
Sint Maarten (Netherlands) Rentals
- From $1162 per night (USD)
VRBO
Breathtaking view of Saint Barth - 8 people
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
<p>Located in Oyster Pond, this welcoming villa brings it all within your reach. With the property's convenient onsite p ...
From $1162 per night (USD)VRBO
- From $660 per night (USD)
Expedia
Welcome to the Dutch side of St. Maarten. 3 bedroom unforgettable ocean view.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the epitome of luxury living in the heart of Pelican Key, St. Maarten. This exceptional 2900 square feet cond ...
From $660 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Pelican Pearl 1 bedr - 2bath apt
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
This apartment is located in an excellent spot. Being in a residential neighborhood while being at walking distance from ...
From $175 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Luxurious Hidden Pearl - Private Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This luxurious studio has been remodeled in 2025 and is ready for guests seeking a stylish studio with pool. The room ha ...
From $255 per night (USD)Expedia
- From $606 per night (USD)
VRBO
Simpson Bay 3-bedroom condo in Gated community. Waterfront views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in Simpson Bay, this delightful condo boasts 3 gorgeous bedrooms with king beds and 4 tranquil bathrooms equippe ...
From $606 per night (USD)VRBO
- From $2740 per night (USD)
Expedia
NEW LISTING: Hidden Pearl Luxurious Villa - Ocean View
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Located in the quiet Pelican area, Hidden Pearl Villa is a lovely home bursting with amenities to make your stay in Sint ...
From $2740 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Panoramic Ocean View Flat: St Maarten
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Bring the whole family to this great place with lots of room for fun. Indulge in a romantic escape at our 2-bedroom pent ...
From $266 per night (USD)VRBO
- From $573 per night (USD)
Expedia
Hilton Flamingo Beach St. Maarten Cozy suite in lovely Simpson Bay with WiFi,
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Get ready to relax in this 1-bedroom hotel suite in Simpson Bay. This charming property features a cozy king bed and a c ...
From $573 per night (USD)Expedia
- From $904 per night (USD)
VRBO
Beautiful 3 bedroom condo with private pool in St Maarten
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 bedroom condo will give you the perfect holiday. It has a private swimming in front of the boats. The view is ama ...
From $904 per night (USD)VRBO
- From $291 per night (USD)
Expedia
B204 - Amazing 1 Bedroom with terrace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<p>Welcome to Appt B-204 at The Hills Residence in Simpson Bay, Sint Maarten! This charming 1-bedroom apartment provides ...
From $291 per night (USD)Expedia
- From $364 per night (USD)
VRBO
B231 - Serene Chic 2 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
<p><strong>Welcome to Apartment B231 - Serene Chic 2 Bedroom at The Hills Residence in Simpson Bay, Sint Maarten!</stron ...
From $364 per night (USD)VRBO
- From $290 per night (USD)
Expedia
2-bedroom apartment, sea view terrace in marvelous Point Blanche, 2 BA, AC, WIFI
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Get ready to relax in this 2-bedroom apartment terrace facing the Ocean and offering wonderful sunrise and views facing ...
From $290 per night (USD)Expedia
- From $468 per night (USD)
VRBO
Outstanding apartment at Dawn Beach Club, JW Marriott Resort, Beach and Spa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Hi and welcome! Enjoy an unforgettable stay at our apartment in the stunning Dawn Beach Club, now part of the newly ope ...
From $468 per night (USD)VRBO
- From $885 per night (USD)
Expedia
Villa Solandra – 3BR Oceanfront Sunset w/ Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to Villa Solandra, a western facing ocean front luxury 3BR/3BA home with a private pool in Indigo Bay. ...
From $885 per night (USD)Expedia
- From $296 per night (USD)
VRBO
Cozy 1-BR Balcony apartment in brilliant Maho Beach AC, pool and fitness club.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the beauty of Maho Beach from this charming 1-bedroom apartment. The soothing king bed in the bedroom and the m ...
From $296 per night (USD)VRBO
- From $155 per night (USD)
Expedia
Pelican Key Studio-pool, near the beach. The best area on Dutch side!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Pelican Key is the most desirable areas on the island and a close walk to all of the island amenities on the “Strip “. A ...
From $155 per night (USD)Expedia
- From $205 per night (USD)
VRBO
Escape to Tranquility 2-bedroom modern home at waterfront with fast Internet.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This cozy and modern home is ideally located just a stone's throw away from the cruise ship harbor, also perfectly sit ...
