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From $537 per night (USD)
VRBO
Pelican Pearl Villa - GENERATOR
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Gorgeous 3 bedroom – 3.5 bath villa in the heart of Pelican. This luxurious villa has a beautiful private pool with stun ...
From $537 per night (USD)
VRBO
From $97 per night (USD)
VRBO
Flamingo Beach by Hilton: Oceanfront Resort, Pools & Spacious Studios To Relax!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Flamingo Beach, a Hilton Vacation Club, where luxury, adventure, and relaxation combine to create the ultimat ...
From $97 per night (USD)
VRBO
From $378 per night (USD)
VRBO
A302
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 $378 per night (USD)
VRBO
From $507 per night (USD)
Expedia
A1503
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 $507 per night (USD)
Expedia
From $130 per night (USD)
VRBO
Chic Ocean-View Retreat in Guana Bay. Private Pool Cinema & view of St/Barts
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the perfect blend of comfort and relaxation in this stylish 1-bedroom apartment, ideally located near the ser ...
From $130 per night (USD)
VRBO
From $1363 per night (USD)
Expedia
Private Oceanfront Luxury Villa, Infinity Pool, Gym, Short Walk to Sandy Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Amor de Mer Villa is nestled on a pristine 1-acre oceanfront estate in the picturesque hills of Dawn Beach Estates on Si ...
From $1363 per night (USD)
Expedia
From $200 per night (USD)
VRBO
Garden view 1bedr - pool in Simpson bay-generator(2-1A)
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This recently refurbished apartment is centrally located in the heart of Simpson Bay. You have everything right at yo ...
From $200 per night (USD)
VRBO
From $303 per night (USD)
Expedia
Pelican 2 bedr ocean view apt - shared pool
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
This 2 story condo is gorgeously located in the residential Pelican neighborhood with stunning ocean views . This beauti ...
From $303 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Luxury spacious 2 bedroom condo with stunning panoramic ocean views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy spacious luxury accommodations for the whole family at this stylish place only minutes from the airport and steps ...
From $486 per night (USD)
VRBO
From $514 per night (USD)
Expedia
Beachfront Ultra Luxury - New Modern 2 Bed/2.5 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Automatic Generator! Beacon Hill Neighborhood Aqua Building. Enjoy a peaceful stay at this fabulous 2-bedroom condo in S ...
From $514 per night (USD)
Expedia
From $266 per night (USD)
VRBO
Crew Friendly Apartment apartment in walking distance to Simpsonbay Marinas
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Please note: no on-site parking. Conveniently located in Cole Bay, just minutes from Simpson Bay, Maho Beach, restaurant ...
From $266 per night (USD)
VRBO
From $535 per night (USD)
Expedia
🏖️Lighthouse by IRE Vacations - 3 Bdr Condo overlooking the Ocean & Marina!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to your home in Paradise…The Lighthouse is ideal for those looking for luxury, privacy and relaxation and at the ...
From $535 per night (USD)
Expedia
From $324 per night (USD)
VRBO
☀️🌴Spinnaker 1312 by IRE Vacations - 2 bedroom Condo with Resort Amenities👙
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Spinnaker 1312 is one of 6 lagoon front 2 bedrooms located at the Oyster Bay Beach Resort. This first floor breezy cond ...
From $324 per night (USD)
VRBO
From $265 per night (USD)
Expedia
Amazing Ocean views for this Simpson Bay Beachfront Condo in Paradise!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the vibrance of Simpson Bay with all of the restaurants, marina, and night life within walking distance. Our ...
From $265 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Cozy flat on the boardwalk!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Beachfront Bliss: Your Perfect Ocean Escape Welcome to our spacious 1-bedroom apartment on the boardwalk with direct bea ...
From $206 per night (USD)
VRBO
From $455 per night (USD)
VRBO
4Bed Condo - Sleeps 8 - Pool, Bbq, Views, Parking
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Villa-Ash: Tropical Paradise Getaway in St Maarten/St Martin Just 20 minutes from the airport, discover Villa-Ash - y ...
