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Casamaggiore Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Casamaggiore vacation rentals

A fountain with water cascading down a column, surrounded by greenery and a building in the background.

1. Residence al Lago

Residence al Lago
Contrada Fontivegge
8.6 out of 10, Excellent, (39 reviews)
"We stayed for one night, but the rooms are only good for night, it was very expensive for the room and location "
United States
Hananeh
$86 nightly
The price is $99
Sep 30 - Oct 1
Total with taxes and fees
Residence al Lago

2. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
$121 nightly
The price is $138
Oct 6 - Oct 7
Total with taxes and fees
Casale dell'Assiolo
A bakery display with various pastries and desserts.

3. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very good, (14 reviews)
"Very homey and wonderful people! We loved the restaurant below."
United States
autumn
$111 nightly
The price is $125
Oct 3 - Oct 4
Total with taxes and fees
La Piccola Locanda
A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

4. Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (26 reviews)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
Canada
Carla
$161 nightly
The price is $179
Sep 28 - Sep 29
Total with taxes and fees
Borgo Dolciano
A kitchen with a tiled backsplash and three hanging utensils.

5. Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany

Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany
Castiglione del Lago
10.0 out of 10, Exceptional, (1 review)
"Great location in beautiful Tuscany. Very nice host and hospitallity. Would come back again!"
United States
Bin L.
$193 nightly
The price is $198
Sep 28 - Sep 29
Total with taxes and fees
Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany
A narrow street with stone buildings, wooden doors, and potted plants.

6. Il Rifugio del Borgo

Il Rifugio del Borgo
Città della Pieve
Il Rifugio del Borgo
An arched doorway leading to a building with a wooden door and a staircase.

7. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (110 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
$79 nightly
The price is $91
Oct 8 - Oct 9
Total with taxes and fees
Residenza Fabroni
A bedroom with a bed, a TV, a wardrobe, and a view of a garden.

8. Boutique Apartment Natura

Boutique Apartment Natura
Chiusi
10.0 out of 10, Exceptional, (1 review)
"Great location and very clean!"
Canada
Shelley
$86 nightly
The price is $105
Sep 28 - Sep 29
Total with taxes and fees
Boutique Apartment Natura
A patio area with outdoor seating, potted plants, and a view of the landscape.

9. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (67 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
$118 nightly
The price is $134
Oct 7 - Oct 8
Total with taxes and fees
Affitacamere Maria Gabriella
A view through a glass door into a patio area with a white chair, a table, and a banner advertising a boutique hotel.

10. Boutique Apartment Eleganza

Boutique Apartment Eleganza
Chiusi Scalo
9.6 out of 10, Exceptional, (5 reviews)
"Amazing apartment!So close to the train!"
United States
Ryan W.
$97 nightly
The price is $119
Oct 4 - Oct 5
Total with taxes and fees
Boutique Apartment Eleganza
A thatched-roof pavilion overlooking a calm lake with distant mountains.

11. Gorgeously restored tranquil farmhouse

Gorgeously restored tranquil farmhouse
Castiglione Del Lago PG
8.8 out of 10, Excellent, (6 reviews)
"Jeremy is a friendly host and his farmhouse lives up to the tranquil billing! Close to the lake, Cortona and Citta della Pieve. Comfortable beds, bathrooms are fine and the kitchen is great for cooking and a nice meal"
United States
John C.
$253 nightly
The price is $253
Oct 2 - Oct 3
Total with taxes and fees
Gorgeously restored tranquil farmhouse
An interior courtyard with stone columns, arches, and a mosaic.

12. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (118 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
$151 nightly
The price is $171
Oct 12 - Oct 13
Total with taxes and fees
Meublé Il Riccio
A narrow street with old brick buildings, a wooden door, and potted plants.

13. The Corner of the Walls—Panicale's Historic Center

The Corner of the Walls—Panicale's Historic Center
Panicale
$94 nightly
The price is $94
Oct 24 - Oct 25
Total with taxes and fees
The Corner of the Walls—Panicale's Historic Center
A two-story house with a patio area, outdoor seating, and a garden.

14. Spacious apartment with all amenities - short distance from Castiglione del Lago

Spacious apartment with all amenities - short distance from Castiglione del Lago
Macchie
9.0 out of 10, Wonderful, (2 reviews)
"The apartment was just like the website. The family were welcoming and helpful. Communication with Veronica was quick. Overall we were extremely satisfied and would definitely stay there again "
Canada
Lisa S.
$137 nightly
The price is $138
Sep 30 - Oct 1
Total with taxes and fees
Spacious apartment with all amenities - short distance from Castiglione del Lago
A park with picnic tables, a playground, and a gravel path.

15. Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
$92 nightly
The price is $92
Sep 28 - Sep 29
Total with taxes and fees
Holiday home with panoramic terrace ideal for families and couples
A crowded restaurant with brick walls and multiple tables and chairs.

16. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (148 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
$216 nightly
The price is $243
Oct 12 - Oct 13
Total with taxes and fees
La Locanda di San Francesco
A terrace with a table set for breakfast, overlooking a scenic landscape.

17. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (44 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
$190 nightly
The price is $214
Oct 6 - Oct 7
Total with taxes and fees
Delcorto Suites
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

18. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (141 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
$123 nightly
The price is $140
Oct 14 - Oct 15
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste
A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

19. Double room with private bathroom in the countryside 5 minutes from Montepulciano

Double room with private bathroom in the countryside 5 minutes from Montepulciano
Toscana
$178 nightly
The price is $182
Sep 28 - Sep 29
Total with taxes and fees
Double room with private bathroom in the countryside 5 minutes from Montepulciano
A historic building with a tower, a courtyard, and a well-lit entrance.

20. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (182 reviews)
"Great Historical location."
Canada
Robert
$112 nightly
The price is $126
Oct 27 - Oct 28
Total with taxes and fees
Abbadia Sicille Relais
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 Casamaggiore Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"In addition to the property being absolutely beautiful, the"
Michele 3-night trip
Posted 15 hours ago
Relais Villa Grazianella - UNA Esperienze

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 $91 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?

Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome: Visitors like this Casamaggiore vacation home rental. It is located in a rural location and has an outdoor pool, a fireplace, 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. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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 Lake Trasimeno. Val di Chiana and Isola Maggiore 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.