Holiday homes and authentic agriturismo in Tuscany
Do you dream of a holiday home in Tuscany, nestled among rolling hills, cypress trees, and vineyards? At Triptoscana, you will find a carefully curated selection of holiday homes, agriturismos, and villas in Tuscany – all personally visited and reviewed.
We are not a mass platform, but a Tuscany specialist. That means: no thousands of houses, but only the places we fully endorse. From charming agriturismos to luxury villas with private pools – always with personal service and honest advice.
We are not a mass platform, but a Tuscany specialist. That means: no thousands of houses, but only the places we fully endorse. From charming agriturismos to luxury villas with private pools – always with personal service and honest advice.
Why a holiday home in Tuscany?
Tuscany is one of the most beautiful regions of Italy and perfect for a relaxing holiday. Here you will find:
- Picturesque villages such as San Gimignano and Montepulciano
- Extensive vineyards in the Chianti region
- Peace, space, and nature
- Fantastic food and local wines
Which region in Tuscany suits you?
Each region in Tuscany has its own character. We are happy to help you choose:
Chianti region
Perfect if you love wine, a central location, and rolling landscapes.
Val d’Orcia
Perhaps the most beautiful part of Tuscany, with iconic views and tranquility.
Tuscan Coast
Ideal if you want to combine nature with the beach.
Florence & Siena surroundings
Suitable for those who want to combine culture and cities with a stay in nature.
Undecided? We will advise you personally based on your wishes.
Chianti region
Perfect if you love wine, a central location, and rolling landscapes.
Val d’Orcia
Perhaps the most beautiful part of Tuscany, with iconic views and tranquility.
Tuscan Coast
Ideal if you want to combine nature with the beach.
Florence & Siena surroundings
Suitable for those who want to combine culture and cities with a stay in nature.
Undecided? We will advise you personally based on your wishes.
Holiday home in Tuscany with swimming pool
For many people, a holiday home with a swimming pool is the ideal way to experience Tuscany. Especially during the warm summer months, a private or shared pool is certainly not an unnecessary luxury.
We offer:
We offer:
- Holiday homes with a private pool
- Small-scale agriturismos with a pool
- Child-friendly accommodations
Vakantiehuizen voor gezinnen en koppels
Whether you are traveling with children, as a couple, or with friends – we have suitable options:
- Families: safe environment, swimming pool, space to play
- Couples: peace, romance, and intimacy
- Groups: spacious villas with multiple bedrooms
Why book via Triptoscana?
Wat ons anders maakt dan grote aanbieders:
- Alle accommodaties persoonlijk bezocht
- Direct contact met de eigenaar
- Eerlijk en persoonlijk advies
- Specialist in Toscane (geen massatoerisme)
Personal advice for your holiday in Tuscany
The selection is vast, and choosing can be difficult. That is why we are happy to help you personally.
Tell us:
Tell us:
- how many people you are traveling with
- when you want to go
- what is important to you
Villa Mazzanta
Pacina
Agriturismo Sanguineto
Borgo Lucignanello
Agriturismo Cosona
Agriturismo San Giacomo
Fattoria La Loggia
Tenuta Bichi Borghesi
Santa Maria a Poneta
Castello Ginori di Querceto
L'Antica Fornace
Antico Borgo di Tignano
Podere San Lorenzo
Castelvecchio
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Agriturismo Piettorri
Il Frutteto
Borgo al Cerro
Villa Montecastello
Agriturismo Canale
Il Castagno
Tenuta San Vito
Borgo La Casaccia
Borgo Bottaia
I Moricci
Glamping at Lucia
Il Cerreto
Poggio La Croce
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This overview is a selection of our accommodations for inspiration. Please contact us for a free proposal.
This offer is not covered by the STO Garant guarantee. You can find the conditions for this
guarantee scheme on STO Garant’s website (www.sto-garant.nl/de/downloads).
guarantee scheme on STO Garant’s website (www.sto-garant.nl/de/downloads).