From $455 per night (USD)
VRBO
From $207 per night (USD)
VRBO
Studio with breathtaking sea view and swimming pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You'll find a boat, golfing, and more on site at this smoke-free apartment. There's convenient onsite parking, so you ...
From $207 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Beachfront Breeze Condo
Bedrooms:
4
Bathrooms:
2
Sleeps:
4
Discover beachfront luxury at Cupecoy Beach Club with exceptionnal amenities. This elegant two-bedroom condo boasts stun ...
From $370 per night (USD)
Expedia
From $723 per night (USD)
VRBO
Luxury Penthouse with Private Rooftop Directly on Beach, Best Location, pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
This is a brand new 3 bedroom luxury modern penthouse condominium located in the heart of the entertainment district of ...
From $723 per night (USD)
VRBO
From $443 per night (USD)
Expedia
Sapphire Beachfront Penthouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to the Sapphire Penthouse in Cupecoy, St. Maarten, offering stunning views of the ocean. This luxurious two-bedr ...
From $443 per night (USD)
Expedia
From $457 per night (USD)
VRBO
Beach Casa at Le Papillon; Modern Ground floor!! Generator Backup!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Imagine rolling out of bed and finding yourself on one of the most beautiful beaches in the Caribbean! Fifty footsteps ...
From $457 per night (USD)
VRBO
From $479 per night (USD)
Expedia
B1503
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 $479 per night (USD)
Expedia
From $469 per night (USD)
VRBO
B1802
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 $469 per night (USD)
VRBO
From $731 per night (USD)
VRBO
COCO'S 15 Beautiful beach front 3BR condo in Simpson Bay Beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Step into your dream vacation at this stunning 3-bedroom, 2.5-bathroom beachfront Condo located in Simpson Bay Beach. ...
From $731 per night (USD)
VRBO
From $514 per night (USD)
VRBO
Casa Carib on the beach, ground floor, backup generator + Starlink!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This amazingly remarkable apartment has tranquil Palm and Sea views from sunrise to sunset. It’s an astonishing space fo ...
From $514 per night (USD)
VRBO
From $507 per night (USD)
Expedia
B-1201 Luxurious 2-Bedroom Corner Condo with sea Views
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 $507 per night (USD)
Expedia
From $429 per night (USD)
VRBO
Cocos Beachfront Heaven
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Welcome to Cocos Beachfront Heaven, a charming 2-bedroom condo right on Simpson Bay Beach. This rare find offers a memor ...
From $429 per night (USD)
VRBO
From $443 per night (USD)
Expedia
Cocos Beachfront Breeze
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Cocos Beachfront Breeze, a charming 2-bedroom condo right on the shores of Simpson Bay Beach. This rare gem o ...
From $443 per night (USD)
Expedia
From $309 per night (USD)
VRBO
A-401 Stunning 1 bedroom unit ocean view
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 $309 per night (USD)
VRBO
From $643 per night (USD)
Expedia
Ocean vibes 2-bedroom luxury condo at Cliff with beach and private pools
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
You'll find a kayak, golfing, and more on site at this welcoming apartment. Maho Beach and Maho Bay are just a short ...
From $643 per night (USD)
Expedia
From $383 per night (USD)
VRBO
Charming 2-bedroom corner deluxe condo in Cupecoy with ocean and sunset view
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Your Cupecoy adventure begins at this 2-bedroom condo, part of The Cliff Resort with Spa & Gourmet restaurant. The Clif ...
From $383 per night (USD)
VRBO
From $535 per night (USD)
VRBO
Superb Villa on the Beach
Bedrooms:
0
Bathrooms:
2
Sleeps:
6
For rent, in Dutch part of St Martin, a few kilometers from the airport, located between the turquoise waters of the Car ...
From $535 per night (USD)
VRBO
From $1624 per night (USD)
VRBO
Villa 3: islandpropertiesonline: 5-bedroom villa infinity pool & terrace
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Welcome to your island escape! Experience island luxury in this stunning 5-bedroom villa, which is in Maho. This stunnin ...