From $205 per night (USD)VRBO
- From $394 per night (USD)
VRBO
3 Sea Vistas, Palm Beach Condos, Simpson Bay Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The condo, located in Palm Beach Apartment complex is a beautiful 2-level, 2-bedroom and 2.5 bathroom condo right on gor ...
From $394 per night (USD)VRBO
- From $359 per night (USD)
VRBO
Paradise by the Sea
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your Paradise by the Sea. This stunning two-level beachfront apartment blends laid-back island charm with ups ...
From $359 per night (USD)VRBO
- From $579 per night (USD)
VRBO
The Pearl of Cupecoy
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the private community of Cupecoy Beach Club, this 2 story oceanfront, 3 bedrooms, 3.5 bathrooms condominium o ...
From $579 per night (USD)VRBO
- From $291 per night (USD)
VRBO
C304 – 1 bedroom apartment with terrace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p><strong>Charming one-bedroom apartment with terrace in Simpson Bay</strong></p> <p> Welcome to Unit <strong>C-304</s ...
From $291 per night (USD)VRBO
- From $290 per night (USD)
Expedia
C316 - Lagoon view with balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<p><strong>Welcome to Apartment C-316 at The Hills Residence Vacation Rentals!</strong></p> <p>Located on the <strong>f ...
From $290 per night (USD)Expedia
- From $291 per night (USD)
VRBO
C326 - Beautiful Apartment With Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p><strong>Welcome to Apartment C-326 at The Hills Residence Vacation Rentals!</strong></p> <p>Located on the <strong>s ...
From $291 per night (USD)VRBO
- From $254 per night (USD)
Expedia
C355 - Top Floor with Lagoon View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Apartment C-355 at The Hills Residence in Simpson Bay! Step into this stunning top-floor apartment, featurin ...
From $254 per night (USD)Expedia
- From $436 per night (USD)
VRBO
C347 – Stylish 2 Bedroom
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
<p><strong></strong>Welcome to <strong>C-347</strong>, a beautifully designed <strong>2-bedroom, 2-bathroom</strong> apa ...
From $436 per night (USD)VRBO
- From $276 per night (USD)
Expedia
C323 – Elegant apartment with glass wall
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Apartment C-323 at The Hills Residence in Simpson Bay, Sint Maarten! This stylish and modern one-bedroom ap ...
From $276 per night (USD)Expedia
- From $356 per night (USD)
VRBO
C354 - Top view with balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p><strong>Welcome to Apartment C-354 at The Hills Residence Vacation Rentals!</strong></p> <p>Perched on the <strong>t ...
From $356 per night (USD)VRBO
- From $254 per night (USD)
Expedia
C351 – Elegance with Stunning Lagon Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<p>Top Floor with Stunning View</p> <p>Perched on the top floor of a modern building, this exclusive condo offers panor ...
From $254 per night (USD)Expedia
- From $857 per night (USD)
VRBO
Luxury Ocean View Beach Condo on the Beautiful Island of Sint Maarten
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located on the same property as the fabulous and brand new 5-star JW Marriott Hotel. Stay comfortably in Oyster Pond a ...
From $857 per night (USD)VRBO
- From $971 per night (USD)
Expedia
Beautiful 3-bedroom condo with WiFi, AC in fabulous Sint Maarten
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Unwind in SINT MAARTEEN at this lovely Caribbean condo. With 3 brilliant king beds, 2 beautiful bathrooms featuring show ...
From $971 per night (USD)Expedia
- From $156 per night (USD)
VRBO
Beachside Hideaway in Beacon Hill, St. Maarten
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover a tranquil Caribbean gem nestled on a quiet peninsula. This property boasts two of the prettiest views you’ll f ...
From $156 per night (USD)VRBO
- From $252 per night (USD)
Expedia
The Lost Paradise Condo, charming 2-room condo with private pool.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Located in Lowlands, this welcoming apartment brings it all within your reach. You'll easily make the quick 19-minute ...
From $252 per night (USD)Expedia
- From $825 per night (USD)
VRBO
Luxe 3BR Villa: Pool & Sweeping Ocean Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Discover Villa Kyash, an architectural gem where your private infinity pool dissolves into the endless horizon ...
From $825 per night (USD)VRBO
- From $585 per night (USD)
VRBO
Relaxing Caribbean Vacation, Twin Palms, Dawn Beach Estates, Pool, AC, and WiFi
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in Dawn Beach Estates at this enchanting villa. With 3 amazing bedrooms featuring king beds, 2 are located in the ...
