Upside, St Barts
Grand Total
$0
Starting At
$857.14 / Nt
Please select travel dates and bedrooms
Grand Total
$0
0 Points
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Upside

PREFERRED
Pointe Milou, St Barts
‎(6 reviews)
3 BEDROOMS
3 King
3 BATHROOMS
3 En-suite
6 GUESTS
15 years years and above

The scenery of Pointe Milou, on St. Barts, is known for being inspiring and stunning. However, the design of the Villa Upside on St Barts somehow manages to enhance the already fabulous views. The three-bedroom villa is set atop a hill and features an impressive terrace and infinity pool that put guests directly into the amazing views and settings.

Fregate Island will greet visitors each day, and whether they are enjoying it while taking a swim in the elegant pool or from the many lounge, dining, and vantage points, it will never cease to inspire. The open floor plan and the enormous walls of glass that accent all areas of this villa also guarantee that a sense of the outdoors is always present.

The large indoor living area is adjacent to the luxurious gourmet kitchen that features everything from an espresso machine to a dishwasher. Al fresco dining is possible, thanks to the open floor plan, and a separate terrace with gas barbecue supplies guests with the truly ultimate in relaxed and casual dining. The breakfast bar is great for completely relaxed morning coffee or even for a casual cocktail in the evenings.

The Villa Upside is split between two levels. Two of the large and luxurious bedrooms are on a lower level and enjoy large en suite bathrooms, satellite TV, and wonderful ocean views. A third bedroom is on the main floor and also features a lovely sea view and is designed with a king sized bed. The entire villa has Wi-Fi, and the living room features a full array of electronics suited for entertainment.

Though the villa is close to several popular shopping and dining areas, and just moments from Lorient Beach, you may find it hard to tear yourself away from this location. Offering a family or a small group the most private and yet full-featured accommodation, it is the perfect place to experience St. Barts.

Clarita F. Jan, 2023

The Villa was in great shape and had everything we needed. We had excellent service from the concierges as well.


Denise C. Nov, 2021

This villa was amazing. From the decor to the views!! We loved it. Only thing would be to heat the pool. It was chilly at times and we didn’t use it as much because of this.

Great service and very nice.


Adam D. Feb, 2020

Very comfortable. Everything I needed.


Robert M. Mar, 2017

We found this villa to be beyond our expectations. The view was stellar and the sunsets were spectacular! We were happy that there was umbrellas, beach chairs, and snorkel equipment available for our use. The villa is located in a fairly built up area, but we still felt it was private enough to "skinny dip" in the very nice infinity pool. The kitchen was very well equipped and easy to use.

Source: HomeAway/VRBO

Candice L. May, 2016

Everything about our stay was perfect! The villa is gorgeous and the layout is ideal--we didn't need the downstairs so the master and upper floor is perfect for a couple. The view is the best on the island. So peaceful but not isolated. We WILL be back!! Our greeter Clement gave us some great tios and refreshed our memory of the island so we knew exactly where we wanted to go and how to find anything we needed.

Source: HomeAway/VRBO

Barbara H Apr, 2013

Very comfortable. Has everything you might need. Amazing views!


Bedroom 1: Main floor bedroom with a king-size bed, ceiling fan, A/C, TV, WiFi, safe, sea view, access to the pool, and en-suite bathroom with shower, vanity and WC. 2 guests maximum.

Bedroom 2: Lower floor bedroom with a king-size bed, ceiling fan, A/C, TV, WiFi, safe, sea view, and en-suite bathroom with shower, vanity and WC. 2 guests maximum.

Bedroom 3: Lower floor bedroom with a king-size bed, ceiling fan, A/C, TV, WiFi, safe, sea view, and en-suite bathroom with shower, vanity and WC. 2 guests maximum.

