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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Browse Select Castiglione del Lago Villas

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Relax by the serene pool surrounded by lush greenery and a variety of flowering plants.

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

10.0 out of 10, Exceptional, (53)
"Exvellent Location close to all towns in Tuscany Good communication w Manager"
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Il Poggio dell'Eremita
Stroll through the historic garden, surrounded by vibrant blooms and accessed via a stone pathway.

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (52)
"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."
The price is £135
includes taxes & fees
6 Aug - 7 Aug
Il Poggio dell'Eremita
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Relax in a hot tub surrounded by a lush landscape and shaded by a pergola.

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

10.0 out of 10, Exceptional, (52)
"we had a amazing time staying at this beautiful Villla. I highly recommend it to anyone!"
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Villa with private pool, air conditioning near wineries at 3km from village
Enjoy al fresco dining under a shaded pergola, surrounded by lush greenery.

Villa with private pool, air conditioning near wineries at 3km from village

9.4 out of 10, Exceptional, (42)
"Great time with friends! Can't beat the location and the hosts were amazing and responsive."
Villa with private pool, air conditioning near wineries at 3km from village
Charming Villa with private pool between Pienza and Montepulciano
Experience the charm of this traditional stone building, surrounded by a serene landscaped area and a gravel path.

Charming Villa with private pool between Pienza and Montepulciano

10.0 out of 10, Exceptional, (47)
"I have rented many villas and this stay was up there among the best. Wonderful villa, everything was clean and worked properly and I can’t emphasize enough how great the location was. When you stay there go to Casa Newton for cocktails, beautiful boutique hotel a six minute drive away. "
Charming Villa with private pool between Pienza and Montepulciano
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
Relax in a serene outdoor setting with a wicker lounge chair and shaded patio area.

Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany

9.8 out of 10, Exceptional, (40)
"We spent a few nice days in spring '25 in Cortona"
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
ancient villa with pool and park in total privacy
Situated beside a serene water body, this charming building features a classic architectural style with a tiled roof and a fenced garden.

ancient villa with pool and park in total privacy

9.8 out of 10, Exceptional, (26)
"Nice place for a relaxing vacation. Perfect hub for trips to towns like Arezzo, Peruggia or Siena."
ancient villa with pool and park in total privacy
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
Stroll through the serene garden, leading to a charming traditional home with a pitched roof and multiple windows.

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

9.8 out of 10, Exceptional, (32)
"We love our stay st Ca de Santi. Everything was great and the property is really amazing. You feel the Tuscany atmosphere."
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Relax by the serene pool surrounded by lush greenery and rolling hills.

Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.

10.0 out of 10, Exceptional, (9)
"We stayed together with children and grandchildren and had a great stay. The house and grounds were beautiful and well kept and we had everything needed."
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Villa Podere Belvedere
Enjoy a romantic meal for two in this serene outdoor dining area overlooking the pool.

Villa Podere Belvedere

9.8 out of 10, Exceptional, (14)
"Thank you for making our trip so enjoyable - great hospitality!"
Villa Podere Belvedere
Exclusive hideaway nestled in woods with stunning lakeview Tuscany/Umbria border
Surrounded by lush greenery, this serene pool area offers a tranquil escape.

Exclusive hideaway nestled in woods with stunning lakeview Tuscany/Umbria border

10.0 out of 10, Exceptional, (100)
"House with a lot of character and history. Views of the mountains and lake were very peaceful. Remote location for quiet time. Kitchen was rustic but functional. Fireplace was a nice feature. Access road is scheduled for update. "
Exclusive hideaway nestled in woods with stunning lakeview Tuscany/Umbria border
Casale del Conte - Three Bedroom Villa, Sleeps 6
Rural property with residential and agricultural structures, a well-maintained lawn, and a swimming pool.

