Like Sinatra himself, the living spaces of Villa My Way are cool, classy, and smooth. A clean and luxurious design gives way to superb ocean views, while unique touches inside like a grand piano in the living room and customized high-end furnishings give the home some retro charms. The pared-back living room is sleek in contemporary grays and whites, and of course, opens to a built-in bar.
After a day of lounging in the villa or exploring St. Barts, retreat to the bedrooms inside Villa My Way. Floor-to-ceiling windows let in natural light, casting the island sun across queen-sized beds and his and hers dressing rooms. Retractable TVs emerge from under the floor.
At night, dramatic lighting beautifully showcases the contemporary architecture of this outdoor space. For days on the sand, Flamands Beach is a short drive away. This sweep of white sand and shimmering water is a beautiful spot for swimming.
Also nearby is the trailhead for the trek to the remote Colombier Beach. A well-equipped gym with a glass wall faces the sea on the lower level, while an underground garage offers space for 11 vehicles. During the December holidays, the villa rents at the full occupancy rate regardless of how many bedrooms are used.
| Bedrooms | Dates | Nightly Rate |
|---|---|---|
| 3 Bedrooms Rates | ||
| 3 | Sep 18, 2026 – Dec 14, 2026 | $3,929 |
| 3 | Dec 15, 2026 – Dec 19, 2026 | $4,714 |
| 3 | Dec 20, 2026 – Jan 4, 2027 | $18,571 |
| 3 | Jan 5, 2027 – Apr 14, 2027 | $4,714 |
| 3 | Apr 15, 2027 – Dec 14, 2027 | $3,929 |
| 3 | Dec 15, 2027 – Dec 19, 2027 | $4,714 |
| 3 | Dec 20, 2027 – Jan 4, 2028 | $18,571 |
| 4 Bedrooms Rates | ||
| 4 | Sep 18, 2026 – Dec 14, 2026 | $4,429 |
| 4 | Dec 15, 2026 – Dec 19, 2026 | $6,286 |
| 4 | Dec 20, 2026 – Jan 4, 2027 | $18,571 |
| 4 | Jan 5, 2027 – Apr 14, 2027 | $6,286 |
| 4 | Apr 15, 2027 – Dec 14, 2027 | $4,429 |
| 4 | Dec 15, 2027 – Dec 19, 2027 | $6,286 |
| 4 | Dec 20, 2027 – Jan 4, 2028 | $18,571 |
| 5 Bedrooms Rates | ||
| 5 | Sep 18, 2026 – Dec 14, 2026 | $4,714 |
| 5 | Dec 15, 2026 – Dec 19, 2026 | $7,857 |
| 5 | Dec 20, 2026 – Jan 4, 2027 | $18,571 |
| 5 | Jan 5, 2027 – Apr 14, 2027 | $7,857 |
| 5 | Apr 15, 2027 – Dec 14, 2027 | $4,714 |
| 5 | Dec 15, 2027 – Dec 19, 2027 | $7,857 |
| 5 | Dec 20, 2027 – Jan 4, 2028 | $18,571 |