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Welcome to Upside, a charming vacation rental featuring a magnificent panorama of the ocean, the harbor of Lorient, and the nearby islets from its excellent Pointe Milou setting. This vacation rental is the ideal venue for sipping a refreshing cocktail while enjoying the spectacular sunsets of St. Barts. Take in the tranquil ambiance and the breeze that sweeps the surrounding native flora at this time.

Groups of friends or families vacationing abroad will enjoy the private spaces offered by the vacation rental Villa Upside, which is set over two stories. Guests may indulge in the magnificent view whenever desired due to the open-concept, contemporary living area extending to the veranda. The streamlined design, stylishly furnished with bright white walls, cozy sofas, brightly colored pillows, and dangling lights, contributes to the tranquil and calming ambiance.

Up to eight guests may be seated in the adjacent dining area, next to the well-equipped kitchen featuring a centered breakfast bar. What a treat to be able to wander in the early morning in this magical location while being refreshed by the local trade breezes... The large apertures create a wonderful sensation of being both inside and outdoors.

A few footsteps will lead you to the gorgeous veranda, where you may bask in the incredible view. With sunbeds offering the ultimate atmosphere for leisure, a wonderful swimming pool that appears to be floating in the air awaits you. With tanning spells on the patio or having a beverage near the outdoor living space on the hardwood terrace, everything is as beautiful as a dream. A barbeque for romantic late nights outside in the balmy island’s air is also available to you.

Three luxurious, air-conditioned bedrooms complete the make-up of the vacation rental Villa Upside in St. Barts, and each is tastefully decorated for your family or guests. Luxurious beds and magnificent coastal views are offered in every bedroom. King-sized beds and private bathrooms are featured throughout them all. On the main floor, there is the first room that provides access to the veranda, and two other bedrooms are located on the bottom floor.

As a sanctuary of relaxation, you'll adore the exclusive bedrooms decorated with mineral and candy color inspiration. Perfectly set to ensure a night of deep sleep following hours spent in the enjoyment of magnificent and picturesque St. Barts Island.

Bedroom 1 Master: On the main level. King-size bed, air conditioning, ceiling fan, HD-TV, Apple TV, iPod connection, safe, large dressing room. En-suite bathroom, sink, and shower. The bedroom opens onto the terrace and the pool.
Bedroom 2: On the lower level. King-size bed, air conditioning, ceiling fan, HD-TV, Apple TV, iPod connection, safe, large dressing room. En-suite bathroom, sink, and shower.
Bedroom 3: On the lower level. King-size bed, air conditioning, ceiling fan, HD-TV, Apple TV, iPod connection, safe, large dressing room. En-suite bathroom, sink, and shower.

• Fully equipped
• Bar
• Electric oven
• Gas stove
• Dishwasher
• Fridge and freezer
• Ice machine
• Microwave
• Toaster
• Filter coffee maker
• Espresso coffee machine
• Blender
• Electric fruit press
• Outside dining table for eight people on the terrace facing the view.

• Beautiful open-floor lounge areas
• It opens directly onto the terrace and the views.

• Beautiful pool 3 x 5 m
• Terrace with sun loungers, well exposed to the sun
• Gas barbecue.

• Daily maid service (except Sundays and public holidays).
• Pool maintenance
• Gardener

• Our dedicated concierge assistance 7d/7.
• Our personalized island port or airport meet & greet.
• Escort to your villa.
• Our welcome amenities on arrival.
• Check-in & Check-out
• Household linens, bath towels, beach towels.
• Preferential restaurant reservations.
• Excursion and Activities Reservations.

Villa Upside is situated in Pointe Milou St. Barts, a renowned peninsula neighborhood. You are located 5 minutes' drive from Lorient Beach. Families enjoy visiting Lorient Beach, a beautiful setting for snorkeling and swimming, and are sheltered by a reef. This beach offers shelter for a refreshing stroll in the winter months. An outstanding surfing area is thoroughly enjoyed by surfers and is located towards the left of the shore. If you want to enjoy more of a relaxing vibe, grab a cocktail and be prepared to be mesmerized by the professional surfers catching waves.

The capital of St. Barth's, Gustavia, is positioned on the island's west coast. Just a short drive from the villa, Gustavia provides a diverse range of department stores, bars, and restaurants that allow guests to luxuriate in shopping, indulge in partying, savor the local cuisine, and, for those with a curiosity about the island's past, discover some of its unique legacies.

It's impossible to avoid becoming captivated by St. Barts' splendor with its startling beaches, a plethora of luxurious stores and salons, restaurants serving exquisite cuisine, and a variety of historic landmarks displaying the island's vibrant culture.

Explore our blog Things to do in St Barts to help you plan an unforgettable vacation for you and your guest on the French-speaking island of St Barts.

Please note: Laundry is an additional cost at all villas in St Barts.


