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VRBO
Luxury 2 BED Beachfront Penthouse- SIMPSON BAY
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The perfect beachfront condo does exist! This two bedroom two and a half bathroom condo is located in the heart of Simps ...
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VRBO
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Expedia
Villa Aruba - 5 bedroom Stunning Villa
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Bring the whole family to this great place with lots of room for fun. This iconic villa is set its in own driveway and p ...
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Expedia
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VRBO
Indigo Bay-Ocean View Four Bedroom Luxury Villa
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This four bedroom modern villa is located in the heart of the Dutch side of the island. Property Features: 4 large spac ...
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VRBO
From $650 per night (USD)
Expedia
Luxury 5 star Indigo Bay Villa w/ Pool-Walk to Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
SPECTACULAR VIEWS of the CARIBBEAN from every room in this spacious contemporary 2 bedroom open concept luxury villa oas ...
From $650 per night (USD)
Expedia
From $441 per night (USD)
VRBO
The Cliff, luxury beachfront Residence with Ocean View
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
The Cliff is proud to present its great pools: The infinity pool Overlooking the Ocean perfect for a sunset moment, the ...
From $441 per night (USD)
VRBO
From $395 per night (USD)
Expedia
Oceanfront Spectacular Penthouse W/Spacious Rooftop Terrace, Cupecoy Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This 1,500 sq. foot penthouse condo is located on the 5th floor with direct views of the ocean, step onto your 1,500 sq. ...
From $395 per night (USD)
Expedia
From $450 per night (USD)
VRBO
Beachfront Villa LAVINIA #9 on Great Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
SHOWN FARES ARE ONLY AVERAGE! ASK OWNER for a actual rate for your stay, customize your timeframe and real expense! VIL ...
From $450 per night (USD)
VRBO
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Expedia
Enjoy Stunning Sunsets Beachside 2 BR/2 Bath Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Rainbows away! If you're looking for a getaway close to the turquoise blue water beaches of Cupecoy that is perfect for ...
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Expedia
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VRBO
Spacious Two Bedroom Ocean View Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Footsteps to Cupecoy Beach and located on the 5th floor in the highly desired Rainbow Beach Resort, you can stroll throu ...
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VRBO
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Expedia
Pelican Key Ocean View 3 Bedroom 2 Bathroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Three-Bedroom, two bathroom 2-level condo in the heart of Pelican Key! The property is located in a green, quiet and sa ...
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Expedia
From $690 per night (USD)
VRBO
4 bedroom Pelican Key Private Luxury Villa, Panoramic View Of The Caribbean Sea
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
**Discover Villa del Mar** – a breathtaking haven offering stunning panoramic views of the Caribbean Sea and mesmerizing ...
From $690 per night (USD)
VRBO
From $544 per night (USD)
Expedia
Stunning Penthouse on Mullet Bay beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Part of the Cupecoy Beach Club Residence, this luxury Penthouse 3 bedrooms condo is right on Mullet Bay Golf Course and ...
From $544 per night (USD)
Expedia
From $519 per night (USD)
VRBO
Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautifully decorated 2-bedroom, 2.5 bath villa is in a well-designed, cozy, gated private community with 24/7 surveill ...
From $519 per night (USD)
VRBO
From $170 per night (USD)
VRBO
Full Studio Appartment, in Top Location walking distance
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
1 Bedroom Studio apartment in the highly valued Pelican Key area close to Simpsonbay and adjacent to major resorts and ...
From $170 per night (USD)
VRBO
From $275 per night (USD)
VRBO
Oceanfront villa with breathtaking views–2BR / 2BA in Pelican Key, Simpson Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This is private villa overlooking the turquoise Caribbean sea. From your terrace you will enjoy panoramic ocean views, b ...
From $275 per night (USD)
VRBO
From $500 per night (USD)
VRBO
Oasis@The Cliff: Beachfront Luxury Experience!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A memorable Beachfront luxurious condo with unobstructed, breathtaking Caribbean views, situated on your own private bea ...
From $500 per night (USD)
VRBO
From $859 per night (USD)
VRBO
Villa Tamarind - Luxury Oasis - Ocean Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to our stunning Villa with unparalleled views of the Caribbean Sea and Saint Barts. Villa Tamarind is a unique r ...
