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

Castiglione dei Pepoli Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Castiglione dei Pepoli vacation rentals

A vertical garden climbing a white wooden structure with a blue door, surrounded by potted plants.

1. Appartamento Simona Comfort&relax in Centro Paese

Appartamento Simona Comfort&relax in Centro Paese
Castiglione dei Pepoli
8.0 out of 10, Very good, (2 reviews)
"Ottima struttura, perfettamente curata in ogni dettaglio... addirittura il caricabatterie per il telefono sul comodino e un elastico per i capelli nel set di cortesia in bagno...oltre set di piatro/bicchieri/posate per la bimba! Mai trovate tutte queste "coccole" nei nostri numerosi viaggi :)Pulizia perfetta ed estrema gentilezza della proprietaria ... Detraglio delizioso: il grazioso giardinetto con tavolino esterno "
United States
Stefano C.
$98 nightly
The price is $98
Nov 1 - Nov 2
Total with taxes and fees
Appartamento Simona Comfort&relax in Centro Paese
Private kitchen

2. Casa i Sodi - Relaxation with a Mountain View

Casa i Sodi - Relaxation with a Mountain View
Castiglione dei Pepoli
$114 nightly
The price is $114
Oct 30 - Oct 31
Total with taxes and fees
Casa i Sodi - Relaxation with a Mountain View
An outdoor seating area with a table and chairs, a large umbrella, and a view of mountains in the background.

3. Bright House with a Garden and Mountain Views

Bright House with a Garden and Mountain Views
Castiglione dei Pepoli
$124 nightly
The price is $124
Nov 1 - Nov 2
Total with taxes and fees
Bright House with a Garden and Mountain Views
A stone-tiled patio with a hammock, wooden furniture, and a view of greenery.

4. Tavernetta Openspace

Tavernetta Openspace
Sparvo
$78 nightly
The price is $86
Oct 30 - Oct 31
Total with taxes and fees
Tavernetta Openspace
A stone pathway leading to a building with a covered entrance, surrounded by greenery and a tree.

5. Openspace Showroom

Openspace Showroom
Sparvo
$95 nightly
The price is $95
Oct 30 - Oct 31
Total with taxes and fees
Openspace Showroom
A white SUV parked near a rustic wooden sign indicating 'Il Picchio Parking.'

6. An apartment surrounded by nature, perfect for rejuvenating body and mind

An apartment surrounded by nature, perfect for rejuvenating body and mind
Castiglione dei Pepoli
$125 nightly
The price is $125
Nov 7 - Nov 8
Total with taxes and fees
An apartment surrounded by nature, perfect for rejuvenating body and mind
A house with a tiled roof, a stone wall, and a small garden with potted plants.

7. A place to stay along the Sentier des Dieux. Our Lady of the Furnace

A place to stay along the Sentier des Dieux. Our Lady of the Furnace
Madonna dei Fornelli
$66 nightly
The price is $151
Oct 30 - Oct 31
Total with taxes and fees
A place to stay along the Sentier des Dieux. Our Lady of the Furnace
A compact living space with a dining area, kitchenette, and a sofa.

8. La Via degli Dei Apartment, Futa Pass

La Via degli Dei Apartment, Futa Pass
Firenzuola
$277 nightly
The price is $281
Oct 30 - Oct 31
Total with taxes and fees
La Via degli Dei Apartment, Futa Pass
A residential area with a swimming pool, solar panels, and a house with a red roof.

9. apt w3 in wood house first level

apt w3 in wood house first level
SAN BENEDETTO VAL DI SAMBRO
$134 nightly
The price is $134
Oct 30 - Oct 31
Total with taxes and fees
apt w3 in wood house first level
A stone-paved outdoor area with potted plants and a metal railing.

10. Castello della Regina: Panoramic Views, a Home Full of Relaxation and Comfort

Castello della Regina: Panoramic Views, a Home Full of Relaxation and Comfort
Emilia-Romagna
$145 nightly
The price is $147
Oct 30 - Oct 31
Total with taxes and fees
Castello della Regina: Panoramic Views, a Home Full of Relaxation and Comfort
An aerial view of a hotel with a swimming pool, outdoor seating, and a landscaped garden.

