Palapa Marina Rentals
From $143 per night (USD)VRBO
Modern studio with WiFi, AC, Fitness room, Backup Generator in enchanting Maho
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This cozy Emerald studio in Maho is perfect for your escape to relaxation. Guests can enjoy a serene and tranquil stay. ...
From $143 per night (USD)VRBO
From $460 per night (USD)Expedia
Luxurious 2BR\/2.5BA Unit on Simpson Bay Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in an unbeatable location, this exquisite property offers modern luxury and stunning design. The spacious unit i ...
From $460 per night (USD)Expedia
From $266 per night (USD)VRBO
Simpson Bay 2 bedr\/2.5 bath apt
- Bedrooms:
- 3
- 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 $266 per night (USD)VRBO
From $269 per night (USD)Expedia
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 $269 per night (USD)Expedia
From $253 per night (USD)VRBO
Panoramic Retreat in Cupecoy with Breathtaking Waterfront Seaview
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your dream vacation retreat, where stunning Caribbean Sea views, breathtaking sunsets, and luxurious amenitie ...
From $253 per night (USD)VRBO
From $279 per night (USD)Expedia
Caribbean Coastal Escape with Panoramic Seaviews in Cupecoy
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Luxurious Seaside Retreat with Panoramic Ocean Views Escape to this bright and renovated sunny haven where stunning oce ...
From $279 per night (USD)Expedia
From $587 per night (USD)VRBO
New Condo Eternal Sea
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>A short distance from scuba diving, snorkeling, and more, this smoke-free vacation home lets you experience it all. F ...
From $587 per night (USD)VRBO
From $252 per night (USD)Expedia
Stunning Sea View Retreat in Cupecoy
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
xurious Seaside Fully Renovated Condo with Panoramic Ocean Views Escape to this bright, sunny haven where stunning ocea ...
From $252 per night (USD)Expedia
From $211 per night (USD)VRBO
B253 - Incredible Top Floor Lagoon Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
B253 - Deluxe 1 Bedroom with Lagoon View Discover your dream getaway at B253, a deluxe one-bedroom apartment perched on ...
From $211 per night (USD)VRBO
From $218 per night (USD)Expedia
B224 - Amazing Lagoon-View Apartment with Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Hills Residence Vacation Rentals' Apartment B224! Step into a realm of luxury and elegance with our stun ...
From $218 per night (USD)Expedia
From $214 per night (USD)VRBO
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 luxury and elegance with our ...
From $214 per night (USD)VRBO
From $164 per night (USD)Expedia
1-bedroom condo in amazing Simpson Bay Pool Steps from the beach, with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Stay comfortably in Simpson Bay at this 1-bedroom 1 and 1/2 bath Condo. This beautiful property comes equipped with ever ...
From $164 per night (USD)Expedia
From $196 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! We a ...
From $196 per night (USD)VRBO
From $460 per night (USD)Expedia
SeaPearl 3BR Beachfront Penthouse with Generator
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to paradise in our brand-new 3-bedroom, 3-bathroom penthouse, perfectly situated on the stunning shores of Simpso ...
From $460 per night (USD)Expedia
From $247 per night (USD)VRBO
3 Sea Vistas
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Sint Maarten Exclusive Ocean Front Duplex Condo invites You to Enjoy this Tropical and Elegant vacation rental on SXM mo ...
From $247 per night (USD)VRBO
From $163 per night (USD)Expedia
Heavenly Haven - Royal Retreats Maho
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to this charming condo in Sint Maarten. This awesome rental offers 1 bedroom, complete with all the essentials l ...
From $163 per night (USD)Expedia
From $391 per night (USD)VRBO
Sunny Days at Simpson Bay Yacht Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your slice of paradise located in the prestigious Simpson Bay Yacht Club, one of Saint Maarten’s most sought- ...
From $391 per night (USD)VRBO
From $519 per night (USD)Expedia
Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Your Caribbean vacation begins on one of the prettiest unspoiled beaches on all of St. Maarten / St. Martin. Quiet, cal ...
From $519 per night (USD)Expedia
From $2285 per night (USD)VRBO
Aqua Vista
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
<p>Nestled in Cole Bay, this vacation home brings it all within your reach. Fans of nature and the outdoors will love be ...
From $2285 per night (USD)VRBO
From $165 per night (USD)Expedia
Pelican Pearl 1 bedr - 2bath apt
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This apartment is located in an excellent spot. Being in a residential neighborhood while being at walking distance from ...
From $165 per night (USD)Expedia
From $188 per night (USD)VRBO
Little Spot of Paradise(ground floor, beach, pool)
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
This ground floor 1 bdr, 1.5 bath is a unique find on Sint Maarten. Located in Simpson Bay makes this the ideal place fo ...
From $188 per night (USD)VRBO
From $218 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 $218 per night (USD)Expedia
From $440 per night (USD)VRBO
3-bedroom condo in charming Simpson Bay Yacht Club with WiFi, A\/C, backup power
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in Simpson Bay, this delightful condo boasts 3 gorgeous bedrooms with king beds and 4 tranquil bathrooms equippe ...
From $440 per night (USD)VRBO
From $1870 per night (USD)Expedia
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 $1870 per night (USD)Expedia
From $500 per night (USD)VRBO
Experience Bisou du Soleil
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Bisou du Soleil is splendid villa, located high on the hillside at Pelican Key, with an unobstructed view of the Caribbe ...
From $500 per night (USD)VRBO
- From $502 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 $502 per night (USD)Expedia