Castiglione dei Pepoli Holiday Rentals

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Check prices for these dates

Tonight
18 Dec - 19 Dec
Tomorrow
19 Dec - 20 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Castiglione dei Pepoli holiday rentals

Private kitchen
Garibaldi Palace

Garibaldi Palace

Garibaldi Palace
Prato
9.2 out of 10, Wonderful, (19)
"Very very clean and a nice open plan space. Location was great, near the train station and in the centre of town. We had a great relaxing time, would deffinatly recommend."
United Kingdom
James
Garibaldi Palace
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
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
Outdoor pool
The Farmhouse of Villa Migliorati

The Farmhouse of Villa Migliorati

The Farmhouse of Villa Migliorati
Vaiano/Italia
9.6 out of 10, Exceptional, (27)
"What a great place to stay! Be sure to do the cooking class and have a car as the villa is centrally located within an hour of many different sites."
United States
David L.
The Farmhouse of Villa Migliorati
Lunch, dinner served; pizza, pool views
Camping Village Mugello Verde

Camping Village Mugello Verde

Camping Village Mugello Verde
3.0 star property
Scarperia e San Piero
8.8 out of 10, Excellent, (123)
"Very quiet location in the forest, nice staff , Ok restaurant, pool was OK, coffee and pastry in the cafe very good. I have enjoyed my stay there."
United States
ROMAN
Camping Village Mugello Verde
Outdoor spa tub
Romantic house with swimming pool near Bologna & Florence CIN: IT047018C2OXJNJAB8

Romantic house with swimming pool near Bologna & Florence CIN: IT047018C2OXJNJAB8

Romantic house with swimming pool near Bologna & Florence CIN: IT047018C2OXJNJAB8
Treppio
9.2 out of 10, Wonderful, (7)
"The home was charming, clean and host was wonderful! The views were amazing! The drive to get there was intense. If you’re uncomfortable with narrow, winding roads, this property is not recommended. We would have loved this property as an authentic Tuscan experience. If you want to immerse yourself in the everyday country culture this is the place! Unfortunately, due to multiple airline delays we were 3 days behind in travel plans so decided it made more sense for us to avoid the 1.5 hour...
United States
lynn z.
Romantic house with swimming pool near Bologna & Florence CIN: IT047018C2OXJNJAB8
Outdoor pool
LE SCUDERIE: Villa with private pool and garden

LE SCUDERIE: Villa with private pool and garden

LE SCUDERIE: Villa with private pool and garden
Lubaco Pontassieve Firenze - Toscana
10.0 out of 10, Exceptional, (11)
"Ideally located and the hosts were there to anticipate any of our requests. Would not hesitate to come back there if we want to go to Florence again."
France
David T.
LE SCUDERIE: Villa with private pool and garden
Terrace/patio
VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34

VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34

VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34
Pontassieve
10.0 out of 10, Exceptional, (2)
"This place is magical!!!!! The host was amazing and so communicative - readily available on the property and was able to answer questions as well as drive us to get food in town and to the train station! Ample space for guests and the property is beautiful. The pool area is great and comes with fun floats / fun activities for near the pool. The ambiance of the outdoor dining area is lovely and the check in/out process was easy. Couldn’t recommend this place more!!!"
United States
Lyndsey S.
VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34
Outdoor dining
Splendid Villa Monte Quercione

Splendid Villa Monte Quercione

Splendid Villa Monte Quercione
Emilia-Romagna
9.4 out of 10, Exceptional, (16)
"The house was perfect as was the attentiveness of Gabriella and Hugo to check us in and assist us as needed. Wonderful "
United States
Donna B.
Splendid Villa Monte Quercione
Pool
Casale Giotto - Country Villa Rental with private swimming pool in Vicchio, Tuscany

Casale Giotto - Country Villa Rental with private swimming pool in Vicchio, Tuscany

Casale Giotto - Country Villa Rental with private swimming pool in Vicchio, Tuscany
Vicchio
10.0 out of 10, Exceptional, (61)
"Very nice villa enjoyed the stay."
United States
Omar M.
Casale Giotto - Country Villa Rental with private swimming pool in Vicchio, Tuscany
Property grounds
Villa on the outskirts of Florence

Villa on the outskirts of Florence

Villa on the outskirts of Florence
Il Casale
9.0 out of 10, Wonderful, (12)
"Wonderful stay, clean, friendly host with amazing dinner recommendations. She was so kind and always available. 10/10"
United States
Sherrina P.
Villa on the outskirts of Florence
Pool
Stunning villa for 6 guests with WIFI, private pool, TV and panoramic view, close to Florence

Stunning villa for 6 guests with WIFI, private pool, TV and panoramic view, close to Florence

