
Holiday rentals in Castiglione del Lago
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Top-rated holiday rentals in Castiglione del Lago
Guests agree: these stays are highly rated for location, cleanliness and more.

Palazzo Monaci - Piscina nelle crete Senesi
Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

The walnut tree view, Montepulciano
The walnut tree view ( castoldi apartments site) is our new apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 1 double rooms (king ) 1 bathroom with large shower and a large kitchen-living room with a nice terrace overlooking the hills. From summer 26 a wine tasting will be available in the new garden for all the guests from 7 pm Old private wine cellar available Guests will park close the apartment

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Mascagni Farmhouse in Val d'Orcia Pienza
Risali le iconiche colline toscane fino a Mascagni Organic Farm, un'azienda biologica dove ti aspetta la tua nuova casa: un fienile del 1500 finemente ristrutturato immerso tra olivi e campi di grano. Rilassati prendendo una tazza di tè, raccogli rosmarini e lavande nel giardino con vista mozzafiato sulla Val d'Orcia. Riscopri la tua vera natura tra i campi incontaminati e gli olivi: qui le passeggiate e i giri in bici non hanno confini! Pronto a creare ricordi che dureranno tutta la vita?

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Rural Tuscany | Family farmstay with restaurant
Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.
La Piazzetta -Accogliente open space nel centro storico di Montepulciano
Versati un bicchiere di vino e accomodati di fianco al caminetto di questo open space dalla calda atmosfera tipicamente toscana: travi in legno, pavimento in cotto, pareti in pietra. Poi esci e ammira il magnifico panorama sulla Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana.

Fontarcella, H&R- mediterranean home with jacuzzi
Located in the hills between Montepulciano, Castiglione del Lago, and Cortona, Fontarcella is a detached villa surrounded by greenery, offering a private jacuzzi and parking. You'll discover a timeless place to share precious moments. The property, furnished in Mediterranean style, features air conditioning and free Wi-Fi. The fully fenced garden offers a variety of amenities. Just minutes from the highways, Fontarcella is easily accessible for travelers.

Casa vacanze La finestra sul Lago
TASSA DI SOGGIORNO 2 EURO A PERSONA PER I PRIMI 3 GIORNI I BAMBINI SOTTO I 10 ANNI NON PAGANO , DA PAGARE AL ARRIVO IN CONTANTI L APPARTAMENTO NON PUO ESSERE AFFITTATO PER PIù DI 29 GIORNI NEL ARCO DEL ANNO SOLARE DALLA STESSA PERSONA TOURIST TAX 2 EURO PER PERSON FOR THE FIRST 3 DAYS CHILDREN UNDER 10 YEARS DO NOT PAY, TO BE PAID ON ARRIVAL IN CASH THE APARTMENT CANNOT BE RENTED FOR MORE THAN 29 DAYS IN THE ARCH OF THE SOLAR YEAR BY THE SAME PERSON

La Dimora del Lago - Lake views Tuscany and Umbria
Straddling the Tuscan-Umbrian border, sitting on a millennial Etruscan archeological heritage and surrounded by Montepulciano vineyards and Chianina cattle country, overlooking tiny Lake Chiusi — this authentically restored 500-year-old watchtower sits semi-detached in a quiet rural hamlet, halfway between Florence and Rome. Near Orvieto, Cortona and Lake Trasimeno. Under 2 hours by motorway or train from either city. Fast WiFi and Netflix included. .

In Toscana Camere
**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.
Popular amenities for Castiglione del Lago holiday rentals
Other great holiday rentals in Castiglione del Lago

Antico Casale Tiravento - App. con balcone

Casa Magnolia: indipendente con giardino

La vite - ampio appartamento bello e confortevole

Villa con piscina panoramica • Lago Trasimeno

Breathtaking views: Historic House w/Terrace & BBQ

[Dimora del Leone 1900]•Relax & Idromassaggio

la Banditella Castiglione del Lago

Gorgeously restored tranquil farmhouse
When is the best time to visit Castiglione del Lago?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $148 SGD | $144 SGD | $148 SGD | $144 SGD | $144 SGD | $162 SGD | $150 SGD | $153 SGD | $150 SGD | $135 SGD | $141 SGD | $157 SGD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Castiglione del Lago?
Yes! Work meets play with ease at over 20 vacation rentals in Castiglione del Lago featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in bed and breakfast rentals in Castiglione del Lago?
Experience the best of Castiglione del Lago with our bed and breakfast rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Castiglione del Lago?
Four-legged friends are welcome in Castiglione del Lago. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there Castiglione del Lago vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Castiglione del Lago, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Castiglione del Lago?
Castiglione del Lago has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Castiglione del Lago have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Castiglione del Lago. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Castiglione del Lago have a kitchen?
Absolutely! We offer over 10 condo rentals with a kitchen in Castiglione del Lago. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Castiglione del Lago have wifi?
Absolutely! We offer over 10 condo rentals with wifi in Castiglione del Lago. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Castiglione del Lago have free parking?
Absolutely! We offer over 10 bed and breakfast rentals with free parking in Castiglione del Lago. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Castiglione del Lago?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Castiglione del Lago

Total holiday rentals
Explore 70 holiday rentals in Castiglione del Lago

Nightly prices starting at
Castiglione del Lago holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 1,720 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
70 of Castiglione del Lago holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castiglione del Lago rentals

4.8 Average rating
Castiglione del Lago stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Bed and breakfasts Castiglione del Lago
- Rentals with a washing machine and dryer Castiglione del Lago
- Rentals with outdoor seating Castiglione del Lago
- Rentals with a patio Castiglione del Lago
- Villa rentals Castiglione del Lago
- Pet-friendly rentals Castiglione del Lago
- Rentals with pools Castiglione del Lago
- Flat rentals Castiglione del Lago
- Family-friendly rentals Castiglione del Lago
- House rentals Castiglione del Lago
- Lake Trasimeno
- Lake Bolsena
- Centro Storico Orvieto
- Basilica of St Francis
- Terme Dei Papi
- Villa Lante
- Del Chianti
- Avignonesi Winery Fattoria Le Capezzine
- Furlo Gorge Nature Reserve
- La Scarzuola
- Cascate del Mulino
- Mount Subasio
- Palazzo Pubblico
- Siena Cathedral
- Valdichiana Outlet Village
- Eremo Di Camaldoli
- Abbey of Sant'Antimo
- Santa Maria della Scala
- Val di Chiana
- Mount Amiata
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore
- Casa Vasari
- Saturnia Thermal Park





