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Magnificent Tuscan Estate with Invigorating Pool and Jacuzzi
Tuscany · 5 bedrooms · 10 guests
From $378.79 / night
Italy · DESTINATION INTELLIGENCE
Tuscany luxury villa rentals: plan your private stay
Tuscany villa rentals are most rewarding when the base fits the days you want. Chianti, Val d’Orcia and the Lucca countryside are distinct starting points. Select a small set of towns and food experiences, then choose a villa that keeps those outings comfortable rather than trying to cover the entire region.
Explore villas in Tuscany
Choose a villa to start your concierge brief. Rates and availability require confirmation.
Magnificent Tuscany Estate with Beautiful Pool, Tennis Court, and Vineyard Views
Radda in Chianti · 4 bedrooms · 10 guests
From $874.2 / night
Richly Textured Luxury Villa with Private Pool and Exhilarating Views
Tuscany · 6 bedrooms · 12 guests
From $999 / night
Resplendent Luxury Estate in Cortona with Private Pool and Dining Al-Fresco
Tuscany · 4 bedrooms · 8 guests
From $229,781.44 / night
Outstanding Anghlari Estate with Private Pool and Dining Al-Fresco
Anghiari · 5 bedrooms · 10 guests
From $882.76 / night
Majestic Cortona Estate with Private Pool and Jacuzzi
Tuscany · 5 bedrooms · 12 guests
From $516.82 / night
Traditional Luxury Estate in Cortona with Private Pool and Gorgeous Views
Tuscany · 6 bedrooms · 12 guests
From $536.08 / night
Sumptuous Cortona Estate with Private Pool and Sweeping Views
Tuscany · 2 bedrooms · 4 guests
From $353.11 / night
Shimmering Pistoia Estate with Private Pool and Vineyard Views
Pistoia · 2 bedrooms · 6 guests
From $530.73 / night
Superb Tuscan Estate with private Pool and Vineyard Views
Sinalunga · 6 bedrooms · 16 guests
From $1,704.52 / night
Glorious Bucine Retreat with Crystalline Pool and Grand Garden Grounds
Bucine · 7 bedrooms · 14 guests
From $586.37 / night
Rich Capolona Estate with Private Pool and Sweeping Valley Views
Capolona · 7 bedrooms · 14 guests
From $490.07 / night
By Joe Liebke, Villa Curator · VIC Network
Where to stay in Tuscany
Chianti · Val d’Orcia · Lucca
Choose the setting around the places you will return to most often. Tell VIC which area leads your shortlist and what would make another location a better fit.
Build your Tuscany itinerary
Alternate a village or winery outing with a day at the villa. A chef-prepared dinner and time at the pool can be the center of the holiday rather than a gap between excursions.
Private villa concierge: what to confirm
Confirm access roads, car arrangements, cooling by room and pool dates. Winery visits and private cooking experiences should be booked against the group’s actual interests.
Compare service inclusions against your actual dates and group. Chef arrangements, transport and special access are confirmed individually; a request is not a reservation.
Choosing Tuscany villas for families and groups
Share the number of adults and children, bedroom pairings, preferred budget and any access requirements. Ask for a floor plan and a clear explanation of the pool and shared spaces. The most useful shortlist explains how each villa supports the way your group will spend time together.
Plan a Tuscany villa stay with VIC
Read before you choose
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Questions about Tuscany villa stays
Where should I begin when choosing a villa in Tuscany?
Tuscany villa rentals are most rewarding when the base fits the days you want. Chianti, Val d’Orcia and the Lucca countryside are distinct starting points. Select a small set of towns and food experiences, then choose a villa that keeps those outings comfortable rather than trying to cover the entire region.
How should I plan outings from a Tuscany villa?
Alternate a village or winery outing with a day at the villa. A chef-prepared dinner and time at the pool can be the center of the holiday rather than a gap between excursions.
What should I confirm before requesting a Tuscany villa?
Confirm access roads, car arrangements, cooling by room and pool dates. Winery visits and private cooking experiences should be booked against the group’s actual interests.
Prepare a useful villa brief
A helpful request gives the concierge enough detail to compare real options. Include your preferred dates and any flexibility, the number of adults and children, bedrooms required, and the total accommodation budget. Separate essential features from preferences: a step-free bedroom, shaded outdoor dining or a specific pool arrangement may determine which properties suit your group.
Ask the team to explain the location in relation to your planned outings. Request written confirmation of included staffing, separately charged services, arrival arrangements and cancellation terms before committing. A suggested itinerary is a starting point; property availability and supplier reservations must be confirmed for your dates.