Search San Casciano in Val di Pesa Villa Rentals from CA $625

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Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for San Casciano in Val di Pesa villas

Exterior

Beautiful Tuscan home between Florence & Siena

Beautiful Tuscan home between Florence & Siena
Florence
10.0 out of 10, Exceptional, (7 reviews)
"From the moment we entered to our last day everything was perfect. Group of 15 and we all fit comfortably. "
United States
Debra P.
The price is CA $1,435
CA $2,368 total
includes taxes & fees
Feb 22 - Feb 23
Beautiful Tuscan home between Florence & Siena
Pool

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Gaiole in Chianti
The price is CA $9,206
CA $10,011 total
includes taxes & fees
Feb 22 - Feb 23
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Exterior

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is CA $18,411
CA $18,411 total
includes taxes & fees
Feb 22 - Feb 23
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Pool

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is CA $7,273
CA $8,078 total
includes taxes & fees
Feb 22 - Feb 23
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is CA $7,365
CA $8,170 total
includes taxes & fees
Feb 23 - Feb 24
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Exterior

Country House with heated pool near the center

Country House with heated pool near the center
Careggi Rifredi
9.4 out of 10, Exceptional, (10 reviews)
"The property was outstanding and our family had a blast. It was a nice get away from the crowds in the city to enjoy the animals and greenery of the house on the farm. "
United States
Nancy P.
The price is CA $354
CA $625 total
includes taxes & fees
Feb 23 - Feb 24
Country House with heated pool near the center
Property grounds

VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34

VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34
Pontassieve
10.0 out of 10, Exceptional, (2 reviews)
"This place is magical!!!!! The host was amazing and so communicative - readily available on the property and was able to answer questions as well as drive us to get food in town and to the train station! Ample space for guests and the property is beautiful. The pool area is great and comes with fun floats / fun activities for near the pool. The ambiance of the outdoor dining area is lovely and the check in/out process was easy. Couldn’t recommend this place more!!!"
United States
Lyndsey S.
The price is CA $4,787
CA $5,592 total
includes taxes & fees
Feb 22 - Feb 23
VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34
Exterior

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is CA $22,094
CA $22,094 total
includes taxes & fees
Mar 6 - Mar 7
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Terrace/patio

Viniard Villa - Residence Le Rose in Chianti

Viniard Villa - Residence Le Rose in Chianti
Castellina in Chianti
The price is CA $515
CA $1,059 total
includes taxes & fees
Feb 25 - Feb 26
Viniard Villa - Residence Le Rose in Chianti
Property grounds

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Gaiole in Chianti
10.0 out of 10, Exceptional, (8 reviews)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
Canada
russ h.
The price is CA $3,003
CA $3,041 total
includes taxes & fees
Mar 23 - Mar 24
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Outdoor spa tub

Villa Dei Pavoni - Luxury Villa on top of hills in Florence

Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Toscana
10.0 out of 10, Exceptional, (1 review)
"The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! "
United States
Leopard I.
The price is CA $2,873
CA $3,261 total
includes taxes & fees
Feb 22 - Feb 23
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Outdoor dining

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Impruneta
10.0 out of 10, Exceptional, (3 reviews)
"Pictures do not do it justice, this house and location is absolutely beautiful. Very comfortable beds, clean house, beauty views, nice fireplace.owner goes above and beyond to make you feel welcome. She had her local wine, cooked us a delishes breakfast, and also brought her olive oil to do tasting. We will definitely be back, i thank you for an amazing experience and a beautiful house."
United States
Lidija M.
The price is CA $560
CA $736 total
includes taxes & fees
Feb 28 - Mar 1
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Pool

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is CA $2,581
CA $2,584 total
includes taxes & fees
Feb 22 - Feb 23
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Exterior

Dante's Paradise with a View of Florence

Dante's Paradise with a View of Florence
Careggi Rifredi
The price is CA $580
CA $760 total
includes taxes & fees
Mar 14 - Mar 15
Dante's Paradise with a View of Florence
Pool

