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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for San Casciano in Val di Pesa holiday rentals

An arched entrance with a lantern above, flanked by two potted plants.

1. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (109 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
The price is 4.116.386 ₫
4.643.431 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Villa il Fedino
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

2. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (93 reviews)
"The view is unique. Perfect location for a romantic trip."
United States
Stella
The price is 2.984.070 ₫
3.397.652 ₫ total
includes taxes & fees
4 Nov - 5 Nov
B&B La Fonte del Machiavelli
Exterior

3. B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (29 reviews)
"Me and my girlfriend really did enjoy this property. Both host were very friendly and welcoming to us. We both did enjoy the feel at Home environment. We would definitely come back here on a future trip. Big shout out to the host for the wonderful cook meals. Great to know a bit about them as well."
United States
Erick
The price is 2.373.985 ₫
2.726.559 ₫ total
includes taxes & fees
16 Nov - 17 Nov
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
A stone building with a patio area featuring a table and chairs under a large umbrella.

4. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.6 out of 10, Exceptional, (275 reviews)
"Great property and staff. Highly recommend!"
United States
Michael
The price is 2.333.992 ₫
2.653.772 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Relais Villa Olmo - Place of Charme
A tented room with a bed, curtains, and a view of an outdoor deck.

5. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (125 reviews)
"Very helpful staff and comfortable affordable stay"
United States
Ana María
The price is 1.236.819 ₫
1.446.882 ₫ total
includes taxes & fees
16 Nov - 17 Nov
hu Firenze Certosa camping in town
A modern house with glass walls and a patio area.

6. Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (94 reviews)
"The Marignolle Relais & Charme is absolutely gorgeous. The rooms are beautifully decorated and everything is so clean. The grounds are well maintained and the pool area is stunning. We loved our two day stay and heartily recommend it. Stay here you’ll love it!!!"
Canada
Honey
The price is 3.378.441 ₫
4.061.809 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Marignolle Relais and Charme
A stone building with a wooden door, a grill outside, and a stone wall.

7. Teranga in Chianti - Parking & Garden 3 BR

Teranga in Chianti - Parking & Garden 3 BR
Tavarnelle Val di Pesa
Teranga in Chianti - Parking & Garden 3 BR
A historic building with ornate iron gates, potted plants, and a visible staircase leading to an upper floor.

8. Signoria Collection

Signoria Collection
Historic Centre of Florence
9.8 out of 10, Exceptional, (18 reviews)
"Room was always clean. Location is amazing."
Canada
Doug
The price is 2.740.611 ₫
3.360.891 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Signoria Collection
A building with multiple windows, a balcony with balustrade, and storefronts with awnings.

9. Anchor Santa Croce

Anchor Santa Croce
Historic Centre of Florence
9.8 out of 10, Exceptional, (9 reviews)
"Amazing place to stay. Clean, close to main touristic attractions in Florence."
Canada
Adina
The price is 2.544.266 ₫
3.144.217 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Anchor Santa Croce
A hotel room with a bed, a bedside table, a heater, a mirror, and a bathroom with a sink.

10. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,799 reviews)
"Loved the place. Our cabin was perfect & it’s right on a bus line into town."
United States
Debra
The price is 1.327.829 ₫
1.662.573 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Hu Firenze Camping In Town
A modern bedroom with a wooden ceiling, a bed with a white headboard, a beige sofa, and a glass-enclosed shower area with marble walls.

11. Residenza La Musa Amarcord

Residenza La Musa Amarcord
Historic Centre of Florence
10.0 out of 10, Exceptional, (181 reviews)
"The staff was super friendly and helped us with recommendations, acquiring a taxi, and booking dinner reservations! The room was very clean and had lovely Firenze charm. Definitely would stay again."
United States
Lauren
The price is 2.367.141 ₫
2.950.075 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Residenza La Musa Amarcord
A balcony with wicker furniture, overlooking a historic square with a prominent tower and a clock.

12. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (891 reviews)
"The people were all extremely nice and helpful, location was amazing, exactly what we were after having never been to Florence !!"
United States
David
The price is 2.823.887 ₫
3.451.800 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Relais Piazza Signoria
A rooftop pool with a clear view of historic buildings and mountains in the background.

13. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (154 reviews)
"Great property!"
United States
Jahzier
The price is 4.458.880 ₫
5.250.987 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Teatro Luxury Apartments Firenze - Starhotels Collezione
A bedroom with a stone wall, a large mirror, a bed with white linens, a potted plant, and a view through a window with curtains.

14. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (82 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is 6.696.131 ₫
7.481.150 ₫ total
includes taxes & fees
6 Nov - 7 Nov
Terre di Baccio
Room

15. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (373 reviews)
"It was a perfect accommodation, best location, great Host and excellent room !"
United States
Cathrina
The price is 1.872.484 ₫
2.463.655 ₫ total
includes taxes & fees
18 Nov - 19 Nov
La Torre Del Cestello
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

Bernini Palace

Bernini Palace

10/10 Excellent
"Very impressed with this hotel. The staff were extremely friendly and helpful with all of our questions and needs. Highly recommended!!!"
Jason 5-night trip
Posted 3 hours ago
Bernini Palace

Frequently asked questions

Are there holiday rentals in San Casciano in Val di Pesa?

Yes, there are holiday rentals close to the most popular sights in San Casciano in Val di Pesa, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to San Casciano in Val di Pesa speak positively about the countryside and wineries in this destination. Make sure you have time to check out the spas and coffee shops during your trip.

How many holiday rentals are there in San Casciano in Val di Pesa?

Choose from 25 Expedia holiday rentals in San Casciano in Val di Pesa for a memorable holiday.

What can I see and do in San Casciano in Val di Pesa?

While exploring the area, visit family-friendly sights like Villa Medicea di Lilliano - Malenchini, or get outside and enjoy nature at Boboli Gardens. Piazza di Santa Maria Novella and Piazza del Duomo are other popular places to visit in the area.

What are holiday rentals like in San Casciano in Val di Pesa?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Casciano in Val di Pesa. Holiday rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.