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From $647 per night (USD)
VRBO
Great Ocean View Property - Short walk to the beach
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Villa Tournesol, French for sunflower, is a luxury villa situated in Cupecoy, Dutch Sint Maarten, close to the French Lo ...
From $647 per night (USD)
VRBO
From $279 per night (USD)
Expedia
Oceanfront 2 Bedroom Villa in Guana Bay Sint Maarten; Ocnfrt Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The pool is available to all guests. The hot tub is no longer operational. THE VIEWS OF THE ATLANTIC AND ST. BARTHS AR ...
From $279 per night (USD)
Expedia
From $143 per night (USD)
VRBO
MEcasaMEnavia Hidden Gems
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
HEAVENLY HIDEAWAY Modern Living in the Heart of the Locals. Located near Philipsburg on the Dutch side of the Island. ...
From $143 per night (USD)
VRBO
From $272 per night (USD)
Expedia
The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
All guests have access to the Community Pool. The Waves is a beautiful ground level 2 bedroom condo set directly at t ...
From $272 per night (USD)
Expedia
From $1119 per night (USD)
VRBO
Paradise on the sea!
Bedrooms:
5
Bathrooms:
3
Sleeps:
10
This Paradise house combines several attractions. It is right on the sea and it is right on the beach and it is right on ...
From $1119 per night (USD)
VRBO
From $760 per night (USD)
VRBO
Condo Sea Esta 3BR
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a reques ...
From $760 per night (USD)
VRBO
From $646 per night (USD)
VRBO
Special Rates, Large Villa , with many options.
Bedrooms:
5
Bathrooms:
9
Sleeps:
8
Large Villa with 10 bedrooms. 5 suite areas. 5 bathrooms. 3 Kitchens, 12 decks. prices from $500 to $1500 per night.(p ...
From $646 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Incredible panoramic views of the Caribbean and St. Barts! The Jewel has been completely renovated. Now the Jewel has a ...
From $499 per night (USD)
Expedia
From $1224 per night (USD)
VRBO
Pelican Key INCREDIBLE VIEWS! 5 bedroom Villa Private Pool. 5 minutes to beach!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to Blue Opal Villa, a private luxury retreat with AMAZING VIEWS and a private pool. Located in the desirable ar ...
From $1224 per night (USD)
VRBO
From $1110 per night (USD)
VRBO
Villa Bahari
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a reques ...
From $1110 per night (USD)
VRBO
From $243 per night (USD)
VRBO
SPECIAL The Cliff At Cupecoy Beach A Fantastic Value At The Cliff
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Cliff at Cupecoy Beach is the most upscale Condominium in the Caribbean and nothing can compare to it! My condo is l ...
From $243 per night (USD)
VRBO
From $391 per night (USD)
VRBO
Luxury Villa - Best View in the Caribbean
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
If you are looking for a private secluded get-away with magnificent views of the Caribbean and St. Barts, you owe it to ...
From $391 per night (USD)
VRBO
From $376 per night (USD)
VRBO
Oyster Pond - Oyster Bay Beach Resort - Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Casa Maritima - Unit 1422, is one of only 6 waterfront condo residences, called Spinnaker, located within the secure gro ...
From $376 per night (USD)
VRBO
From $251 per night (USD)
VRBO
Luxury 1 Bedroom at VILLA KIMON + AMAZING PATIO!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Villa Kimon is the largest and most spectacular villa overlooking Great Bay harbor. Your beautiful 1 bedroom apartment w ...
From $251 per night (USD)
VRBO
From $1000 per night (USD)
VRBO
Luxury 3 Bedroom Ocean View Villa With a Pool.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Villa Kimon is the largest and most spectacular villa overlooking Great Bay with over 5,000 sq ft of interior space. The ...
From $1000 per night (USD)
VRBO
From $1346 per night (USD)
VRBO
LUXURY 6 BR. Ocean View - Villa Kimon With a Pool.
Bedrooms:
6
Bathrooms:
6
Sleeps:
20
Villa Kimon is the largest and most spectacular villa overlooking Great Bay with over 7,000 sq ft of interior space. The ...