Villa 'Ancòra Tenuta Lonciano' with Pool and Mountain View

Villa 'Ancòra Tenuta Lonciano' with Pool and Mountain View
Sesto Fiorentino
The price is CA $580
CA $776 total
includes taxes & fees
Mar 2 - Mar 3
Villa 'Ancòra Tenuta Lonciano' with Pool and Mountain View
Terrace/patio

Antico Borghetto di Tigliano Cozy and ideal for families with children

Antico Borghetto di Tigliano Cozy and ideal for families with children
Vinci
The price is CA $550
CA $722 total
includes taxes & fees
Feb 22 - Feb 23
Antico Borghetto di Tigliano Cozy and ideal for families with children
Exterior

Villa Le Terme with Pool, Whirlpool, Garden, Terrace, BBQ, A/C & Wi-Fi

Villa Le Terme with Pool, Whirlpool, Garden, Terrace, BBQ, A/C & Wi-Fi
Monsummano Terme PT
8.0 out of 10, Very good, (1 review)
"Cons: Badet tilhørende soverom nede, burde vært i bedre stand"
Denmark
Anonymous traveller
The price is CA $4,322
CA $4,784 total
includes taxes & fees
Feb 23 - Feb 24
Villa Le Terme with Pool, Whirlpool, Garden, Terrace, BBQ, A/C & Wi-Fi
Exterior

Villa w/ personal concierge service, heated pool only 20 min to Florence center

Villa w/ personal concierge service, heated pool only 20 min to Florence center
impruneta
10.0 out of 10, Exceptional, (106 reviews)
"The Villa and grounds are absolutely beautiful! Caterina and her family members were the most gracious hosts. They could not do enough to make sure we had a "once in a lifetime" multi-generational family trip and truly made us feel like part of their family during our stay. We loved every second of our time in Tuscany and would highly recommend this amazing property."
United States
Charles S.
The price is CA $1,839
CA $2,108 total
includes taxes & fees
Feb 23 - Feb 24
Villa w/ personal concierge service, heated pool only 20 min to Florence center
Pool

Exclusive Vinci Resort

Exclusive Vinci Resort
Vinci
The price is CA $3,605
CA $3,965 total
includes taxes & fees
Mar 1 - Mar 2
Exclusive Vinci Resort
Pool

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
10.0 out of 10, Exceptional, (1 review)
"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."
Poland
Anonymous traveller
The price is CA $2,829
CA $3,858 total
includes taxes & fees
Feb 23 - Feb 24
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
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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Top San Casciano in Val di Pesa Hotel Reviews

Hotel Paris

Hotel Paris

10/10 Excellent
"The front desk staff were friendly and professional. The amenities were well done and the breakfast room was well appointed and as expected. "
Melanie 1-night trip
Posted 4 days ago
Hotel Paris

Find out more about San Casciano in Val di Pesa

San Casciano in Val di Pesa Villas information

Number of reviews
132
Accommodation
1896 Villas
Lowest Price
CA $625
Highest Price
CA $10,011

Frequently asked questions

How much do villas in San Casciano in Val di Pesa cost?
Rates for villas in San Casciano in Val di Pesa range between CA $625 and CA $10,011 per night. Whatever your budget, you can find a place that suits your needs with 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 San Casciano in Val di Pesa?
You'll find 1896 villas in San Casciano in Val di Pesa. No matter if you're traveling with the kids or organizing a weekend break with your besties, Expedia can help you find the ideal base for your squad.
Why book your villa in San Casciano in Val di Pesa with Expedia?
Reserving a villa in San Casciano in Val di Pesa is as easy as working out your travel dates and choosing a place that checks your boxes. In search of something affordable or luxurious, or a stay that also offers a kitchenette? Use Expedia's search filters to narrow your results and find the ideal fit.
How can I find cheap villas in San Casciano in Val di Pesa?
Expedia is here to help you look for cheap villas in San Casciano in Val di Pesa. Use our filter tool to select amenities, budget and star rating to refine your search and find a fantastic place to stay in a couple of clicks.
What is there to do near my villa in San Casciano in Val di Pesa?
After you've unpacked your things and settled in, get out and explore the incredible things San Casciano in Val di Pesa has to offer. Antinori nel Chianti Classico is a popular attraction to add to your must-do list.