From $859 per night (USD)
VRBO
From $1191 per night (USD)
Expedia
Postcard Perfect Getaway! Roof top pool and amenities
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
'Buttermoon' is a chic get-away located in exclusive Shore Pointe, an award winning BEACHFRONT development. Everything ...
From $1191 per night (USD)
Expedia
From $272 per night (USD)
VRBO
PERFECT LOCATION: bright and airy end-unit balcony and pool right on Simpson Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This third floor end unit ON THE BEACH offers plenty of privacy along with magnificent ocean views. The intimate 12-unit ...
From $272 per night (USD)
VRBO
From $672 per night (USD)
Expedia
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Open air tropical living in this French style villa boasting expansive ocean views of dawn beach, tintamarre, st. barths ...
From $672 per night (USD)
Expedia
From $462 per night (USD)
VRBO
The Perfect Spot On Sint Maarten
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Resort reopened January 1, 2021 and has been completely rebuilt and every unit completely remodeled beautifully. The ...
From $462 per night (USD)
VRBO
From $271 per night (USD)
Expedia
*OCEANFRONT Cosy and modern style condo*
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Dolce Vita (which can be rented as a 1 bedroom too in low season) is at the edge of the sea located in the private commu ...
From $271 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Spacious Garden View Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Two spacious bedrooms with 2.5 bathrooms. Amenities include WIFI, pool, gym and central air. Extra bed available upon re ...
From $310 per night (USD)
VRBO
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Expedia
3 BR Unit, Steps from the beach and huge pool on property
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Top floor unit on Dawn Beach, huge resort style infinity pool with swim up bar. Beautiful view of ocean, sunrises, and S ...
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Expedia
From $1446 per night (USD)
VRBO
Beachfront Villa w/ pool, concierge service and airport transfers by SXMSIR
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
In a prime location on the southern coastline of Dutch Sint Maarten, beautiful Villa Vittoria sits on the popular white ...
From $1446 per night (USD)
VRBO
From $400 per night (USD)
Expedia
A-1602 Modern oceanfront condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our exquisite luxury one-bedroom apartment, situated on the 16th floor and offering breathtaking views of the ...
From $400 per night (USD)
Expedia
From $258 per night (USD)
VRBO
A-504 Unique & cozy 1 bedroom apartment located in the heart of St Maarten
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Fourteen at Mullet Bay, one of the most exquisite and luxurious beachfront residences in St Maarten located d ...
From $258 per night (USD)
VRBO
From $357 per night (USD)
Expedia
A-1603 Stunning two bedroom ocean view
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our exquisite luxury two-bedroom corner apartment, situated on the 16th floor and offering breathtaking views ...
From $357 per night (USD)
Expedia
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VRBO
Beach front luxury condo resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Incredible views and amenities ! Directly on private beach, indoor and out pools, spa, fine dinning at Mario’s Bistro, t ...
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VRBO
From $938 per night (USD)
Expedia
Tropical modern villa with stunning sea views
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Modern villa with a cutting edge design. Enjoy 210 degree views over the Atlantic and St. Barts. Enjoy outside living ...
From $938 per night (USD)
Expedia
From $447 per night (USD)
VRBO
A-1303 Wonderful 2 bedroom apartment right in front of Mullet Bay Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Fourteen at Mullet Bay, one of the most exquisite and luxurious beachfront residence in St Maarten located di ...
From $447 per night (USD)
VRBO
From $285 per night (USD)
Expedia
A-202 Modern 1 bedroom apartment in beautiful beachfront residence
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Fourteen at Mullet Bay, one of the most exquisite and luxurious beachfront residences in St Maarten located d ...
From $285 per night (USD)
Expedia
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VRBO
Amazing three bedroom unit
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful location amazing updated three bedroom unit Quiet bitch swimming pools cabanas Great place for seven days vaca ...
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VRBO
From $525 per night (USD)
Expedia
Maho Beach House: Sunset Suite, 1-Bedroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Embrace island elegance at this spacious oceanfront condo in the heart of Sint Maarten's vibrant Morgan Village. Offerin ...