From $1624 per night (USD)
VRBO
From $323 per night (USD)
Expedia
☀️⛱️👙Shore Thing by IRE Vacations- Beachfront 1 Bedroom Condo in Simpson Bay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your Caribbean vacation begins on one of the prettiest unspoiled beaches on all of St. Maarten / St. Martin. Quiet, cal ...
From $323 per night (USD)
Expedia
From $390 per night (USD)
VRBO
UNBRIDLED Le Papillon: Beachfront Elegance with Backup Generator
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Elegance at it's best. With easy access to the sand and sea, Unbridled, located in the new Le Papillon Complex, offers c ...
From $390 per night (USD)
VRBO
From $393 per night (USD)
Expedia
B-302 Stunning ocean view unit
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 $393 per night (USD)
Expedia
From $331 per night (USD)
VRBO
B-305 Stunning one bedroom
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 $331 per night (USD)
VRBO
From $778 per night (USD)
Expedia
Palm Paradise - Tropical Villa in Oyster Pond
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to Palm Paradise! This 4-bedroom, 4.5-bathroom villa in Oyster Pond, Sint Maarten, is your perfect Caribbean get ...
From $778 per night (USD)
Expedia
From $1992 per night (USD)
VRBO
Villa Impala, 5 bedroom villa beachfront in Simpson Bay, Sint Maarten
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Villa Impala offers one of the most unbeatable locations in St. Maarten. At the water's edge on Simpson Bay, it is part ...
From $1992 per night (USD)
VRBO
From $820 per night (USD)
VRBO
Villa Seascapes, a luxury 4-bedroom home with stunning 180° ocean view
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This ultra-modern, luxury villa offers unforgettable ocean views and total serenity. All 4 bedrooms have en-suite bathro ...
From $820 per night (USD)
VRBO
From $149 per night (USD)
VRBO
Hillside Haven in Simpson Bay: Cozy Cottage with Stunning Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Perched on a charming hillside, this cozy, budget-friendly one-bedroom cottage offers an ideal retreat for business trav ...
From $149 per night (USD)
VRBO
From $290 per night (USD)
Expedia
B206 - Magnificent 1 bedroom with terrace
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Apartment B206 at The Hills Residence – Your Luxurious Oasis in Simpson Bay, Sint Maarten ...
From $290 per night (USD)
Expedia
From $276 per night (USD)
VRBO
D431 - Condo with amazing view
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Discover this amazing one-bedroom apartment at The Hills Residence, located in Simpson Bay, Sint-Maarten! Perched on ...
From $276 per night (USD)
VRBO
From $276 per night (USD)
Expedia
B217 - 1 bedroom with amazing view
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to this splendid one-bedroom apartment at The Hills Residence, in Simpson Bay, Sint-Maarten! Located on the firs ...
From $276 per night (USD)
Expedia
From $276 per night (USD)
VRBO
B243 - Deluxe 1 Bedroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
B243 – Deluxe 1 Bedroom with Lagoon View Discover your dream getaway at B243</strong ...
From $276 per night (USD)
VRBO
From $305 per night (USD)
Expedia
B237 - Cosy 1 Bedroom with Lagoon View
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
<h3>B237 - Cosy 1 Bedroom with Lagoon View</h3> Discover your dream escape at B237, a charming one-bedroom apartment ...
From $305 per night (USD)
Expedia
From $276 per night (USD)
VRBO
B213 - Deluxe 1 Bedroom Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
B213 - Deluxe 1 Bedroom Apartment Discover your dream getaway at B213, a deluxe one-bedroom apartment conveniently locat ...
From $276 per night (USD)
VRBO
From $378 per night (USD)
Expedia
B257 - Wonderful 1 bedroom with view
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover your perfect getaway at the Hills Residence - Simpson bay Step into this stunning o ...
From $378 per night (USD)
Expedia
From $2409 per night (USD)
VRBO
Aqua Dream 5BR
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a reques ...
From $2409 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Luxury Suite 2.4 in Seneca, Point Blanche, St Maarten
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This modern 2 bedroom apartment, located on the second floor, has an open concept living room and kitchen and is fully e ...
From $326 per night (USD)
Expedia
From $217 per night (USD)
VRBO
Quiet cozy flat in the centre of the island.
