Stays with free parking in Tuscany, Italy
Stays with free parking in Tuscany, Italy, from €335 a night. Book direct on each manager's site, no OTA fee.
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Stays, best documented first
Stigliano: Tower One - Apartment for two in a Siena medieval watchtower
Villa · 1 bed · 1 bath · sleeps 2
Siena, Tuscany
From €545 a night
- wifi
- free parking
- insect screens
- pets welcome
Exact location
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Stigliano: Tower Two - Tuscan apartment for 2 in a medieval tower
Villa · 2 bed · 1 bath · sleeps 3
Siena, Tuscany
From €545 a night
- wifi
- free parking
- central heating
- central heating (extra)
Exact location
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Wake Above The Clouds
Villa · 3 bed · 2.5 bath · sleeps 6
Niccone Valley, Umbria
From €335 a night
- heated infinity pool
- air conditioning
- high-speed wifi
- free parking
Exact location
Book direct on Casa Luna Guesthouse
Aceronina - San Casciano dei Bagni villa for six with pool
Apartment · 3 bed · 3 bath · sleeps 6
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Adriana - Villa for 4 with fantastic views and a shared pool
Apartment · 2 bed · 2 bath · sleeps 4
Siena, Tuscany
No nightly rate published
- swimming pool
- wifi
- free parking
- fenced pool
Exact location
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Albero - Villa & Pool in the heart of Chianti
Villa · 5 bed · 6 bath · sleeps 11
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Alloro - Apartment and pool close to an Umbria village
Apartment · 4 bed · 3 bath · sleeps 8
Perugia, Umbria
No nightly rate published
- swimming pool
- wifi
- free parking
- fireplace
Exact location
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Arcata - Couples Retreat on Former Monastery Estate near Arezzo with Salt-Water Pool
Apartment · 1 bed · 2 bath · sleeps 2
Arezzo, Tuscany
No nightly rate published
- swimming pool
- wifi
- free parking
- central heating
Exact location
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Balconata - Elegant Tuscan villa for 4 with shared pool
Villa · 2 bed · 2 bath · sleeps 4
Arezzo, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Bifora - A romantic cottage in Italy with wonderful views.
Apartment · 1 bed · 1 bath · sleeps 2
Grosseto, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- wifi
- free parking
Exact location
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Borgo Castello - Villa in Chianti with pool, sauna & Jacuzzi
Villa · 9 bed · 9 bath · sleeps 20
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Capriata - Luxury Villa for 6 with pool and air conditioning
Villa · 3 bed · 3 bath · sleeps 6
Arezzo, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Cardo - Apartment with shared pool close to a village
Cottage · 2 bed · 2 bath · sleeps 6
Perugia, Umbria
No nightly rate published
- swimming pool
- wifi
- free parking
- pets welcome
Exact location
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Casa Allioni - Tuscan Villa for 6 with amazing views
Villa · 3 bed · 2 bath · sleeps 6
Arezzo, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- wifi
- free parking
Exact location
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Casa Andrea - San Gimignano cottage for 4 with a hot tub
Cottage · 2 bed · 2 bath · sleeps 4
Siena, Tuscany
No nightly rate published
- air conditioning
- wifi
- free parking
- central heating
Exact location
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Casa Carina - Todi Romantic Cottage for 4 with Private Pool
Cottage · 2 bed · 2 bath · sleeps 4
Terni, Umbria
No nightly rate published
- swimming pool
- all ensuite
- wifi
- free parking
Exact location
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Casa Livio - Apartment and Hot-Tub with private garden in Chianti
Apartment · 2 bed · 2 bath · sleeps 4
Siena, Tuscany
No nightly rate published
- air conditioning
- wifi
- free parking
- central heating
Exact location
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Casa Umbra - Private Valley Villa and Pool for 6 Near Todi
Villa · 3 bed · 4 bath · sleeps 6
Terni, Umbria
No nightly rate published
- air conditioning
- wifi
- free parking
- pets welcome
Exact location
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Casa del Pastore - UNESCO Val d'Orcia Villa with 16m Infinity Pool and Mt. Amiata Views
Villa · 4 bed · 4 bath · sleeps 8
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Castelonchio - Lakeside Villa for 6 with Pool by Tuoro sul Trasimeno
Villa · 3 bed · 2 bath · sleeps 6
Perugia, Umbria