From $525 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Island Time- Luxurious 2 BR/ 2 Bath Condo- Stunning Views of Anguilla and SXM
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A lovely space to unwind and relax after a busy day whether it is work or play. Awake refreshed and ready for a day expl ...
From $276 per night (USD)
VRBO
From $1203 per night (USD)
Expedia
Beachfront villa with concierge service, housekeeping, airport pickup, pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Mumbai's exotic name reflects its exotic location, the private village of Cupecoy's Shore Pointe right on the French/Dut ...
From $1203 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Dazzling Two Bedroom overlooking pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautifully decorated and full equipped two bedroom, two bath nestled in the heart of the Rainbow Beach Club complex wit ...
From $172 per night (USD)
VRBO
From $507 per night (USD)
Expedia
Fine 3 BR Oceanview Penthouse in Prime Location - La Perla Sky!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The spacious Penthouse is in one of the island’s most sought-after areas where you can tour, shop, dine, and more, and w ...
From $507 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Maho Beach House - Petit Studio Océanique - Charmante Vue
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Unwind in our Cozy Beach Studio, perfectly located next to the Morgan Hotel & Spa with breathtaking views of planes land ...
From $206 per night (USD)
VRBO
$The Maho Hideaway on Sunset \Airplane\ Beach$
From $360 per night (USD)
Expedia
The Maho Hideaway on Sunset \"Airplane\" Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
The Maho Beach Hideaway is a luxury 1-bedroom private residence next to The Morgan Resort (We are NOT the Hotel). Enjoy ...
From $360 per night (USD)
Expedia
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VRBO
The “Pearl of the Caribbean”-ocean views, white sand beach and amenities galore
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Ocean, Marina or Garden view studio. Amenities include a king bed, furnished balcony, dining table for two, flat-screen ...
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VRBO
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Expedia
The “Pearl of the Caribbean” - Oyster Bay Beach Resort!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Ocean, Marina or Garden view 1- bedroom unit. Amenities include a king-size bed in the master bedroom and a spacious sid ...
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Expedia
From $692 per night (USD)
VRBO
Secluded with a Caribbean view!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Nestled on the side of a mountain, "Infinity House" is truly eclectic, with its Caribbean façade and modern interiors, o ...
From $692 per night (USD)
VRBO
From $3386 per night (USD)
VRBO
Bella Vita - Seven Bedroom Villa, Sleeps 14
Bedrooms:
9
Bathrooms:
7
Sleeps:
14
Life is good at villa Bella Vita, a sumptuous 7 bedroom contemporary home located in the residential enclave of Pelican ...
From $3386 per night (USD)
VRBO
From $717 per night (USD)
VRBO
Sunset Beach Suite -2BR Luxury Condo next to The Morgan Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
8
The Sunset Beach Suite is a spacious and luxury 2-bedroom private residence located next to The Morgan Resort (We are NO ...
From $717 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Pirates Booty - Beach Bar Studio next to The Morgan Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Pirates Booty is a comfortable and spacious private residence located next to The Morgan Resort (We are NOT the Hotel). ...
From $250 per night (USD)
Expedia
From $1796 per night (USD)
VRBO
NEWLY BUILT VILLA FRANGIPANI 2nd Row Beachfront
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Gated Villa Fangy in Pelican Key Estate is definitely a special home, surrounded by a mature tropical garden of flowers ...
From $1796 per night (USD)
VRBO
From $1540 per night (USD)
Expedia
Ocean view with concierge, housekeeping, and airport pickup
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Each booking includes an assigned concierge, housekeeping, & airport pickup. Pure architectural lines and pristine whit ...
From $1540 per night (USD)
Expedia
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VRBO
Amazing 2 bedroom house with pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The house max capacity is 6 people within its 2 bedrooms each provided with a king size bed and an open concept Dinning/ ...
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VRBO
From $985 per night (USD)
VRBO
Villa Frangipani 3 BDR
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Your family will be close to everything when you stay at this centrally-located place from Beaches, Restaurants and NIgh ...