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Take a stay at our cozy flat surrounded by lush green scenery and blessed with a brilliant scene of the Dutch side pf th ...
From $217 per night (USD)
VRBO
From $734 per night (USD)
Expedia
Villa Camélia 8 persons/pool/sea view
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Located in Oyster Pond, this welcoming villa lets you experience it all. Oyster Bay Marina and Coralita Beach are jus ...
From $734 per night (USD)
Expedia
From $358 per night (USD)
VRBO
Dawn Beach Killer Ocean View!! Luxury 2 BR Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the prestigious residential area of Oyster Pond, Princess Heights is nestled into a bluff overlooking the spe ...
From $358 per night (USD)
VRBO
From $462 per night (USD)
VRBO
Indigo bay 2 bedroom
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Indigo Bay Oceanview Condo, in Indigo Green, Sint Maarten. This spacious condo offers stunning ocean views, A ...
From $462 per night (USD)
VRBO
From $108 per night (USD)
VRBO
Chic 1-bedroom apartment in brilliant Philipsburg with AC, WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Discover this 1-bedroom gem in Philipsburg. This charming apartment features a cozy full bed, perfect for a peaceful nig ...
From $108 per night (USD)
VRBO
From $158 per night (USD)
Expedia
Beach Islander 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Philipsburg is waiting for you at this phenomenal studio. This cozy space features 1 queen bed, perfect for a couple or ...
From $158 per night (USD)
Expedia
From $500 per night (USD)
VRBO
☀️⛱️Beachside by IRE Vacations - 3 bedroom Condo on Simpson Bay Beach 🌴
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This charming 3 bedroom 3 bathroom unit is located at Palm Beach Condos, directly on Simpson Bay Beach. This fully air-c ...
From $500 per night (USD)
VRBO
From $249 per night (USD)
VRBO
Maho Beach House: Elegant 1-Bedroom, Beach Level
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy a relaxed beachfront stay in this elegant 1-bedroom, beach-level condo at Maho Beach House, ideally suited for cou ...
From $249 per night (USD)
VRBO
From $374 per night (USD)
VRBO
Beachfront condo at beautiful Cupecoy Beach Club. 2 bedroom, 3 bath, amenities!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
This large, #oceanfront, 1500 sf condo on #Cupecoy beach features a large Kitchen and Living area, 2 large bedrooms, eac ...
From $374 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Villa España. Beautiful apartment overlooking a spectacular beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located in Cole Bay, this welcoming apartment brings it all within your reach. There's convenient onsite parking, so ...
From $367 per night (USD)
Expedia
From $343 per night (USD)
VRBO
3bd/2bath condo on Dawn Beach available for Regatta week 2025!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful 3 bedroom condo with master and main living area ocean views. Sleeps up to 8. Full size washer and dryer in un ...
From $343 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Beachfront Condo on Boardwalk – 2BR/2BA with Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This stunning beachfront condo in Philipsburg offers breathtaking ocean and harbor views, a private balcony, and direct ...
From $346 per night (USD)
Expedia
From $176 per night (USD)
VRBO
1 bedroom paradise with WiFi, AC in enjoyable Maho Bay
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Maho Bay is waiting for you at this 1-bedroom condo. The space features a pleasant living room with a lovely sofa bed, p ...
From $176 per night (USD)
VRBO
From $1009 per night (USD)
VRBO
3-bedroom villa, AC, WiFi, fitness room. Paradise await you and your family.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This enchanting villa in Upper Prince's Quarter , Dawn Beach is a delightful retreat for guests. With 3 cozy bedrooms ...
From $1009 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Amazing 1 bedroom apartment on Maho Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in Maho Bay, this delightful condo offers a marvelous escape for guests. With 1 cozy bedroom featuring a king be ...
From $160 per night (USD)
VRBO
From $682 per night (USD)
Expedia
The Penthouse at LaSiesta Stunning views in luxurious surroundings!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to The Penthouse At La Siesta, a luxurious 2,280 sq.ft. condominium located directly on the sugary white sands a ...
From $682 per night (USD)
Expedia
From $146 per night (USD)
VRBO
Beach Islander 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to this charming apartment in Philipsburg. This beautiful rental offers a cozy bedroom, equipped with all the es ...
