Castiglione dei Pepoli Holiday Rentals

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Our top choices for Castiglione dei Pepoli holiday rentals

Appartamento Simona Comfort&relax in Centro Paese

Appartamento Simona Comfort&relax in Centro Paese
Castiglione dei Pepoli
6.0 out of 10, (1)
The price is AU$153
includes taxes & fees
5 Jan - 6 Jan 2026
Appartamento Simona Comfort&relax in Centro Paese

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

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 AU$191
includes taxes & fees
7 Jan - 8 Jan 2026
Villa Rucellai

La Quercia - BolognaRooms

La Quercia - BolognaRooms
Sasso Marconi
9.0 out of 10, Wonderful, (64)
"Calm location, specious rooms, great breakfast, easy communication with the staff."
Italy
Arnoldo Farias
The price is AU$94
includes taxes & fees
8 Jan - 9 Jan 2026
La Quercia - BolognaRooms

I Vivai

I Vivai
Montemurlo
9.6 out of 10, Exceptional, (76)
"Beautiful and peaceful hotel with great service, great food and very kind management! We have been here the 2nd time and we plan to come back for a 3rd trip. Its super relaxing, clean, very nice architecture and a lot of places to visit around (even though Montemurlo isnt the most interesting place, but that doesnt matter)."
Germany
Stefan
I Vivai

Relais Villa Scarfantoni B&B

Relais Villa Scarfantoni B&B
Montemurlo
10.0 out of 10, Exceptional, (10)
"Very beautiful place this was second time here, and from the room being impeccable and the staff being accommodating and very sweet ladies, will definitely return."
United States
Annmarie
Relais Villa Scarfantoni B&B

Suitable for hosting a family, groups of friends at music events

Suitable for hosting a family, groups of friends at music events
Saragozza-Porto
10.0 out of 10, Exceptional, (3)
"The apartment is spacious and clean with all you need for a pleasant stay. One thing that wasn't mentioned in the ad, which I did really enjoy, was the outlook from the wonderful big windows. I loved looking out over the tile rooftops and toward the lovely green hills with San Luca at the top! Very impressive!!"
Canada
Elaine S.
The price is AU$230
includes taxes & fees
3 Jan - 4 Jan 2026
Suitable for hosting a family, groups of friends at music events

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

B&B da paola ............................................... .....................

B&B da paola ............................................... .....................
Campo Tizzoro
10.0 out of 10, Exceptional, (1)
"Un luogo incantevole, lungo un torrente. Adorabili Paola e Marco. Adorabili anche le loro caprette. Diversi percorsi per camminate facili e difficili nelle Foreste pistoiesi."
Italy
Marina P.
The price is AU$192
includes taxes & fees
9 Jan - 10 Jan 2026
B&B da paola ............................................... .....................

The health residence

The health residence
Maserno
8.0 out of 10, Very good, (1)
"Eenvoudig verblijf op rustige locatie. Weinig/geen toerisme. Bijzonder aardige gastvrouw die al het mogelijke doet om je het naar de zin te maken."
Netherlands
Thon K.
The price is AU$228
includes taxes & fees
30 Dec - 31 Dec
The health residence

Paradise in the countryside

Paradise in the countryside
Sambuca Pistoiese
The price is AU$242
includes taxes & fees
30 Dec - 31 Dec
Paradise in the countryside

Appartamento Cosimo

Appartamento Cosimo
Prato
The price is AU$325
includes taxes & fees
3 Jan - 4 Jan 2026
Appartamento Cosimo

STAR APARTMENT.

STAR APARTMENT.
Prato
10.0 out of 10, Exceptional, (1)
"I stayed there for 4 days while visiting my daughter who is studying in Prato for 4 months. The place was clean and the location was great. I would recommend this place. "
United States
Sharon B.
The price is AU$156
includes taxes & fees
4 Jan - 5 Jan 2026
STAR APARTMENT.

