Best San Casciano in Val di Pesa Villas: Private & Luxury Villa Accommodations in San Casciano in Val di Pesa

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

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Our top choices for San Casciano in Val di Pesa villas

An open wooden door leading to a balcony with a round table and two chairs, overlooking a garden with trees and flowers.

1. Florence‼️~Entire villa in the hills, sleeps 7, 4 bathrooms~

Impruneta

Maria H.

includes taxes & fees

19 Oct - 20 Oct

An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

2. Luxury Villa in the Florentine hills

Florence

melissa r.

includes taxes & fees

1 Nov - 2 Nov

A multi-story building with a stone pathway leading to the entrance, surrounded by lush greenery and flowering plants.

3. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

Firenze

includes taxes & fees

27 Oct - 28 Oct

A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

4. Rooster House, cooking classes and opera

Tavarnelle Val di Pesa

includes taxes & fees

20 Oct - 21 Oct

A stone building with a large arched entrance, potted plants, and outdoor seating.

5. Exclusive Estate | Personal Concierge & Heated Pool

impruneta

Oli P.

includes taxes & fees

19 Oct - 20 Oct

A villa with a swimming pool, surrounded by lush greenery and vineyards.

6. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

Montespertoli

includes taxes & fees

19 Oct - 20 Oct

A two-story building with a gravel driveway, a wooden door, and a small garden area with potted plants.

7. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

Montespertoli

Krista G.

includes taxes & fees

1 Nov - 2 Nov

A villa with a swimming pool, surrounded by lush greenery and a scenic countryside view.

8. Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

Montespertoli

"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"

Elise D.

includes taxes & fees

1 Nov - 2 Nov

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Top San Casciano in Val di Pesa Hotel Reviews

The Market Urban Hotel

10/10 Excellent

"Very nice hotel and friendly staff"

Hotel Albani Firenze

10/10 Excellent

"We had a great stay at Hotel Albani. It's a touch of old school elegance, which might seem a little fussy to some. We found the room to be clean and comfortable. Some folks might enjoy the ginormous TV. We usually skip hotel breakfasts in the States, but the breakfast at Hotel Albani was excellent. Only negative was that we probably needed an in-service as to how the shower functioned; we had weak showers before figuring it out."

Hu Firenze Camping In Town

10/10 Excellent

"On a bien aimé notre séjour. C’était très propre partout. Notre cabine était parfaite. Votre équipe s’est bien occupée de nous. Et nous avons eu un très bon service. Nous le recommandons. Et le restaurant et le service était très bon aussi. Nous avons trouvé très pratique de pouvoir acheter nos excursions au camping et d’avoir le transport pour les excursions directement du camping c’était bien pratique et zéro stress à essayer de trouver le groupe au centre ville."

The Social Hub Florence Belfiore

8/10 Good

"Staff is too young and untrained in hospitality to provide a solid experience, felt like student workers with little supervisors there to actually help them. Advertises with free laundry but you can only run one tiny machine at a time and one of them left my laundry smelling worse making me have to double-wash it. All of it gets run through their own app you have to create an account for, just to use a washing machine during your two-night stay. BAD USE OF HIGH TECH. Room was spacious and clean but bathroom shower floods the rest of the floor. Hallways smelled like meals microwaved by the study-abroad students. Interesting concept, solid rooms, poorly executed."

Find out more about San Casciano in Val di Pesa

San Casciano in Val di Pesa Villas information

Number of reviews	337
Accommodation	1436 Villas
Lowest Price	AU$215
Highest Price	AU$21,077

Frequently asked questions

How much do villas in San Casciano in Val di Pesa cost?

Prices for villas in San Casciano in Val di Pesa range between AU$215 and AU$21,077 per night. No matter your budget, you'll find a place that fits the bill on Expedia. This price was 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?

Take your pick of 1436 villas in San Casciano in Val di Pesa. Whether you're taking a trip with the family or getting away with some friends, Expedia can help you find the ideal base for your squad.

What is there to do near my villa in San Casciano in Val di Pesa?

Whatever you're interested in, San Casciano in Val di Pesa has a whole lot to keep you busy. Cathedral of Santa Maria del Fiore, Uffizi Gallery and Pitti Palace are on most travellers' sightseeing itineraries. Don't head home without exploring Antinori nel Chianti Classico, Bargello and Duomo Museum either. With Expedia's San Casciano in Val di Pesa hotel deals, you can discover more popular attractions like these with the money you save.

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for San Casciano in Val di Pesa villas

1. Florence‼️~Entire villa in the hills, sleeps 7, 4 bathrooms~

2. Luxury Villa in the Florentine hills

3. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

4. Rooster House, cooking classes and opera

5. Exclusive Estate | Personal Concierge & Heated Pool

6. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

7. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

8. Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

9. Tenuta le Viste—a magnificent villa overlooking Florence

10. SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms

11. Golden Hour - wedding in Florence

12. Villa Sunset, in the heart of Chianti area

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

14. Bagno a Ripoli, Italy. Entire accommodation: villa

15. Florence Apartments - Villa Fonte Morgana with Pool

16. Aureva Tuscany, modern villa with private pool

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

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

19. Villa Montecastello

20. VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

Find holiday rentals that suit your style

Top San Casciano in Val di Pesa Hotel Reviews

The Market Urban Hotel

Find out more about San Casciano in Val di Pesa

San Casciano in Val di Pesa Villas information

Frequently asked questions

Explore a world of travel with Expedia