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Compare 521 Villas in Santa Fiora with updated reviews, rates, and availability.

Villa with private pool and panoramic view in beautiful Val d'Orcia
Pool

Villa with private pool and panoramic view in beautiful Val d'Orcia

10.0 out of 10, Exceptional, (5)
"We had stayed at this property for years before Jennifer purchased it. And do hope to continue. We appreciate the effort and care to details she put into updating it and providing an excellent experience. This property is well located to see numerous villages in the area."
Villa with private pool and panoramic view in beautiful Val d'Orcia
Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Pool

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
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 Villa with private pool, A/C, WIFI, TV, patio, panoramic view, parking, close to Montalcino
Outdoor

Private Villa with private pool, A/C, WIFI, TV, patio, panoramic view, parking, close to Montalcino

Private Villa with private pool, A/C, WIFI, TV, patio, panoramic view, parking, close to Montalcino
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
The veranda at sunset

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

9.4 out of 10, Exceptional, (55)
"Lovely villa, great host. We really enjoyed our stay. "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Tuscan stone villa with private pool surrounded by greenery
Pool

Tuscan stone villa with private pool surrounded by greenery

10.0 out of 10, Exceptional, (89)
"My family and I had been planning a trip to Tuscany for over 10 years, then one day we just decided it was time to go, so after much research, I found this gorgeous villa in Arcidosso, and booked it. I have never looked back. From the moment I booked the villa, it just felt right. Margo and Marco met us in Arcidosso where they escorted us to the villa. I fell in love with it from the moment I saw it. It was better to look at in real life than the pictures. It was absolutely perfect. The villa...
Tuscan stone villa with private pool surrounded by greenery
Hilltop farmhouse with pool and sea view
Pool

Hilltop farmhouse with pool and sea view

10.0 out of 10, Exceptional, (16)
"The sea views and sunsets were spectacular. We really enjoyed our stay. The host was very responsive and helpful organizing dinners and wine tastings."
Hilltop farmhouse with pool and sea view
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Pool

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

10.0 out of 10, Exceptional, (46)
"Our group of 15 thoroughly enjoyed our stay. The communication prior to and during the visit was excellent. The villa is stunning and HUGE and the grounds are magnificent. One day of our trip was spent just relaxing on the property and it was precious time well spent. "
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Tuscany romance. Rural charm between Montalcino and sea. Relax pur
Living area

Tuscany romance. Rural charm between Montalcino and sea. Relax pur

9.6 out of 10, Exceptional, (37)
"Our family had a fantastic time in this rural villa. The space was very clean and well-kept as were the grounds (almost too much as they were there mowing grass several times during our stay and for most of the day). The surroundings were very peaceful and quiet and the countryside views were breathtaking with many outdoor areas on the property to enjoy - perfect for meals al fresco! Property is wonderfully located and ideal for day trips in Tuscany/Umbria from this home base but made sure we...
Tuscany romance. Rural charm between Montalcino and sea. Relax pur
Villa with private pool, air conditioning near wineries at 3km from village
Pool

Villa with private pool, air conditioning near wineries at 3km from village

9.4 out of 10, Exceptional, (40)
"Great time with friends! Can't beat the location and the hosts were amazing and responsive."
Villa with private pool, air conditioning near wineries at 3km from village
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.

Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.

10.0 out of 10, Exceptional, (10)
"This is a beautifully furnished and restored house. The quality of the furnishings and kitchens and bath are excellent. The pool is beautiful and we loved the covered loggia area so you could lounge poolside but still have cover from the sun. Easy to get to several interesting towns including Montalcino, Pienza, Montepulciano. The house manager was very helpful and pre-shopped for groceries and is available to line up lots of activities. Definitely recommend a stay with family or friends."
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.
"Casa Sandro" in Podere Pascianella Val d'Orcia - with big private garden
Garden, Park