From $1346 per night (USD)
VRBO
From $647 per night (USD)
VRBO
Great vacation paradise
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Great Vacation Rental with beautiful views 2 bathrooms 2 bedrooms sleeps 4 Masterbedroom offers king size bed, aircond ...
From $647 per night (USD)
VRBO
From $377 per night (USD)
Expedia
The Cliffs 2BR 2.5BA Apt Private Beach Sleeps 5 Luxury Oceanfront Apartment
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Upscale & Spacious 2-Bedroom, 2.5 Bath | Sleeps 5 Welcome to The Cliffs at Cupecoy Beach, one of the most upscale and de ...
From $377 per night (USD)
Expedia
From $826 per night (USD)
VRBO
The Lighthouse, Unit 2C, Oyster Bay, St. Maarten
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
BRAND NEW PROPERTY 2019 - Escape to your home in Paradise…The property is ideal for those looking for privacy and relaxa ...
From $826 per night (USD)
VRBO
From $634 per night (USD)
VRBO
Splendide Condo à SAINT-MARTIN / 180m² au JW MARRIOTT face St Barthélemy
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Luxurious 5* Ocean View Suite - 180 m² (2,000 sq ft) for 8 people at Dawn Beach Bay, in the heart of the MARRIOTT JW Res ...
From $634 per night (USD)
VRBO
From $563 per night (USD)
VRBO
Beach House Younes - oceanfront 2 bedr villa - by Island Properties Online
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This villa can also be rented as a 1 bedroom villa. Please inquire for more details and rates. The Beach House Younes ...
From $563 per night (USD)
VRBO
From $349 per night (USD)
VRBO
Agua Azul Luxurious 1 bed condo Porto Cupecoy - By island Properties Online
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Agua Azul is a luxurious condo with breathtaking views of the Caribbean Sea, Simpson Bay and Porto Cupecoy marina. Thi ...
From $349 per night (USD)
VRBO
From $507 per night (USD)
VRBO
Bell'Mare, 2 Bedroom oceanfront villa and private pool - By Island Properties
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
"Bell’mare" means beautiful sea in Italian, and that’s exactly what you'll enjoy from every room in this stunning beachf ...
From $507 per night (USD)
VRBO
From $680 per night (USD)
VRBO
Sea View @ La Siesta, Simpson Bay, St. Maarten, N.A.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
La Siesta Residence is a small private 13 unit villa/condominium resort comprised of two buildings. Building A has ten ...
From $680 per night (USD)
VRBO
From $969 per night (USD)
VRBO
Very private villa with awesome views overlooking Simpson Bay and Full Generator
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Luxury villa available for rent as 2, 3, 4 or 5 bedrooms. A separate honeymoon package is also available. All 5 bedroo ...
From $969 per night (USD)
VRBO
From $813 per night (USD)
Expedia
Sea Esta | Beach Front - Located in Wonderful Maho with Private Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Your final payment must be by bank wire transfer and is fully secured and protected by TICO. Private Villa Rentals is l ...
From $813 per night (USD)
Expedia
From $1574 per night (USD)
VRBO
Villa Farniente | Beach Front - Located in Magnificent Cupecoy with Private Pool
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Your final payment must be by bank wire transfer and is fully secured and protected by TICO. Private Villa Rentals is l ...
From $1574 per night (USD)
VRBO
From $978 per night (USD)
Expedia
Villa Mumbai | Beach Front - Located in Wonderful Cupecoy with Private Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Your final payment must be by bank wire transfer and is fully secured and protected by TICO. Private Villa Rentals is l ...
From $978 per night (USD)
Expedia
From $1419 per night (USD)
VRBO
The Cove | Beach Front - Located in Exquisite Simpson Bay with House Cleaning Included
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Your final payment must be by bank wire transfer and is fully secured and protected by TICO. Private Villa Rentals is l ...
From $1419 per night (USD)
VRBO
From $701 per night (USD)
VRBO
Indigo Sunset Villa- Stunning Private Garden Villa- water views and private pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A real PRIVATE tropical getaway. This garden villa offers views from every room, pool deck and outdoor dining area. Surr ...
