A vineyard with rows of grapevines on rolling hills, a small house, and a mountain range in the background.

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for San Casciano in Val di Pesa villas

Exterior

Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning

Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning
San Casciano in Val di Pesa
The price is AED 26,180
AED 30,119 total
includes taxes & fees
28 Jul - 29 Jul
Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning
Exterior

Beautiful Tuscan home between Florence & Siena

Beautiful Tuscan home between Florence & Siena
Florence
10.0 out of 10, Exceptional, (8 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 AED 7,547
AED 10,537 total
includes taxes & fees
19 Jul - 20 Jul
Beautiful Tuscan home between Florence & Siena
Outdoor dining

Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi

Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Mercatale Val Di Pesa
The price is AED 7,041
AED 7,058 total
includes taxes & fees
24 Jul - 25 Jul
Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Interior

Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence

Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence
Oltrarno
The price is AED 4,109
AED 4,159 total
includes taxes & fees
1 Aug - 2 Aug
Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
7.0 out of 10, Good, (2 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is AED 694
AED 776 total
includes taxes & fees
14 Jul - 15 Jul
Villa Montecastello
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is AED 223
AED 1,056 total
includes taxes & fees
14 Jul - 15 Jul
Casa dei Renai by Rentbeat
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is AED 415
AED 503 total
includes taxes & fees
15 Jul - 16 Jul
Rooster House, cooking classes and opera
Outdoor dining

Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (147 reviews)
"Beautiful property and great experience "
United States
edward p.
The price is AED 1,048
AED 1,652 total
includes taxes & fees
19 Jul - 20 Jul
Luxury Villa in the Florentine hills
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is AED 2,985
AED 3,317 total
includes taxes & fees
25 Jul - 26 Jul
Villa Marcolina
Exterior

NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!

NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Oltrarno
10.0 out of 10, Exceptional, (1 review)
"Struttura a dir poco fantastica. Siamo stati non bene benissimo e sicuramente ci ritorneremo.Approfitto anche per fare un ringraziamento a Serena e Venita per l’immensa disponibilità, professionalità e cordialità ricevuta."
United States
Giuseppe F.
The price is AED 2,725
AED 3,500 total
includes taxes & fees
1 Aug - 2 Aug
NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Exterior

The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The price is AED 736
AED 841 total
includes taxes & fees
15 Jul - 16 Jul
The three owls of san gimignano
Exterior detail

Exclusive Estate in Florence, Private Pool, 13 bedrooms

Exclusive Estate in Florence, Private Pool, 13 bedrooms
Oltrarno
10.0 out of 10, Exceptional, (7 reviews)
"Wonderful stay for our large extended family. Everyone was comfortable, and the proximity to the city center was ideal. Hosts had many helpful suggestions. Make sure you ask about hiring the private chef they recommend! "
United States
Molly M.
The price is AED 24,319
AED 29,707 total
includes taxes & fees
27 Jul - 28 Jul
Exclusive Estate in Florence, Private Pool, 13 bedrooms
Exterior

Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
9.4 out of 10, Exceptional, (3 reviews)
"Nice place 👌 "
United States
Avi A.
The price is AED 1,321
AED 1,862 total
includes taxes & fees
14 Jul - 15 Jul
Villa Il Signorino
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)
"Super quaint, beatiful, designed, comfortable, not lacking anything house and location. Very informative and accessable host. Listen to the instructions on how to go to Firenze. No need to take your car tyere!"
United States
Maria H.
The price is AED 1,183
AED 1,582 total
includes taxes & fees
20 Jul - 21 Jul
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is AED 18,207
AED 20,304 total
includes taxes & fees
14 Jul - 15 Jul
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
9.8 out of 10, Exceptional, (17 reviews)
"Our stay at the Country House was a dream come true for our family. It was the Tuscan countryside villa we hoped for within 15min of the city center. Our host, Giacomo, could not have been more welcoming and accommodating. Truly made our stay special. If you're visiting Florence and want a peaceful place to return to at night, the Country House is your place. We will be back."
United States
Kevin B.
The price is AED 1,258
AED 1,987 total
includes taxes & fees
20 Jul - 21 Jul
Country House with heated pool near the center
Exterior

My Exclusive Italy - Classic Suite in a Luxury Wine Estate

My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Rignano sull'Arno
The price is AED 1,901
AED 2,092 total
includes taxes & fees
16 Jul - 17 Jul
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Outdoor dining

Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi

Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi
Bucine
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Wunderschönes charmantes, rustikales Ferienhaus in der wunderschönen Toskana. Tolle Lage, sehr freundlicher und charmanter Gastgeber. Senore Guidi und seine Ehefrau sind zauberhafte Gastgeber. Sehr hilfsbereit und zuvorkommend! Die Fotos der Unterkunft stimmen zu 100% überein! Toller Poolbereich. Senor Guidi hat zur Wein- und Olivenöl -Verkostung eingeladen und uns auf Anfrage zu einer persönlichen Begehung seiner Oliven-und-Weinberge mitgenommen. Sehr persönliche und menschliche...
Germany
Anonymous traveler
The price is AED 1,845
AED 2,025 total
includes taxes & fees
18 Jul - 19 Jul
Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi
Exterior

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 price is AED 8,302
AED 8,310 total
includes taxes & fees
15 Jul - 16 Jul
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Exterior

My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate

My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate
Rignano sull'Arno
The price is AED 3,205
AED 3,525 total
includes taxes & fees
14 Jul - 15 Jul
My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate
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

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

10/10 Excellent
"Great location and overall a wonderful stay! The laundry facilities were a huge bonus, and the amenities were excellent. The gym and pool were both incredible and well worth using. The only area for improvement would be the rooms, which could have been a bit cleaner and better maintained. Overall, I would definitely stay here again."
Pamela 3-night trip
Posted 2 hours ago
The Social Hub Florence Lavagnini

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 AED 503 and AED 30,119 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 1837 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.