"Casa Sandro" in Podere Pascianella Val d'Orcia - with big private garden

9.8 out of 10, Exceptional, (26)
"Like many of the others who have stayed here and reviewed... the place is a magical and peaceful house 'in the middle of nowhere'. I'd like to be completely honest so I will break down a few topics to give some clarity of my review. Communication / Check-In: Leading up to and then during our stay, communication with the host / property manager was quite easy the entire time on the VRBO app and then mostly through WhatsApp while we were there (If you are travelling from North America.. get...
"Casa Sandro" in Podere Pascianella Val d'Orcia - with big private garden
Villa Podere Belvedere
Beautiful villa with private pool, terrace, large lawn, and panoramic Tuscan views

Villa Podere Belvedere

9.8 out of 10, Exceptional, (11)
"Our stay at Villa Podere Belvedere was just wonderful. Our family had the most relaxing time at the Villa, enjoying morning walks in the picturesque country side, lovely lunches by the pool and driving to the many charming Towns in the area all contributed to a wonderful stay. My only negative comment is that it would have been helpful if we had been informed that absolutely no household cleaning products or catering supplies would be provided, we could have brought these items with us. Given...
Villa Podere Belvedere
Villa Campiglia - Holiday Country Villa with swimming pool in Orcia Valley, Tuscany
Garden, Outdoor, Pool, Scenic View, Summer

Villa Campiglia - Holiday Country Villa with swimming pool in Orcia Valley, Tuscany

10.0 out of 10, Exceptional, (29)
"Avons passé une semaine de reve. Jolie maison agréable et pratique, nous étions 8 PERSONNES, chacun à pu avoir son intimité. Avons apprécié la magnifique vue sur le sud Toscane, le calme,..... Envie d'y retourner."
Villa Campiglia - Holiday Country Villa with swimming pool in Orcia Valley, Tuscany
Tuscan farmhouse ideal for vacations with family and friends, private fenced pool
Pool

Tuscan farmhouse ideal for vacations with family and friends, private fenced pool

9.8 out of 10, Exceptional, (15)
"Beautiful setting, charming house with everything we needed. It is on a dirt road, but not too hard to navigate and the owners were upfront about it beforehand."
Tuscan farmhouse ideal for vacations with family and friends, private fenced pool
Villa Mealli Large Private Pool, WiFi
Pool

Villa Mealli Large Private Pool, WiFi

9.2 out of 10, Wonderful, (11)
"Die Zufahrt zum Haus ist katastrophal. Das Haus war nur teilweise gereinigt. 1 Bett im Obergeschoss war nicht frisch bezogen. Im Obergescgoss gab es keine Töpfe, keine Pfannen, keine Gläser kein Geschirr. In der Küche waren alle Schränke leer. Im Obergeschoss gab es 4 Tage kein heißes Wasser zum duschen. Die Toilettensvhüssel und das Waschbecken wackelten. Im Untergeschoss war die Kaffemascine verschimmelt. Die Couch und der Sessel waren durchgesessen und nicht benutzbar. Die Toilettenschüssel...
Villa Mealli Large Private Pool, WiFi
Charming Villa with private pool between Pienza and Montepulciano
Main Villa

Charming Villa with private pool between Pienza and Montepulciano

10.0 out of 10, Exceptional, (44)
"Nine of us spent a wonderful week at Villa II Gelso. It was as lovely as the description and accommodated both our group activities and meals, as well as plenty of spots to get away from the group with a book or a nap. But the real jewel was our hostess, Mariacristina. For the year leading up to our trip there she patiently answered a ton of questions, always responding within hours of our emails. She gave us some great recommendations and helped arrange a visit to De Ricci, an amazing...
Charming Villa with private pool between Pienza and Montepulciano
Villa La Chiesina, Arcidosso, Italy
The wide property with the greenery around the Villa and the nice pool

