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Casamaggiore Vacation Rentals

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Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Casamaggiore vacation rentals

Exterior

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 SAR 650
SAR 723 total
includes taxes & fees
13 Sep - 14 Sep
Borgo Dolciano
Junior Suite | Terrace/patio

2. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is SAR 480
SAR 545 total
includes taxes & fees
6 Oct - 7 Oct
Casale dell'Assiolo
Property grounds

3. Gorgeously restored tranquil farmhouse

Gorgeously restored tranquil farmhouse
Castiglione Del Lago PG
9.6 out of 10, Exceptional, (5 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.
The price is SAR 888
SAR 1,005 total
includes taxes & fees
3 Oct - 4 Oct
Gorgeously restored tranquil farmhouse
Bar (on property)

4. 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 SAR 463
SAR 518 total
includes taxes & fees
12 Sep - 13 Sep
La Piccola Locanda
Interior

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.
The price is SAR 432
SAR 632 total
includes taxes & fees
13 Sep - 14 Sep
Casa Roda – Your Home by Lake Trasimeno, Between Umbria and Tuscany
Interior

6. 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 SAR 621
SAR 701 total
includes taxes & fees
15 Sep - 16 Sep
Meublé Il Riccio
Front of property

7. Residence al Lago

Residence al Lago
Contrada Fontivegge
8.6 out of 10, Excellent, (38 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
The price is SAR 340
SAR 391 total
includes taxes & fees
22 Sep - 23 Sep
Residence al Lago
Exterior

8. 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
The price is SAR 535
SAR 589 total
includes taxes & fees
13 Sep - 14 Sep
La Locanda Di Cetona
Property entrance

9. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (109 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 SAR 354
SAR 407 total
includes taxes & fees
13 Sep - 14 Sep
Residenza Fabroni
Food court

10. 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 SAR 802
SAR 900 total
includes taxes & fees
27 Sep - 28 Sep
La Locanda di San Francesco
Suite Aria | Terrace/patio

11. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (43 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is SAR 825
SAR 925 total
includes taxes & fees
6 Oct - 7 Oct
Delcorto Suites
Exterior

12. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (140 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 SAR 503
SAR 570 total
includes taxes & fees
18 Sep - 19 Sep
Bed & Breakfast Vicolo dell'Oste
Panoramic Cottage, 1 Bedroom | Exterior

13. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (65 reviews)
"I had a fantastic experience with this place. Great people!!!"
South Korea
Young Rok
The price is SAR 423
SAR 574 total
includes taxes & fees
4 Oct - 5 Oct
Affitacamere Maria Gabriella
Property entrance

14. 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 SAR 1,137
SAR 1,268 total
includes taxes & fees
24 Sep - 25 Sep
Il Tosco
Interior

15. 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 SAR 326
SAR 398 total
includes taxes & fees
13 Sep - 14 Sep
Boutique Apartment Eleganza
Front of property - evening/night

16. 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 SAR 491
SAR 553 total
includes taxes & fees
12 Oct - 13 Oct
Abbadia Sicille Relais
1 bedroom, iron/ironing board, WiFi

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 SAR 314
SAR 383 total
includes taxes & fees
13 Sep - 14 Sep
Boutique Apartment Natura
Suite, 2 Bedrooms | Courtyard view

18. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is SAR 2,747
SAR 3,039 total
includes taxes & fees
14 Sep - 15 Sep
L'Olmo
Exterior

19. 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 SAR 916
SAR 1,234 total
includes taxes & fees
6 Oct - 7 Oct
Eagle House
Outdoor dining

20. Villa on the Umbria-Tuscany border—for families and friends—with a private pool

Villa on the Umbria-Tuscany border—for families and friends—with a private pool
Città della Pieve
10.0 out of 10, Exceptional, (57 reviews)
"Stunning views and great location to see so much. The villa housed all my 16 guests comfortably. The large shared kitchen and the terrace were our favorites spots, plus the dimly lit living area was also a great gathering area. MariaLaura was very responsive to any issues we had. Would definitely stay again"
United States
Kim B.
The price is SAR 2,616
SAR 2,986 total
includes taxes & fees
7 Oct - 8 Oct
Villa on the Umbria-Tuscany border—for families and friends—with a private pool
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
"Excelent"
Roberto 5-night trip
Posted 19 hours ago
Monastero di Cortona Hotel & Spa

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?

Villa with private pool, air conditioning in Val d'Orcia. Very quiet place!!!: Visitors like this Casamaggiore vacation home rental. It is located in a rural location and has an outdoor pool, a patio, and air-conditioning to put you at ease in your new surroundings. It has 5 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 Tavernelle Aquatic Park, or get out into nature at a spot like Lake Trasimeno. Chiusi National Etruscan Museum and Val di Chiana 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.