Casamaggiore Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Tonight
Jan 6 - Jan 7
Tomorrow
Jan 7 - Jan 8
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Casamaggiore vacation rentals

Classic Apartment, 2 Bedrooms | Terrace/patio
FonteLiving

FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (6)
"Excellent experience, location, and environment."
Taiwan
Chia-Hung
$76 nightly
The price is $86
Jan 14 - Jan 15
Total with taxes and fees
FonteLiving
Terrace/patio
Abbadia Sicille Relais

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
$61 nightly
The price is $71
Jan 21 - Jan 22
Total with taxes and fees
Abbadia Sicille Relais
Bar (on property)
La Piccola Locanda

La Piccola Locanda

La Piccola Locanda
Chiusi
8.8 out of 10, Excellent, (8)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
La Piccola Locanda
Exterior
La Locanda Di Cetona

La Locanda Di Cetona

La Locanda Di Cetona
Cetona
9.2 out of 10, Wonderful, (5)
"A lovely hotel and very welcoming staff. Cetona is a delight. "
Australia
Julian
La Locanda Di Cetona
Interior
Meublé Il Riccio

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (86)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
$152 nightly
The price is $172
Jan 7 - Jan 8
Total with taxes and fees
Meublé Il Riccio
Monolocale Exclusive, vista città, secondo piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi
TuscanyLettings Studio&Room

TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (1)
"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"
Japan
keita
$94 nightly
The price is $109
Jan 8 - Jan 9
Total with taxes and fees
TuscanyLettings Studio&Room
Panoramic Cottage, 1 Bedroom | Exterior
Affitacamere Maria Gabriella

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
$130 nightly
The price is $147
Jan 11 - Jan 12
Total with taxes and fees
Affitacamere Maria Gabriella
Exterior
L'Antica Sosta

L'Antica Sosta

L'Antica Sosta
Corciano
9.4 out of 10, Exceptional, (3)
"Molto accoglienti e gentili "
Italy
Valentina
$70 nightly
The price is $77
Jan 8 - Jan 9
Total with taxes and fees
L'Antica Sosta
Food and drink
Hotel San Gregorio

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
$132 nightly
The price is $153
Jan 7 - Jan 8
Total with taxes and fees
Hotel San Gregorio
Property entrance
Residenza Fabroni

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
$87 nightly
The price is $101
Jan 14 - Jan 15
Total with taxes and fees
Residenza Fabroni
Exterior
Farmhouse in a medieval village between Umbria and Tuscany

Farmhouse in a medieval village between Umbria and Tuscany

Farmhouse in a medieval village between Umbria and Tuscany
Casaltondo
9.0 out of 10, Wonderful, (2)
"This apartment is located in a calm and charming little village, a good starting point to discover Umbria. The 3 bedrooms and 2 bathrooms make the place ideal for a family's comfortable stay. The apartment is well-equipped but we missed the air conditioning in the hot summer days and a microwave for easy cooking. The host were very nice and friendly. We can recommend this apartment for everyone who prefers a calm holiday."
United States
Edit K.
$127 nightly
The price is $127
Jan 8 - Jan 9
Total with taxes and fees
Farmhouse in a medieval village between Umbria and Tuscany
Exterior
Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (128)
"Great hosts, central location "
United States
Alexander
$95 nightly
The price is $110
Jan 7 - Jan 8
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste
Exterior
San Michele al Borgo

San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9)
"Excellent staff and tasty breakfast!"
United States
Vern
$112 nightly
The price is $128
Jan 14 - Jan 15
Total with taxes and fees
San Michele al Borgo
Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio
PienzaLettings Suites

PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
$85 nightly
The price is $98
Jan 9 - Jan 10
Total with taxes and fees
PienzaLettings Suites
Exterior
Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
$86 nightly
The price is $100
Jan 8 - Jan 9
Total with taxes and fees
Casa Gioia - Casa Olivieri
Property grounds
Apartment in farmhouse from the late 1800s, in the vicinity of Perugia

Apartment in farmhouse from the late 1800s, in the vicinity of Perugia

Apartment in farmhouse from the late 1800s, in the vicinity of Perugia
Umbria
9.6 out of 10, Exceptional, (5)
"struttura moderna, pulita e completa di tutto"
United States
Mariano S.
$98 nightly
The price is $98
Jan 7 - Jan 8
Total with taxes and fees
Apartment in farmhouse from the late 1800s, in the vicinity of Perugia
Food court
La Locanda di San Francesco

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (131)
"Great room-great staff-great location"
United States
Richard
$153 nightly
The price is $174
Jan 18 - Jan 19
Total with taxes and fees
La Locanda di San Francesco
Property grounds
Loft with flowered courtyard in Val d'Orcia Radicofani

Loft with flowered courtyard in Val d'Orcia Radicofani

Loft with flowered courtyard in Val d'Orcia Radicofani
Radicofani
10.0 out of 10, Exceptional, (1)
"Posto delizioso, curatissimo, ben arredato e ben pulito.Ringraziamo Barbara per la calorosa accoglienza."
Italy
Alessia R.
$134 nightly
The price is $139
Jan 7 - Jan 8
Total with taxes and fees
Loft with flowered courtyard in Val d'Orcia Radicofani
Dining
'...a delicious farmhouse in the countryside where only the wind blows...'

'...a delicious farmhouse in the countryside where only the wind blows...'

'...a delicious farmhouse in the countryside where only the wind blows...'
Campiglia d'Orcia
10.0 out of 10, Exceptional, (7)
"We had a wonderful stay at the villa - we were a group of 10 adults and 2 children and used the villa as our home base for a week to explore the area (Pienza, Siena, Montalcino, Montelpulciano, etc). There are 4 apartments ranging from 1-3 bedrooms which were fantastic for the families, plus an additional communal kitchen and living room for everyone to gather. It was the perfect setup as it gave everyone the ability to have some privacy as well as for everyone to congregate and eat meals...
United States
Li-Shen L.
$1,813 nightly
The price is $1,817
Jan 9 - Jan 10
Total with taxes and fees
'...a delicious farmhouse in the countryside where only the wind blows...'
1 treatment room, massages
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
Casanova - Panoramic Rooms and Suites
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 Casamaggiore Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was great! Lovely hotel "
Laura 2-night trip
Posted 3 days ago
Monastero di Cortona Hotel & Spa

Find out more about Casamaggiore

Everything you need to know about Casamaggiore 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 Casamaggiore 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 Casamaggiore vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Casamaggiore vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Casamaggiore. 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 Casamaggiore 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 $71 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 Casamaggiore rentals

At Expedia, we put the best Casamaggiore 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 Casamaggiore 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 Casamaggiore 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 Casamaggiore. 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

Can I find vacation rentals in Casamaggiore?

Yes, we give you a choice of vacation rentals close to top local attractions in Casamaggiore, or you can choose a secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Casamaggiore?

Farmhouse in the hills with panoramic view and swimming pool: You might want to consider this vacation home rental near Casamaggiore, which is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals will I find in Casamaggiore?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Casamaggiore stay.

What’s there to see and do in Casamaggiore?

Explore the area and family-friendly sights such as Centro Servizi Turistici Citta della Pieve, or get out into nature at a spot like Chiusi Lake. La Braccesca Winery and Fattoria Le Capezzine are a couple of places you'll find in the larger area.

What’s a vacation rental in Casamaggiore like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Casamaggiore. Vacation rentals offer extras such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for families.