Pointe Milou ,St Barthélemy
Nearest airport Gustaf III Airport
5.4 km
Nearest beach Marigot Beach 1.8 km
Nearest restaurant Le Ti 800 meters


  • Bedroom(s): 3 ( Sleeps 6 )
    3 King with en-suite
  • Bathroom(s): 3
    3 Showers, 3 Toilets
  • General facilities: Garden View, Ice Maker, Panoramic Views, Parking, Private Terrace, Safe, Wifi
  • Indoor facilities: Air conditioning, All Bedrooms Air Conditioned, All Bedrooms En Suite, Blender, Coffee Maker, Dishwasher, Freezer, Luxury Finishes, Microwave, Safe, TV
  • Outdoor facilities: Bbq, Deck/Decking, Parking, Private Terrace, Restaurants nearby, Sea Views, Sun Loungers, Swimming pool
  • Services: Concierge Service, Daily maid service, Gardener, Linen provided, Maid service, Towels provided
  • Access: Secure parking, Stairs


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  • Concierge Service
  • Expert Advice
  • Personally Inspected Villas
- Nightly rate Weekly Min. Stay Change-over
Rate summary $ 1,143 - $ 3,215 $ 8,000 - $ 22,500 5 Nights -
Low Season 2024 #1 20-Apr-2024 - 30-Aug-2024 $ 1,143 $ 8,000 7 Nights -
Low Season 2024 #2 31-Aug-2024 - 14-Nov-2024 $ 1,143 $ 8,000 7 Nights -
Season Low & High 2024 #1 15-Nov-2024 - 22-Nov-2024 $ 1,143 $ 8,000 7 Nights -
Thanksgiving 2024 23-Nov-2024 - 29-Nov-2024 $ 1,143 $ 8,000 7 Nights -
Season Low & High 2024 #2 30-Nov-2024 - 14-Dec-2024 $ 1,143 $ 8,000 7 Nights -
Season Low & High 2024 #3 15-Dec-2024 - 18-Dec-2024 $ 1,143 $ 8,000 7 Nights -
Christmas Week 2024 19-Dec-2024 - 25-Dec-2024 $ 3,215 $ 22,500 14 Nights -
New Year's Week 2025 26-Dec-2024 - 10-Jan-2025 $ 3,215 $ 22,500 14 Nights -
High Season 2025 #1 11-Jan-2025 - 11-Mar-2025 $ 1,429 $ 10,000 7 Nights -
Bucket Regatta 2025 12-Mar-2025 - 18-Mar-2025 $ 1,429 $ 10,000 7 Nights -
High Season 2025 #2 19-Mar-2025 - 11-Apr-2025 $ 1,429 $ 10,000 7 Nights -
Les Voiles de St Barth 2025 12-Apr-2025 - 19-Apr-2025 $ 1,429 $ 10,000 7 Nights -
Low Season 2025 #1 20-Apr-2025 - 30-Aug-2025 $ 1,143 $ 8,000 7 Nights -
Low Season #2 31-Aug-2025 - 14-Nov-2025 $ 1,143 $ 8,000 5 Nights -
Season Low & High #1 15-Nov-2025 - 21-Nov-2025 $ 1,143 $ 8,000 7 Nights -
Thanksgiving 22-Nov-2025 - 28-Nov-2025 $ 1,143 $ 8,000 7 Nights -
Season Low & High #2 29-Nov-2025 - 14-Dec-2025 $ 1,143 $ 8,000 7 Nights -
Season Low & High #3 15-Dec-2025 - 18-Dec-2025 $ 1,143 $ 8,000 7 Nights -
Christmas Week 19-Dec-2025 - 26-Dec-2025 $ 3,215 $ 22,500 14 Nights -
New Year's Week 27-Dec-2025 - 10-Jan-2026 $ 3,215 $ 22,500 14 Nights -
High Season 2024 #1 11-Jan-2026 - 16-Mar-2026 $ 1,429 $ 10,000 7 Nights -
High Season 2024 #1 11-Jan-2026 - 08-Mar-2026 $ 1,429 $ 10,000 7 Nights -
Bucket Regatta 2024 09-Mar-2026 - 15-Mar-2026 $ 1,429 $ 10,000 7 Nights -
High Season 2026 #2 16-Mar-2026 - 14-Apr-2026 $ 1,429 $ 10,000 7 Nights -

Additional Information


  • Tax: 5%
  • Service charge: 10%


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Thais Tirloni

Our team know each destination and every villa we feature.

We also offer a personalized and fully complimentary concierge service so every part of your trip will be taken care of ensuring you have a hassle free vacation.

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    • Type: Villa Suite
    • Sleeps: 6
    • Bedroom(s): 3
    • Bathroom(s): 3
    • Board: Catered
    • Long term rentals: No
    • Pets: No
    • Children: Yes, with restrictions
    • Wheelchair: No
    • Eldery or infirm: Not suitable
    • Holiday type: Family, Sea Views