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Family-friendly holiday rentals in Città di Castello

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Città di Castello

  • Total holiday rentals

    Explore 30 holiday rentals in Città di Castello

  • Nightly prices starting at

    Città di Castello holiday rentals start at $85 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,150 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Città di Castello holiday rentals include Wi-Fi 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!

Top-rated family-friendly rentals in Città di Castello

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
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

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!

Indoor spacesFamilySolo travel

4.92 out of 5 average rating, 620 reviews
Guest favourite
A stone villa surrounded by greenery is featured under a clear blue sky. A large swimming pool reflects the sunlight, complemented by sun loungers and colorful potted flowers along the edges. The outdoor area is perfect for relaxation with scenic views of the Tuscan hills.
Villa in Castiglion Fiorentino

Tuscan charm of villa - countryside - Villa Senaia

In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas

Indoor spacesFamilyBathroom

4.9 out of 5 average rating, 240 reviews
Top Guest favourite
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

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.

FamilyIndoor spacesAmenities

4.99 out of 5 average rating, 526 reviews
Top Guest favourite
Villa in Colombella

Torre Villa Belvedere Luxury & Relax with pool

"TORRE VILLA BELVEDERE" Wonderful 260 square meter apartment in a villa with a 12th century tower. Private swimming pool (15 meters long and 5 meters wide), billiards, darts, large garden, 80 square meter porch, barbecue, gym, and relaxation area inside the tower. Convenient private parking within the property. Located in a strategic position, 12 km from Perugia and 4 km from the highway, it can comfortably accommodate up to 8 guests with 3 double bedrooms with private bathrooms, TV, and a safe.

KitchenIndoor spacesQuiet

5.0 out of 5 average rating, 114 reviews
Top Guest favourite
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

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

Indoor spacesFamilyParking

4.92 out of 5 average rating, 331 reviews
Top Guest favourite
A serene pool area is showcased with two sun loungers positioned beside a tranquil salt-water pool. The expansive view of the valley and distant cityscape adds to the peaceful ambiance, while greenery surrounds the space, enhancing the sense of privacy and relaxation.
Farm stay in Monte San Savino

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.

KitchenIndoor spacesAccuracy

4.99 out of 5 average rating, 113 reviews
Top Guest favourite
A scenic view showcases rolling green hills beneath a partly cloudy sky. The ancient stone farmhouse sits among lush trees, with several chimneys visible on the roof. The natural landscape offers a serene backdrop, enhancing the peaceful ambiance of the surrounding countryside.
Apartment in Città di Castello

Two-room apartment in the woods

Charming two-room apartment in a beautiful, ancient stone farmhouse surrounded by the green Umbrian countryside, ideal for relaxing in the midst of nature and enjoying pleasant walks in the woods. Just a five-minute drive to the center of Città di Castello. IG: @bilocalenelbosco NB: From July 1, 2024, it is mandatory to pay the tourist tax for the Municipality of Città di Castello. The tax is equivalent to 1.5 euros per night per person for a maximum of three nights, to be paid on site.

FamilyIndoor spacesPets

4.87 out of 5 average rating, 117 reviews
Top Guest favourite
Aerial view of a serene agriturismo surrounded by lush vineyards and golden fields. The property features a pool set amidst well-kept gardens and tall cypress trees. Rolling hills in the background extend towards the horizon, contributing to the peaceful landscape.
Farm stay in Montepulciano

Tuscan farmhouse stay with restaurant and pool

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.

Indoor spacesFamilyAccuracy

4.94 out of 5 average rating, 107 reviews
Top Guest favourite
An aerial view highlights a stone farmhouse nestled within lush greenery, surrounded by mature trees. The structure features a terracotta-tiled roof and a charming porch. A pathway leads to a smaller stone building, providing a sense of harmony with the natural landscape.
Villa in Sarteano

Stone farmhouse in Val D'Orcia

19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.

