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St. Barts, Pointe Milou

Upside Villa | 3 BRs

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To see a quote for this villa, enter your dates and number of guests.
Rates shown in

Description

St. Barts villa expert Jean

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.

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.

Rates

Quick Quote

Dates People Nightly Weekly
Dec 19, 2024 to Dec 25, 2024
14 Night Minimum
1-6 people
Christmas
$3,214 USD $22,500 USD
Dec 26, 2024 to Jan 10, 2025
14 Night Minimum
1-6 people
New Year
$3,214 USD $22,500 USD
Jan 11, 2025 to Mar 11, 2025
7 Night Minimum
1-2 people $1,143 USD $8,000 USD
3-4 people $1,286 USD $9,000 USD
5-6 people $1,429 USD $10,000 USD
Mar 12, 2025 to Mar 18, 2025
7 Night Minimum
1-2 people
Bucket Regatta 2025
$1,143 USD $8,000 USD
3-4 people
Bucket Regatta 2025
$1,286 USD $9,000 USD
5-6 people
Bucket Regatta 2025
$1,429 USD $10,000 USD
Mar 19, 2025 to Apr 14, 2025
7 Night Minimum
1-2 people $1,143 USD $8,000 USD
3-4 people $1,286 USD $9,000 USD
5-6 people $1,429 USD $10,000 USD
Apr 15, 2025 to Aug 30, 2025
7 Night Minimum
1-2 people $857 USD $6,000 USD
3-4 people $1,000 USD $7,000 USD
5-6 people $1,143 USD $8,000 USD
Aug 31, 2025 to Nov 14, 2025
7 Night Minimum
1-2 people $857 USD $6,000 USD
3-4 people $1,000 USD $7,000 USD
5-6 people $1,143 USD $8,000 USD
Nov 15, 2025 to Nov 21, 2025
7 Night Minimum
1-2 people $857 USD $6,000 USD
3-4 people $1,000 USD $7,000 USD
5-6 people $1,143 USD $8,000 USD
Nov 22, 2025 to Nov 28, 2025
7 Night Minimum
1-2 people
Thanksgiving
$857 USD $6,000 USD
3-4 people
Thanksgiving
$1,000 USD $7,000 USD
5-6 people
Thanksgiving
$1,143 USD $8,000 USD
Nov 29, 2025 to Dec 14, 2025
7 Night Minimum
1-2 people $857 USD $6,000 USD
3-4 people $1,000 USD $7,000 USD
5-6 people $1,143 USD $8,000 USD
Dec 15, 2025 to Dec 18, 2025
7 Night Minimum
1-2 people $857 USD $6,000 USD
3-4 people $1,000 USD $7,000 USD
5-6 people $1,143 USD $8,000 USD
Dec 19, 2025 to Dec 26, 2025
14 Night Minimum
1-6 people
Christmas
$3,214 USD $22,500 USD
Dec 27, 2025 to Jan 10, 2026
14 Night Minimum
1-6 people
New Year
$3,214 USD $22,500 USD
Jan 11, 2026 to Mar 8, 2026
7 Night Minimum
1-2 people $1,143 USD $8,000 USD
3-4 people $1,286 USD $9,000 USD
5-6 people $1,429 USD $10,000 USD
Mar 9, 2026 to Mar 15, 2026
7 Night Minimum
1-2 people
Bucket Regatta 2026
$1,143 USD $8,000 USD
3-4 people
Bucket Regatta 2026
$1,286 USD $9,000 USD
5-6 people
Bucket Regatta 2026
$1,429 USD $10,000 USD
Mar 16, 2026 to Apr 14, 2026
7 Night Minimum
1-2 people $1,143 USD $8,000 USD
3-4 people $1,286 USD $9,000 USD
5-6 people $1,429 USD $10,000 USD
Rates shown in

Notes on Rates:

  • Rates range from $714 to $2,857/night.
  • 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.
  • Holiday bookings may require longer stays or whole house rate.

Personal Concierge Services

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

Details

Beds & Baths

Main House

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

Staff

  • 1 Housekeeper: Off Sunday and holidays
  • 1 Poolman

Features

Interior

  • Blender
  • Cable TV
  • Coffee Maker Nespresso
  • Contemporary Furnishings
  • Docking Station
  • DVD Player
  • French Satellite
  • Internet Access/WiFi
  • Microwave
  • Oven/Stove
  • Safe
  • Telephone
  • Television
  • Toaster
  • U.S. Satellite

Exterior

  • BBQ Outside (Gas)
  • Beach Chairs
  • Beach Towels
  • Beach Umbrellas
  • Cooler
  • Pool Shower
Check In 15:00:00
Check Out 11:00:00
Pool pool size 18 ft. x 12 ft., Infinity
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.

Calendar

Reviews

5.00/2

star star star star star
(2 reviews)

100% traveler satisfaction

Fabulous!

star star star star star

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

star star star star star

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