From $985 per night (USD)
VRBO
From $382 per night (USD)
VRBO
Cupecoy ocean view 2BR condo - pools/private beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Thrill to amazing sunsets! Soak up the sun at the private beach. Swim in three sparkling pools. Enjoy panoramic ocean v ...
From $382 per night (USD)
VRBO
From $260 per night (USD)
Expedia
OASIS Penthouse with private garden & shared pool -GENERATOR
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This modern 2 bedroom, 2.5 bathroom penthouse is located in the best spot of the island. With the private garden and sha ...
From $260 per night (USD)
Expedia
From $991 per night (USD)
VRBO
Ocean Pearl Luxury villa
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Location, location, location: You’ll never get tired of the ocean views, all the way to St. Barths and Anguilla, or on l ...
From $991 per night (USD)
VRBO
From $395 per night (USD)
Expedia
Newly Renovated 3 bedroom 3.5 bath on Simpson Bay Beach 🏝
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Spacious 3 bedroom 3.5 bath condo located on Simpson Bay Beach. Newly renovated with beautiful ocean views from all 3 ou ...
From $395 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Dawn Beach Club Villa sleeps 8! shared with JW Marriott Beach Resort and Spa
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3bd/2bth/ includes a full role-out sofa bed that sleeps 2 additional guests. Completely renovated luxurious condo. Spec ...
From $394 per night (USD)
VRBO
From $199 per night (USD)
Expedia
not available
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover a world of relaxation and adventure at Divi Little Bay! Nestled on a private peninsula, our oceanfront resort o ...
From $199 per night (USD)
Expedia
From $740 per night (USD)
VRBO
A-1601 Stunning 3 bedroom ocean view
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to our exquisite luxury corner three-bedroom apartment, located on the 16th floor and offering breathtaking view ...
From $740 per night (USD)
VRBO
From $368 per night (USD)
VRBO
Steps to beautiful Simpson Bay Beach! Oceanfront newly furnished 2-bedroom condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy our beautiful ocean front condo that is only steps to the lovely Simpson Bay Beach. Relax on the private terrace o ...
From $368 per night (USD)
VRBO
From $269 per night (USD)
VRBO
La terrasse de Maho Saint Martin
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the heart of the liveliest district of the island day and night, the apartment offers very large living space ...
From $269 per night (USD)
VRBO
From $285 per night (USD)
Expedia
Dawn Beach Club 2 Bed…2Bath Villa, With Beach Access & Resort Bar
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Dawn Beach Club 2 Bedroom Villa with Beach Access in a Gated Community with 24/7h Security offers accommodation with a ...
From $285 per night (USD)
Expedia
From $532 per night (USD)
VRBO
Stay on the Beach in Saint Maarten!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The Pristine Dawn Beach Club offers affordable 5 star luxury accommodations in a 3 bedroom (8 person) suite for a total ...
From $532 per night (USD)
VRBO
From $873 per night (USD)
VRBO
Sea Esta - Lovely Oasis within beachfront Shore Pointe
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Summary: Booking this property includes airport pickup, concierge service, and housekeeping. Located within the resident ...
From $873 per night (USD)
VRBO
From $628 per night (USD)
VRBO
Blue Dove - Lovely Modern Villa with Private Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Blue Dove is a lovely 3 bedroom condominium located within the exclusive gated beachfront community of Shore Po ...
From $628 per night (USD)
VRBO
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Expedia
Beautiful St Maarten Ocean front 3 BR with secluded beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Dawn Beach club is a secluded resort on the French boarder. Pool on the beach with swim up bar. MBR & LR include balconi ...
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Expedia
From $825 per night (USD)
VRBO
Villa Myles: Beachfront
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Villa Myles is a coastal-inspired, modern 3 bedroom, 3.5 bath villa with a gorgeous view of the sunset and Burgeaux Bay ...
From $825 per night (USD)
VRBO
From $560 per night (USD)
Expedia
A-1501 Stunning two bedroom overlooking Mullet Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our exquisite luxury corner two-bedroom apartment, located on the 15th floor and offering breathtaking views ...
