Search Holiday Rentals in Castiglione dei Pepoli

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Top Holiday Rentals in Castiglione dei Pepoli

Free daily buffet breakfast
Podere La Casella

Podere La Casella

Scarperia e San Piero
10.0 out of 10, Exceptional, (5)
"Lovely location and pleasant host. "
United States
Luke
Podere La Casella
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
I Vivai

I Vivai

Montemurlo
9.6 out of 10, Exceptional, (77)
"Numero uno Must stay there Team is the best "
United States
Ilan
I Vivai
Terrace/patio
Villa Rucellai

Villa Rucellai

Prato
9.6 out of 10, Exceptional, (7)
"Beautiful villa in great rural setting. Really nice grounds. Friendly , helpful staff. Good breakfast."
United States
Philip
The price is ฿3,624
฿4,064 total
includes taxes & fees
2 Dec - 3 Dec
Villa Rucellai
Superior Double or Twin Room | Frette Italian sheets, premium bedding, memory-foam beds
La Quercia - BolognaRooms

La Quercia - BolognaRooms

Sasso Marconi
9.0 out of 10, Wonderful, (63)
"Calm location, specious rooms, great breakfast, easy communication with the staff."
Italy
Arnoldo Farias
The price is ฿1,719
฿1,891 total
includes taxes & fees
2 Dec - 3 Dec
La Quercia - BolognaRooms
Property grounds
Relais Villa Scarfantoni B&B

Relais Villa Scarfantoni B&B

Montemurlo
10.0 out of 10, Exceptional, (9)
"Very old world elegance! Perfect host - lovely place to stay! Will stay here again!"
United States
Melanie
Relais Villa Scarfantoni B&B
View from property
Locanda dei Fiori

Locanda dei Fiori

Pistoia
9.0 out of 10, Wonderful, (21)
"Very nice accomodation. Good bed and a good breakfast. Also Pistoia is a very nice pkace!"
United Kingdom
KJ van
Locanda dei Fiori
Living area
Conti & Moroni House

Conti & Moroni House

Calenzano
The price is ฿2,607
฿3,017 total
includes taxes & fees
2 Dec - 3 Dec
Conti & Moroni House
Deluxe Double Room | Terrace/patio
B&BIGPRATO

B&BIGPRATO

Prato
7.4 out of 10, Good, (3)
"Piccolo hotel molto ben curato. Camera spaziosa, dotata di tutto il necessario. Letto comodo e pulito."
Italy
Silvia
B&BIGPRATO
Apartment | Private kitchen | Electric kettle
Appartamento Letizia

Appartamento Letizia

Prato
8.0 out of 10, Very good, (1)
"L'appartamento è in stile moderno, con tutto automatizzato. Mi ha colpito particolarmente, infatti, il processo automatico di check-in che ha reso molto semplice l'ingresso in struttura. Istruzioni perfette da parte del proprietario, e supporto costante per qualsiasi nostra richiesta. Ci torneremo sicuramente ;)"
Italy
Daniel
The price is ฿3,778
฿5,683 total
includes taxes & fees
3 Dec - 4 Dec
Appartamento Letizia
Comfort Apartment | Laptop workspace, blackout curtains, iron/ironing board, free WiFi
Appartamento Cosimo

Appartamento Cosimo

Prato
The price is ฿4,156
฿7,216 total
includes taxes & fees
10 Dec - 11 Dec
Appartamento Cosimo
Exterior
Antico Podere San Luca

Antico Podere San Luca

Saragozza-Porto
10.0 out of 10, Exceptional, (1)
"Beautiful hillside location outside the city yet close enough to enjoy all it has to offer."
United Kingdom
R
The price is ฿4,936
฿5,948 total
includes taxes & fees
1 Jan - 2 Jan 2026
Antico Podere San Luca
Comfort Apartment, 1 Bedroom, Non Smoking | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Appartamento Leonardo

Appartamento Leonardo

Prato
The price is ฿4,618
฿6,718 total
includes taxes & fees
8 Dec - 9 Dec
Appartamento Leonardo
Interior
Appartamento Dante

Appartamento Dante

Prato
The price is ฿4,198
฿6,145 total
includes taxes & fees
12 Dec - 13 Dec
Appartamento Dante
Exterior
Il Villino

Il Villino

Vicchio
The price is ฿16,928
฿29,868 total
includes taxes & fees
2 Dec - 3 Dec
Il Villino
Comfort Apartment | Private kitchen
Appartamento Lorenzo

Appartamento Lorenzo

Prato
The price is ฿3,778
฿5,683 total
includes taxes & fees
5 Dec - 6 Dec
Appartamento Lorenzo
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 Castiglione dei Pepoli Hotel Reviews

Admiral Park Hotel by Falco D'Oro Hotels

Admiral Park Hotel by Falco D'Oro Hotels

10/10 Excellent
"Friendly and helpful staff, good amenities, tasty breakfast."
Natalya 2-night trip
Posted 10 days ago
Admiral Park Hotel by Falco D'Oro Hotels

Find out more about Castiglione dei Pepoli

Search for holiday rentals in Castiglione dei Pepoli on Expedia! You can easily find your home rentals, villas, holiday apartments in Castiglione dei Pepoli using one of the methods below:

  • View our selection of featured holiday rentals in Castiglione dei Pepoli
  • Use the map to find apartments and other holiday homes in the Castiglione dei Pepoli neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Castiglione dei Pepoli while they last

Look no further and take a look at our great range of rental properties in Castiglione dei Pepoli!

Frequently asked questions

Are there holiday rentals in Castiglione dei Pepoli?

Yes, there are holiday rentals close to the most popular sights in Castiglione dei Pepoli, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Castiglione dei Pepoli?

Expedia has 3 holiday rentals for your stay in Castiglione dei Pepoli.

What can I see and do in Castiglione dei Pepoli?

While exploring the area, visit family-friendly sights like Piccolo Paradiso, or get outside and enjoy nature at Path of the Gods. Cimitero Militare Germanico Della Futa and Rocchetta Mattei are a couple of places you'll find in the wider area.

What are holiday rentals like in Castiglione dei Pepoli?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castiglione dei Pepoli. Holiday rentals offer extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for small groups.