Stays with air conditioning in Tuscany, Italy
Stays with air conditioning in Tuscany, Italy, from €117 a night. Book direct on each manager's site, no OTA fee.
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Villa Bagnoregio - Charme Holidays
Villa · 2 bed · 2 bath · sleeps 4
Orvieto
From €117 a night
- private unheated outdoor swimming pool
- swimming pool
- parking option included
- parking option optional
Exact location
Book direct on Charme Holidays Vacation Rentals
Montagnana Country House - Relaxation and Stunning View
Apartment · 2 bed · 1 bath · sleeps 5
Montagnana Country House
From €150 a night
- parking
- private garden
- children welcome
- pets allowed
Exact location
Book direct on Eli Holiday Homes
Etruscan Country House - Charme Holidays
Villa · 4 bed · 4 bath · sleeps 8
Orvieto
From €170 a night
- private unheated outdoor swimming pool
- swimming pool
- parking option included
- parking option optional
Exact location
Book direct on Charme Holidays Vacation Rentals
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
Natural Stone Villa with a Saltwater Pool in Chianti
Villa · 3 bed · 3 bath · sleeps 6
Tuscany
From €520 a night
- handpicked by ferienhausliebe
- support before and during your trip
- pay securely with stripe
- pool with a panoramic view
Exact location
Book direct on Besondere Ferienhäuser & Unterkünfte
Montepulciano Central Villa – Sauna & Jacuzzi
Villa · 4 bed · 3 bath · sleeps 9
Montepulciano, Tuscany
From €765 a night
- jacuzzi
- sauna
- air conditioning
- entire property
Exact location
Book direct on Luxury Villa Rentals in Montepulciano, Tuscany
Colombi Palace Montepulciano
Farmhouse · 2 bed · 1 bath · sleeps 4
Montepulciano, Tuscany
From €178 a night
- air conditioning
- entire property
Exact location
Book direct on Luxury Villa Rentals in Montepulciano, Tuscany
La Piazzetta - Cozy open space in the historic center of Montepulciano
Villa · 6 bed · 1 bath
Montepulciano, Tuscany
From €236 a night
- air conditioning
- entire property
Exact location
Book direct on Luxury Villa Rentals in Montepulciano, Tuscany
Classical 18'th Century Tuscan Villa with Private Pool and Valley View from VILLAWAY®
Villa · 5 bed · 6 bath · sleeps 10
From €985 a night
- satellite tv
- air conditioning
- wireless internet
- iron/board
Exact location
Book direct on Luxury Vacation Rentals & Villa Homes for Rent
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Casa Etrusca - An elegant home in an Etruscan village
House · 4 bed · 4 bath · sleeps 8
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- wifi
- fireplace
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Glicine - Villa and pool in a small Tuscan village
House · 5 bed · 3 bath · sleeps 10
Pisa, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- wifi
- fenced pool
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Rota - A welcoming villa and private pool for 16
Villa · 5 bed · 7 bath · sleeps 16
Florence, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
San Martino - Luxury Villa with views of San Gimignano
Villa · 5 bed · 6 bath · sleeps 10
Florence, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
San Romito - Romantic apartment and roof terrace in Tuscan Olive Groves
Apartment · 1 bed · 1 bath · sleeps 2
Grosseto, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- wifi
- fans (on request)
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Scaparzi - Serviced Villa and Pool in Tuscany
Villa · 4 bed · 3 bath · sleeps 6
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Scudo - Elegant villa with infinity pool on the Tuscan coast
Villa · 4 bed · sleeps 18
Livorno, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Silenti - Rural comfort in this villa and pool in Umbria
Villa · 7 bed · 7 bath · sleeps 14
Terni, Umbria
No nightly rate published
- air conditioning
- swimming pool
- wifi
- free parking
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Starna - Tuscan villa for 6 in Chianti 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
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Terrazzino - Luxury Tuscan Villa for 6 with AC and shared pool
Apartment · 3 bed · 3 bath · sleeps 6
Arezzo, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Valdera - Accessible Luxury Villa Near Volterra with Village Walk and Valley Views
Villa · 3 bed · 6 bath · sleeps 12
Pisa, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Villa Bosco - Luxury Tuscan Villa and Pool for 14
Villa · 7 bed · 6 bath · sleeps 14
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- wifi
- free parking
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Villa Castelmuzio - Village Villa for 18 near Pienza with pool and AC.
Villa · 9 bed · 9 bath · sleeps 18
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- wifi
- central heating
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Villa Costa - Luxury Tuscan villa a short distance from the sea
Villa · 10 bed · 11 bath · sleeps 20
Livorno, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Villa Dioneo - 16th Century Villa for 18 Near The Mall Luxury Outlet with Pool and Gym
Villa · 3 bed · sleeps 18
Florence, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- all ensuite
- wifi
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Villa Elisa - Contemporary Tuscan colonica and pool
Villa · 4 bed · 5 bath · sleeps 8
Pisa, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- wifi
- free parking
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Villa Lucia - Historic Italian Villa near Monteriggioni for 14 guests
Villa · 6 bed · 7 bath · sleeps 14
Siena, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- wifi
- free parking
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Villa di Mezzo - Villa for 8 with pool and AC on Tuscan Coast
Villa · 4 bed · 1 bath · sleeps 4
Livorno, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- wifi
- free parking
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
Villa di Monterchi - 18th-Century Palazzo on 60 Acres with Private Lake
Villa · 6 bed · 7 bath · sleeps 12
Arezzo, Tuscany
No nightly rate published
- air conditioning
- swimming pool
- wifi
- free parking
Exact location
Book direct on Villas to Rent in Tuscany and Beyond: best villas in italy
ERAMO Wine House • Design, Parking & AC
House · 3 bed · 1.5 bath · sleeps 6
Montepulciano, Tuscany
No nightly rate published
- vineyard setting
- air conditioning
- entire property
Exact location
Book direct on Luxury Villa Rentals in Montepulciano, Tuscany
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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 2026-10-30 08:00 UTC. Prices and facts are whatever the manager published on their own site.