Stunning villa for 6 guests with WIFI, private pool, TV and panoramic view, close to Florence
Gricignano
10.0 out of 10, Exceptional, (3)
"Charmante maison attenante à celle des proprietaires qui eux aussi sont charmants et tres accueillants. Nous avons passe une semaine avec deux de nos enfants 24 et 23 ans. Si vous aimez le calme et la campagne c est l endroit qu il vous faut! Siene et Florence peuvent se visiter à la journee et le soir vous rentrez dans votre havre de paix. La petite ville Borgo San Lorenzo est à 5 km de l hébergement et on y trouve tout! nous recommandons! "
France
Valerie B.
Stunning villa for 6 guests with WIFI, private pool, TV and panoramic view, close to Florence
Pool
Giacomina - Converted stone barn, mountain village, spectacular views, pool

Giacomina - Converted stone barn, mountain village, spectacular views, pool

Giacomina - Converted stone barn, mountain village, spectacular views, pool
Bologna
10.0 out of 10, Exceptional, (43)
"We thoroughly enjoyed our 2 week stay a 6Stanco. Ruth is an excellent host, providing us with lots of advice both before and during our stay. The appartment is very comfortable and well equipped. Stanco is a small village but the local shop in Grizzana is well stocked and larger supermarkets are available in nearby towns. Both Florence and Bologna can be visited from the local train station, with rail fares making it a cheaper option than driving. There are a couple of restaurants within...
United Kingdom
Belinda D.
Giacomina - Converted stone barn, mountain village, spectacular views, pool
Outdoor spa tub
Modern Villa with heated jacuzzi,sauna,panoramic view,close to Tuscany

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 HK$1,827
HK$2,384 total
includes taxes & fees
7 Jan - 8 Jan 2026
Modern Villa with heated jacuzzi,sauna,panoramic view,close to Tuscany
Smart TV, fireplace, stereo
Villa Dacia home

Villa Dacia home

Villa Dacia home
Modena
9.8 out of 10, Exceptional, (29)
"A unique and lovely villa with all the facilities we needed. Wonderful garden area and a much needed pool in the July heat. A few minutes walk into a fantastic and friendly village - great ice cream spot and restaurant. Tiziano made sure we had a great stay, not to mention his friendly dog."
United Kingdom
Craig T.
Villa Dacia home
Living area
HouSmart Ognibene 2

HouSmart Ognibene 2

HouSmart Ognibene 2
Saragozza-Porto
HouSmart Ognibene 2
Exterior
Antico Podere San Luca

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
Antico Podere San Luca
Outdoor pool
The Barn at Villa Migliorati

The Barn at Villa Migliorati

The Barn at Villa Migliorati
Vaiano
9.4 out of 10, Exceptional, (22)
"Staying at Christina’s villa was one of the highlights of our trip to Italy this year. We enjoyed a wonderful meal prepared by Christina and her mother on the night we arrived. The accommodations were very clean and comfortable, and we wished we could have spent more time on the property. Many thanks for the great hospitality!"
United States
Chris W.
The Barn at Villa Migliorati
Indoor spa tub
Stylish Villa (6 or 8 bedrooms) with Private Pool, 40 minutes from Florence

Stylish Villa (6 or 8 bedrooms) with Private Pool, 40 minutes from Florence

Stylish Villa (6 or 8 bedrooms) with Private Pool, 40 minutes from Florence
Pistoia
10.0 out of 10, Exceptional, (22)
"The villa is super! Clean, good spacey rooms, a proper kitchen. There are nice features like sauna, jacuzzi, a proper swimming pool, place to grill. It is nicely located in surrounded by trees, and it is situated in the hills and therefore a bit cooler - which is very nice, no airco needed! The house owners are very nice, respond fast to messages, are more than willing to tell about the to-do's and the environment of Pistoia... to summarize, a pearl in Tuscany. We were with a group of 17...
Netherlands
Maurice K.
Stylish Villa (6 or 8 bedrooms) with Private Pool, 40 minutes from Florence
Outdoor pool
Poggiolo Oasis of relaxation swimming pool nature lavender horses wine - Tuscany

Poggiolo Oasis of relaxation swimming pool nature lavender horses wine - Tuscany

Poggiolo Oasis of relaxation swimming pool nature lavender horses wine - Tuscany
Borgo San Lorenzo
9.8 out of 10, Exceptional, (39)
"Hired this beautiful villa for me and three friends. We attended the MOTO GP at Mugello so we unfortunately didn’t spend lots of time at the villa. However, the house is very comfortable, super swimming pool. The games area was fun.We really liked the upper lounge area with the super comfy lounging sofas and large dining table.Would definitely consider renting this villa again."
United Kingdom
Mark G.
Poggiolo Oasis of relaxation swimming pool nature lavender horses wine - Tuscany
Pool
Villa in Barberino Di Mugello with 7 bedrooms sleeps 15

Villa in Barberino Di Mugello with 7 bedrooms sleeps 15

Villa in Barberino Di Mugello with 7 bedrooms sleeps 15
Barberino Di Mugello
Villa in Barberino Di Mugello with 7 bedrooms sleeps 15
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 3 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
  • 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.

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.