No nightly rate published
- swimming pool
- wifi
- free parking
- central heating
Exact location
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Cellevista - Small Villa and Pool close to Tuscan Village
Cottage · 2 bed · 2 bath · sleeps 4
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- wifi
- free parking
Exact location
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Contenta - Relaxing Chianti villa for 6 with Private Pool
Villa · 3 bed · 3 bath · sleeps 6
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Damiano - Tuscan cottage with shaded patio and expansive views
Apartment · 2 bed · 1 bath · sleeps 3
Siena, Tuscany
No nightly rate published
- swimming pool
- wifi
- free parking
- fenced pool
Exact location
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Dan's House - Spacious village home in the heart of Tuscany
Apartment · 2 bed · 2 bath · sleeps 4
Siena, Tuscany
No nightly rate published
- air conditioning
- wifi
- free parking
- central heating
Exact location
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Docciole - Large Chianti Villa and Pool close to Village
Villa · 6 bed · 5 bath · sleeps 8
Siena, Tuscany
No nightly rate published
- swimming pool
- wifi
- free parking
- pets welcome
Exact location
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Emilio - Stylish Villa for 4 on historic Tuscan estate
Cottage · 2 bed · 2 bath · sleeps 4
Siena, Tuscany
No nightly rate published
- swimming pool
- all ensuite
- wifi
- free parking
Exact location
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Fagiano - Villa for 6 in Chianti with pool
Villa · 3 bed · 3 bath · sleeps 6
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Francesca - Luxury Tuscan villa with pool & hot-tub
Villa · 5 bed · 5 bath · sleeps 10
Arezzo, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- wifi
- free parking
Exact location
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Frasca - Apartment and shared pool close to a village
Apartment · 2 bed · 1 bath · sleeps 4
Perugia, Umbria
No nightly rate published
- swimming pool
- wifi
- free parking
- pets welcome
Exact location
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Ginestreto - Elegant Tuscan Villa by Cetinale with Pool & Tennis
Villa · 4 bed · 6 bath · sleeps 10
Siena, Tuscany
No nightly rate published
- swimming pool
- wifi
- free parking
- private pool
Exact location
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Gli Archi - Apartment for 5 in a Farmhouse west of Siena
Apartment · 2 bed · 1 bath · sleeps 5
Siena, Tuscany
No nightly rate published
- wifi
- free parking
- barbecue
Exact location
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Guardiano - Historic Tuscan villa for 5 with pool
Villa · 4 bed · 3 bath · sleeps 5
Arezzo, Tuscany
No nightly rate published
- swimming pool
- wifi
- free parking
- private pool
Exact location
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Guardiolo - Luxury Tuscany Villa near Pisa with Private Pool & AC
Villa · 3 bed · 4 bath · sleeps 6
Pisa, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- wifi
- free parking
Exact location
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Il Granaio - Apartment for 4 near the Merse River
Apartment · 2 bed · 1 bath · sleeps 4
Siena, Tuscany
No nightly rate published
- wifi
- free parking
- barbecue
Exact location
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Il Mulino - Villa and Pool in Secluded Valley near Lake Trasimeno
Villa · 3 bed · 2 bath · sleeps 6
Perugia, Umbria
No nightly rate published
- swimming pool
- wifi
- free parking
- private pool
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Il Nido - Apartment for 2 in a Sienese Farmhouse
Apartment · 1 bed · 1 bath · sleeps 2
Siena, Tuscany
No nightly rate published
- wifi
- free parking
- barbecue
Exact location
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La Selva - Bucine Villa for 20 with sauna and panoramic pool
Villa · 9 bed · 9 bath · sleeps 20
Arezzo, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- wifi
- free parking
Exact location
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Leccio - Elegant Tuscan Villa for 14 with AC and Pool
Villa · 6 bed · 7 bath · sleeps 14
Pisa, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Lunetta - Luxury villa and shared pool in Tuscan hamlet
Villa · 3 bed · 3 bath · sleeps 6
Arezzo, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Maison Ro, Val di Vara
Hotel · 2 bed · 1 bath · sleeps 6
No nightly rate published
- towels
- bidet
- hairdryer
- double beds
Exact location