From $585 per night (USD)VRBO
- From $414 per night (USD)
VRBO
Homerez - Elegant Apartment in Lowlands 101 m² + Pool
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the ideal getaway in this spacious 101 m² apartment, accommodating up to 6 guests. - Dive into the shared po ...
From $414 per night (USD)VRBO
- From $112 per night (USD)
VRBO
Homerez - Elegant Studio with Pool in Lowlands - 55 sqm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the ideal vacation retreat in Lowlands, where comfort meets practicality. This spacious studio apartment is per ...
From $112 per night (USD)VRBO
- From $488 per night (USD)
VRBO
Homerez - Apartment in Lowlands, sea view
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Discover a fantastic holiday in this spacious 245 m² apartment accommodating up to 6 guests. Enjoy the private pool, ope ...
From $488 per night (USD)VRBO
- From $1798 per night (USD)
VRBO
Alma Beach Villa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
<p>ALMA is a stylish, fully rebuilt villa beside Beach Secrets, offering the option to rent both for larger groups. Over ...
From $1798 per night (USD)VRBO
- From $1132 per night (USD)
VRBO
Beach Secrets Villa with Private Pool and Stunning Ocean View
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy your own private pool with panoramic ocean views, large terraces for sunbathing, and comfortable outdoor lounges w ...
From $1132 per night (USD)VRBO
- From $328 per night (USD)
Expedia
Cozy 2-bedroom condo with AC, fitness room in lovely Dawn Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to a charming condo in Dawn Beach for a relaxing getaway. This welcoming 2-bedroom retreat features 2 queen beds, ...
From $328 per night (USD)Expedia
- From $1129 per night (USD)
VRBO
Luxurious Beachfront 3 Bedrooms Presidential Suite with a Spectacular Ocean View
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this fantastic resort in picturesque Oyster Pond. With 3 bedrooms and 2 bathrooms equipped with showers and ha ...
From $1129 per night (USD)VRBO
- From $162 per night (USD)
Expedia
Beachfront Penthouse Best View Best location. Walk to best beaches and dining.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Overlooking Cupecoy Beach. Top floor Penthouse at Sapphire Beach Club.. Best view in entire full service resort. Comfy ...
From $162 per night (USD)Expedia
- From $376 per night (USD)
VRBO
Simpson Bay Luxury Loft Stunning Ocean Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy your vacation to the fullest in this luxurious duplex loft residence located in Beacon Hill Estates, on the pristi ...
From $376 per night (USD)VRBO
- From $137 per night (USD)
Expedia
2-bedroom apartment in charming Sint Maarten with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 30
Consider this guest apartment your home away from home while you visit Sint Maarten. This lovely rental features 2 queen ...
From $137 per night (USD)Expedia
- From $398 per night (USD)
VRBO
Maazoon ~ Modern 3BD Family Home + 2 Parking, Little Bay Dutch side St.Maarten
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your Home Away From Home in Sunny Sint Maarten! (Minimum stay: 2 nights) Looking for the perfect Caribbean escape while ...
From $398 per night (USD)VRBO
- From $363 per night (USD)
Expedia
A-503 Stunning one bedroom apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $363 per night (USD)Expedia
- From $290 per night (USD)
VRBO
C352 - Top view with balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<p><strong>Welcome to Apartment C-352 at The Hills Residence Vacation Rentals!</strong></p> <p>Step into a world of <st ...
From $290 per night (USD)VRBO
- From $291 per night (USD)
Expedia
C342 - Glorious Lagoon View Apartment with Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<p><strong>Welcome to Apartment C-342 at The Hills Residence Vacation Rentals!</strong></p> <p>Located on the <strong>f ...
From $291 per night (USD)Expedia
- From $291 per night (USD)
VRBO
C324 - Amazing view with balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<p><strong>Welcome to Apartment C-324 at The Hills Residence Vacation Rentals!</strong></p> <p>Situated on the <strong> ...
From $291 per night (USD)VRBO
- From $203 per night (USD)
VRBO
Cozy 2-bedroom apartment in enjoyable Oyster Pond with Ocean View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to Paradise in Sint Maarten! Your Dream Vacation Rental Awaits! Relax and unwind in our beautiful, fully equip ...
From $203 per night (USD)VRBO
- From $508 per night (USD)
VRBO
Tropical 4-bedroom house with AC in Beacon Hill area
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This 4-bedroom house in Simpson Bay is perfect for your escape to paradise. With 2 queen beds and 2 twin beds, this supe ...
