A historic building with arched walkways and a lush green courtyard.

Castiglione dei Pepoli Holiday Rentals

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Our top choices for Castiglione dei Pepoli holiday rentals

1. Tavernetta Openspace

Tavernetta Openspace
Sparvo
The price is NZ$161
includes taxes & fees
1 Nov - 2 Nov
Tavernetta Openspace

2. I Vivai

I Vivai
Montemurlo
9.4 out of 10, Exceptional, (91 reviews)
"Beautifully kept, pool was great. Rooms are spacious and nice. Restaurant, breakfast and dinner was great."
Australia
JOE
The price is NZ$242
includes taxes & fees
2 Nov - 3 Nov
I Vivai

3. Podere La Casella

Podere La Casella
Scarperia e San Piero
10.0 out of 10, Exceptional, (5 reviews)
"Lovely location and pleasant host. "
United States
Luke
The price is NZ$338
includes taxes & fees
2 Nov - 3 Nov
Podere La Casella

4. La Casa dei Ricordi

La Casa dei Ricordi
Monghidoro
10.0 out of 10, Exceptional, (1 review)
"Abbiamo soggiornato una sola notte tra sabato e domenica, è andato tutto più che bene, l’appartamento è al secondo e ultimo piano di una palazzina immersa nel verde. La zona è molto tranquilla e silenziosa, l’appartamento è grande (2 camere, 4 posti letto), c’è la cucina con ogni accessorio oltre alla macchinetta del caffè, il bollitore e il microonde. Sembra proprio di tornare indietro nel tempo e tornare a casa della nonna!"
Italy
Silvia
The price is NZ$121
includes taxes & fees
1 Nov - 2 Nov
La Casa dei Ricordi

5. L'Alberocasa

L'Alberocasa
Calenzano
10.0 out of 10, Exceptional, (1 review)
The price is NZ$164
includes taxes & fees
24 Nov - 25 Nov
L'Alberocasa

6. Borgo Malvasia- La Quercia

Borgo Malvasia- La Quercia
Sasso Marconi
8.8 out of 10, Excellent, (88 reviews)
"Perfect"
United States
Juan
The price is NZ$154
includes taxes & fees
1 Nov - 2 Nov
Borgo Malvasia- La Quercia

7. Camping Village Mugello Verde

Camping Village Mugello Verde
3.0 star property
Scarperia e San Piero
8.8 out of 10, Excellent, (140 reviews)
"What a great camping site. We stayed there 4 nights and were impressed with our accommodation and the site. It had lots of amenities and the pool was a nice refresh after being in the hot sun. It's also in a fab location for exploring the local area."
United Kingdom
Rachel
The price is NZ$126
includes taxes & fees
2 Nov - 3 Nov
Camping Village Mugello Verde

8. Villa Rucellai

Villa Rucellai
Prato
9.6 out of 10, Exceptional, (9 reviews)
"Recommending warmly , unique experiences of the real Toscana experience ,warm and friendly hospitality ."
Sweden
Hagai
The price is NZ$204
includes taxes & fees
26 Oct - 27 Oct
Villa Rucellai

9. Casa Fluò Relais

Casa Fluò Relais
Santo Stefano
8.8 out of 10, Excellent, (17 reviews)
"Very special"
United Kingdom
Genady
The price is NZ$320
includes taxes & fees
29 Oct - 30 Oct
Casa Fluò Relais

10. Garibaldi Palace

Garibaldi Palace
Prato
8.8 out of 10, Excellent, (35 reviews)
"Wonderful place, I'd stay again"
Canada
Kaitlyn
The price is NZ$275
includes taxes & fees
1 Nov - 2 Nov
Garibaldi Palace

11. Relais Villa Scarfantoni B&B

Relais Villa Scarfantoni B&B
Montemurlo
10.0 out of 10, Exceptional, (12 reviews)
"Very old world elegance! Perfect host - lovely place to stay! Will stay here again!"
United States
Melanie
The price is NZ$186
includes taxes & fees
25 Oct - 26 Oct
Relais Villa Scarfantoni B&B

12. Bed & Breakfast Locanda La Rotonda

Bed & Breakfast Locanda La Rotonda
Montale
4.6 out of 10, (4 reviews)
"Good value for money"
United States
Usman
The price is NZ$177
includes taxes & fees
25 Oct - 26 Oct
Bed & Breakfast Locanda La Rotonda

13. AS VILLARTE

AS VILLARTE
Agliana
6.0 out of 10, (1 review)
"Buona struttura, unica mancanza le zanzariere alla finestra. Frigo un po' rumoroso, proprietario gentile , caffè e tè compresi ."
Italy
Francesco
The price is NZ$168
includes taxes & fees
24 Nov - 25 Nov
AS VILLARTE

14. Locanda dei Fiori

Locanda dei Fiori
Pistoia
9.2 out of 10, Wonderful, (23 reviews)
"clean room, available garage parking, great location, good food recommendations"
United States
Colleen
The price is NZ$249
includes taxes & fees
24 Nov - 25 Nov
Locanda dei Fiori

15. HouSmart Risorgimento 9

HouSmart Risorgimento 9
Riale
The price is NZ$365
includes taxes & fees
5 Nov - 6 Nov
HouSmart Risorgimento 9

16. Appartamento Leonardo

Appartamento Leonardo
Prato
The price is NZ$376
includes taxes & fees
3 Nov - 4 Nov
Appartamento Leonardo

17. Appartamento Lorenzo

Appartamento Lorenzo
Prato
Appartamento Lorenzo

18. Appartamento Cosimo

Appartamento Cosimo
Prato
The price is NZ$486
includes taxes & fees
8 Nov - 9 Nov
Appartamento Cosimo

19. Casarossoblu- Zona Stadio

Casarossoblu- Zona Stadio
Saragozza-Porto
Casarossoblu- Zona Stadio

20. Garella

Garella
Prato
The price is NZ$296
includes taxes & fees
19 Nov - 20 Nov
Garella
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

Find out more about Castiglione dei Pepoli

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Castiglione dei Pepoli holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Castiglione dei Pepoli. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Castiglione dei Pepoli. Seeing all the best attractions is bound to make you fall in love with Castiglione dei Pepoli. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Castiglione dei Pepoli short-term rentals, that won’t be hard to do.

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.

What are some of the best holiday rentals that Castiglione dei Pepoli has to offer?

Bright house with garden and mountain view: This highly rated holiday home rental in Castiglione dei Pepoli is located in the mountains, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a stovetop, a coffee maker and kitchenware.

How many holiday rentals are there in Castiglione dei Pepoli?

Expedia has 5 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 Monte Coroncina. Path of the Gods and Cimitero Militare Germanico Della Futa 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.