Upside

Saint Barthelemy - Pointe Milou

vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSpol05 desktop Save
 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSpol05 desktop
 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSpol01 desktop
 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSpol02 desktop
 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSpol03 desktop
 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSpol04 desktop
 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSter01 desktop
 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSter02 desktop
 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSint01 desktop
 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSliv01 desktop
0 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSliv02 desktop
1 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSliv03 desktop
2 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSliv04 desktop
3 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSliv05 desktop
4 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSliv06 desktop
5 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSliv07 desktop
6 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSkit01 desktop
7 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSkit02 desktop
8 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSbth01 desktop
9 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSbth02 desktop
0 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSbth03 desktop
1 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSbth04 desktop
2 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSbth05 desktop
3 vacation rental photo St Barthelemy WV UPS Villa Up Side St Barts Villa UPSngt01 desktop
4 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSbd101 desktop
5 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSbd202 desktop
6 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSbd303 desktop
7 vacation rental photo St Barthelemy WV UPS Villa Upside St Barts Villa UPSbd404 desktop
Check Availability

Prices based on number of bedrooms rented

Check In
Check Out
Check Availability

Or Call Us At: 401-849-8012

Wimco Travvy Award
Wimco Conde Nast Award
Wimco Trip Advisor Award
Bedrooms 3
Bathrooms 4
Occupancy 6
From $1,143

Floorplan

Child Age Restrictions: 12 Years Old

Welcome to Villa Up Side (villa code: WV UPS), a contemporary 3-bedroom villa located in Pointe Milou within minutes of the beach and shopping. Nestled in the hillside above the Christopher Hotel, this property features stunning views over Lorient Bay and the offshore islands of Île Toc Vers, Île Fregate, and Île Bonhomme.

Newly renovated, Villa Up Side seamlessly combines its gorgeous indoor and outdoor living areas. The interior is modern and chic, with vaulted ceilings, earthy tones, and furnishings that pop with color. Outside, views of the Caribbean and the bays of St. Barts await.

The beaches in Lorient and Marigot are both just a short drive away, while elegant shops and restaurants in St-Jean and just 10 minutes by car. As an added bonus, the pool club, restaurant, and spa at the Christopher Hotel are within walking distance.

Living Spaces: As you step inside Villa Up Side you’ll enter the spacious great room, with the living room, dining area, and kitchen.

Unwinding and relaxing in the living room is easy, with comfortable seating facing out towards the pool and ocean. The soft sofas are ideal for your morning coffee, settling in with a book, or conversation with friends and family.

Kitchen and Dining Room: Villa Up Side’s kitchen opens to the pool area and offers a breakfast bar, which seats 4 guests. Well-equipped, you’ll have everything you need to prepare meals during your stay. Our concierge can even organize grocery pre-stocking or delivery, catered meals, or arrange a private chef service for a special occasion.

The villa’s dining table has enough space for 8 guests, making it the ideal setting for entertaining in the evening. Afterward, it’s also a great spot for a late-night card game or nightcap before bed.

Bedrooms: There are 3 bedrooms at Up Side Villa. The master bedroom is located on the main level, with a plush king-sized bed, spacious ensuite, and direct access to the outdoor terrace.

Staircases both inside and out lead down to the lower level, where you’ll find the final 2 bedrooms. One comes with a comfortable queen-sized bed, while the other has two twin beds (which can be configured as a queen). Both have private ensuite bathrooms and ocean views.

All bedrooms also have a flat-screen TV, letting you unwind at night with a movie from underneath the sheets.

Outdoor Features: Outside, the focal point of Up Side Villa is its infinity-edge pool. Reaching towards the edge of the deck towards the ocean below, it’s seemingly suspended in mid-air. Chairs and sunbeds offer relaxing spots to sunbathe, enjoy a cool drink, and enjoy the view.

The deck wraps around the villa, with another lounge area off the kitchen side of the house. This is also where you’ll find the gas grill, letting you host some island-style cookouts. Grilling up fresh fish while the sun sets over the undulating tropical hills of St. Barts is exactly what life in the Caribbean is all about.

If you’re craving a day on the sand, Lorient Bay Beach is a 5-minute drive. With soft, golden sand and striking turquoise water, it’s a dreamy locale for swimming, sunbathing, and snorkeling. For something a bit quieter, 5 minutes in the other direction is Marigot Bay Beach.

Amenities: Thoughtful touches and attention to detail help elevate your stay at Villa Up Side. This property also comes with a U.S. satellite TV, high-speed Wi-Fi, a Nespresso coffee machine, and an iPod docking station. For days at the beach, chairs and towels also come included.

Shopping, groceries, and restaurants are 10 minutes away in the town of St-Jean. The capital, Gustavia, is a 20-minute drive.

During the December holidays, the villa rents at full occupancy rates regardless of how many bedrooms are used. This villa is suitable for children ages 12 and older.

Room
Features
Bedroom 1
King Bed, A/C, Ceiling fan, Ensuite Bathroom, Apple TV, U.S. Satellite TV, In-room Safe, iPod Docking Station, Mosquito Netting, Ocean view
Bedroom 2
King Bed, A/C, Ceiling fan, Ensuite Bathroom, Apple TV, U.S. Satellite TV, In-room Safe, iPod Docking Station, Ocean view
Bedroom 3
King Bed, A/C, Ceiling fan, Ensuite Bathroom, Apple TV, U.S. Satellite TV, In-room Safe, iPod Docking Station, Ocean view
Bathroom 1
Ensuite bathroom with shower
Bathroom 2
Ensuite bathroom with shower
Bathroom 3
Ensuite bathroom with shower
Half Bathroom
half bathroom
Kitchen
BBQ, Blender, Juicer, Microwave, Nespresso Coffee Machine Well Equipped. Open floor plan with living room and dining room. Large center island with breakfast bar seating for four.
Living Room
Open floor plan with dining room and kitchen, opens to terrace and beautiful ocean views.

Availability Calendar will go here.

Amenities & Features

  • Pool
  • WIFI
  • Air Conditioning in Bedrooms
  • TV
  • 24/7 Concierge
  • Gas Grill
  • Maid Service

See All Amenities

Inquire Now About Upside

Please fill out the form to begin your inquiry and we will connect you with a seasoned villa rental specialist.

* Most of our Villas have a 7 night minimum.

Would you like to learn about protecting this trip with travel insurance ?