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Holiday Rentals in Casamaggiore

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Casamaggiore holiday rentals

A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

1. 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
The price is €157
includes taxes & fees
3 Sept - 4 Sept
Borgo Dolciano
A bakery display with various pastries and desserts.

2. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very good, (13 reviews)
"Very homey and wonderful people! We loved the restaurant below."
United States
autumn
The price is €119
includes taxes & fees
3 Sept - 4 Sept
La Piccola Locanda

3. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is €126
includes taxes & fees
7 Sept - 8 Sept
Casale dell'Assiolo
A thatched-roof pavilion overlooking a calm lake with distant mountains.

4. Gorgeously restored tranquil farmhouse

Gorgeously restored tranquil farmhouse
Castiglione Del Lago PG
9.6 out of 10, Exceptional, (5 reviews)
"Nice relaxed location, a generous sized cottage with all the amenities, and excellent feedback from the client if we had queries. A perfect stay"
United Kingdom
Nigel G.
The price is €234
includes taxes & fees
2 Oct - 3 Oct
Gorgeously restored tranquil farmhouse
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

5. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (131 reviews)
"Beautiful hotel in the best location. We so enjoyed our stay, especially the amazing breakfast and sweets they had available all day long."
United States
Margaret
The price is €347
includes taxes & fees
5 Sept - 6 Sept
Il Tosco
A fireplace with a wooden mantel, a vase with flowers, and a brick wall.

6. Podere Tre Berte - The Sleeping Beauty

Podere Tre Berte - The Sleeping Beauty
Toscana
The price is €84
includes taxes & fees
3 Sept - 4 Sept
Podere Tre Berte - The Sleeping Beauty
A bedroom with a bed, bedside table, lamp, and a mirror on the wall.

7. Room 'Camera 5 - Castel Brio' with Shared Pool, Wi-Fi and Air Conditioning

Room 'Camera 5 - Castel Brio' with Shared Pool, Wi-Fi and Air Conditioning
Castiglione del Lago
The price is €371
includes taxes & fees
6 Sept - 7 Sept
Room 'Camera 5 - Castel Brio' with Shared Pool, Wi-Fi and Air Conditioning
A terrace with a table set for breakfast, overlooking a scenic landscape.

8. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (42 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is €173
includes taxes & fees
3 Sept - 4 Sept
Delcorto Suites
An interior courtyard with stone columns, arches, and a mosaic.

9. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (117 reviews)
"It was very well located ."
Canada
Marlenne
The price is €161
includes taxes & fees
7 Sept - 8 Sept
Meublé Il Riccio
A kitchen with a tiled backsplash and three hanging utensils.

10. 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.
The price is €156
includes taxes & fees
13 Sept - 14 Sept
Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany
A large building with a cafe area, outdoor seating, and a covered patio.

11. La Locanda Di Cetona

La Locanda Di Cetona
Cetona
8.8 out of 10, Excellent, (8 reviews)
"We arrived quite late, but the staff were friendly, responsive, and very helpful with the self-check-in process. Their support made our arrival easy and stress-free. The room was charming, clean, and well cared for. We also really enjoyed the location and the atmosphere of this little town. Having a café just downstairs for breakfast was a nice bonus. We had a great stay and would be happy to return."
Canada
Ruby
La Locanda Di Cetona
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

12. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (178 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is €159
includes taxes & fees
8 Sept - 9 Sept
Abbadia Sicille Relais
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

13. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 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
The price is €123
includes taxes & fees
3 Sept - 4 Sept
Bed & Breakfast Vicolo dell'Oste
A crowded restaurant with brick walls and multiple tables and chairs.

14. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (147 reviews)
"Incredible views from our room"
United Kingdom
Isabelle
The price is €207
includes taxes & fees
27 Sept - 28 Sept
La Locanda di San Francesco
An arched doorway leading to a building with a wooden door and a staircase.

15. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (105 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
The price is €91
includes taxes & fees
15 Sept - 16 Sept
Residenza Fabroni
An aerial view of a rural property with vineyards, olive groves, and a red-roofed building with a swimming pool.

16. Eagle House

Eagle House
CHIANCIANO
10.0 out of 10, Exceptional, (3 reviews)
"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "
United States
Rob C.
The price is €285
includes taxes & fees
3 Sept - 4 Sept
Eagle House
A bedroom with a bed, a TV, a wardrobe, and a view of a garden.

17. Boutique Apartment Natura

Boutique Apartment Natura
Chiusi
10.0 out of 10, Exceptional, (1 review)
"Great location and very clean!"
Canada
Shelley
The price is €89
includes taxes & fees
3 Sept - 4 Sept
Boutique Apartment Natura
A view through a glass door into a patio area with a white chair, a small table, and a banner advertising local attractions.

18. 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.
The price is €92
includes taxes & fees
13 Sept - 14 Sept
Boutique Apartment Eleganza

19. Room 1 – Castel Brio Resort di Charme in Castiglion Del Lago

Room 1 – Castel Brio Resort di Charme in Castiglion Del Lago
Castiglione del Lago
The price is €371
includes taxes & fees
6 Sept - 7 Sept
Room 1 – Castel Brio Resort di Charme in Castiglion Del Lago
A room with a bed, two chairs, a cabinet, and a wall-mounted lamp.

20. Room 2 – Castel Brio: Charming Retreat in Castiglion del Lago

Room 2 – Castel Brio: Charming Retreat in Castiglion del Lago
Castiglione del Lago
The price is €371
includes taxes & fees
6 Sept - 7 Sept
Room 2 – Castel Brio: Charming Retreat in Castiglion del Lago
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Unique and beautifully appointed hotel. We loved our stay here. The spa is lovely and the food was fabulous. The staff are wonderful especially Allesandro, Federico, Orlando, Matteo and all the lovely staff at breakfast. The housekeeping staff were very friendly and we had an amazing time here. We stayed for 10 nights so got to know Cortona and the surrounding area very well."
Vanessa 10-night trip
Posted 2 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Casamaggiore

Everything you need to know about Casamaggiore holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Casamaggiore holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Casamaggiore holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Casamaggiore holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Casamaggiore holiday rentals we have selected for you start as low as €91 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Casamaggiore rentals

At Expedia, we put the best Casamaggiore holiday 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 holiday.

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 holiday rentals in Casamaggiore?

Yes, there are holiday rentals close to the most popular sights in Casamaggiore, 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 Casamaggiore has to offer?

Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome: This holiday home rental outside of Casamaggiore is located in a rural location, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Casamaggiore?

With 3 Expedia holiday rentals, you're guaranteed 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 Tavernelle Aquatic Park, or get out into nature at a spot like Lake Trasimeno. Labyrinth of Porsenna and Val di Chiana are a couple of places you'll find in the wider area.

What’s a holiday rental in Casamaggiore like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Casamaggiore. Holiday rentals provide amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips.