Casamaggiore Holiday Rentals from AU$107: Search Short-Term Rentals

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Our top choices for Casamaggiore holiday rentals

A rustic brick building with a mural, a clock, and various potted plants.

1. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casamaggiore

"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...

Anna

includes taxes & fees

22 Nov - 23 Nov

An outdoor seating area with lounge chairs and a table under a large umbrella, surrounded by greenery and a stone wall.

2. Casa di Cristina - Castiglione del lago

Casamaggiore

includes taxes & fees

10 Nov - 11 Nov

3. Casale dell'Assiolo

Castiglione del Lago

Emma

includes taxes & fees

2 Dec - 3 Dec

A dining area with a wooden table, chairs, and a potted plant.

4. La Piccola Locanda

Chiusi

autumn

includes taxes & fees

7 Nov - 8 Nov

A patio area with outdoor seating, potted plants, and a view of the landscape.

5. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

includes taxes & fees

14 Nov - 15 Nov

A terrace with a table set for breakfast, overlooking a scenic landscape.

6. Delcorto Suites

Montepulciano

Denise

includes taxes & fees

7 Nov - 8 Nov

A large building with a cafe area, outdoor seating, and a covered patio.

7. La Locanda Di Cetona

Cetona

GianPaolo

includes taxes & fees

1 Dec - 2 Dec

A balcony with a view of a historic town, featuring terracotta-roofed buildings and a prominent church tower.

8. Meublé Il Riccio

Montepulciano

Christopher

includes taxes & fees

14 Nov - 15 Nov

A hotel room with a bed, a chair, a lamp, and a view of the outdoors.

9. La Locanda di San Francesco

Montepulciano

Colin

includes taxes & fees

25 Nov - 26 Nov

A covered corridor with brick columns, potted plants, and a view of a lush landscape.

10. Abbadia Sicille Relais

Trequanda

Robert

includes taxes & fees

26 Nov - 27 Nov

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a lamp, and a window with sheer curtains.

11. Bed & Breakfast Vicolo dell'Oste

Montepulciano

Melissa

includes taxes & fees

8 Nov - 9 Nov

12. montorio

Montepulciano

Joseph

includes taxes & fees

8 Nov - 9 Nov

A swimming pool with a water feature, surrounded by greenery and a table with chairs.

13. Hotel San Gregorio

Pienza

Michael

includes taxes & fees

8 Nov - 9 Nov

An arched doorway leading to a building with a wooden door and a staircase.

14. Residenza Fabroni

Montepulciano

Marc

includes taxes & fees

11 Nov - 12 Nov

A view through a glass door into a patio area with a white chair, a table, and a banner advertising a boutique hotel.

15. Boutique Apartment Eleganza

Chiusi Scalo

Ryan W.

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a bed, a TV, a wardrobe, and a view of a garden.

16. Boutique Apartment Natura

Chiusi

Shelley

includes taxes & fees

8 Nov - 9 Nov

A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

17. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

includes taxes & fees

7 Nov - 8 Nov

A window with a view of a green landscape and hills.

18. Il Tosco

Montepulciano

Valerie

includes taxes & fees

10 Nov - 11 Nov

A deck with wicker furniture, a flag, and a view of a lake.

19. Holiday Home 'Il Forcone' with Shared Pool, Wi-Fi and Air Conditioning

Panicale

includes taxes & fees

7 Nov - 8 Nov

A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

20. B&B Piccolo Hotel

Cortona Old Town

mansoor

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Top Casamaggiore Hotel Reviews

Hotel San Gregorio

10/10 Excellent

"Great place to stay. Perfect location. Wonderful breakfast. Nice room. Underground parking could be a bit nicer, but they are actively working on it. Great place."

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent

"We travel a lot and this was our favorite hotel ever!! Natural hot springs designed into a luxurious set of pools with jets, waterfalls, and even poolside bistrot! The breakfast was the best European hot breakfast we’ve ever had as well. The rooms were beautiful too."

Poggio Paradiso Resort & Spa

10/10 Excellent

"Our stay at Poggio Paradiso was as lovely as we could've imagined. The staff was very attentive to every need and it felt like we were at home throughout our time on the property. The location and views are amazing and the restaurant on site was delicious for both the complimentary breakfast and convenient dinners. Would absolutely stay here again!"

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, 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 favourite 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 depend 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 AU$107 per night. Entering your travel dates in the search wizard might find you 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 Chiusi Lake. Lake Trasimeno 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.

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Check prices for these dates

Our top choices for Casamaggiore holiday rentals

1. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

2. Casa di Cristina - Castiglione del lago

3. Casale dell'Assiolo

4. La Piccola Locanda

5. Affitacamere Maria Gabriella

6. Delcorto Suites

7. La Locanda Di Cetona

8. Meublé Il Riccio

9. La Locanda di San Francesco

10. Abbadia Sicille Relais

11. Bed & Breakfast Vicolo dell'Oste

12. montorio

13. Hotel San Gregorio

14. Residenza Fabroni

15. Boutique Apartment Eleganza

16. Boutique Apartment Natura

17. Artisti del Cavallo Tourism

18. Il Tosco

19. Holiday Home 'Il Forcone' with Shared Pool, Wi-Fi and Air Conditioning

20. B&B Piccolo Hotel

Find holiday rentals that suit your style

Top Casamaggiore Hotel Reviews

Hotel San Gregorio

Monastero di Cortona Hotel & Spa

Casanova - Panoramic Rooms and Suites

Fonteverde Thermal Spa Resort Tuscany

Poggio Paradiso Resort & Spa

Hotel Villa Ricci

Hotel Panoramic Montepulciano

Agriturismo La Sovana

Albergo Le Terme

Find out more about Casamaggiore

Frequently asked questions

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