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Vacation rentals in Città di Castello

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Città di Castello

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A rustic stone farmhouse is nestled in a lush green landscape, surrounded by rolling hills and tall cypress trees. The sun casts a warm glow on the exterior, highlighting the charming architecture. An open courtyard with a small pool can be seen in the foreground.
Farm stay in Campiglia D'orcia
4.92 out of 5 average rating, 595 reviews

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!

Guest favorite
A cozy sleeping area is presented with a spacious bed featuring neutral bedding. A small flower in a vase adds a touch of color beside a reading light. A round mirror and a sink are visible in the background, enhancing the overall simplicity of the space.
Tiny home in Citta di Castello
4.87 out of 5 average rating, 63 reviews

BeLìna Guest House - your pretty hideaway

In a historic building, you will be surprised by a 1950s Italian design revisited in a modern key. Colors, scents and art elements that make the environment welcoming and familiar, but at the same time cheerful and eccentric. A small space to be discovered, studied in detail to provide guests with every comfort. A perfect base from which to visit the city and all the wonders of the Altotevere. You won't be able to help but fall in love with it! Ah, the name? Come and you'll understand! #beyou#belina

Top guest favorite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 499 reviews

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.

Guest favorite
Home in Asciano
4.96 out of 5 average rating, 132 reviews

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.

Top guest favorite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.97 out of 5 average rating, 225 reviews

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.

Top guest favorite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano
4.93 out of 5 average rating, 310 reviews

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

Top guest favorite
A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.
Tower in San Quirico d'Orcia
5 out of 5 average rating, 111 reviews

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.

Top guest favorite
An open kitchen area features a large window that offers a panoramic view of the surrounding landscape. A dining table is set for two, with modern chairs and colorful decor elements. Light reflects off the terracotta floor, highlighting the wooden beams overhead.
Loft in Montepulciano
5 out of 5 average rating, 504 reviews

La Piazzetta - Cozy open space in the historic center of Montepulciano

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. Then go outside and admire the magnificent view of the 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, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.

Top guest favorite
The farmhouse entrance is framed by two potted plants and orange pumpkins. A stone facade features a wooden door with gray shutters, complemented by a tiled roof. Natural surroundings are visible in the background, emphasizing the peaceful rural setting.
Home in Prato
4.98 out of 5 average rating, 143 reviews

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.

Guest favorite
Vacation home in Reggello
4.89 out of 5 average rating, 202 reviews

Barrel Suite Tuscany • Hot Tub • Vineyard View

Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.

Top guest favorite
A cozy living area is presented with a light-colored sofa, complemented by decorative pillows. A wooden dining table and chairs are visible beside a fully equipped kitchen, which includes modern appliances. Exposed wooden beams add character to the high ceiling.
Home in Citta di Castello
4.97 out of 5 average rating, 176 reviews

House in the Center - "Casa Laura"

Delightful apartment with separate entrance, a two-minute walk from the historic center. Finely renovated and furnished, according to Umbrian tradition, with fine materials in sight. Parking and large private garden where you can spend pleasant evenings.

Top guest favorite
The image captures a charming stone exterior framed by blooming flowers and greenery. A doorway with a blue grille leads into a historic building, while the gravel pathway invites exploration. Soft evening light enhances the warm tones of the stone walls.
Apartment in Castiglioncello del Trinoro
5 out of 5 average rating, 358 reviews

Stunning Tuscan apartment in 14 Century Palazzo

L'appartamento si trova al terzo piano di un edificio risalente al 1400,il borgo di Castiglioncello del Trinoro risale al1100,si affaccia sulla val d'orcia con vista a 360 gradi.

Popular amenities for Città di Castello vacation rentals

When is the best time to visit Città di Castello?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,759 GYDG$22,178 GYDG$20,922 GYDG$16,529 GYDG$16,319 GYDG$16,738 GYDG$18,621 GYDG$19,667 GYDG$18,621 GYDG$19,458 GYDG$18,202 GYDG$21,968 GYD
Avg. temp5°C6°C9°C12°C16°C21°C23°C24°C19°C14°C9°C5°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Citta di Castello?

    Citta di Castello has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in condo rentals in Citta di Castello?

    Experience the best of Citta di Castello with our condo 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 Citta di Castello?

    Four-legged friends are welcome in Citta di Castello. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Citta di Castello?

    Yes! Work meets play with ease at over 30 vacation 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 20 apartment rentals to over 20 house rentals, we've got you covered.

  • Do condo rentals in Citta di Castello have a kitchen?

    Absolutely! We offer over 10 condo rentals with a kitchen in Citta di Castello. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Citta di Castello have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Citta di Castello. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Citta di Castello have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Citta di Castello. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Citta di Castello?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Città di Castello

  • Total vacation rentals

    Explore 70 vacation rentals in Città di Castello

  • Nightly prices starting at

    Città di Castello vacation rentals start at G$4,184 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,700 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Città di Castello vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Città di Castello rentals

  • 4.8 Average rating

    Città di Castello stays are highly rated by guests—averaging 4.8 out of 5!

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  2. Italy
  3. Umbria
  4. Perugia
  5. Città di Castello