Interior Access Bedrooms: 3

  • Air Conditioning - Bedrooms
  • Blender
  • Coffee Maker
  • Coffee Maker (Espresso/Nespresso)
  • Dishwasher
  • DVD Player
  • Internet
  • iPod Dock
  • Iron
  • Microwave
  • Outdoor Grill - Gas
  • Safe
  • TV - Flat-Screen
  • TV - Satellite
  • TV - Satellite (France)
  • TV - Satellite (United States)
  • View - Ocean/Sea
  • Voltage - 220
  • WiFi
  • Housekeeper(s)
  • Pool Person
Housekeeping: Daily maid service except Sundays & holidays
SEASON BEDROOMS DAILY WEEKLY
2024 Aug 31 to Nov 15 August 31, 2024 - November 15, 2024 (5 night minimum)
1 $857.14 $6,000.00
2 $1,000.00 $7,000.00
3 $1,142.86 $8,000.00
2024 Nov 15 to Nov 23 November 15, 2024 - November 23, 2024 (7 night minimum)
1 $857.14 $6,000.00
2 $1,000.00 $7,000.00
3 $1,142.86 $8,000.00
2024 Nov 23 to Nov 30 November 23, 2024 - November 30, 2024 (7 night minimum)
1 $857.14 $6,000.00
2 $1,000.00 $7,000.00
3 $1,142.86 $8,000.00
2024 Nov 30 to Dec 15 November 30, 2024 - December 15, 2024 (7 night minimum)
1 $857.14 $6,000.00
2 $1,000.00 $7,000.00
3 $1,142.86 $8,000.00
2024 Dec 15 to Dec 19 December 15, 2024 - December 19, 2024 (7 night minimum)
1 $857.14 $6,000.00
2 $1,000.00 $7,000.00
3 $1,142.86 $8,000.00
2024 Dec 19 to Dec 26 December 19, 2024 - December 26, 2024 (7 night minimum)
1 $3,214.29 $22,500.00
2 $3,214.29 $22,500.00
3 $3,214.29 $22,500.00
2024 Dec 26 to 2025 Jan 11 December 26, 2024 - January 11, 2025 (14 night minimum)
1 $3,214.29 $22,500.00
2 $3,214.29 $22,500.00
3 $3,214.29 $22,500.00
2025 Jan 11 to Mar 12 January 11, 2025 - March 12, 2025 (7 night minimum)
1 $1,142.86 $8,000.00
2 $1,285.71 $9,000.00
3 $1,428.57 $10,000.00
2025 Mar 12 to Mar 19 March 12, 2025 - March 19, 2025 (7 night minimum)
1 $1,142.86 $8,000.00
2 $1,285.71 $9,000.00
3 $1,428.57 $10,000.00
2025 Mar 19 to Apr 15 March 19, 2025 - April 15, 2025 (7 night minimum)
1 $1,142.86 $8,000.00
2 $1,285.71 $9,000.00
3 $1,428.57 $10,000.00
2025 Apr 15 to Aug 31 April 15, 2025 - August 31, 2025 (5 night minimum)
1 $857.14 $6,000.00
2 $1,000.00 $7,000.00
3 $1,142.86 $8,000.00
2025 Aug 31 to Nov 15 August 31, 2025 - November 15, 2025 (5 night minimum)
1 $857.14 $6,000.00
2 $1,000.00 $7,000.00
3 $1,142.86 $8,000.00
2025 Nov 15 to Nov 22 November 15, 2025 - November 22, 2025 (7 night minimum)
1 $857.14 $6,000.00
2 $1,000.00 $7,000.00
3 $1,142.86 $8,000.00
2025 Nov 22 to Nov 29 November 22, 2025 - November 29, 2025 (7 night minimum)
1 $857.14 $6,000.00
2 $1,000.00 $7,000.00
3 $1,142.86 $8,000.00
2025 Nov 29 to Dec 15 November 29, 2025 - December 15, 2025 (7 night minimum)
1 $857.14 $6,000.00
2 $1,000.00 $7,000.00
3 $1,142.86 $8,000.00
2025 Dec 15 to Dec 19 December 15, 2025 - December 19, 2025 (7 night minimum)
1 $857.14 $6,000.00
2 $1,000.00 $7,000.00
3 $1,142.86 $8,000.00
2025 Dec 19 to Dec 27 December 19, 2025 - December 27, 2025 (7 night minimum)
1 $3,214.29 $22,500.00
2 $3,214.29 $22,500.00