Villa La Chiesina, Arcidosso, Italy

4.0 out of 10, (1)
" Sehr geehrte Damen und Herren, wir haben uns nicht geweigert die Reinigungsgebühren zu bezahlen, sondern waren erst der Meinung das diese uns nicht auf der Hauptbuchungsseite angezeigt wurden und haben uns nun gewundert, das wir diese vor Ort zahlen sollten. Im nachhinein haben wir die Reinigungskosten versteckt im Kleingedruckten gefunden. Und auch vor Ort bezahlt. Es ist gesetzlich vorgeschrieben, das alle Kosten klar ersichtlich sind, und im Endpreis erscheinen müssen! Zudem wollte man uns...
Villa La Chiesina, Arcidosso, Italy
Casale Santa Francesca - Country Villa with swimming pool in Orcia Valley, Tuscany
Garden, Outdoor, Pool

Casale Santa Francesca - Country Villa with swimming pool in Orcia Valley, Tuscany

10.0 out of 10, Exceptional, (34)
"Der Aufenthalt war super. Alles ist wie auf der Webseite beschrieben. Der Vermieter war sehr nett und hat uns immer geholfen. Ich kann es sehr empfehlen "
Casale Santa Francesca - Country Villa with swimming pool in Orcia Valley, Tuscany
Wake Up to Dream-like Country Views and Enjoy the Privacy of the Pool
Pool

Wake Up to Dream-like Country Views and Enjoy the Privacy of the Pool

9.6 out of 10, Exceptional, (18)
"We enjoyed the rustic Tuscan home surrounded by olive trees very much. The pool was fabulous. Thank you Paolina for keeping it open so late in the year. We swam everyday. We enjoyed the many little towns near by. The kitchen had everything we needed. Thank for for the coffee, oil and the many other things already stocked for us. Much appreciated!"
Wake Up to Dream-like Country Views and Enjoy the Privacy of the Pool
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.
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Other property types in Santa Fiora

Hotel San Gregorio
Outdoor pool

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (107)
"Very nice staff, great service, super clean. Will stay again."
The price is SAR 425
SAR 491 total
includes taxes & fees
22 Jan - 23 Jan
Hotel San Gregorio
Casanova - Panoramic Rooms and Suites
Aerial view

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (42)
"It was a nice property- unfortunate what they charge to just swim"
Casanova - Panoramic Rooms and Suites
Eco house with pool and fantastic views
Terrace / Balcony

Eco house with pool and fantastic views

8.6 out of 10, Excellent, (7)
"We verbleven met 2 gezinnen in de 2 huisjes. Huisjes, 1 authentiek Toscaans en 1 nieuw huisje met gezamenlijk zwembad. Sfeer is heel fijn, eigenaar is zeer vriendelijk en behulpzaam. Hij zorgt er voor dat we ons meteen welkom voelden. Prachtig uitzicht op het Toscaanse landschap. Lekker eten in het locale restaurant van Linda. Voor boodschappen of verkennen van de omgeving is veel tijd nodig, gezien de locatie ver van de bewoonde wereld af ligt. Met de auto is het prima te berijden. Rome bezocht...
Eco house with pool and fantastic views
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.

Frequently asked questions

How much do villas in Santa Fiora cost?
You can expect to pay between and per night for a villa in Santa Fiora. No matter your budget, an epic escape is only a click away on Expedia. 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 Santa Fiora?
Santa Fiora has 521 villas to pick from. Find your perfect stay quickly and easily by clicking the “Villa” checkbox under the “Property type” tab in our filter tool.
Why book your villa in Santa Fiora with Expedia?
Reserving a villa in Santa Fiora is as easy as clicking on your travel dates and picking a place that checks your boxes. Searching for something luxurious or affordable, or a property that also features a kitchenette? Use Expedia’s search filters to narrow your results and find the perfect pad.
How can I find cheap villas in Santa Fiora?
With Expedia’s user-friendly filter tool, scoring cheap villas in Santa Fiora couldn’t be simpler. To find properties that won’t break the bank, refine your search results by star rating, amenities and budget.