Indoor spacesKitchenBarbecue

4.97 out of 5 average rating, 158 reviews
Guest favourite
A charming street scene in Città di Castello displays historic architecture with stone buildings featuring window shutters and decorative elements. Planters with greenery enhance the ambiance, while parked cars indicate a local residential area. The quiet street is paved with stone, inviting strolls through the neighborhood.
Apartment in Città di Castello

Apartment in the historic center of Città di Castello (1)

The apartment consists of a kitchen-living room with a fridge, two bedrooms, two bathrooms with showers, and a storage room with a boiler and washing machine. It is located in the historic center of Città di Castello, on a side street of the main road, on the second floor of a historic building. Free car parking is 150 meters away. In the kitchen, there are all the necessary furnishings for meals, TV and fiber optic internet WiFi, ideal for smart working.

KitchenFamilyView

4.76 out of 5 average rating, 197 reviews
Top Guest favourite
A stone exterior is showcased, with a staircase leading up to the entrance. A shaded area features outdoor seating, including a table and chairs. Potted plants line the pathway, and greenery provides a serene backdrop, enhancing the outdoor living space.
Home in Prato

Tofanello Turquoise Luxury 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 orange apartment. Orange: https://www.airbnb.com/rooms/plus/9429730

KitchenIndoor spacesView

4.99 out of 5 average rating, 138 reviews
Top Guest favourite
The rustic exterior of a restored mill is framed by blooming lilac flowers. The two-story building features stone walls with wooden doors and windows, surrounded by lush greenery and a gravel pathway. Sunlight illuminates the quaint structure, reflecting the peaceful rural setting.
Home in Anghiari

Il Vecchio Mulino

Bongiorno! Il Vecchio Mulino is a restored mill in the Anghiari area. Set in the valley surrounded by sunflower fields and a stream behind the villa, Il Vecchio Mulino is a quiet oasis from the metropolitan cities of Florence and Rome. Take a cooling dip in your own private pool (pool opens mid-May and is closed during the winter), stroll about the lawned gardens and enjoy the rural setting – this is the perfect place to relax and unwind.

FamilyIndoor spacesAccess

4.91 out of 5 average rating, 114 reviews

Popular amenities for Città di Castello family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
A serene landscape features rolling green hills under a vibrant sunset sky, casting soft colors across the horizon. A stone wall is adorned with lush greenery and flowers, providing a tranquil viewpoint for someone contemplating the picturesque view of the valley and distant hills.
Home in Cetona

Casa Dolce Toscana | Panoramic Suites & Views

FamilyIndoor spacesCondition

4.99 out of 5 average rating, 177 reviews
Top Guest favourite
A traditional stone casale is set among lush greenery, featuring wooden shutters on the upper windows. Olive and fruit trees frame the home, enhancing its natural setting. A well-maintained lawn extends around the property, inviting relaxation in this peaceful environment.
Cabin in Cetona

Poggio dell'orso.Traditional Casale. Amazing views

KitchenFamilyBarbecue

4.96 out of 5 average rating, 167 reviews
Top Guest favourite
Villa in Montepulciano

Wine Experience Villa in Montepulciano

FamilyKitchenLong stay

4.97 out of 5 average rating, 125 reviews
Top Guest favourite
The exterior of a charming stone villa is surrounded by a lush garden featuring vibrant lavender plants. Stairs lead to a welcoming entrance adorned with potted flowers and a shaded seating area. The rustic façade reflects traditional Tuscan architecture against a clear blue sky.
Villa in Chianciano Terme

Charming Tuscan Villa with View forFamily&Friends

FamilyIndoor spacesView

4.97 out of 5 average rating, 128 reviews
Top Guest favourite
Holiday home in Petrignano

Fontarcella, H&R- mediterranean home with jacuzzi

KitchenIndoor spacesValue

4.98 out of 5 average rating, 166 reviews
Top Guest favourite
Villa in Arezzo

Tuscany View - Villa Arianna

KitchenFamilyBarbecue

4.99 out of 5 average rating, 122 reviews
Guest favourite
Villa in Castiglione d'Orcia

Wp Relais Villa Vignalunga

KitchenIndoor spacesOutdoor spaces

4.93 out of 5 average rating, 116 reviews
Guest favourite
A spacious living area showcases stone walls and arches, complemented by warm terracotta flooring. A dark sectional sofa and light seating create a comfortable atmosphere. Decorative wall art adds character, while a dining area can be seen through an inviting glass door.
Home in Assisi

