Photo by Tim & Nat ✈

Search Villas in San Casciano dei Bagni

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Villas in San Casciano dei Bagni

PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI
Terrace/patio

PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI

10.0 out of 10, Exceptional, (197)
"In summary, a brilliant villa, perfect for our large group of families (4 couples with multiple kids). Citta della Pieve is a lovely town and there are loads of places to.visit nearby. We had a great time abd the hosts were very helpful. Would highly recommend."
PRIVATE VILLA WALKING DISTANCE, PRIVATE POOL AND JACUZZI
Charming Villa with private pool between Pienza and Montepulciano
Pool

Charming Villa with private pool between Pienza and Montepulciano

10.0 out of 10, Exceptional, (45)
"We had a group of 11 stay and could not have loved our time more. The location was a great central spot to drive to different towns. We loved relaxing by the pools in the afternoons and our dinners al fresco. An incredible place to spend your vacation. "
Charming Villa with private pool between Pienza and Montepulciano
Villa Casale Silvia Large Private Pool, A/C, WiFi
Pool

Villa Casale Silvia Large Private Pool, A/C, WiFi

9.8 out of 10, Exceptional, (20)
"A lovely escape - we enjoyed every moment!"
Villa Casale Silvia Large Private Pool, A/C, WiFi
Beautiful intime Villa with private pool 3 Bedrooms Sleep 7
Outdoor pool

Beautiful intime Villa with private pool 3 Bedrooms Sleep 7

9.6 out of 10, Exceptional, (15)
"Very friendly hosts Dante and Messi allowed us to enjoy their great and spacious house and surroundings (lovely garden). All rooms are spacious and well equipped (good beds - lots of space to store your personal belongings) and have all their own bathroom. Completely equipped indoor kitchen and very practical outdoor kitchen next to one of the terraces. This is a very nice house in a remote and very quiet area right next to the marvelous medieval city of Panicale or lake Trasimeno (you do need...
Beautiful intime Villa with private pool 3 Bedrooms Sleep 7
VALIANA Luxury Villa in Montepulciano - Private Heated Pool - Free Wi-Fi
Outdoor pool, a heated pool

VALIANA Luxury Villa in Montepulciano - Private Heated Pool - Free Wi-Fi

10.0 out of 10, Exceptional, (26)
"Fantastic dinner in the vineyard!"
VALIANA Luxury Villa in Montepulciano - Private Heated Pool - Free Wi-Fi
Villa San Gabriele: Historic Charm with Modern Comforts
Exterior

Villa San Gabriele: Historic Charm with Modern Comforts

Villa San Gabriele: Historic Charm with Modern Comforts
Villa Caporlese Large Private Pool, WiFi
Pool

Villa Caporlese Large Private Pool, WiFi

9.8 out of 10, Exceptional, (13)
"We really enjoyed our stay at this house. The place was clean and the view was stunning. Our host and Housekeeper were really helpful. I recommend this place. Just few things to notice: the place trully needs more equipments (corkscrew, shaper knives, toilet paper…)"
Villa Caporlese Large Private Pool, WiFi
I Cipressi, 5 bedrooms with pool near Cortona
Outdoor pool

I Cipressi, 5 bedrooms with pool near Cortona

10.0 out of 10, Exceptional, (1)
"The home is beautiful: Wonderfully decorated and lovingly cared for. Views are amazing; Caretakers are lovely and we all fell in love with Zorro the Dog. My only complaint is that the beds were only box springs and could have been more comfortable."
I Cipressi, 5 bedrooms with pool near Cortona
Villa Il Girasole in Parrano
Villa | 7 bedrooms

Villa Il Girasole in Parrano

Villa Il Girasole in Parrano
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!
Exterior

Magnifica villa in toscana, 7 posti letto, con vista incredibile!!

