Castiglione del Lago Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Castiglione del Lago vacation rentals

Pool
Big house

Villa in Castiglione del Lago

7.8 out of 10, Good, (13)
"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"
United Kingdom
Paul F.
Big house
Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Residence in Pienza

3.0 star property
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
$203 nightly
The price is $231
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hotel San Gregorio
View from room
Abbadia Sicille Relais

Residence in Trequanda

4.0 star property
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
$74 nightly
The price is $85
Dec 16 - Dec 17
Total with taxes and fees
Abbadia Sicille Relais
Double Room | Blackout drapes, iron/ironing board, free WiFi
Welchome suites

Apartment in Old Town Perugia

9.2 out of 10, Wonderful, (15)
"Great location and host was extremely helpful and quick to communicate. "
United States
Jenifer
$101 nightly
The price is $115
Dec 15 - Dec 16
Total with taxes and fees
Welchome suites
Pool
Farmhouse in the hills with panoramic view and swimming pool

Vacation Home in Ristonchia

9.6 out of 10, Exceptional, (75)
"Was wonderful and beautiful. "
United States
Alana A.
Farmhouse in the hills with panoramic view and swimming pool
Front of property - evening/night
Casanova - Panoramic Rooms and Suites

Residence in San Quirico d'Orcia

3.0 star property
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
Casanova - Panoramic Rooms and Suites
Exterior
Il Poggio dell'Eremita

Villa in Sinalunga

10.0 out of 10, Exceptional, (59)
"Amazing property! Could not recommend more."
United States
Annika P.
$162 nightly
The price is $165
Dec 22 - Dec 23
Total with taxes and fees
Il Poggio dell'Eremita
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets
Bellarmino Boutique Apartments

Apartment in Montepulciano

6.0 out of 10, (1)
"Heat didnt work, it was FREEZING. Contact didnt seem to be local, seemed like they were managing remotely and couldnt or wouldnt send anyone to help. Nor did they really seem to care. Beautiful area though!"
United States
JON
$106 nightly
The price is $122
Dec 11 - Dec 12
Total with taxes and fees
Bellarmino Boutique Apartments
Lobby
Residenza Fabroni

Residence in Montepulciano

8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
$73 nightly
The price is $84
Dec 11 - Dec 12
Total with taxes and fees
Residenza Fabroni
Outdoor dining
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

Villa in chiusi

10.0 out of 10, Exceptional, (57)
"We had a very nice stay and a well organized pizza night in the villa. Glad to come again:) "
Germany
Florian Maria W.
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Interior
Castello di Monterone

Residence in Perugia

9.8 out of 10, Exceptional, (301)
"Staff was great, the castle itself is incredible."
United States
Kevin
$155 nightly
The price is $177
Dec 11 - Dec 12
Total with taxes and fees
Castello di Monterone
Property entrance
Il Tosco

Residence in Montepulciano

10.0 out of 10, Exceptional, (114)
"The staff was courteous, the food was amazing, and the location was great. We were very impressed"
United States
Joshua
$257 nightly
The price is $288
Dec 22 - Dec 23
Total with taxes and fees
Il Tosco
Pool
Country House With Private Pool

Villa in Toscane

10.0 out of 10, Exceptional, (13)
"We had such a lovely week staying in this farmhouse just outside Citta della Pieve. The house itself and interiors are beautiful - the kitchen is well equipped, the beds are incredibly comfortable, the bathrooms modern, the pool is an excellent size, and the views are amazing. The hosts were incredibly friendly and generous, and really added to our overall experience. I would highly recommend a stay here - you will not be disappointed!"
United Kingdom
Clare C.
Country House With Private Pool
Outdoor pool
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Villa in Montisi

10.0 out of 10, Exceptional, (60)
"Beautiful property comfortable beds. Amazing views room two sit outside and enjoy sunsets."
United States
Darrel W.
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Outdoor pool
Villa in Montalcino, exclusive for you, stunning view!!!

Villa in Montalcino

10.0 out of 10, Exceptional, (86)
"Lovely villa in a beautiful location. "
United Kingdom
helen S.
Villa in Montalcino, exclusive for you, stunning view!!!
Standard Room | Exterior
Osteria del Borgo

Residence in Montepulciano

9.0 out of 10, Wonderful, (156)
"Staff and location were both excellent."
United States
Nicholas
Osteria del Borgo
Outdoor dining
Hilltop house in the heart of Tuscany with private pool

Villa in Montisi

9.8 out of 10, Exceptional, (94)
"Wonderful, quiet, beautiful. Everything you could want in country stay near a small village."
United States
Timothy C.
Hilltop house in the heart of Tuscany with private pool
Pool
Villa Casale Silvia Large Private Pool, A/C, WiFi

Villa in Parrano

9.4 out of 10, Exceptional, (22)
"A lovely escape - we enjoyed every moment!"
United States
Anonymous traveler
Villa Casale Silvia Large Private Pool, A/C, WiFi
Pool
House with garden and panoramic view over Lake Trasimeno

Villa in Tuoro Sul Trasimeno

9.8 out of 10, Exceptional, (47)
"We had a very pleasant stay and enjoyed the house and surroundings to the fullest. The view of the lake is breathtaking.We had very good communication with the owner and bought some of his very good wines."
Denmark
Lars B.
House with garden and panoramic view over Lake Trasimeno
Outdoor dining
Luxury Cortona view hilltop Villa

Villa in cortona

10.0 out of 10, Exceptional, (50)
"Perfect location for day trips covering so many of the hilltop towns. Perfect accommodation for a group of 12 friends as each bedroom has it’s own bathroom.Perfect Villa for relaxing at home coffee every morning, lying by the pool and dinner watching the incredible sunsets.Perfect hosts. Denise takes care of everything while you are at the villa including cooking us a wonderful dinner. Mieke answered all our questions prior to our arrival very promptly. She has set the villa up perfectly and...
Australia
Belinda P.
Luxury Cortona view hilltop Villa
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 Castiglione del Lago Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!"
Pedro 1-night trip
Posted 4 days ago
Relais Villa Grazianella - UNA Esperienze

Find out more about Castiglione del Lago

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

Castiglione del Lago vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castiglione del Lago. 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 Castiglione del Lago 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 $84 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 Castiglione del Lago rentals

At Expedia, we put the best Castiglione del Lago 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 Castiglione del Lago 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 Castiglione del Lago 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 Castiglione del Lago. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Castiglione del Lago?

Yes, we give you a choice of vacation rentals close to top attractions in Castiglione del Lago, or you can go with a more remote option if you're looking for relaxation. Nature enthusiasts will enjoy the lakeside in Castiglione del Lago. Make sure you have time to check out the wineries and gardens during your trip.

What's the top vacation rental in Castiglione del Lago?

Villa with swimming pool and garden- San Feliciano, Trasimeno lake: Visitors like this Castiglione del Lago vacation home rental. It is located in a rural location and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You can relax into your vacation with a pool table and a hot tub.

How many vacation rentals will I find in Castiglione del Lago?

With 65 Expedia vacation rentals, you're sure to find just the right place for your Castiglione del Lago stay.

What can I see and do in Castiglione del Lago?

Lake Trasimeno and Val di Chiana are a couple of lovely local spots to get outside and enjoy nature. While here, Rocca del Leone and Palazzo della Corgna are other places worth a visit.

What are vacation rentals like in Castiglione del Lago?

Vacation rentals are privately owned properties you can stay in for several days or longer in Castiglione del Lago. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for small groups.