From $508 per night (USD)VRBO
- From $928 per night (USD)
Expedia
Villa Turquoise Heaven
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to this marvelous villa in Sint Maarten. This welcoming property boasts 3 bedrooms, including 2 king beds and 1 ...
From $928 per night (USD)Expedia
- From $379 per night (USD)
VRBO
Beachfront Escape/Rainbow 2BR
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Unwind in this spacious, stylish 2BR Caribbean-inspired condo by turquoise waters. Located in Rainbow Beach Club, it off ...
From $379 per night (USD)VRBO
- From $633 per night (USD)
Expedia
Luxury Beachfront Condo (201)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Luxury 2 bedroom unit at the prestigious Aqualina Beach Club directly on Simpson Bay beach. Unit 201 is ideal for one o ...
From $633 per night (USD)Expedia
- From $236 per night (USD)
VRBO
Heart of SXM! Mingle with the Locals!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 31
Discover this charming 1-bedroom gem in Cole Bay. This pleasant townhome features a cozy bedroom with a queen bed, perfe ...
From $236 per night (USD)VRBO
- From $251 per night (USD)
VRBO
Gorgeous Oceanview Apartment W/Generator
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to a stunning 1-bedroom, 1-bathroom oceanview apartment in Pelican Key, Sint Maarten. This charming retreat featu ...
From $251 per night (USD)VRBO
- From $547 per night (USD)
VRBO
Oceanview Oasis - Villa Del Sol W/Generator
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this luxurious 3-bedroom, 4-bathroom villa in Pelican Key, Simpson Bay. Enjoy a spacious, air-conditioned retr ...
From $547 per night (USD)VRBO
- From $826 per night (USD)
VRBO
Oceanview Paradise - Villa Del Sol w/ Generator
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to this luxurious 4-bedroom, 5-bathroom villa in Pelican Key, Simpson Bay. Enjoy a spacious, air-conditioned retr ...
From $826 per night (USD)VRBO
- From $628 per night (USD)
VRBO
Villa SOLANA - Upscale Indigo Bay with Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Indigo Bay Ocean and Mountain views Villa with private pool in upscale Indigo Bay, Sint Maarten. Villa Solana ...
From $628 per night (USD)VRBO
- From $422 per night (USD)
Expedia
LARGE LUXURY APARTMENT HILTON VACATION BEACHFRONT CARAIBES
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
<p>Located in Philipsburg, this welcoming condo brings it all within your reach. Rainforest Adventures St. Maarten is ju ...
From $422 per night (USD)Expedia
- From $358 per night (USD)
VRBO
Chic 1-bedroom apartment with fitness room and AC in welcoming Sint Maarten
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to this perfect apartment in picturesque Sint Maarten. This cozy retreat features 1 bedroom with a comfortable ki ...
From $358 per night (USD)VRBO
- From $506 per night (USD)
Expedia
Beach Front 2 Bed Condon D1.1 with Sea View and Private Pool !!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Kim Sha Beach Front apartment where amazing memories are made! Location is our shining spot! Just mins walk ...
From $506 per night (USD)Expedia
- From $422 per night (USD)
VRBO
Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom, 2 bathroom apartment features a large living room with a fully equipped open kitchen and a queen size so ...
From $422 per night (USD)VRBO
- From $970 per night (USD)
Expedia
Beach Front 4 Bed Condon C2.1 with Sea View and Private Pool !!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Kim Sha Beach Front apartment where amazing memories are made! Location is our shining spot! Just mins walk ...
From $970 per night (USD)Expedia
- From $570 per night (USD)
VRBO
2BR Sunset Condo at Blue Mall – Near Maho
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Set on the 6th floor of Blue Mall in Cupecoy, Blue 614 is a bright, modern 2-bedroom retreat with open-plan li ...
From $570 per night (USD)VRBO
- From $387 per night (USD)
Expedia
2BR Maho Oasis | Walk to Beaches & Nightlife!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: The perfect St. Maarten getaway for friends and couples! This stylish 2BR/1BA condo is your oasis in the heart ...
From $387 per night (USD)Expedia
- From $376 per night (USD)
VRBO
Sovereign Suites Maho | 2BR w/ Pool, Beach Gear
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to The Sovereign Suites, your front-row seat to the famous Maho Beach plane-landing show! This refined ...
From $376 per night (USD)VRBO
- From $226 per night (USD)
Expedia
Stylish Maho Condo w/ Pool | Walk to Everything!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Live at the center of the action! This stylish 1BR condo is your perfect St. Maarten home base, putting Maho B ...