From $560 per night (USD)
Expedia
From $367 per night (USD)
VRBO
Beach condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
NEW! Cupecoy 3 BR condo next to Mullet Beach. Located in the popular Cupecoy area in the Lowlands district, you will be ...
From $367 per night (USD)
VRBO
From $210 per night (USD)
Expedia
☀️🏖️Coastal Oasis by IRE Vacations - Spacious Studio Overlooking the Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Relax and unwind in this modern open-concept space that features a queen-sized platform bed, a fully equipped kitchen wi ...
From $210 per night (USD)
Expedia
From $483 per night (USD)
VRBO
Luxury 3BR Oceanfront Condo on Dawn Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Saturday to Saturday, 7 night rental Spacious, modern ocean front apartment,3-bedroom, 1800 sq.ft. Luxuriously furnishe ...
From $483 per night (USD)
VRBO
From $904 per night (USD)
VRBO
The Great Escape Luxury condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Great Escape, where the name says it all! This spacious unit is in a prime location - directly on the beach! Whate ...
From $904 per night (USD)
VRBO
From $766 per night (USD)
VRBO
The Great Escape (2/3 Rooms)
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
*** Only 2 out of 3 bedrooms and 2 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...
From $766 per night (USD)
VRBO
Click For Pricing
Expedia
Royal Islander La Plage in St. Maarten, available Jan 29 - Feb 5 for $1500
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
La Plage: Overlooking the Caribbean Sea and St. Maarten’s tropical foliage, La Plage is a private resort with fully furn ...
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Expedia
From $181 per night (USD)
VRBO
☀️⛱️🌴 Teal Bay by IRE Vacations - Gorgeous Studio close to the Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wake up to the morning sun rising slowly over the sleep in. But once you're up you'll walk through well-manicured garde ...
From $181 per night (USD)
VRBO
From $817 per night (USD)
Expedia
Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool
Bedrooms:
5
Bathrooms:
7
Sleeps:
18
The Sunset Surf Villa is a beachfront vacation rental retreat located in Beacon Hill Estates, on the Dutch side of Sint ...
From $817 per night (USD)
Expedia
From $515 per night (USD)
VRBO
Paradise Beach La Siesta, ground floor, beach & sunsets! Backup generator!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Paradise Beach Villa is your vacation luxury accommodation located directly on a beautiful 2+ mile beach of pristine san ...
From $515 per night (USD)
VRBO
From $536 per night (USD)
VRBO
Le Bleu at Las Arenas
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Contemporary elegance at its best. Le Bleu, located in the exclusive Las Arenas complex, is a newly renovated ground flo ...
From $536 per night (USD)
VRBO
From $377 per night (USD)
VRBO
Ocean's Edge 2B directly on Simpson Bay Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
A sugar sand beach with crystal blue water is all yours to enjoy with this ground floor beachfront 1-bedroom condo, comp ...
From $377 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Paradise Gem, ground floor on Simpson Bay Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Introducing the newly renovated PARADISE GEM directly on the pristine Simpson Bay Beach! The PARADISE GEM is luxurious ...
From $306 per night (USD)
Expedia
From $430 per night (USD)
VRBO
Bella Mare at La Siesta
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Bella Mare @ La Siesta is a new, luxurious ground floor 2-bedroom/2 bath villa offering direct beach access to the sand ...
From $430 per night (USD)
VRBO
From $528 per night (USD)
VRBO
Penthouse Suite La Siesta, beach and sunsets! Backup generator!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Spacious, elegant with an open floor plan and stunning, panoramic views of all Simpson Beach can be yours to enjoy!! Re ...
From $528 per night (USD)
VRBO
From $691 per night (USD)
VRBO
Villa Amanti Three Bedroom Villa On The Water
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
It simply does not get any better than this! Few of the lagoon front properties on the beautiful island of Sint-Maarten ...
From $691 per night (USD)
VRBO
From $287 per night (USD)
Expedia
a-603 Stunning studio overlooking Mullet bay beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Fourteen at Mullet Bay, one of the most exquisite and luxurious beachfront residences in St Maarten located d ...