3 $3,214.29 $22,500.00
2025 Dec 27 to 2026 Jan 11 December 27, 2025 - January 11, 2026 (7 night minimum)
1 $3,214.29 $22,500.00
2 $3,214.29 $22,500.00
3 $3,214.29 $22,500.00
2026 Jan 11 to Mar 9 January 11, 2026 - March 9, 2026 (7 night minimum)
1 $1,142.86 $8,000.00
2 $1,285.71 $9,000.00
3 $1,428.57 $10,000.00
2026 Mar 9 to Mar 16 March 9, 2026 - March 16, 2026 (7 night minimum)
1 $1,142.86 $8,000.00
2 $1,285.71 $9,000.00
3 $1,428.57 $10,000.00
2026 Mar 16 to Apr 15 March 16, 2026 - April 15, 2026 (7 night minimum)
1 $1,142.86 $8,000.00
2 $1,285.71 $9,000.00
3 $1,428.57 $10,000.00
2026 Apr 15 to Apr 20 April 15, 2026 - April 20, 2026 (5 night minimum)
1 $857.14 $6,000.00
2 $1,000.00 $7,000.00
3 $1,142.86 $8,000.00
2026 Apr 20 to Aug 31 April 20, 2026 - August 31, 2026 (5 night minimum)
1 $857.14 $6,000.00
2 $1,000.00 $7,000.00
3 $1,142.86 $8,000.00
2024 Aug 31 to Nov 15 August 31, 2024 - November 15, 2024 (5 night minimum)
Bedrooms: 1
Daily: $857.14
Weekly: $6,000.00
Bedrooms: 2
Daily: $1,000.00
Weekly: $7,000.00
Bedrooms: 3
Daily: $1,142.86
Weekly: $8,000.00
2024 Nov 15 to Nov 23 November 15, 2024 - November 23, 2024 (7 night minimum)
Bedrooms: 1
Daily: $857.14
Weekly: $6,000.00
Bedrooms: 2
Daily: $1,000.00
Weekly: $7,000.00
Bedrooms: 3
Daily: $1,142.86
Weekly: $8,000.00
2024 Nov 23 to Nov 30 November 23, 2024 - November 30, 2024 (7 night minimum)
Bedrooms: 1
Daily: $857.14
Weekly: $6,000.00
Bedrooms: 2
Daily: $1,000.00
Weekly: $7,000.00
Bedrooms: 3
Daily: $1,142.86
Weekly: $8,000.00
2024 Nov 30 to Dec 15 November 30, 2024 - December 15, 2024 (7 night minimum)
Bedrooms: 1
Daily: $857.14
Weekly: $6,000.00
Bedrooms: 2
Daily: $1,000.00
Weekly: $7,000.00
Bedrooms: 3
Daily: $1,142.86
Weekly: $8,000.00
2024 Dec 15 to Dec 19 December 15, 2024 - December 19, 2024 (7 night minimum)
Bedrooms: 1
Daily: $857.14
Weekly: $6,000.00
Bedrooms: 2
Daily: $1,000.00
Weekly: $7,000.00
Bedrooms: 3
Daily: $1,142.86
Weekly: $8,000.00
2024 Dec 19 to Dec 26 December 19, 2024 - December 26, 2024 (7 night minimum)
Bedrooms: 1
Daily: $3,214.29
Weekly: $22,500.00
Bedrooms: 2
Daily: $3,214.29
Weekly: $22,500.00
Bedrooms: 3
Daily: $3,214.29
Weekly: $22,500.00
2024 Dec 26 to 2025 Jan 11 December 26, 2024 - January 11, 2025 (14 night minimum)
Bedrooms: 1
Daily: $3,214.29
Weekly: $22,500.00
Bedrooms: 2
Daily: $3,214.29
Weekly: $22,500.00
Bedrooms: 3
Daily: $3,214.29
Weekly: $22,500.00
2025 Jan 11 to Mar 12 January 11, 2025 - March 12, 2025 (7 night minimum)
Bedrooms: 1
Daily: $1,142.86
Weekly: $8,000.00
Bedrooms: 2
Daily: $1,285.71
Weekly: $9,000.00
Bedrooms: 3
Daily: $1,428.57
Weekly: $10,000.00
2025 Mar 12 to Mar 19 March 12, 2025 - March 19, 2025 (7 night minimum)
Bedrooms: 1
Daily: $1,142.86
Weekly: $8,000.00
Bedrooms: 2
Daily: $1,285.71
Weekly: $9,000.00
Bedrooms: 3
Daily: $1,428.57
Weekly: $10,000.00
2025 Mar 19 to Apr 15 March 19, 2025 - April 15, 2025 (7 night minimum)
Bedrooms: 1
Daily: $1,142.86