CASAROSA: aria condizionata, wifi, garage gratuito, animali ammessi

CASAROSA: aria condizionata, wifi, garage gratuito, animali ammessi
Porretta Terme
The price is AU$249
includes taxes & fees
2 Jan - 3 Jan 2026
CASAROSA: aria condizionata, wifi, garage gratuito, animali ammessi

To Florence Apartment, 2 rooms 6 guests parking space

To Florence Apartment, 2 rooms 6 guests parking space
Prato
10.0 out of 10, Exceptional, (1)
"Nice Stay.Host was exceptional"
United States
Terence S.
The price is AU$256
includes taxes & fees
10 Jan - 11 Jan 2026
To Florence Apartment, 2 rooms 6 guests parking space

Apartment 'Casa Claire' with Mountain View, Private Terrace and Private Garden

Apartment 'Casa Claire' with Mountain View, Private Terrace and Private Garden
San Marcello Piteglio
10.0 out of 10, Exceptional, (1)
"Pros: La tranquillità, la pace, e la proprietaria Beatrice che ti fa sentire a casa... Casa dotata di ogni comfort, con un ottimo spazio esterno"
Italy
Anonymous traveller
The price is AU$227
includes taxes & fees
5 Jan - 6 Jan 2026
Apartment 'Casa Claire' with Mountain View, Private Terrace and Private Garden

Apartment Bologna-Stadio 1

Apartment Bologna-Stadio 1
Saragozza-Porto
10.0 out of 10, Exceptional, (1)
"Appartamento moderno in buona posizione. Posto macchina disponibile con un costo addizionale. Panetteria è buonissima gelateria a pochi passi"
Italy
Fabio P.
The price is AU$220
includes taxes & fees
6 Jan - 7 Jan 2026
Apartment Bologna-Stadio 1

Modern Villa with heated jacuzzi,sauna,panoramic view,close to Tuscany

Modern Villa with heated jacuzzi,sauna,panoramic view,close to Tuscany
Pergoloso
10.0 out of 10, Exceptional, (2)
"Loved the view of the place and all the space. Owners were very helpful, and "
United States
Kade F.
The price is AU$463
includes taxes & fees
7 Jan - 8 Jan 2026
Modern Villa with heated jacuzzi,sauna,panoramic view,close to Tuscany

Holiday Home 'Villetta Allegra' with Mountain View, Private Terrace and Private Garden

Holiday Home 'Villetta Allegra' with Mountain View, Private Terrace and Private Garden
San Marcello Piteglio
10.0 out of 10, Exceptional, (4)
"Overall a good experience"
United States
jack r.
The price is AU$256
includes taxes & fees
30 Dec - 31 Dec
Holiday Home 'Villetta Allegra' with Mountain View, Private Terrace and Private Garden

Margherita Room – Double with Shared Garden, Wi-Fi & Air Conditioning

Margherita Room – Double with Shared Garden, Wi-Fi & Air Conditioning
Prato
The price is AU$133
includes taxes & fees
8 Jan - 9 Jan 2026
Margherita Room – Double with Shared Garden, Wi-Fi & Air Conditioning
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

Everything you need to know about Castiglione dei Pepoli holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Castiglione dei Pepoli holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castiglione dei Pepoli holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Castiglione dei Pepoli holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castiglione dei Pepoli. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Castiglione dei Pepoli holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castiglione dei Pepoli holiday rentals we have selected for you start as low as AU$463 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Castiglione dei Pepoli rentals

At Expedia, we put the best Castiglione dei Pepoli holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Castiglione dei Pepoli rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castiglione dei Pepoli holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castiglione dei Pepoli. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Romantic house with swimming pool near Bologna & Florence CIN: IT047018C2OXJNJAB8: This holiday home rental outside of Castiglione dei Pepoli is located on a lake, and has an outdoor pool, a fireplace and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, a garden and 1 hot tub so that you can immerse yourself in your holiday.

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.