From $701 per night (USD)
VRBO
From $211 per night (USD)
VRBO
Luxury 3BR Oceanfront Resort Villa -Dawn Beach Club
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Reservations available Saturday to Saturday only. We are unable to rent the unit beyond the last available week of Dec ...
From $211 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Rainbow Beach Club 2 Bedroom Condo - Our Rose in Winter
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Condominium, 2 Bedrooms (1 King and 2 Twins), 2 baths, and balcony overlooking the Caribbean BEGINNING JUNE 1, 2020, AL ...
From $317 per night (USD)
VRBO
From $1689 per night (USD)
VRBO
Villa Farniente 4BR
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a reques ...
From $1689 per night (USD)
VRBO
From $1867 per night (USD)
VRBO
Oyster Pond Villa – Breathtaking 180° ocean view!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Situated in the lush green hills of St. Maarten in the exclusive area of Oyster Pond Estates is Villa Glacier Moreno tru ...
From $1867 per night (USD)
VRBO
From $133 per night (USD)
VRBO
Chambre 2 · Chambre dans Villa Casa Blue, piscine, vue mer
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Chambre et salle de bain privée dans une Villa de charme au style Créole, idéale pour une escapade romantique au nombreu ...
From $133 per night (USD)
VRBO
From $400 per night (USD)
VRBO
Spectacular Oceanfront Villa, Private Pool 2 BR/2 BA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
(PHTOS ARE ACCURATE AFTER HURRICANE IRMA) Take in a relaxing day or evening swim in your own very private pool overlook ...
From $400 per night (USD)
VRBO
From $477 per night (USD)
VRBO
2Bed+2.5Bath Condo at The Cliff -Ocean+Lagoon Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to paradise at The Cliff Sint Maarten, where luxury meets convenience. Experience the breathtaking panoramic view ...
From $477 per night (USD)
VRBO
From $889 per night (USD)
Expedia
Villa Amaya - Modern, Pristine Villa, Stunning Ocean Views, Private Pool, Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Villa Amaya is a modern, pristine 3 bedroom, 3 bath villa with breathtaking views of the turquoise Caribbean Sea in Dutc ...
From $889 per night (USD)
Expedia
From $337 per night (USD)
VRBO
Private Villa Overlooking the Ocean and French Mountainside
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful large private pool & deck at Veranda Breeze. Step onto the veranda and feel the warm ocean breeze surrounding ...
From $337 per night (USD)
VRBO
From $339 per night (USD)
VRBO
Newly Furnished And Renovated unit, Plane to Sea
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Newly Furnished And Renovated unit, Plane to Sea 1 King Bed / 1 Bath Our unit is the largest 1 bed model. While the vie ...
From $339 per night (USD)
VRBO
From $461 per night (USD)
VRBO
luxury quiet 2 bedrooms private pool breathtaking view
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful 2 bedrooms,2 bathrooms with private pool and garden. 140m2 inside + 100m2 outside deck. Ocean View in every ro ...
From $461 per night (USD)
VRBO
From $1057 per night (USD)
VRBO
Majestic, Secure & Secluded OCEANFRONT - Weekly Rental SATURDAY TO SATURDAY ONLY
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
BRAND NEW... Completely Redone re-opened in December 2018. Upscale newly renovated 1800 square foot OCEAN-front condomi ...
From $1057 per night (USD)
VRBO
From $409 per night (USD)
VRBO
Gorgeous Ocean views 1 bed 1 1/2 bath, Blue residence condo 601
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Amazing condo, with ocean and lagoon views, this 1 bedroom, 1 1/2 bathroom is the ideal choice for your dream island va ...
From $409 per night (USD)
VRBO
From $255 per night (USD)
VRBO
ENJOY THE BEAUTY OF ST MAARTEN BY STAYING RIGHT ON THE OCEAN IN LUXURY CONDO
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
LOCATED IN PELICAN KEY, the most desirable location in ST MAARTEN. One bedroom, one bath luxury condo. Sleeps 2. Living ...
From $255 per night (USD)
VRBO
From $265 per night (USD)
VRBO
Caribbean Paradise Awaits You
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Caribbean Paradise is a beautifully furnished, spacious 2 bedroom, 2 bath condominium located on the “Gold Coast” of St. ...