Weekly: $8,000.00
Bedrooms: 2
Daily: $1,285.71
Weekly: $9,000.00
Bedrooms: 3
Daily: $1,428.57
Weekly: $10,000.00
2025 Apr 15 to Aug 31 April 15, 2025 - August 31, 2025 (5 night minimum)
Bedrooms: 1
Daily: $857.14
Weekly: $6,000.00
Bedrooms: 2
Daily: $1,000.00
Weekly: $7,000.00
Bedrooms: 3
Daily: $1,142.86
Weekly: $8,000.00
2025 Aug 31 to Nov 15 August 31, 2025 - November 15, 2025 (5 night minimum)
Bedrooms: 1
Daily: $857.14
Weekly: $6,000.00
Bedrooms: 2
Daily: $1,000.00
Weekly: $7,000.00
Bedrooms: 3
Daily: $1,142.86
Weekly: $8,000.00
2025 Nov 15 to Nov 22 November 15, 2025 - November 22, 2025 (7 night minimum)
Bedrooms: 1
Daily: $857.14
Weekly: $6,000.00
Bedrooms: 2
Daily: $1,000.00
Weekly: $7,000.00
Bedrooms: 3
Daily: $1,142.86
Weekly: $8,000.00
2025 Nov 22 to Nov 29 November 22, 2025 - November 29, 2025 (7 night minimum)
Bedrooms: 1
Daily: $857.14
Weekly: $6,000.00
Bedrooms: 2
Daily: $1,000.00
Weekly: $7,000.00
Bedrooms: 3
Daily: $1,142.86
Weekly: $8,000.00
2025 Nov 29 to Dec 15 November 29, 2025 - December 15, 2025 (7 night minimum)
Bedrooms: 1
Daily: $857.14
Weekly: $6,000.00
Bedrooms: 2
Daily: $1,000.00
Weekly: $7,000.00
Bedrooms: 3
Daily: $1,142.86
Weekly: $8,000.00
2025 Dec 15 to Dec 19 December 15, 2025 - December 19, 2025 (7 night minimum)
Bedrooms: 1
Daily: $857.14
Weekly: $6,000.00
Bedrooms: 2
Daily: $1,000.00
Weekly: $7,000.00
Bedrooms: 3
Daily: $1,142.86
Weekly: $8,000.00
2025 Dec 19 to Dec 27 December 19, 2025 - December 27, 2025 (7 night minimum)
Bedrooms: 1
Daily: $3,214.29
Weekly: $22,500.00
Bedrooms: 2
Daily: $3,214.29
Weekly: $22,500.00
Bedrooms: 3
Daily: $3,214.29
Weekly: $22,500.00
2025 Dec 27 to 2026 Jan 11 December 27, 2025 - January 11, 2026 (7 night minimum)
Bedrooms: 1
Daily: $3,214.29
Weekly: $22,500.00
Bedrooms: 2
Daily: $3,214.29
Weekly: $22,500.00
Bedrooms: 3
Daily: $3,214.29
Weekly: $22,500.00
2026 Jan 11 to Mar 9 January 11, 2026 - March 9, 2026 (7 night minimum)
Bedrooms: 1
Daily: $1,142.86
Weekly: $8,000.00
Bedrooms: 2
Daily: $1,285.71
Weekly: $9,000.00
Bedrooms: 3
Daily: $1,428.57
Weekly: $10,000.00
2026 Mar 9 to Mar 16 March 9, 2026 - March 16, 2026 (7 night minimum)
Bedrooms: 1
Daily: $1,142.86
Weekly: $8,000.00
Bedrooms: 2
Daily: $1,285.71
Weekly: $9,000.00
Bedrooms: 3
Daily: $1,428.57
Weekly: $10,000.00
2026 Mar 16 to Apr 15 March 16, 2026 - April 15, 2026 (7 night minimum)
Bedrooms: 1
Daily: $1,142.86
Weekly: $8,000.00
Bedrooms: 2
Daily: $1,285.71
Weekly: $9,000.00
Bedrooms: 3
Daily: $1,428.57
Weekly: $10,000.00
2026 Apr 15 to Apr 20 April 15, 2026 - April 20, 2026 (5 night minimum)
Bedrooms: 1
Daily: $857.14
Weekly: $6,000.00
Bedrooms: 2
Daily: $1,000.00
Weekly: $7,000.00
Bedrooms: 3
Daily: $1,142.86
Weekly: $8,000.00
2026 Apr 20 to Aug 31 April 20, 2026 - August 31, 2026 (5 night minimum)
Bedrooms: 1
Daily: $857.14
Weekly: $6,000.00
Bedrooms: 2
Daily: $1,000.00
Weekly: $7,000.00
Bedrooms: 3
Daily: $1,142.86
Weekly: $8,000.00

