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St. Barts villa expert

Know Before You Go...

This modern, three bedroom home has a chic and sleek design. All of the rooms have large, wall size windows allowing every guest to have the perfect view. The deck at the back of the house has a large dining area as well as lounge chairs that overlook the pool and ocean. The infinity pool is quite refreshing and truly looks like it is pouring straight into the turquoise waters of the ocean. Upside Villa is a great place to relax and recharge your batteries as you enjoy your Caribbean vacation.

Shawna , 214-350-6220 x9102

Breathtaking ocean view over Pointe Milou and St Marteen!

Villa Up Side, is a 3-bedroom villa located in Pointe Milou within minutes of the beach and shopping. Up Side is majestically seated above the Christopher Hotel and overlooks Pointe Milou Bay.

From the parking area, 2 flights of stairs lead up to the main living area with a dramatic ocean view. The contemporary living room offers comfortable seating facing the view and pool deck, which is furnished with sunbeds.

The well-equipped kitchen opens to the pool area, and offers a breakfast bar, which seats 4 guests. In front of the breakfast bar is a dining table with seating for 8 guests.

The focal point is a small infinity pool, which is perched on the edge of the deck, and seems suspended in air. The deck wraps around the villa, allowing private seating off the kitchen side of the house, which also serves as a grill area.

The master bedroom, located just off the living room, has a king-size bed. On the lower level are 2 bedrooms, which can be accessed from the main stairway outside and indoor stairs. One bedroom has a queen-size bed, while the other has twin beds, which can be made into a queen-size bed. All bedrooms have an ensuite bathroom with shower.

This villa is suitable for children, ages 12 and older.

Quick Quote

Dates People Nightly
Apr 15, 2020 to Nov 20, 2020
5 Night Minimum
1-2 people $571 USD
3-4 people $714 USD
5-6 people $857 USD
Nov 21, 2020 to Nov 27, 2020
7 Night Minimum
Thanksgiving
1-6 people
$857 USD
Nov 28, 2020 to Dec 14, 2020
5 Night Minimum
1-2 people $571 USD
3-4 people $714 USD
5-6 people $857 USD
Dec 15, 2020 to Jan 5, 2021
14 Night Minimum
Christmas
1-6 people
$2,571 USD
Jan 6, 2021 to Apr 14, 2021
5 Night Minimum
1-2 people $857 USD
3-4 people $1,000 USD
5-6 people $1,143 USD
Apr 15, 2021 to Nov 19, 2021
5 Night Minimum
1-2 people $571 USD
3-4 people $714 USD
5-6 people $857 USD
Nov 20, 2021 to Nov 26, 2021
7 Night Minimum
Thanksgiving
1-6 people
$857 USD
Nov 27, 2021 to Dec 14, 2021
5 Night Minimum
1-2 people $571 USD
3-4 people $714 USD
5-6 people $857 USD

Notes on Rates:

  • All rental rates are based on two persons per bedroom.
  • This property charges rates in US Dollars (USD).
  • Rates do not include: tax of 5%, island charges of 10%.
  • Rates are subject to change.
Rates shown in

Choosing the right villa is just the first step in creating the perfect vacation experience. We help you plan every element of your villa vacation, from rental cars to spa treatments, completely personalized to you.

  • grocery provisioning
  • car rental
  • spa services
  • chef/cook services
  • butler service
  • restaurant reservations
  • activities and sightseeing
  • ferry/airport transfers
  • laundry service

    Beds & Baths

    Main House

    • Bedroom 1: Main Level
      • 1 King, Air Conditioning, TV, Cable/Satellite, Safe, DVD Player, Ocean View
      • Ensuite Full Bath with Shower
    • Bedroom 2: Lower Level
      • 1 Queen, Air Conditioning, TV, Cable/Satellite, Safe, DVD Player, Ocean View
      • Ensuite Full Bath with Shower
    • Bedroom 3: Lower Level
      • 1 Queen/Twin, Air Conditioning, TV, Cable/Satellite, Safe, DVD Player, Ocean View
      • Ensuite Full Bath with Shower

Staff

  • 1 Housekeeper: Off Sunday and holidays
  • 1 Poolman

Features

  • BBQ Outside (Gas)
  • Beach Chairs
  • Beach Towels
  • Beach Umbrellas
  • Blender
  • Cable TV
  • CD Player
  • Coffee Maker Nespresso
  • Contemporary Furnishings
  • Cooler
  • Docking Station
  • DVD Player
  • Family
  • French Satellite
  • Great Views
  • Internet Access/WiFi
  • Microwave
  • Oven/Stove
  • Pool Shower
  • Safe
  • Staff Favorites
  • Telephone
  • Television
  • Toaster
  • U.S. Satellite
Pool pool size 18 ft. x 12 ft., Infinity
Air Conditioning A/C in bedrooms
Location Pointe Milou, St. Barts
Built 2012
Beach Short drive to Lorient beach!
Groceries 10 minutes by car
Restaurants 10 minutes by car
Transfers Your personal concierge will greet you at the airport or ferry dock on arrival, assist you with picking up your rental car and will guide you to the villa where you will receive an orientation. Departure transfers not included.
Children Welcome - 15 years and older, please.
Additional Car rental, private chef, butler, server, grocery and beverage shopping (pre-arrival and during your stay), liquor and wine delivery, nanny service, baby equipment, spa services, yoga and personal training, photography, and private airport transfer/car service can be arranged for an additional fee.
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Rating (5.00 out of 5)
Traveler Satisfaction 100% Traveler Satisfaction
# of Reviews 2 for Upside Villa

Fabulous!

Upside Villa, St. Barts villa review

We have stayed at Upside Villa twice! We LOVE Pointe Milou, LOVE the decor of the villa, LOVE the pool… love love love everything about Upside. We have had small issues with door locks and water pressure, but the management works hard to fix issues if you have them. We highly recommend this villa. Anyone who stays here will have a blast! Thanks, Shawna, for easy booking and pre-stocking the fridge!

Posted by Mary C

Upside Villa

Upside Villa, St. Barts villa review

Upside is a beautifully-refurbished villa in Pointe Milou. The Villa is very well-appointed and has a great view from all rooms. The only negative was that construction is going on nearby and the machinery is LOUD. Point Milou itself is fairly dense with villas. Although not a problem in the off-season, I suspect in High season it could be pretty busy. We are used to staying in Colombier which is much quieter.

We’ve booked through Where to Stay for several years now, and have always had a great experience.

Posted by Dorie And Charley A