought of a bourbon sized ice cube tray!"
Oceanfront Condo with breathtaking views and private beach access.
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, (54)
"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
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, (24)
"Best condo in the development! "
LUXURY and MODERN 3BR On the Beach - 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.
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Top Sint Maarten Hotel Reviews

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

10/10 Excellent
"Everything was great, quiet, safe. 3 pools to choose and love to walk around the neighborhood"
GABRIEL NORBERTO 7-night trip
Posted 18 hours ago
The Villas at Simpson Bay Resort

Frequently asked questions

How much do condos in Sint Maarten cost?
You'll pay from to per night for condos in Sint Maarten. No matter your budget, an ideal stay is a click away 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.
How many condos are there in Sint Maarten?
Take your pick of 364 condos in Sint Maarten. Whether you're escaping with the fam or your favourite pals, and wherever you're headed, Expedia makes it simple to find the perfect place.
What is there to do in Sint Maarten near my condo?
Whether you're here for food, shopping, history or sightseeing, Sint Maarten has something to suit all tastes! The top city of Philipsburg has tons of sights and experiences, including Sint Maarten Park, Little Bay Beach and Dawn Beach. If you're planning an escape to Lowlands, Maho Beach, Mullet Bay Beach and Simpson Bay Beach should be at the top of your to-do list.