Rates based on 6 guests.

Note: The rates above are subject to 15% Tax/Service Charge.
Payments accepted in US Dollars, Canadian Dollars, Euros, British Pound, Swiss Franc, Australian Dollars, New Zealand Dollars.
Major credit cards accepted in US Dollars.
Rates are subject to change without prior notice.

  • Reservation deposit is 30%. Full balance is due 90 days prior to arrival.
  • Holiday/Festive Booking Condition: 50% deposit required. Balance due by September 1st.
  • Cancellation Policy: All payments are nonrefundable.
  • Check In / Check Out: 4pm / 11am
  • Damage Deposit: US $1000
  • Restricted to age 15 years and above
  • Pets allowed with permission
  • No Smoking
  • Housekeeping: Daily maid service except Sundays & holidays
  • Airport meet and greet with escort
  • All payments are nonrefundable
  • Provisions and groceries are not included
  • Rates are set in US Dollars. Prices in other currencies may fluctuate.
  • Villa orientation

Once a vacation home is selected, the pampered adventure begins. Our concierge team will assist with creating a magical and immersive vacation experience. Our services include

While available for advanced requests, the concierge team connects with guests 30 days prior to arrival to coordinate arrivals and to reserve desired services and experiences. Guests with scheduled Christmas/New Year stays will be contacted 90 days prior to arrival.

