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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 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, (108 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
The price is 4.578.365 ₫
5.151.728 ₫ 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, (92 reviews)
"The view is unique. Perfect location for a romantic trip."
United States
Stella
The price is 2.993.167 ₫
3.408.009 ₫ total
includes taxes & fees
10 Nov - 11 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 2.895.890 ₫
3.301.005 ₫ total
includes taxes & fees
10 Nov - 11 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, (273 reviews)
"Great property and staff. Highly recommend!"
United States
Michael
The price is 2.747.414 ₫
3.108.799 ₫ total
includes taxes & fees
13 Nov - 14 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, (122 reviews)
"Very helpful staff and comfortable affordable stay"
United States
Ana María
The price is 930.560 ₫
1.110.260 ₫ total
includes taxes & fees
8 Nov - 9 Nov
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, (18 reviews)
"Room was always clean. Location is amazing."
Canada
Doug
The price is 4.391.117 ₫
5.177.593 ₫ total
includes taxes & fees
19 Nov - 20 Nov
Signoria Collection
A hotel room with a desk, laptop, lamp, and a decorative plant. There is a black cabinet with glass doors and a clock on the wall.

7. Luxury B&B La Dimora degli Angeli

Luxury B&B La Dimora degli Angeli
Historic Centre of Florence
9.2 out of 10, Wonderful, (616 reviews)
"Excellent location, breakfast was awesome, perfect place for a young couples."
United States
Maurin
The price is 2.723.651 ₫
3.343.380 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Luxury B&B La Dimora degli Angeli
A balcony with wicker furniture, overlooking a historic square with a prominent tower and a clock.

8. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.4 out of 10, Exceptional, (889 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 2.861.987 ₫
3.494.763 ₫ total
includes taxes & fees
17 Nov - 18 Nov
Relais Piazza Signoria
A pool with a stone border, a grassy area, and a building with a sloped roof.

9. 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 4.740.022 ₫
5.964.883 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Lebbiano Residence Bio Resort
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.

10. Residenza La Musa Amarcord

Residenza La Musa Amarcord
Historic Centre of Florence
9.8 out of 10, Exceptional, (180 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 2.449.970 ₫
3.042.331 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Residenza La Musa Amarcord
A building with multiple windows, a balcony with balustrade, and storefronts with awnings.

11. 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 2.764.647 ₫
3.387.689 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Anchor Santa Croce
A rooftop pool with a clear view of historic buildings and mountains in the background.

12. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (146 reviews)
"Excelente location, staff members great service, kind, attentive, we love our room"
United States
James
The price is 4.463.495 ₫
5.256.422 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Teatro Luxury Apartments Firenze - Starhotels Collezione
A room with a dining table, a vase of flowers, a lamp, and a view of a historic building through a window.

13. Mamo Florence - Le Farine Della Signoria Apartments

Mamo Florence - Le Farine Della Signoria Apartments
Historic Centre of Florence
8.8 out of 10, Excellent, (11 reviews)
"Great host, amazing location!"
United States
raxshaaz
The price is 1.944.771 ₫
4.363.119 ₫ total
includes taxes & fees
26 Nov - 27 Nov
Mamo Florence - Le Farine Della Signoria Apartments
An outdoor dining area with a table set for two, surrounded by chairs, a potted plant, and a view of a building with a staircase.

14. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (246 reviews)
"Wish we stayed longer!! Our stay was beyond amazing!"
United States
Christina
The price is 2.902.616 ₫
3.539.454 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Serristori Palace Residence
A wooden table with drinks and snacks on a balcony overlooking a cityscape with a prominent dome building.

15. Novella House

Novella House
Historic Centre of Florence
9.0 out of 10, Wonderful, (362 reviews)
"A beautiful place with an amazing staff and everything you need. Would definitely stay here again and would recommend it to everyone!"
United States
Zeus
The price is 2.046.054 ₫
3.032.229 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Novella House
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 Paris

Hotel Paris

10/10 Excellent
"Perfect location"
Lambros 2-night trip
Posted 14 hours ago
Hotel Paris

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.