Home/Best-Of Guides
Pillar III  ·  The Rankings

The Best-Of Guides

Ranked, not “in no particular order.” With the villas we passed on, what we would change, and the last verification date on every guide.

A best-of guide should rank. Most do not. They publish a list of 15 villas “in no particular order” because ranking is the part that takes work and the part that gets the writer in trouble with the listing companies. We rank. Every guide here goes from best to worst within its category. We say why each villa is where it is. And we name the villas we considered and passed on.

There are two kinds of guides on this hub. Destination guides (“The best villas in Mykonos”) and occasion guides (“The best honeymoon villas in Bali”). The destination guides are the workhorses. The occasion guides exist because trip type matters: a 12-bedroom estate that is the best villa in Tuscany for a family reunion is the worst possible choice for two on a honeymoon, and vice versa.

Every guide is updated quarterly. We re-rank when villas change ownership, management, or condition. We add new properties when they earn it. We remove properties when they slip. Last update timestamps are on every guide.

Guides I  ·  By Destination

Destination guides.

The ranked list of the best villas in every destination we cover.

See all 50 destination guides
Guides II  ·  By Occasion

Occasion guides.

The trip is the variable. The right villa for a honeymoon is the wrong villa for a family reunion.

No. I

The best honeymoon villas in Bali.

One-bedroom only, never two. Uluwatu cliff villas dominate the ranking.

No. II

The best family villas in Tuscany.

Cook in the kitchen, gated pool, six bedrooms minimum. The estate model.

No. III

The best multi-generational villas in St Barts.

The configurations that work when the grandparents need their own end of the property.

No. IV

The best wedding villas.

Licensed for weddings, capacity for 80 to 150, with the right outdoor flow. 24 properties ranked.

No. V

The best milestone-birthday villas.

For the 40th, 50th, 60th. Ten to fourteen bedrooms, indoor dining for 20, walking distance to a beach club.

No. VI

The best New Year’s Eve villas.

Where booking by April makes the difference between New Year’s on the property and New Year’s on a backup.

See all 40 occasion guides
Guides III  ·  By Feature

Feature guides.

Sorted by what you need from the property, not where it is.

I

Villas with a private chef included.

The chef is in the rate. We ranked the 30 that make the math work.

II

Villas with a private pool.

The infinity pool, the heated pool, the pool you can actually swim laps in. Ranked separately.

III

Oceanfront villas in St Barts.

Defined: under 100m to the sand. The 12 that qualify.

IV

Villas with full staff included.

Housekeeping, chef, butler, gardener, security. The Caribbean and Mediterranean baseline.

V

Villas with a serious gym.

Not a Peloton in a closet. Eight properties with full setups.

VI

Villas with a working wine cellar.

For trips where the cellar is the point. Tuscany, Provence, the Cape Winelands.

See all 30 feature guides
The Method

How we rank.

Every villa we consider runs through a 40-point checklist. Bedroom and bathroom counts verified against the floor plan. Photography accuracy checked against current condition. Manager responsiveness tested via inquiry. Distance to grocery and restaurant measured, not estimated. Pool gating, generator backup, AC coverage, Wi-Fi reliability, kitchen capacity versus occupancy. The full list is on the methodology page.

The checklist produces a score. The score is one input. The other inputs are: verified guest reports, repeat-booking data from platforms, our own stays, and the management company’s track record across other properties they manage. The final rank is editorial. We say it.

The “passed on” sections matter as much as the rankings. Every guide names the properties we considered and rejected, with the one-sentence reason. That is the part nobody else will publish.

Read the methodology