From $226 per night (USD)Expedia
- From $277 per night (USD)
VRBO
Beachfront Condo in Simpson Bay,2BR/2BA. Ocean View, Pools, SPA, Walk to Dining.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wake up to breathtaking ocean views in this spacious 2-bedroom, 2-bathroom beachfront condo in the heart of Simpson Bay, ...
From $277 per night (USD)VRBO
- From $635 per night (USD)
Expedia
Timeless Tides with Ocean Views 3-bdrm 3 bath, Pool, Full AC, Wifi, Dawn Beach.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This Dawn Beach Estates villa boasts 3 inviting bedrooms, including 1 king bed and 2 queen beds. With amenities like AC, ...
From $635 per night (USD)Expedia
- From $770 per night (USD)
VRBO
AZUR - NEW SEA SIDE DR, 4 BR, 4.5 BA - WALK TO INDIGO BEACH
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
AZUR NOW FULLY COMPLETED AND AVAILABLE FOR ADVANCED RESERVATIONS; ELEGANT ISLAND LIVING ON INDIGO BAY, ST. MAARTEN. Wel ...
From $770 per night (USD)VRBO
- From $475 per night (USD)
Expedia
New Listing, Exceptional 3 bed & bath with private pool in Pelican Cove
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your personal oasis, a charming 3-bedroom, 3-bathroom villa nestled within the exclusive, gated community of ...
From $475 per night (USD)Expedia
- From $189 per night (USD)
VRBO
Beach Front 1 Bedroom Flat D3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Kim Sha Beach Front apartment where amazing memories are made! Location is our shining spot! Just mins walk ...
From $189 per night (USD)VRBO
- From $571 per night (USD)
VRBO
Luxury Ocean View Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your Sint Maarten adventure begins at this marvelous 3-bedroom condo. Each bedroom features a comfortable king bed, ensu ...
From $571 per night (USD)VRBO
- From $159 per night (USD)
VRBO
Beach Front Studio C3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Kim Sha Beach Front studio where amazing memories are made! Location is our shining spot! Just mins walking ...
From $159 per night (USD)VRBO
- From $303 per night (USD)
Expedia
DEEP BLUE SEA at LaSiesta Ground Floor Oceanfront 1-bedroom condo in Simpson Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This stunning beach front / poolside ground floor 1 bedroom condo was completely renovated August 2025! Deep Blue Sea i ...
From $303 per night (USD)Expedia
- From $904 per night (USD)
VRBO
Luxury Beach Front Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your Sint Maarten adventure begins at this marvelous 3-bedroom condo. Each bedroom features a comfortable king bed, ensu ...
From $904 per night (USD)VRBO
- From $1770 per night (USD)
VRBO
Spacious apartment ideal for a family vacation, 5 minutes from the beach.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Located in Lower Prince's Quarter, this 3-bedroom, 3-bathroom apartment lets you experience it all. Fans of nature an ...
From $1770 per night (USD)VRBO
- From $561 per night (USD)
VRBO
Fantastic 2-bedroom condo with unforgettable views of the ocean!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Pelican, enjoy what this 2-bedroom condo has to offer. With 2 king beds and 2.5 bathrooms equipped with showe ...
From $561 per night (USD)VRBO
- From $278 per night (USD)
VRBO
Beachside Paradise Resort Apartment with Spectacular Sea Views & Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located Steps to the beach by the Caribbean Sea, this modern beachfront apartment offers panoramic ocean views, modern c ...
From $278 per night (USD)VRBO
- From $622 per night (USD)
VRBO
The Lighthouse, Unit 5B, A Stunning Ocean Front Condo in Oyster Bay, St. Maarten
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to a place of peace! This condo is truly the best of both worlds, complete peace or access to amazing night life ...
From $622 per night (USD)VRBO
- From $92 per night (USD)
Expedia
Vibra Lux Island Escape Cozy 1BR Near Beaches & Philipsburg
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Vibra Lux Cozy Island Escape is a charming one-bedroom apartment nestled in the heart of Belair, Sint Maarten, offering ...
From $92 per night (USD)Expedia
- From $212 per night (USD)
VRBO
Ocean-View Studio at Flamingo Beach – Beachfront St. Maarten Escape
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy an easygoing Caribbean escape in this ocean-view studio at Hilton Vacation Club Flamingo Beach St. Maarten, set di ...
