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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 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, (106 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
The price is 5.746.747 ₫
6.437.144 ₫ total
includes taxes & fees
20 Oct - 21 Oct
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, (90 reviews)
"Beautiful location, beautiful rooms. Host is very friendly and accommodating."
Australia
James
The price is 2.998.275 ₫
3.413.825 ₫ total
includes taxes & fees
16 Oct - 17 Oct
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, (28 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 2.599.979 ₫
2.975.700 ₫ total
includes taxes & fees
29 Oct - 30 Oct
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

4. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.6 out of 10, Exceptional, (271 reviews)
"Very friendly and clean."
United States
Mohamed
The price is 3.567.795 ₫
4.011.367 ₫ total
includes taxes & fees
13 Nov - 14 Nov
Relais Villa Olmo - Place of Charme
A water park with a pool, slides, and a wooden deck area.

5. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (118 reviews)
"Friendly staff!"
United States
larisa
The price is 1.242.707 ₫
1.453.770 ₫ total
includes taxes & fees
16 Oct - 17 Oct
hu Firenze Certosa camping in town
A historic building with ornate iron gates, potted plants, and a visible staircase leading to an upper floor.

6. Signoria Collection

Signoria Collection
Historic Centre of Florence
9.8 out of 10, Exceptional, (17 reviews)
"Room was always clean. Location is amazing."
Canada
Doug
The price is 4.473.848 ₫
5.268.402 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Signoria Collection
A bedroom with a bed, a wardrobe, and a bedside table.

7. Anchor Santa Croce

Anchor Santa Croce
Historic Centre of Florence
9.8 out of 10, Exceptional, (7 reviews)
"Staff was very helpful and attentive. Location was perfect, within walking distance to many restaurants, piazza’s, shops."
United States
Franie
The price is 2.769.538 ₫
3.393.661 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Anchor Santa Croce
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

8. Palazzo Alfieri Residenza d’epoca - Place of Charme

Palazzo Alfieri Residenza d’epoca - Place of Charme
Historic Centre of Florence
9.2 out of 10, Wonderful, (855 reviews)
"Beautiful rooms and great location"
Canada
Taylor
The price is 5.823.113 ₫
6.810.454 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Palazzo Alfieri Residenza d’epoca - Place of Charme
Reception

9. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (140 reviews)
"Book this for our honeymoon and will definitely come back"
Canada
Kerby
The price is 4.471.112 ₫
5.265.392 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Teatro Luxury Apartments Firenze - Starhotels Collezione
A rustic outdoor setting with a wooden structure, a wheelbarrow, and potted plants.

10. Teranga in Chianti - Parking & Garden 3 BR

Teranga in Chianti - Parking & Garden 3 BR
Tavarnelle Val di Pesa
The price is 2.656.367 ₫
10.270.408 ₫ total
includes taxes & fees
16 Oct - 17 Oct
Teranga in Chianti - Parking & Garden 3 BR
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
9.8 out of 10, Exceptional, (179 reviews)
"The hotel was beautiful. The staff was super accommodating. My friends came by from another hotel and said they had wished to have reserved here instead. Modern accommodations and of course luckily an elevator. DEFINITELY would stay here again"
United States
Arely
The price is 2.476.267 ₫
3.071.063 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Residenza La Musa Amarcord
Room

12. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (349 reviews)
"Perfect location! Beautiful property. Our hostess was Amazing! Would love to come back!"
United States
Martin
The price is 2.526.116 ₫
3.183.757 ₫ total
includes taxes & fees
4 Nov - 5 Nov
La Torre Del Cestello
A bedroom with a wooden ceiling, a bed, a table with chairs, and a window with curtains.

13. Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1,193 reviews)
"Great location"
United States
Diana
The price is 3.054.365 ₫
3.764.832 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Palazzo Mannaioni Suites
A balcony with a table, wine glasses, and a bottle, overlooking a historic building with a clock tower and another tower.

14. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (885 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 3.195.842 ₫
3.862.595 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Relais Piazza Signoria
A glass-top table with a sofa, a candle, a pitcher, and two glasses of drink.

15. Tornabuoni Suites Collection

Tornabuoni Suites Collection
Historic Centre of Florence
9.6 out of 10, Exceptional, (338 reviews)
The price is 3.831.774 ₫
5.140.735 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Tornabuoni Suites Collection
A hot tub with a bottle and glasses, surrounded by a misty outdoor area with trees and a pool.

16. Lebbiano Residence Bio Resort

Lebbiano Residence Bio Resort
3.0 star property
Scandicci
9.4 out of 10, Exceptional, (23 reviews)
"Very good service, staff are very friendly and helpful. I would defenitely come back."
Australia
R.D
The price is 4.748.111 ₫
5.975.063 ₫ total
includes taxes & fees
5 Nov - 6 Nov
Lebbiano Residence Bio Resort
A wooden door with a sign, a large potted plant, and a view of a historic building.

17. La Casa del Garbo - Luxury Rooms & Suite

La Casa del Garbo - Luxury Rooms & Suite
Historic Centre of Florence
9.6 out of 10, Exceptional, (313 reviews)
"Great spot at an even better centrally located location. Staff were great. We really enjoyed our stay."
Canada
Thomas
The price is 2.424.754 ₫
3.882.320 ₫ total
includes taxes & fees
9 Nov - 10 Nov
La Casa del Garbo - Luxury Rooms & Suite
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 Galileo

Hotel Galileo

10/10 Excellent
"Highly recommend this hotel for a stay in Florence. It's on a busy street, but you can't hear the noise inside. Location was perfect for exploring Florence, and a short walk from the train station. Room was very clean and decent sized. If we ever make it to Florence again, we'll definitely stay here."
Kelly 3-night trip
Posted 4 hours ago
Hotel Galileo

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.