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
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for San Casciano in Val di Pesa villas

Exterior

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

Villa 'Il Conventino' with Pool, Wi-Fi, and Air Conditioning
San Casciano in Val di Pesa
The price is AED 11,774
AED 15,710 total
includes taxes & fees
29 Jul - 30 Jul
Villa 'Il Conventino' with Pool, Wi-Fi, and Air Conditioning
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 7,031
AED 7,048 total
includes taxes & fees
24 Jul - 25 Jul
Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Exterior

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 4,103
AED 4,154 total
includes taxes & fees
9 Aug - 10 Aug
Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is AED 18,182
AED 20,276 total
includes taxes & fees
24 Jul - 25 Jul
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
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 666
AED 745 total
includes taxes & fees
26 Jul - 27 Jul
Villa Montecastello
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is AED 3,083
AED 3,425 total
includes taxes & fees
3 Aug - 4 Aug
Villa Marcolina
Exterior

Lovely apartment in villa with pool, A/C, WIFI, TV, terrace, panoramic view, close to San Gimignano

Lovely apartment in villa with pool, A/C, WIFI, TV, terrace, panoramic view, close to San Gimignano
Montaione
10.0 out of 10, Exceptional, (5 reviews)
"We spend a great time, marvellous place and people"
United States
Carole G.
The price is AED 641
AED 731 total
includes taxes & fees
21 Aug - 22 Aug
Lovely apartment in villa with pool, A/C, WIFI, TV, terrace, panoramic view, close to San Gimignano
Exterior

The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The price is AED 562
AED 650 total
includes taxes & fees
24 Jul - 25 Jul
The three owls of san gimignano
Exterior

Villa "Arnilù" with Private Pool & Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is AED 20,697
AED 22,251 total
includes taxes & fees
28 Jul - 29 Jul
Villa "Arnilù" with Private Pool & Wi-Fi
Exterior

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
San Vivaldo
The price is AED 6,242
AED 7,596 total
includes taxes & fees
6 Aug - 7 Aug
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Property grounds

Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning

Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning
Legoli
The price is AED 11,841
AED 13,098 total
includes taxes & fees
17 Aug - 18 Aug
Villa Bonriposo with Private Pool, Wi-Fi, and Air Conditioning
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, (2 reviews)
"A dream property come true. Breathtaking views, most accommodating hosts, Perfect Tuscan location."
United States
Amber M.
The price is AED 6,536
AED 8,550 total
includes taxes & fees
20 Aug - 21 Aug
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Pool

"A Casa di Franca Villa con piscina"

"A Casa di Franca Villa con piscina"
Gambassi Terme
10.0 out of 10, Exceptional, (1 review)
"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...
Spain
Anonymous traveler
The price is AED 4,047
AED 5,593 total
includes taxes & fees
24 Jul - 25 Jul
"A Casa di Franca Villa con piscina"
Outdoor dining

Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi
Gaiole in Chianti
8.0 out of 10, Very Good, (1 review)
"Pros: La casa è sita in una posizione super tranquilla in mezzo al verde e alla natura. Tutto è curato alla perfezione. Nota di merito per il verde e i fiori e per la gentilezza dei proprietari. Cons: La posizione che è un pregio per qualcuno per altri potrebbe non esserlo. In effetti per arrivare al podere ci sono 2 km di strada bianca molto stretta. Una volta arrivati si è però ripagati ampiamente del piccolo disagio!"
Italy
Anonymous traveler
The price is AED 4,596
AED 5,378 total
includes taxes & fees
25 Jul - 26 Jul
Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi
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, (9 reviews)
"Everything about this house is exquisite and very homey. Decors are really tasteful. Outdoors spaces and the views are absolutely beautiful. Kitchen is really well appointed. There is no shortage of dish-wear, silverware and glasses. Location is very central to explore Tuscany. Our host, Lapo is very welcoming and helpful with all recommendations. He is the kind of host that you want to stay in touch and come back to see him. "
United States
Ravin N.
The price is AED 6,444
AED 6,545 total
includes taxes & fees
30 Jul - 31 Jul
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Terrace/patio

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Certaldo - Firenze
2.0 out of 10, (1 review)
"House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing "
United States
Kelly C.
The price is AED 2,114
AED 2,625 total
includes taxes & fees
24 Jul - 25 Jul
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
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 1,750
AED 1,930 total
includes taxes & fees
24 Jul - 25 Jul
Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi
Pool

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

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
Bucine
10.0 out of 10, Exceptional, (2 reviews)
"Upon arrival Guido had everything prepared for us. A bottle of his amazing wine that he makes along with 2 wine glasses we’re waiting on the farmhouse table. The home had 2 very comfortable bedrooms and a bathroom along with a living room and kitchen. Front porch overlooks the stunning Tuscany fields. The swimming pool was refreshing and everything was beyond perfect. This location was everything and more. The hosts were so helpful. I will come back her again..make sure to take time for the...
United States
Marianne H.
The price is AED 2,764
AED 2,944 total
includes taxes & fees
9 Aug - 10 Aug
Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
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
25 Jul - 26 Jul
Rooster House, cooking classes and opera
Outdoor dining

Villa Bellavista - Homelike Villas

Villa Bellavista - Homelike Villas
Montegonzi
Villa Bellavista - Homelike Villas
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
"Clean , convenient, helpful staff , tram stop outside hotel"
Melanie 4-night trip
Posted 17 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 22,251 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.