Castiglione dei Pepoli Vacation Rentals

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Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Castiglione dei Pepoli vacation rentals

Exterior detail
Appartamento Simona Comfort&relax in Centro Paese

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 ￥12,298
￥15,577 total
includes taxes & fees
Dec 18 - Dec 19
Appartamento Simona Comfort&relax in Centro Paese
Seasonal outdoor pool
La Quercia - BolognaRooms

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 ￥9,311
￥10,242 total
includes taxes & fees
Dec 19 - Dec 20
La Quercia - BolognaRooms
Front of property
Villa Rucellai

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 ￥17,727
￥19,882 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Villa Rucellai
Free daily buffet breakfast
Podere La Casella

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

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

Margherita Room – Double with Shared Garden, Wi-Fi & Air Conditioning
Prato
The price is ￥25,325
￥25,507 total
includes taxes & fees
Dec 20 - Dec 21
Margherita Room – Double with Shared Garden, Wi-Fi & Air Conditioning
Exterior detail
Room 'Camera Papavero - Tripla' with Shared Garden, Wi-Fi and Air Conditioning

Room 'Camera Papavero - Tripla' with Shared Garden, Wi-Fi and Air Conditioning

Room 'Camera Papavero - Tripla' with Shared Garden, Wi-Fi and Air Conditioning
Prato
The price is ￥24,633
￥24,815 total
includes taxes & fees
Dec 22 - Dec 23
Room 'Camera Papavero - Tripla' with Shared Garden, Wi-Fi and Air Conditioning
Exterior detail
Sunflower Room – Double with Shared Garden, Wi-Fi and Air Conditioning

Sunflower Room – Double with Shared Garden, Wi-Fi and Air Conditioning

Sunflower Room – Double with Shared Garden, Wi-Fi and Air Conditioning
Prato
The price is ￥25,325
￥25,507 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Sunflower Room – Double with Shared Garden, Wi-Fi and Air Conditioning
Exterior detail
Room 'Camera Orchidea - Tripla' with Shared Garden, Wi-Fi and Air Conditioning

Room 'Camera Orchidea - Tripla' with Shared Garden, Wi-Fi and Air Conditioning

Room 'Camera Orchidea - Tripla' with Shared Garden, Wi-Fi and Air Conditioning
Prato
The price is ￥24,633
￥24,815 total
includes taxes & fees
Dec 22 - Dec 23
Room 'Camera Orchidea - Tripla' with Shared Garden, Wi-Fi and Air Conditioning
Exterior
Relais Villa Scarfantoni B&B

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
Exterior
I Vivai

I Vivai

I Vivai
Montemurlo
9.6 out of 10, Exceptional, (78)
"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
Property grounds
The health residence

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 ￥18,219
￥23,320 total
includes taxes & fees
Dec 22 - Dec 23
The health residence
Room
AB apartment Pistoia

AB apartment Pistoia

AB apartment Pistoia
Pistoia
The price is ￥12,389
￥15,668 total
includes taxes & fees
Jan 15 - Jan 16, 2026
AB apartment Pistoia
Dining
CASAROSA: aria condizionata, wifi, garage gratuito, animali ammessi

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

CASAROSA: aria condizionata, wifi, garage gratuito, animali ammessi
Porretta Terme
The price is ￥12,626
￥21,735 total
includes taxes & fees
Dec 17 - Dec 18
CASAROSA: aria condizionata, wifi, garage gratuito, animali ammessi
Outdoor dining
B&B da paola ............................................... .....................

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 ￥16,397
￥19,676 total
includes taxes & fees
Dec 17 - Dec 18
B&B da paola ............................................... .....................
Interior
Holiday Home 'Villetta Allegra' with Mountain View, Private Terrace and Private Garden

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 ￥19,073
￥28,730 total
includes taxes & fees
Dec 17 - Dec 18
Holiday Home 'Villetta Allegra' with Mountain View, Private Terrace and Private Garden
Exterior
STAR APARTMENT.

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 ￥10,749
￥16,943 total
includes taxes & fees
Jan 4 - Jan 5, 2026
STAR APARTMENT.
Property grounds
Paradise in the countryside

Paradise in the countryside

Paradise in the countryside
Sambuca Pistoiese
The price is ￥16,397
￥24,778 total
includes taxes & fees
Dec 18 - Dec 19
Paradise in the countryside
Outdoor dining
La Mansarda Chic by TuscanyWeGo

La Mansarda Chic by TuscanyWeGo

La Mansarda Chic by TuscanyWeGo
Prato
The price is ￥13,664
￥45,912 total
includes taxes & fees
Dec 17 - Dec 18
La Mansarda Chic by TuscanyWeGo
Interior
Suitable for hosting a family, groups of friends at music events

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 ￥12,754
￥27,256 total
includes taxes & fees
Dec 19 - Dec 20
Suitable for hosting a family, groups of friends at music events
Interior
Room 'Bellavista Cottage Gelsomino' with Shared Garden, Wi-Fi and Air Conditioning

Room 'Bellavista Cottage Gelsomino' with Shared Garden, Wi-Fi and Air Conditioning

Room 'Bellavista Cottage Gelsomino' with Shared Garden, Wi-Fi and Air Conditioning
barberino di mugello
The price is ￥15,554
￥16,283 total
includes taxes & fees
Dec 17 - Dec 18
Room 'Bellavista Cottage Gelsomino' with Shared Garden, Wi-Fi and 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

B&B Hotel Prato City Center

B&B Hotel Prato City Center

10/10 Excellent
"Great service. Nice breakfast"
Jesus 6-night trip
Posted 2 weeks ago
B&B Hotel Prato City Center

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

Frequently asked questions

Are there vacation rentals in Castiglione dei Pepoli?

Yes, there are vacation rentals near the most popular local attractions in Castiglione dei Pepoli, or you can choose a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental in Castiglione dei Pepoli?

Romantic house with swimming pool near Bologna & Florence CIN: IT047018C2OXJNJAB8: This vacation home rental near 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 a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Castiglione dei Pepoli?

Expedia has 3 vacation 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 larger area.

What are vacation rentals like in Castiglione dei Pepoli?

Vacation rentals are private accommodations you can reserve for several days or more in Castiglione dei Pepoli. Vacation rentals feature amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.