From $212 per night (USD)VRBO
- From $178 per night (USD)
Expedia
Sophisticated Maho Studio with Resort-Style Amenities in a Gated Community.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stylish, centrally located studio in the heart of Maho, where island vibes, adventure, and relaxation come together. Jus ...
From $178 per night (USD)Expedia
- From $133 per night (USD)
VRBO
Cozy Maho Studio w/ Pool & Gym + Beach Nearby
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Space Welcome to your perfect Maho Beach getaway! This cozy, 24 m² (260 ft²) modern studio is ideal for solo travel ...
From $133 per night (USD)VRBO
- From $492 per night (USD)
Expedia
A-1101
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amen ...
From $492 per night (USD)Expedia
- From $75 per night (USD)
VRBO
Charming studio home away from home in serene Cul de Sac St. Peters with AC.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay in one of Sint Maarten’s most friendliest neighborhoods; St. Peters and fit right in. In a clean , quiet, comfortab ...
From $75 per night (USD)VRBO
- From $1192 per night (USD)
Expedia
#1 Unique luxury villa, pool & stunning sea views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Luxury Modern Retreat with Resort-Style Pool | 4BR • 4.5BA • Sleeps 10 Experience elevated living in this stunning 4,00 ...
From $1192 per night (USD)Expedia
- From $1422 per night (USD)
VRBO
Villa Stella By The Sea
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Experience elevated Caribbean living at Villa Stella, a stunning contemporary villa overlooking the crystal-cl ...
From $1422 per night (USD)VRBO
- From $680 per night (USD)
VRBO
Villa Serenidade Waterfront Haven
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Escape to Villa Serenidade, a stylish waterfront retreat nestled along the tranquil shores of the Lagoon in Cu ...
From $680 per night (USD)VRBO
- From $434 per night (USD)
VRBO
2-bedroom condo in superb Simpson Bay with AC comfort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hey! Welcome to SXM, and you are lucky to be in the heart of Simpson Bay! Benefits? Below are all within 5 mins of walk: ...
From $434 per night (USD)VRBO
- From $525 per night (USD)
VRBO
Homerez - Villa in Koolbaai
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to this charming villa, perfect for a romantic getaway or relaxation. Enjoy your private pool, lush garden, and ...
From $525 per night (USD)VRBO
- From $243 per night (USD)
VRBO
Homerez - Apartment in Lowlands
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to this spacious 87 m² apartment, perfect for family vacations or with friends. Enjoy a modern and comfortable s ...
From $243 per night (USD)VRBO
- From $1013 per night (USD)
VRBO
Homerez - Apartment in Upper Prince's Quarter
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience an unforgettable stay in this spacious apartment located at the JW Marriott St. Maarten Beach Resort & Spa. ...
From $1013 per night (USD)VRBO
- From $215 per night (USD)
VRBO
2 Bdrm/2 Bath Beach Front Condo-Pelican Key 11/24/26-11/30/26
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
La Vista Beach Resort is located on the Dutch side of St. Maarten in the Pelican Key Estates area of Simpson Bay. It i ...
From $215 per night (USD)VRBO
- From $368 per night (USD)
Expedia
Cozy Seascape Condo in Cupecoy
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our 2-bedroom, 2-bathroom condo at Rainbow Beach Club — a resort-style retreat with private beach access and ...
From $368 per night (USD)Expedia
- From $299 per night (USD)
VRBO
SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Centrally located amid lush, green hills, SXM Hillside Retreat is a sanctuary among mango trees, far from traffic but 10 ...
From $299 per night (USD)VRBO
- From $234 per night (USD)
Expedia
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in green hills with superb views, this 2-king-bed, 2-bath penthouse condo is an oasis among mango trees, far fro ...
From $234 per night (USD)Expedia
- From $1847 per night (USD)
VRBO
St. Maarten's Little Bay Villa En'Sea
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Villa En sea – Your Luxurious Caribbean Escape Welcome to Villa Ensea, where luxury meets tranquility in a stunning hil ...
From $1847 per night (USD)VRBO
- From $478 per night (USD)
VRBO
Romantic Caribbean Cottage • Pool & Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Where Privacy, Romance and Caribbean Beauty Meet Welcome to Hope Cottage, a romantic one-bedroom hilltop retreat with a ...
From $478 per night (USD)VRBO



































































































