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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Featured Condo Rentals in Sint Maarten

LUXURY and MODERN 3BR On the Beach - CUPECOY
Property grounds

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
Fridge, microwave, coffee/tea maker, electric kettle

ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH

10.0 out of 10, Exceptional, (78)
"We loved the white sand beach and snorkeling from the shore."
ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH
Large 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay
Pool

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
Indoor pool, outdoor pool

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
Exterior

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*
Property grounds

*OCEANFRONT Cosy and modern style condo*

9.8 out of 10, Exceptional, (44)
"If you are looking for convenient and comfortable this place will do the trick! This second story condo has beautiful views and is located inside of the gated Cupecoy Beach Resort. There is a very nice pool and pool bar (open most afternoons). Plus there is a workout room and ping pong table by the pool and beach towels, beach chairs (3), small 6 pack hard sided cooler and ice packs as well as an umbrella (unfortunately broken when we were there) ready for your use. We also appreciated having a...
*OCEANFRONT Cosy and modern style condo*
Ocean Front Walkout with Incredible Sunset Views
Outdoor pool

Ocean Front Walkout with Incredible Sunset Views

9.8 out of 10, Exceptional, (37)
"This property and location did not disappoint. With the choice of 3 pools and private beach with spectacular views, we enjoyed every minute! The condo was clean and exactly as described. The host was communicative and we enjoyed meeting her friends at poolside! Giving A! "
Ocean Front Walkout with Incredible Sunset Views
Oceanfront Spectacular Penthouse W/Spacious Rooftop Terrace, Cupecoy Beach
Terrace/patio

Oceanfront Spectacular Penthouse W/Spacious Rooftop Terrace, Cupecoy Beach

10.0 out of 10, Exceptional, (81)
"We’ve stayed at many Vrbos around the world and we were amazed by everything. This condo matched exactly as stated but even more breathtaking in person. The house was fully, I mean fully, stocked with so many things. Highly appointed!! We ate meals everyday on the huge patio. We took naps on the double lounger. The beds were comfortable as well. We watched the waves, ships and sunset every evening. This place was close (10 mins) to the airport but not in the flight path. We ate at the...
Oceanfront Spectacular Penthouse W/Spacious Rooftop Terrace, Cupecoy Beach
Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
Outdoor pool

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...
Maho Beach House - Spacious 1 Bedroom Suite
The Cliffs 2BR 2.5BA Apt Private Beach Sleeps 5 Luxury Oceanfront Apartment
Indoor pool, outdoor pool

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
Terrace/patio

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
Property grounds

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
Indoor pool, outdoor pool

Luxury Condo on the Beach - The CLIFF - Beachfront Resort with Spa & Restaurant

9.6 out of 10, Exceptional, (59)
"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
Outdoor pool

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
Smart TV

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, (141)
"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?
Expect to pay from to per night for condos in Sint Maarten. 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 Sint Maarten?
Slide straight into holiday mode and enjoy plenty of space in one of Sint Maarten’s multiple condos. With a total average guest review rating of 9.7, there’s a place for everyone’s style and budget. Many visitors to Philipsburg enjoy staying at Light House 3c By Redawning, a 3-star property with a swimming pool and an oven. Another winner here is Ocean’s Luxury 2 Bedroom Suites. This 3.5-star escape offers an ocean view and a balcony.
How many condos are there in Sint Maarten?
Select from 373 condos in Sint Maarten. Whether you’re on a trip with the family or a bunch of friends, and wherever your travels take you, Expedia will help you find your perfect fit.
What are the best cheap condos in Sint Maarten?
Save money on your Sint Maarten adventure by booking condos starting from per night. Want to explore the must-see attractions of Philipsburg? Put your luggage down at Aazure 1bedroom 1. 5ba Is A Beautifully Condo Overlooking The Gardens And Pool Of Porto Cupecoy, a money-saving option with a swimming pool and WiFi. If you’re heading for Lower Prince’s Quarter, Aazure 1bedroom 1. 5ba Is A Beautifully Condo Overlooking The Gardens And Pool Of Porto Cupecoy is a superb choice. There’s room for the whole gang plus a swimming pool and WiFi. If you’re exploring Sint Maarten and want to save money, there are many free and fun attractions to put on your to-do list. Maho Beach and Great Bay Beach are favourites. 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.
Are there any 5-star condos in Sint Maarten?
Make reservations for your crew at one of our 5-star condos and enjoy a splurge on your Sint Maarten holiday. If you’re making your way to Philipsburg, consider Condo Corfu. Massage services and a swimming pool are just two of the amenities you’ll find at this 5-star stay. You can also spoil yourself with the finer things in life at Condo Figueira. Massage services and concierge services provide fun headquarters to see Philipsburg.
Why book your condo in Sint Maarten with Expedia?
Booking a condo in Sint Maarten is as easy as clicking on your travel dates and picking an option that meets your needs. Looking for something luxurious or affordable, or a stay that also comes with free WiFi? Use Expedia’s search filters to further narrow your search results and find your ideal match.
How can I find cheap condos in Sint Maarten?
Expedia can help you easily locate cheap condos in Sint Maarten. To reserve a superb stay in a matter of clicks, simply use the filter tool to refine your search by budget, star rating and amenities.
What is there to do in Sint Maarten near my condo?
Sint Maarten has so much to do and see, it can be difficult to work out where to begin. If you’re spending some time in Philipsburg, Great Bay Beach is a much-loved attraction for all ages.