From $146 per night (USD)
VRBO
From $200 per night (USD)
Expedia
Royal Islander La Terrasse Large 1 BR in Maho w/Ocean Views & Vibrant Sunsets
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Newly Renovated... Spectacular Island Getaway in Maho. Looking to enjoy your best vacation ever? Welcome to St Maarten a ...
From $200 per night (USD)
Expedia
From $151 per night (USD)
VRBO
Paradise Perch - Royal Retreats at Maho Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Stunning Maho Beach 1 bedroom condo located within Royal Islander's La Terrasse building that sleeps 4. Enjoy s ...
From $151 per night (USD)
VRBO
From $377 per night (USD)
Expedia
Perfect 3 bedroom family villa ,beach front view 2 minutes walk to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your home away from home in Upper Prince's Quarter with 3 delightful bedrooms. This superb villa features 3 King beds an ...
From $377 per night (USD)
Expedia
From $851 per night (USD)
VRBO
Luxurious 2BR/2.5BA Unit on Simpson Bay Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in an unbeatable location, this exquisite property offers modern luxury and stunning design. The spacious unit i ...
From $851 per night (USD)
VRBO
From $347 per night (USD)
Expedia
B-701 Stunning corner ocean view
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 $347 per night (USD)
Expedia
From $347 per night (USD)
VRBO
B-501 Design 1 bedroom ocean view condo
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 $347 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Simpson Bay 2 bedr/2.5 bath apt
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy this comfortable condo in Simpson Bay. It has 2 bedrooms with king size beds and ensuite bathrooms. There is a sep ...
From $400 per night (USD)
Expedia
From $1193 per night (USD)
VRBO
Villa Sophia: Oceanfront w/ Generator & Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Welcome to Villa Sophia, a stunning, luxurious, and elegant 4-bedroom oceanfront villa in Tamarind Hill Estate ...
From $1193 per night (USD)
VRBO
From $1386 per night (USD)
Expedia
Luxury 4BR Villa w/ Private Pool & Ocean Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: Oceans Edge features four thoughtfully designed bedrooms, three of which have their own private en-suite bathr ...
From $1386 per night (USD)
Expedia
From $390 per night (USD)
VRBO
GORGEOUS Direct Beach Access 2 King Bedrooms Ground Floor
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Great for Families!! ONLY A FEW feet from the beach! Our ground floor 2-bdrm 2 bath fully equipped kitchen, step out of ...
From $390 per night (USD)
VRBO
From $975 per night (USD)
Expedia
Villa Luminara: Lux Pool, Garden, Retreat & Beach
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Escape to Villa Luminara, a beacon of tranquility with sweeping sea views. This radiant retreat, bathed in natural light ...
From $975 per night (USD)
Expedia
From $773 per night (USD)
VRBO
New Condo Eternal Sea
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Close to scuba diving, snorkeling, and more, this smoke-free vacation home brings it all within reach. Flamingo Beach ...
From $773 per night (USD)
VRBO
From $332 per night (USD)
VRBO
Gorgeous 2 Bedroom condo in Point Blanche,St. Maarten
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Pointe Blanche apartment boasts 2 goregous bedrooms and 2.5 Baths and is well equpped with sleek and modern closets ...
From $332 per night (USD)
VRBO
From $276 per night (USD)
VRBO
B253 - Incredible Top Floor Lagoon Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
<h3>B253 - Deluxe 1 Bedroom with Lagoon View</h3> Discover your dream getaway at B253, a deluxe one-bedroom apartmen ...
From $276 per night (USD)
VRBO
From $535 per night (USD)
VRBO
Quiet Family 3BR Villa, Private Pool · Pelican Key
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Summary: Tucked into a peaceful residential neighborhood in Pelican Key, this 3-bedroom villa is the perfect home base ...
From $535 per night (USD)
VRBO
From $363 per night (USD)
VRBO
B504
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)
VRBO
From $285 per night (USD)
Expedia
B303
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 $285 per night (USD)
Expedia
From $290 per night (USD)
VRBO
B224 - Amazing Lagoon-View Apartment with Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to The Hills Residence Vacation Rentals' Apartment B224! Step into a realm of luxury and elegance wi ...