From $265 per night (USD)
VRBO
From $559 per night (USD)
VRBO
NOW AVAILABLE..Saturday~ Saturday...GORGEOUS GETAWAY DAWN BEACH ST MAARTEN!! 3BR
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Dawn Beach Club is situated on one of St. Maarten's spectacular white-sand beaches. The resort features an array of ...
From $559 per night (USD)
VRBO
From $407 per night (USD)
VRBO
SkyView Penthouse, Sint Maarten / St Maarten
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Skyview penthouse is a spectacular condominium located within the Porto Cupecoy condo development. There are five restau ...
From $407 per night (USD)
VRBO
From $142 per night (USD)
Expedia
Aventura Residences
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Newly renovated unit located in Cupecoy, St. Maarten. Unit is fully furnished and is situated near restaurants and the r ...
From $142 per night (USD)
Expedia
From $519 per night (USD)
VRBO
It’s all about the view - Ocean front 3 bedroom end unit with backup generator!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*** Backup generator installed Aug 2024*** Oceans SXM is a rare 3-bedroom 2 bath condo with stunning views overlooking t ...
From $519 per night (USD)
VRBO
From $7143 per night (USD)
VRBO
LUXURY COUACH 70 FT YACHT
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Cohiba is from luxury french boat builder COUACH, kevlar deep V hull can handle easy and big space inside! Tunnel prope ...
From $7143 per night (USD)
VRBO
From $587 per night (USD)
VRBO
Villa Suzanne - Ocean Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
At Villa Suzanne you can begin your day with a stunning sunrise viewed from the spacious terrace with panoramic views of ...
From $587 per night (USD)
VRBO
From $725 per night (USD)
VRBO
WOW! WOW! WOW!, NEW VILLA LIBRE` STUNNING INSIDE AND OUT!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Our very private villa is located on the ocean with 180 degree views of the stunning turquoise Caribbean sea. View the b ...
From $725 per night (USD)
VRBO
From $90 per night (USD)
VRBO
LOVELY OYSTER POND AND OCEAN VIEW IN BEST NEIGHBORHOOD
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
CATHY’S CORNER GUESTHOUSE This lovely guesthouse is in the heart of the residential section of St. Maarten called Oyste ...
From $90 per night (USD)
VRBO
From $210 per night (USD)
VRBO
Newly Renovated Apartment On Private, Gated Estate
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Lovely and private one bedroom apartment - newly renovated! New fully equipped kitchen with gas stove top (no oven, but ...
From $210 per night (USD)
VRBO
From $1587 per night (USD)
VRBO
The Cove Luxury apartment
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to "The Cove," a luxury beachfront penthouse nestled in the heart of St. Maarten's exclusive "The Cliff" enclave ...
From $1587 per night (USD)
VRBO
From $1732 per night (USD)
VRBO
Villa Paradiso Luxury villa
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Situated in the lush green hills of Sint Maarten in the exclusive area of Oyster Pond Estates is Paradiso, a six-bedroom ...
From $1732 per night (USD)
VRBO
From $1477 per night (USD)
VRBO
Villa Paradiso (4/6 Rooms)
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
*** Only 4 out of 6 bedrooms and 5 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...
From $1477 per night (USD)
VRBO
From $1598 per night (USD)
VRBO
Villa Paradiso (5/6 Rooms)
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
*** Only 5 out of 6 bedrooms and 6 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...
From $1598 per night (USD)
VRBO
From $1155 per night (USD)
VRBO
Five Minutes More (3/4 Rooms)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*** Only 3 out of 4 bedrooms and 4 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...
From $1155 per night (USD)
VRBO
From $1356 per night (USD)
VRBO
Villa Paradiso (3/6 Rooms)
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
*** Only 3 out of 6 bedrooms and 4 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...
From $1356 per night (USD)
VRBO
From $1342 per night (USD)
VRBO
Five Minutes More Luxury villa
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Five Minutes More villa! Nestled in the serene gated community of Oyster Pond on the Dutch side of the island ...