10.0 out of 10, Exceptional, (2)
"Such a quaint home, clean, quiet and beautiful. Close to the center of the very small town of Montepulciano. The host is very sweet and even cooked a cake to welcome us to their home. The view of the valley from the home is simply breathtaking."
Magnifica villa in toscana, 7 posti letto, con vista incredibile!!
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Outdoor dining

PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

10.0 out of 10, Exceptional, (50)
"we had a amazing time staying at this beautiful Villla. I highly recommend it to anyone!"
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Villa Mealli Large Private Pool, WiFi
Exterior

Villa Mealli Large Private Pool, WiFi

9.2 out of 10, Wonderful, (12)
"A wonderful experience from start to finish!"
Villa Mealli Large Private Pool, WiFi
Big house
Pool

Big house

7.8 out of 10, Good, (11)
"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"
Big house
PRIVATE TUSCAN VILLA - 3 HEATED SWIMMING POOL - WEDDINGS, EVENTS, JACUZZI, SAUNA
Outdoor dining

PRIVATE TUSCAN VILLA - 3 HEATED SWIMMING POOL - WEDDINGS, EVENTS, JACUZZI, SAUNA

9.4 out of 10, Exceptional, (3)
"It was only for a week but living there was a pleasure. Nearby towns had lots of interesting places to visit and good restaurants. The house itself was well fitted especially the kitchen which suited self catering groups as there are no restaurants within walking distance for those who like to drink with their evening meal. We all enjoyed our stay."
PRIVATE TUSCAN VILLA - 3 HEATED SWIMMING POOL - WEDDINGS, EVENTS, JACUZZI, SAUNA
Casale del Conte - Three Bedroom Villa, Sleeps 6
Game room

Casale del Conte - Three Bedroom Villa, Sleeps 6

10.0 out of 10, Exceptional, (6)
"Excellent location for those seeking privacy, friendly and helpful owners and a very roomy villa. Car is highly recommended!"
Casale del Conte - Three Bedroom Villa, Sleeps 6
Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie
Pool

Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie

10.0 out of 10, Exceptional, (2)
"My two friends and I enjoyed our stay at San Bono. The highlight was having the family make and serve us an authentic Tuscan meal! The view is amazing and the location was perfect!"
Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie
Villa La Pieve - Nine Bedroom Villa, Sleeps 20
Pool

Villa La Pieve - Nine Bedroom Villa, Sleeps 20

9.8 out of 10, Exceptional, (8)
"Amazing hospitality and a spotless, comfortable space."
Villa La Pieve - Nine Bedroom Villa, Sleeps 20
La Casa Del Sole - Two Bedroom Villa, Sleeps 6
Pool

La Casa Del Sole - Two Bedroom Villa, Sleeps 6

10.0 out of 10, Exceptional, (6)
"We truly enjoyed our stay! We also appreciated the excellent service that we received from the agency and we have already been looking villas again for next summer."
La Casa Del Sole - Two Bedroom Villa, Sleeps 6
Villa Podere Belvedere
Pool

Villa Podere Belvedere

9.8 out of 10, Exceptional, (13)
"Thank you for making our trip so enjoyable - great hospitality!"
Villa Podere Belvedere
Villa in Città della Pieve. A peaceful oasis among woods and olive groves
Exterior

Villa in Città della Pieve. A peaceful oasis among woods and olive groves

10.0 out of 10, Exceptional, (57)
"This property is perfect for a family reunion or girls trip. It’s secluded, but has everything you need. The outside pizza oven with space to eat outside. Amazing. There is a city close by to get everything you need before you get there. It is quiet and the views are amazing across the olive trees. The host was very nice and look forward to being back with friends! "
Villa in Città della Pieve. A peaceful oasis among woods and olive groves
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

How much do villas in San Casciano dei Bagni cost?
Villas in San Casciano dei Bagni range between and per night. These escapes give you the privacy of your own space at a price that fits your budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in San Casciano dei Bagni?
There are 872 villas in San Casciano dei Bagni. No matter if you're traveling with the kids or getting away with your pals, Expedia can help you find the right space for your crew.
Why book your villa in San Casciano dei Bagni with Expedia?
We think arranging a vacation should be a walk in the park, so if you're in search of villas at a competitive price, Expedia is here to help. Save those pennies and select an all-inclusive stay, or book a luxury villa to surprise your loved ones. Our search filters make it simple to find an escape in San Casciano dei Bagni that checks your boxes.