11. I Vivai

I Vivai
Montemurlo
9.4 out of 10, Exceptional, (92 reviews)
"Beautifully kept, pool was great. Rooms are spacious and nice. Restaurant, breakfast and dinner was great."
Australia
JOE
$120 nightly
The price is $133
Nov 1 - Nov 2
Total with taxes and fees
I Vivai
A table with a potted plant, a bowl of oranges, and a view of a landscape through large windows.

12. 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
$176 nightly
The price is $192
Nov 2 - Nov 3
Total with taxes and fees
Podere La Casella
A nighttime view of a building entrance with a lit pathway leading to a door, surrounded by potted plants and a small garden area.

13. Holiday Home "Casa Fiore" with Mountain View, Private Garden & Wi-Fi

Holiday Home "Casa Fiore" with Mountain View, Private Garden & Wi-Fi
Borgo Capanne
$88 nightly
The price is $90
Nov 9 - Nov 10
Total with taxes and fees
Holiday Home "Casa Fiore" with Mountain View, Private Garden & Wi-Fi
A stone structure with a tiled roof, surrounded by lush greenery.

14. The House of Memories - Monghidoro

The House of Memories - Monghidoro
La Lastra
$80 nightly
The price is $80
Nov 1 - Nov 2
Total with taxes and fees
The House of Memories - Monghidoro
A stone structure with a roof, surrounded by dense green foliage.

15. 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
$69 nightly
The price is $76
Nov 1 - Nov 2
Total with taxes and fees
La Casa dei Ricordi
A breakfast setting with croissants, coffee cups, and a tray of pastries on a table.

16. Holiday Home 'Iris' with Shared Garden, Wi-Fi and Air Conditioning

Holiday Home 'Iris' with Shared Garden, Wi-Fi and Air Conditioning
barberino di mugello
10.0 out of 10, Exceptional, (1 review)
"Pros: The location Cons: We enjoyed everything"
United States
Anonymous traveler
$131 nightly
The price is $135
Oct 30 - Oct 31
Total with taxes and fees
Holiday Home 'Iris' with Shared Garden, Wi-Fi and Air Conditioning
A rustic outdoor seating area with a wooden bench and table, surrounded by lush greenery and purple flowers.

17. La contea dell' Upupa

La contea dell' Upupa
Posola
$129 nightly
The price is $133
Nov 16 - Nov 17
Total with taxes and fees
La contea dell' Upupa
A corridor with a floral display, red chairs, and tables, and signs indicating rooms and a piano.

18. Holiday Home 'Chalet La Greta - Vista Campi' with Shared Garden and Wi-Fi

Holiday Home 'Chalet La Greta - Vista Campi' with Shared Garden and Wi-Fi
Firenzuola
$142 nightly
The price is $146
Nov 1 - Nov 2
Total with taxes and fees
Holiday Home 'Chalet La Greta - Vista Campi' with Shared Garden and Wi-Fi
A corridor with a floral display, red chairs, and tables, and signs indicating rooms and a piano.

19. Holiday Home 'Chalet La Greta con Vista' with Shared Garden

Holiday Home 'Chalet La Greta con Vista' with Shared Garden
Firenzuola
$145 nightly
The price is $149
Nov 1 - Nov 2
Total with taxes and fees
Holiday Home 'Chalet La Greta con Vista' with Shared Garden
A building entrance with a glass door, stone wall, and a small potted plant.

20. 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
10.0 out of 10, Exceptional, (1 review)
"What a charming cottage. Old world feel with a modern detailing. Beautifully appointed. I would stay there again."
United States
Cori
$106 nightly
The price is $111
Nov 1 - Nov 2
Total with taxes and fees
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castiglione dei Pepoli Hotel Reviews

Starhotels Vespucci

Starhotels Vespucci

8/10 Good
"it was a quick one night stay for an early flight. They did ensure to help get us a taxi that early, and the restaurant was nice."
Joseph 1-night trip
Posted 3 days ago
Starhotels Vespucci

Find out more about Castiglione dei Pepoli

Everything you need to know about Castiglione dei Pepoli vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Castiglione dei Pepoli vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castiglione dei Pepoli vacation 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 low season months. For more hustle and bustle, you may prefer to visit Castiglione dei Pepoli in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $68 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Castiglione dei Pepoli rentals

At Expedia, we put the best Castiglione dei Pepoli vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Bright house with garden and mountain view: Visitors like this Castiglione dei Pepoli vacation home rental. It is located in the mountains and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a stovetop, a coffee maker, and kitchenware.

How many vacation rentals are there in Castiglione dei Pepoli?

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