From $1342 per night (USD)
VRBO
From $171 per night (USD)
Expedia
Convenient studio close to airport, beaches and food
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This beautiful studio apartment is located in the newly built Jordan Village complex which is a convenient 10 minute dri ...
From $171 per night (USD)
Expedia
From $118 per night (USD)
VRBO
Adorable Private Room with partial Sea View
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
On vacation or on business, forget your worries in this spacious and serene space. See the sunset from the balcony with ...
From $118 per night (USD)
VRBO
From $284 per night (USD)
Expedia
A-203 Stupendous studio located in beautiful beachfront residence
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 $284 per night (USD)
Expedia
From $292 per night (USD)
VRBO
A-103 Marvelous spacious studio located in beachfront residence
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 $292 per night (USD)
VRBO
From $355 per night (USD)
Expedia
B-901 Corner apartment with stunning beach view
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our luxurious one-bedroom apartment, perfectly situated on the ninth floor and offering a harmonious blend of ...
From $355 per night (USD)
Expedia
From $347 per night (USD)
VRBO
A-604 Stunning corner apartment with magnificent beach 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)
VRBO
From $4338 per night (USD)
Expedia
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Bedrooms:
9
Bathrooms:
9
Sleeps:
18
Located in Philipsburg, this 9-bedroom, 9-bathroom villa lets you experience it all. Fans of nature and the outdoors ...
From $4338 per night (USD)
Expedia
From $523 per night (USD)
VRBO
B-1501 Corner Ocean view 2 bedroom unit
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 $523 per night (USD)
VRBO
From $469 per night (USD)
Expedia
B-1202 Stunning two bedroom apartment with magnificent beach view
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 $1162 per night (USD)
VRBO
Breathtaking view of Saint Barth - 8 people
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
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 $609 per night (USD)
VRBO
Luxury, beachfront 3-bedroom condo, affiliated with 5 stars elite hotel resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This spectacular property is paradise on earth, and you must stay here to experience a little "piece of heaven" Extremel ...
From $609 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 $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 $1500 per night (USD)
VRBO
New - Villa Allegra - Waterfront
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Just a short distance from the lake, this welcoming villa lets you experience it all. With the property's convenient ...
From $1500 per night (USD)
VRBO
From $301 per night (USD)
Expedia
B-505
Bedrooms:
2
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 $301 per night (USD)
Expedia
From $434 per night (USD)
VRBO
B-1102
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 $434 per night (USD)
VRBO
From $1003 per night (USD)
VRBO
Ocean Front Condo Sint Maarten Luxury & Style SATURDAY TO SATURDAY RENTALS ONLY
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy the View of the Ocean & the Fresh Smell of the Healthy Sea Air. Our units are located directly on the Ocean Front ...
From $1003 per night (USD)
VRBO
From $268 per night (USD)
VRBO
B-1005
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 $268 per night (USD)
VRBO
From $419 per night (USD)
VRBO
Teresa's Ocean Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
St. Maarten's best kept secret with spectacular ocean views from every room! Step into Teresa's Ocean Paradise where you ...
From $419 per night (USD)
VRBO
From $800 per night (USD)
VRBO
Peaceful Paradise
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Experience luxury island living in this fully furnished 4-bedroom, 4-bathroom villa in the prestigious gated community o ...
From $800 per night (USD)
VRBO
From $118 per night (USD)
Expedia
Holiday House in beautiful Cupecoy
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This bright apartment is perfectly located in sought-after area of Cupecoy, just 3 miles from Princess Juliana Internati ...
From $118 per night (USD)
Expedia
From $195 per night (USD)
VRBO
Cozy space, conveniently located just 10 minutes away from beaches, the airport.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This tranquil retreat offers a perfect balance of comfort and sophistication, making it an ideal getaway. Enjoy the conv ...
From $195 per night (USD)
VRBO
From $277 per night (USD)
Expedia
A-303
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 $277 per night (USD)
Expedia
From $277 per night (USD)
VRBO
A-403
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 $277 per night (USD)
VRBO
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)
VRBO
The Lost Paradise Condo, charming 2-room condo with private pool.
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
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)
VRBO
From $825 per night (USD)
Expedia
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)
Expedia
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

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Results: 509 Rentals