From $290 per night (USD)
VRBO
From $290 per night (USD)
Expedia
B226 - Amazing Lagoon View with Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Apartment B-226 at The Hills Residence Vacation Rentals! Step into a world of ...
From $290 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Stunning Two Bedroom Ocean View in Cupecoy
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Discover this amazing 2-bedroom gem in Cupecoy. This pleasant apartment offers 1 and a half bathrooms with convenient am ...
From $366 per night (USD)
VRBO
From $176 per night (USD)
Expedia
Modern condo in Maho,ocean&airport view, pool&gym, walk to Maho&Mullet beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the perfect blend of modern Caribbean living and convenience in this brand-new studio condo at The Emerald in ...
From $176 per night (USD)
Expedia
From $495 per night (USD)
VRBO
RAINBOW GETAWAY 2-bedroom apartment in Rainbow beach club with ocean view
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to this beautifully renovated apartment, located at the prestigious Rainbow Beach Club in Sint Maarten. Offering ...
From $495 per night (USD)
VRBO
From $206 per night (USD)
Expedia
Azure Heaven, Breathtaking views, Pool, Gym
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Exceptional location, few minutes walk from Maho, with its lively restaurants, trendy bars, grocery, pharmacy, beaches, ...
From $206 per night (USD)
Expedia
From $276 per night (USD)
VRBO
B255 - Beautiful Top Floor With Lagoon View
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Apartment B255 at The Hills Residence in Simpson Bay, Sint Maarten—your luxurious lagoon retreat awaits!</ ...
From $276 per night (USD)
VRBO
From $849 per night (USD)
Expedia
Ocean Front Condo Sint Maarten Luxury & Style, Saturday to Saturday
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to this apartment with a View of the Ocean & the Fresh Smell of the Healthy Sea Air. Our unit is located directl ...
From $849 per night (USD)
Expedia
From $1011 per night (USD)
VRBO
Spacious 3-Bedroom Condo at Marriott's Dawn Beach Club - St.Maarten
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy a comfortable stay in a 3-bedroom, 2-bath condo on the beautiful Caribbean island of St. Maarten. Units include a ...
From $1011 per night (USD)
VRBO
From $469 per night (USD)
Expedia
A1302
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 $469 per night (USD)
Expedia
From $771 per night (USD)
VRBO
Luxury 3-Bedroom Condo at The Cliff - Beachfront Resort with Spa & Restaurant
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to paradise at The Cliff, a prestigious beachfront property in Cupecoy, Sint Maarten. The fully renovated and pr ...
From $771 per night (USD)
VRBO
From $650 per night (USD)
Expedia
3 Bedroom Beachfront Condo 7 Nights Rental only Saturday to Saturday Bookings
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your cozy getaway awaits in Philipsburg at this wonderful resort. With 3 bedrooms, 2 bathrooms, kitchen with appliances, ...
From $650 per night (USD)
Expedia
From $725 per night (USD)
VRBO
3BR Townhouse in Pelican Key w/ Pool & Beach Acess
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Escape to your family's perfect Sint Maarten retreat! This bright 3-bedroom, 2.5-bath townhouse in Pelican Key ...
From $725 per night (USD)
VRBO
From $341 per night (USD)
Expedia
Modern Indigo Bay Studio – 3 Min Walk To Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Experience serene Sint Maarten living at this cozy Indigo Bay studio, perfect for tranquility seekers and coup ...
From $341 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Elegant Panoramic Sea View Slice of Paradise, Quiet & Spacious with Beach & Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step into this elegant and stylish spacious & Bright Condo. Enjoy Caribbean charm in this luminous, upgraded condo overl ...
From $221 per night (USD)
VRBO
From $199 per night (USD)
VRBO
Beautiful Condo with Panoramic Sea Views, Pool & Full Resort Amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step into a spacious, elegant, and light-filled Caribbean condo designed for ultimate comfort, relaxation, and effortles ...
From $199 per night (USD)
VRBO

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