Casale del Conte - Three Bedroom Villa, Sleeps 6

10.0 out of 10, Exceptional, (6)
"Excellent location for those seeking privacy, friendly and helpful owners and a very roomy villa. Car is highly recommended!"
Casale del Conte - Three Bedroom Villa, Sleeps 6
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
Stroll through the serene garden, surrounded by lush greenery and tall cypress trees, and enjoy a moment of peace by the seating area.

Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona

9.2 out of 10, Wonderful, (45)
"We liked our stay very much"
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
Set amidst lush greenery, this property offers scenic views of the surrounding landscape and a short walk to the swimming pool.

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY

9.8 out of 10, Exceptional, (36)
"Wonderful Graziella and Constantino present a Villa with unique flair. We had the time of our life with cooking and eating too much. Great vacation!! thank You"
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
Private Villa with A/C, private pool, WIFI, patio, panoramic view, parking, close to Montepulciano
Enjoy the serene views from this balcony with a table for two.

Private Villa with A/C, private pool, WIFI, patio, panoramic view, parking, close to Montepulciano

8.4 out of 10, Very good, (23)
"Everything’ we could have wished for. Wonderfully private Glorious garden Brilliant swimming pool Smiling and generous owner who could not do enough Incredibly helpful caretaker. Everything was excellent"
Private Villa with A/C, private pool, WIFI, patio, panoramic view, parking, close to Montepulciano
Villa Caporlese Large Private Pool, WiFi
Surrounded by lush greenery and mature trees, this charming residence offers a serene natural setting.

Villa Caporlese Large Private Pool, WiFi

9.6 out of 10, Exceptional, (14)
"We really enjoyed our stay at this house. The place was clean and the view was stunning. Our host and Housekeeper were really helpful. I recommend this place. Just few things to notice: the place trully needs more equipments (corkscrew, shaper knives, toilet paper…)"
Villa Caporlese Large Private Pool, WiFi
Villa Nuba,Perugino villa-apt.5min to downtown,playground,Eco pool,barbecue,wifi
Stroll along the tree-lined path, surrounded by lush greenery and a historic brick wall, towards a serene rural landscape.

Villa Nuba,Perugino villa-apt.5min to downtown,playground,Eco pool,barbecue,wifi

10.0 out of 10, Exceptional, (90)
"Two bedroom two bathroom townhome on acreage just outside Perugia was perfect for my wife and I."
Villa Nuba,Perugino villa-apt.5min to downtown,playground,Eco pool,barbecue,wifi
Private Villa in Tuscany 30%OFF
Enjoy al fresco dining under a shaded pergola with a stone oven nearby.

Private Villa in Tuscany 30%OFF

10.0 out of 10, Exceptional, (12)
"Loved this place just driving thru Tuscan countryside to get there! Large house perfect for group. Has everything you need. Great restaurants in Lucignano. Lucignano is great walking walled town. Very quiet & beautiful! You’re 30-40 minutes from Siena, Cortona, Montepulciano. Close to great hiking, biking & great wineries, I didn’t want to leave! Hostess was very friendly & helpful & even helped us with reservations. Any say enough good things about it!!"
Private Villa in Tuscany 30%OFF
I Cipressi, 5 bedrooms with pool near Cortona
Surrounded by lush greenery, this property features a swimming pool and a two-story building with a unique roof design.

I Cipressi, 5 bedrooms with pool near Cortona

10.0 out of 10, Exceptional, (2)
"The home is beautiful: Wonderfully decorated and lovingly cared for. Views are amazing; Caretakers are lovely and we all fell in love with Zorro the Dog. My only complaint is that the beds were only box springs and could have been more comfortable."
I Cipressi, 5 bedrooms with pool near Cortona
Le Colombelline 12, Emma Villas
Exterior

Le Colombelline 12, Emma Villas

Le Colombelline 12, Emma Villas
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

Hotel Sangallo Palace

Hotel Sangallo Palace

10/10 Excellent
"What a lovely hotel. Rooms really comfortable and balcony a surprise extra"
Imogen 1-night trip
Posted 3 days ago
Hotel Sangallo Palace