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

Vacation Rentals in Castiglione del Lago

Pool
Big house

Big house

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

Hotel San Gregorio

3.0 star property
Pienza
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is ￥31,802
￥36,068 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hotel San Gregorio
View from room
Abbadia Sicille Relais

Abbadia Sicille Relais

4.0 star property
Trequanda
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ￥11,435
￥13,121 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Abbadia Sicille Relais
Double Room | Blackout drapes, iron/ironing board, free WiFi
Welchome suites

Welchome suites

Old Town Perugia
9.2 out of 10, Wonderful, (15)
"Great location and host was extremely helpful and quick to communicate. "
United States
Jenifer
The price is ￥15,744
￥17,862 total
includes taxes & fees
Dec 9 - Dec 10
Welchome suites
Pool
Farmhouse in the hills with panoramic view and swimming pool

Farmhouse in the hills with panoramic view and swimming pool

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

Casanova - Panoramic Rooms and Suites

3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
Casanova - Panoramic Rooms and Suites
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets
Bellarmino Boutique Apartments

Bellarmino Boutique Apartments

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
The price is ￥16,530
￥18,906 total
includes taxes & fees
Dec 9 - Dec 10
Bellarmino Boutique Apartments
Lobby
Residenza Fabroni

Residenza Fabroni

Montepulciano
8.8 out of 10, Excellent, (94)
"We had a great stay! Beautiful on the roof top terrace!"
United States
Jennifer
The price is ￥13,029
￥15,055 total
includes taxes & fees
Dec 9 - Dec 10
Residenza Fabroni
Outdoor dining
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

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
Exterior
Il Poggio dell'Eremita

Il Poggio dell'Eremita

Sinalunga
10.0 out of 10, Exceptional, (59)
"Amazing property! Could not recommend more."
United States
Annika P.
The price is ￥21,973
￥25,590 total
includes taxes & fees
Dec 9 - Dec 10
Il Poggio dell'Eremita
Outdoor dining
Hilltop house in the heart of Tuscany with private pool

Hilltop house in the heart of Tuscany with private pool

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
Interior
Castello di Monterone

Castello di Monterone

Perugia
9.8 out of 10, Exceptional, (301)
"Staff was great, the castle itself is incredible."
United States
Kevin
Castello di Monterone
Property entrance
Il Tosco

Il Tosco

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
The price is ￥38,769
￥43,369 total
includes taxes & fees
Dec 12 - Dec 13
Il Tosco
Pool
Country House With Private Pool

Country House With Private Pool

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!

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

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, exclusive for you, stunning view!!!

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

Osteria del Borgo

Montepulciano
9.0 out of 10, Wonderful, (156)
"Staff and location were both excellent."
United States
Nicholas
Osteria del Borgo
Outdoor dining
Luxury Cortona view hilltop Villa

Luxury Cortona view hilltop Villa

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
Exterior
Casina in authentic Tuscany

Casina in authentic Tuscany

Cortona
9.8 out of 10, Exceptional, (69)
"This was a perfect stay. Picturesque location, close to Cortona and wineries and shops- we even walked to one of them. Best of all though was the kindness of the host who left us wine, salad, bruschette and cantucci. We would LOVE to come back one day! "
Australia
Catherine G.
Casina in authentic Tuscany
Pool
Villa Casale Silvia Large Private Pool, A/C, WiFi

Villa Casale Silvia Large Private Pool, A/C, WiFi

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
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 3 days ago
Relais Villa Grazianella - UNA Esperienze

Find out more about Castiglione del Lago

Search for holiday rentals in Castiglione del Lago on Expedia! You can easily find your home rentals, villas, holiday apartments in Castiglione del Lago using one of the methods below:

  • View our selection of featured holiday rentals in Castiglione del Lago
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Look no further and take a look at our great range of rental properties in Castiglione del Lago!

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.