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

San Casciano in Val di Pesa Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

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

Exterior

1. 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, (27 reviews)
"The beautiful place, very comfortable, the incredible attention, the breakfast felt like in Homewith a lot of love We hope to return one day"
Mexico
Raymundo
The price is HK$989
HK$1,124 total
includes taxes & fees
28 Sept - 29 Sept
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
Outdoor dining

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, (84 reviews)
"Very pretty B&B! The rooms are super cozy and feels welcoming! The scenery around is just amazing! The pool was very refreshing and the host very nice! The trail to reach the B&B is narrow make sure you have a small car ;)"
Canada
Alexia
The price is HK$934
HK$1,063 total
includes taxes & fees
4 Oct - 5 Oct
B&B La Fonte del Machiavelli
Property entrance

3. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (105 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
The price is HK$1,889
HK$2,114 total
includes taxes & fees
18 Oct - 19 Oct
Villa il Fedino
Pool

4. Portion of Villa Il Conventino with Pool and Wi-Fi

Portion of Villa Il Conventino with Pool and Wi-Fi
San Casciano in Val di Pesa
Portion of Villa Il Conventino with Pool and Wi-Fi
Pool

5. Cottage in Chianti Barn with Shared Pool, Wi-Fi, and Air Conditioning

Cottage in Chianti Barn with Shared Pool, Wi-Fi, and Air Conditioning
San Casciano in Val di Pesa
The price is HK$5,109
HK$5,695 total
includes taxes & fees
14 Oct - 15 Oct
Cottage in Chianti Barn with Shared Pool, Wi-Fi, and Air Conditioning
Outdoor dining

6. Molino In Chianti - Villa with Private Pool

Molino In Chianti - Villa with Private Pool
Mercatale Val Di Pesa
The price is HK$12,460
HK$12,496 total
includes taxes & fees
21 Sept - 22 Sept
Molino In Chianti - Villa with Private Pool
Pool

7. Apartment 'Mini in Chianti' with Shared Pool, Wi-Fi and Air Conditioning

Apartment 'Mini in Chianti' with Shared Pool, Wi-Fi and Air Conditioning
San Casciano in Val di Pesa
Apartment 'Mini in Chianti' with Shared Pool, Wi-Fi and Air Conditioning
Restaurant

8. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (265 reviews)
"Very friendly and clean."
United States
Mohamed
The price is HK$1,360
HK$1,523 total
includes taxes & fees
19 Oct - 20 Oct
Relais Villa Olmo
View from room

9. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (119 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is HK$578
HK$654 total
includes taxes & fees
15 Oct - 16 Oct
Chianti Village Morrocco
Breakfast, lunch and dinner served

10. Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (92 reviews)
"Good stay"
Canada
David Joseph
The price is HK$1,644
HK$1,917 total
includes taxes & fees
18 Oct - 19 Oct
Marignolle Relais and Charme
In-room safe, cots/infant beds, bed sheets

11. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,736 reviews)
"Love this place, came back twice. Literally had all you need . The shuttle downtown is amazing, exploring with families can be chaotic this helped. The pool gets a bit crowded during peak season but still worth a visit."
United States
Ama
The price is HK$525
HK$641 total
includes taxes & fees
21 Oct - 22 Oct
Hu Firenze Camping In Town
Outdoor dining

12. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (254 reviews)
"It’s was great"
United States
Rocio
The price is HK$1,100
HK$1,282 total
includes taxes & fees
11 Oct - 12 Oct
Villa La Stella - Casa per Ferie
Private kitchen

13. Sapiti Modern by Mmega

Sapiti Modern by Mmega
Historic Centre of Florence
9.2 out of 10, Wonderful, (17 reviews)
"Affordable and walking distance to points of interest"
United States
Francisco J
The price is HK$730
HK$1,632 total
includes taxes & fees
9 Oct - 10 Oct
Sapiti Modern by Mmega
Breakfast, lunch and dinner served

14. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (38 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is HK$1,362
HK$1,534 total
includes taxes & fees
22 Sept - 23 Sept
La Locanda di Pietracupa
Garden

15. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (232 reviews)
"Great location and great property!"
Canada
Imamah
The price is HK$1,364
HK$1,608 total
includes taxes & fees
22 Sept - 23 Sept
Serristori Palace Residence
City view

16. Mamo Florence - Le Farine Della Signoria Apartments

Mamo Florence - Le Farine Della Signoria Apartments
Historic Centre of Florence
8.6 out of 10, Excellent, (10 reviews)
"Amazing property with excellent views. "
United States
Karl
The price is HK$1,436
HK$2,274 total
includes taxes & fees
11 Oct - 12 Oct
Mamo Florence - Le Farine Della Signoria Apartments
Outdoor dining

17. BELVEDERE SUITE FLORENCE

BELVEDERE SUITE FLORENCE
Oltrarno
8.6 out of 10, Excellent, (32 reviews)
"We had a great stay in this perfectly-located sweet, wee apartment. It was cozy but an excellent and well-organized layout. "
Canada
Lori M.
The price is HK$907
HK$1,646 total
includes taxes & fees
23 Sept - 24 Sept
BELVEDERE SUITE FLORENCE
Terrace/patio

18. Numa Florence Palazzo San Niccolò

Numa Florence Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (207 reviews)
"Very nice place, backing onto the mountain and quiet. Clean and spacious. Comfortable beds. Only complaint which is not a great one is that it was too digital - the front door & room key were down for most of a day (creating an hassle because of the lack of onsite staff) and the wifi was down for 2 days, leading to inconvenience. Otherwise good place in a good location."
Canada
Dante
The price is HK$1,815
HK$2,105 total
includes taxes & fees
13 Oct - 14 Oct
Numa Florence Palazzo San Niccolò
Premium bedding, down duvets, in-room safe, desk

19. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (320 reviews)
"Clean room friendly staff definitely be back"
United States
IVAN
The price is HK$1,837
HK$2,147 total
includes taxes & fees
18 Oct - 19 Oct
La Torre Del Cestello
Exterior

20. Residenza 24

Residenza 24
San Lorenzo
9.0 out of 10, Wonderful, (35 reviews)
"Very clean. Very helpful staff."
United Kingdom
paul
The price is HK$840
HK$1,033 total
includes taxes & fees
28 Sept - 29 Sept
Residenza 24
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 Albani Firenze

Hotel Albani Firenze

10/10 Excellent
"Staff is very attentive! Clean hotel. Friendly and helpful staff!!"
Susan 1-night trip
Posted 7 hours ago
Hotel Albani Firenze

Find out more about San Casciano in Val di Pesa

Search for holiday rentals in San Casciano in Val di Pesa on Expedia! You can easily find your home rentals, villas, holiday apartments in San Casciano in Val di Pesa using one of the methods below:

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Look no further and take a look at our great range of rental properties in San Casciano in Val di Pesa!

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.

What are some of the best holiday rentals that San Casciano in Val di Pesa has to offer?

Villa La Stella - Casa per Ferie: This holiday home rental outside of San Casciano in Val di Pesa is located near the airport, and has a garden, a library and air conditioning to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

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.