From $287 per night (USD)
Expedia
From $337 per night (USD)
VRBO
A-1402 STUNNING 1 BEDROOM
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our exquisite luxury apartment, located on the 14th floor and offering a breathtaking beach view. Prepare to ...
From $337 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Condo on the beach La Siesta w/ backup generator; beach and sunsets!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A2 La Siesta Beach Condo is an oceanfront, ground floor, 1-bedroom condo directly on Simpson Bay Beach. A2 @ La Siesta ...
From $297 per night (USD)
VRBO
From $396 per night (USD)
VRBO
Sea Place at La Siesta
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Whether you’re seeking a romantic getaway or a family vacation, white and sandy beach, or an amazing seafront dream….; t ...
From $396 per night (USD)
VRBO
From $414 per night (USD)
VRBO
Villa Jade Pearl in Pelican; Sunset Views!!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Beautiful sunsets and relaxing days in Pelican. Enjoy your vacation lounging at your private pool or just stroll to the ...
From $414 per night (USD)
VRBO
From $305 per night (USD)
VRBO
Dawn Beach Club Villa. With Beach access.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Dawn Beach Club 2 Bedroom Villa with Beach Access in a Gated Community with 24/7h Security offers accommodation with a l ...
From $305 per night (USD)
VRBO
From $400 per night (USD)
VRBO
Ocean Front Top Floor
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Top Floor with a private balcony overlooking spectacular view of the Atlantic Ocean and the island of St. Barths. Enjoy ...
From $400 per night (USD)
VRBO
From $218 per night (USD)
VRBO
Spacious Simpsonbay Yachtclub apartment with pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Imagine having breakfast on this balcony overlooking the 25meter pool surrounded by swaying palm trees! This apartment i ...
From $218 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Penthouse Apartment - Infinity Rooftop Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Wake up to the magnificent panoramic view of the lagoon on the top floor, and rejuvenate your body with a refreshing mor ...
From $239 per night (USD)
Expedia
From $123 per night (USD)
VRBO
Grand Getaway - Royal Retreats at Maho Beach Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Stunning Maho Beach studio condo located within Royal Islander's La Terrasse building that sleeps 2. Enjoy stun ...
From $123 per night (USD)
VRBO
From $146 per night (USD)
Expedia
Sublime Stay - 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 $146 per night (USD)
Expedia
From $118 per night (USD)
VRBO
Optimum Oasis - Royal Retreats at Maho Beach Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Stunning Maho Beach studio condo located within Royal Islander's La Terrasse building that sleeps 2. Enjoy stun ...
From $118 per night (USD)
VRBO
From $838 per night (USD)
Expedia
DREAM 5-Star Premier BEACHFRONT 3 Bedroom Villa + Private Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Beautiful sunrise and gorgeous sunsets while you enjoy your drinks and hear the ocean sounds. Beautifully appointed and ...
From $838 per night (USD)
Expedia
From $3534 per night (USD)
VRBO
Please Inquire Before Booking – Luxury Villa
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...
From $3534 per night (USD)
VRBO
From $1619 per night (USD)
VRBO
Please Inquire Before Booking – Luxury Villa
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...
From $1619 per night (USD)
VRBO
From $349 per night (USD)
VRBO
Condostmaarten appartment right on the sea (Adults Only)
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Condo St Maarten Residence is located in the quiet and gated Indigo Bay housing estate. At 8 miles from sxm airport. Id ...
From $349 per night (USD)
VRBO
From $177 per night (USD)
Expedia
New with a View. Fully Furnished 2 Bedroom APT in Gated Community.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Kick back and relax in this calm, stylish space. A modernized two bedroom-two and half bath unit that will make you feel ...
From $177 per night (USD)
Expedia
From $1071 per night (USD)
VRBO
Villa The Great Escape
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Great Escape, where the name says it all! This spacious unit is in a prime location - directly on the beach! Whateve ...
From $1071 per night (USD)
VRBO
Click For Pricing
Expedia
*NEW* Villa Day Dream - 4 Bed Villa w/ Pool<br>
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The search for the perfect sunset with the ocean as your backdrop is over - It’s like you’re in the perfect “Day Dream!” ...
Click For Pricing
Expedia

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