Advice, Answers and Tips
Explore our support articles for answers to your questions
Common Questions
Do we share the villa? click to close
No. You will not share the villa with another party. The villa is exclusively yours. If a larger villa offers a lower bedroom rate category, the villa will remain exclusively yours but the unrented bedrooms will be locked off.
For example, a 5 bedroom villa that offers a 3 bedroom rate will be the exclusive use of the guest but two bedrooms and their en-suite bathrooms will be locked off. Capacity is capped at 2 guests per bedroom.
Are we protected from fraud? click to open
Yes. St. Barts Blue stands behind you throughout your entire vacation. Unlike other companies, each property we offer has been hand picked to ensure that our standards are met. All property managers are vetted and payments are required to be held in escrow. Our primary obligation is to ensure your satisfaction and to have an exceptionally memorable vacation.
Can you explain the reservation process? click to open
Once a reservation request is received, St. Barts Blue will request a contract from the property manager for your dates of interest. Once the dates are confirmed and contract is received from the property manager, a payment will be required to confirm your reservation.
Once a reservation is confirmed, a concierge will welcome you to the planning stages of your vacation to assist with arrival logistics, rental cars, transfers, and a host of concierge services.
Can we arrange an early check in? click to open
Early check in may be possible but is at the sole discretion of the property manager. Early check in permission may not be granted until 24 hours prior to arrival.
Can we arrange a late check out? click to open
A late check out is rarely granted due to the turnover needs of a villa. A late check out may only be granted 24 hours prior to your departure from the property and only when there is no check in scheduled on the day of your check out. If a late check out is urgently needed please contact us.
Are transfers to the property included? click to open
Select villas may include a one way or roundtrip airport transfer while others may provide an escort or meeting point. Arrival logistics will be handled by your dedicated concierge as well as other concierge needs. The property's transfer policy will be listed under the Policies section.
What to expect upon arrival? click to open
In general, a villa orientation will be provided along with a key turnover. During the orientation, information and instructions for the property will be provided. Emergency contact information will be provided. We are available 7 days a week to assist with any urgent needs.
The arrival procedures due vary from villa to villa, select villas may include welcome provisioning while other properties will provide basic arrival information.
What is the cancellation policy? click to open
Since these vacation homes are one of a kind properties, the cancellation policy is strict. We highly recommend considering trip/travel insurance to protect against any unexpected cancellations or issues that may arise.
For more details, please visit Travel Protection
What happens if the property becomes unavailable after I reserve? click to open
In the unlikely event, the rented property becomes unavailable due to a major issue that may affect a guest's experience or a transfer of ownership, St. Barts Blue will coordinate with the property manager to find an alternate property of equal or superior standard that is subject to the guest's approval. If an alternate property is not acceptable to the guest, the guest will receive a full refund.
Do you accept credit cards (American Express, Mastercard, or Visa)? click to open
Yes, we accept all major credit cards. American Express, Visa, Mastercard and Discover are accepted. Please note that credit card charges may be subject to additional fees. There are no fees with payment by wire transfer or check.
In the near future, we expect to accept a greater variety of payment methods and currencies via Stripe.
Is housekeeping included? click to open
Housekeeping tends to be a standard among vacation homes but the frequency may vary greatly depending on the property manager’s standards. Most properties will offer daily housekeeping (except Sunday and holidays) while other villas may only provide a mid-week cleaning. Please refer to the Staff section to learn about the housekeeping frequency of the property.
Are towels and linens provided? click to open
Yes. The property will provide bath and pool towels along with linens. Towels and linens will be refreshed as needed.
Are toiletries and tissues provided? click to open
A property may supply an initial supply of soap, shampoo, toilet paper and paper towels but replenishment of supplies once exhausted may be the responsibility of the guest. Each property varies in their handling of toiletries and paper products.
Is a hair dryer available? click to open
A hair dryer should be available at the property. Upon arrival, please check the bathrooms or closet. Typically, a hair dryer is included in each bathroom.
Is an iron included? click to open
Typically yes, irons tend to be standard equipment for vacation homes. Please ask the property representative upon orientation for the location of the iron.
PROMOTIONS

  • Book a 5-night stay or longer with a minimum weekly rate of US$ 7000 or more, and enjoy a Kia Picanto complimentary rental car.

    Terms and Conditions:
    Promotion valid for new bookings made between September 1, 2024, and October 31, 2024.
    Not valid for Festive dates.
    Credit is non-transferable and has no cash value.
    Upgrade to other vehicles for an additional charge.
    Services are subject to availability and must be booked in advance.
    Other terms and conditions may apply.

    Indulge in a luxurious escape with our St. Barts Promotion and make your stay unforgettable!


    Blackout Dates: December 19, 2024 - January 11, 2025
    Offer ends: October 31, 2024

    Guest is responsible for gas, taxes and insurance | Offer includes only the base rate of rental car | Upgrades available for an additional charge | Offer cannot be combined with other offers | Offer based on availability | Minimum night stay required | Non-transferrable | No cash value | Guest is responsible for price difference on upgraded models | Guest is liable for damages, theft or injury resulting from use of rental car | Rental car must be reserved and coordinated by the concierge | Guest is responsible for ensuring adequate insurance coverage
(Updated Daily)
Date Unavailable Availability calendar may not reflect up to date reservation information.
Availability subject to change.

Location, Directions & Nearby Villas

What's Nearby?
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WHAT OUR GUESTS ARE SAYING

"I wanted to drop you a quick note to let you know that our trip was great. You were right about the Villa Sky Vista. It really was great and was much better than Wastra. Thanks for suggesting and working with us to arrange everything. I look forward to working with you in the future. "
Joe H
Sky Vista (JPC)
READ MORE TESTIMONIALS