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Malvasia - A converted barn on a wine estate, with beautiful views
Apartment · 2 bed · 2 bath · sleeps 4
Siena, Tuscany
No nightly rate published
- swimming pool
- wifi
- free parking
- fenced pool
Exact location
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Mandorlo - Apartment on Agriturismo close Casole d'Elsa
Apartment · 1 bed · 1 bath · sleeps 2
Siena, Tuscany
No nightly rate published
- swimming pool
- all ensuite
- wifi
- free parking
Exact location
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Marta - A spacious apartment for 6 in Montestigliano
Apartment · 3 bed · 1 bath · sleeps 6
Siena, Tuscany
No nightly rate published
- swimming pool
- wifi
- free parking
- fenced pool
Exact location
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Massimo - A villa for 4 with generous gardens
Cottage · 2 bed · 1 bath · sleeps 4
Siena, Tuscany
No nightly rate published
- swimming pool
- wifi
- free parking
- shared swimming pool
Exact location
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Modernista - Villa for 7 with pool close to a Tuscan village
Villa · 5 bed · 1 bath · sleeps 7
Arezzo, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- wifi
- free parking
Exact location
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Noce - Charming cottage on Agriturismo by Casole d'Elsa
Cottage · 1 bed · 1 bath · sleeps 2
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Pagliaio - Former Monastery Farm near Arezzo: Cottage for 4 with Shared Pool and Helpful Owner
Cottage · 2 bed · 1 bath · sleeps 4
Arezzo, Tuscany
No nightly rate published
- swimming pool
- wifi
- free parking
- shared swimming pool
Exact location
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Palo - Apartment and pool within walking distance of Umbria village
Apartment · 2 bed · 1 bath · sleeps 4
Perugia, Umbria
No nightly rate published
- swimming pool
- wifi
- free parking
- pets welcome
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Piaggia - Luxury Villa for 13 | A/C and Private Pool
Villa · 7 bed · 7 bath · sleeps 13
Pisa, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Pian di Radda - Luxury Villa for 12 with pool, gym & sauna
Villa · 6 bed · 8 bath · sleeps 12
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Pilastri - Tuscan Villa for 12 with a private pool and AC
Villa · 4 bed · 6 bath · sleeps 8
Arezzo, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Pinolo - Casole d'Elsa Agriturismo for 4 with pool
Villa · 2 bed · 1 bath · sleeps 4
Siena, Tuscany
No nightly rate published
- swimming pool
- wifi
- free parking
- barbecue
Exact location
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Pipistrelli - Luxury villa and pool in private woods near Siena
Villa · 5 bed · 7 bath · sleeps 14
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Podere Castello - Accessible Chianti Villa for 14 with Infinity Pool
Villa · 7 bed · 7 bath · sleeps 12
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Podere Enea - Country House and Pool with views of Pienza
Villa · 7 bed · 2 bath · sleeps 14
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Podere Sant'Adele - Private Tuscan Villa for ten near Cetona
Villa · 5 bed · 6 bath · sleeps 8
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Podere Vocabolo - A rustic Podere within walking distance of a village
Villa · 10 bed · 5 bath · sleeps 22
Perugia, Umbria
No nightly rate published
- swimming pool
- wifi
- free parking
- private pool
Exact location
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Poggetto - Tuscan villa and pool for 16 near the Coast
Villa · 4 bed · 4 bath · sleeps 16
Livorno, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Portico - Elegant villa for 8 with shared pool in Tuscan Hamlet
Villa · 4 bed · 4 bath · sleeps 8
Arezzo, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
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Ragnana - Traditional Tuscan Farmhouse Walking Distance to Village
Villa · 4 bed · 2 bath · sleeps 8
Siena, Tuscany
No nightly rate published
- swimming pool
- wifi
- free parking
- fenced pool
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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How prices are computed
Lowest rate the manager has published. Your dates may cost more; the real price is on their site. The "from" figure is the lowest nightly rate the manager published on that listing page when we last fetched it. It excludes taxes, cleaning and other fees, it is not a quote, and it is not live availability.
Updated 2026-10-31 06:48 UTC. Prices and facts are whatever the manager published on their own site.