
Holiday rentals in Città di Castello
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Top-rated holiday rentals in Città di Castello
Guests agree: these stays are highly rated for location, cleanliness and more.

Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

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.

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

Casa Dolce Toscana | Panoramic Suites & Views
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

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

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.

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

Il Castello di Ferrano - Castle in Tuscany
Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Casa Rosmarino Eco-Wellness Country Home
Price includes: - Infrared Sauna - Wood for Fireplace - Fire starters - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Italian Ground Coffee - Treats during your stay Pool & parking lot are shared areas. We have 6 units for rent Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.
Popular amenities for Città di Castello holiday rentals
Other great holiday rentals in Città di Castello

Hidden gem in Tuscany

Hamlet of San Biagio a Colle - Chestnut House

Villa Le Murate

Cozy apartment

Casa Monte

Palazzo Cordoni

Elegant farmhouse overlooking Pienza

Medieval One Bedroom Barn
When is the best time to visit Città di Castello?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $91 SGD | $90 SGD | $94 SGD | $101 SGD | $100 SGD | $103 SGD | $114 SGD | $121 SGD | $114 SGD | $119 SGD | $112 SGD | $135 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 family-friendly apartment rentals in Citta di Castello?
Citta di Castello has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Citta di Castello?
Experience the best of Citta di Castello with our apartment rentals, starting at about $20 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 apartment rentals in Citta di Castello?
Four-legged friends are welcome in Citta di Castello. Choose from more than 10 apartment rentals for guests traveling with pets.
Are there apartment rentals with a dedicated workspace in Citta di Castello?
Yes! Work meets play with ease at over 10 apartment rentals in Citta di Castello featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Citta di Castello vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Citta di Castello, available on Airbnb. Make a splash and soak up the sun in style!
What types of vacation rentals are available in Citta di Castello?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Citta di Castello. From over 10 house rentals to over 20 apartment rentals, we've got you covered.
Do house rentals in Citta di Castello have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Citta di Castello. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Citta di Castello have wifi?
Absolutely! We offer over 10 condo rentals with wifi in Citta di Castello. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Città di Castello

Total holiday rentals
Explore 70 holiday rentals in Città di Castello

Nightly prices starting at
Città di Castello holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 1,660 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Città di Castello holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Città di Castello rentals

4.9 Average rating
Città di Castello stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- House rentals Città di Castello
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- Pet-friendly rentals Città di Castello
- Smoking-friendly rentals Città di Castello
- Rentals with a fireplace Città di Castello
- Family-friendly rentals Città di Castello
- Rentals with a washing machine and dryer Città di Castello
- Lake Trasimeno
- Del Chianti
- Fiera Di Rimini
- Eremo Di Camaldoli
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Riminiterme
- Misano World Circuit
- Frasassi Caves
- Palacongressi Della Riviera Di Rimini
- Avignonesi Winery Fattoria Le Capezzine
- Oltremare
- Basilica of St Francis
- Italia in Miniatura
- Fiabilandia
- Furlo Gorge Nature Reserve
- Mount Subasio
- Palazzo Pubblico
- Santa Maria della Scala
- Ugolino Golf Club
- Rocca Maggiore
- Siena Cathedral
- Castello di Verrazzano
- Abbey of Monte Oliveto Maggiore
- Val di Chiana