DREAM IN THE HEART OF ASSISI PERFECT LETIZIA HOME

Indoor spacesFamilyLocation

4.86 out of 5 average rating, 1004 reviews

Family- and pet-friendly home rentals

Top Guest favourite
The traditional stone house features green double doors and windows, framed by lush foliage and flowering plants. The surrounding grassy area offers a serene outdoor setting, with mature trees providing shade and enhancing the rustic charm of the Tuscan landscape.
Home in Cortona

Traditional stone house in Tuscany

FamilyIndoor spacesNearby

4.97 out of 5 average rating, 102 reviews
Top Guest favourite
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

Tuscan cottage with an heavenly view

Indoor spacesKitchenBarbecue

4.97 out of 5 average rating, 246 reviews
Top Guest favourite
A rustic cottage with a stone facade is set against a backdrop of rolling hills and a dramatic sunset sky. Surrounding greenery includes manicured shrubs and olive trees. A red umbrella stands at the entrance, providing a spot of color against the serene landscape.
Farm stay in Pierantonio

La Stalla - San Gabriel House

FamilyKitchenWalkability

4.98 out of 5 average rating, 129 reviews
Top Guest favourite
The exterior of the stone annexe is showcased, surrounded by lush greenery. A shaded seating area is highlighted in front, with a small table and chairs beneath an umbrella. A pathway leads up to the entrance, nestled in a serene natural landscape.
Guesthouse in Perugia

Ethical house in Umbria

KitchenIndoor spacesAccuracy

4.99 out of 5 average rating, 155 reviews
Guest favourite
An ancient stone farmhouse with a rustic red-tiled roof is surrounded by lush greenery. The building sits within a mountainous landscape, framed by trees. The open sky above reveals soft clouds and sunlight, hinting at the serene atmosphere of the rural environment.
Holiday home in Chiusi della Verna

Experience rustic off-grid life in the wilderness

FamilyIndoor spacesCleanliness

4.97 out of 5 average rating, 157 reviews
Guest favourite
A private swimming pool is surrounded by lush greenery, with a smooth stone wall bordering the area. Wooden lounge chairs are positioned nearby, offering shaded comfort under a wooden pergola. The turquoise water reflects the sky, creating a serene outdoor space.
Home in Città di Castello

Country house with pool in northern Umbria bordering Tuscany

Indoor spacesKitchenPets

4.98 out of 5 average rating, 60 reviews
Top Guest favourite
The rustic stone building is set amidst lush gardens, framed by tall cypress trees. A winding pathway leads through the greenery, guiding towards the entrance. The structure showcases rustic charm with climbing vines and an inviting, well-maintained outdoor space. A small dog is seen wandering nearby.
Home in Città di Castello

Due Torri, Umbrian elegance

FamilyIndoor spacesNearby

5.0 out of 5 average rating, 24 reviews
Guest favourite
Apartment in Sansepolcro

[Bridgerton Atmosphere] Historic residence in the village

KitchenFamilyTV

5.0 out of 5 average rating, 8 reviews

Family-friendly home rentals with a pool

Guest favourite
A spacious living area is highlighted by rustic wooden beams and a cozy fireplace. A light-colored sofa is positioned near large windows, allowing natural light to fill the space. A dining table is set with fresh produce and a decorative vase, enhancing the inviting atmosphere.
Home in Anghiari

Poggiodoro, your charming villa in Tuscany

KitchenFamilyComfort

4.9 out of 5 average rating, 157 reviews
Top Guest favourite
A cozy living room features rustic stone walls and wooden beams overhead. Two armchairs with ornate upholstery and a coffee table sit centrally, while a lamp provides soft illumination. Large windows with wooden shutters allow natural light to enrich the space, which includes a fireplace in the background.
Holiday home in Umbertide

Tower House

FamilyIndoor spacesDecor

5.0 out of 5 average rating, 25 reviews
Guest favourite
The rustic stone farmhouse is set amid lush greenery, with tall trees framing the entrance. A gravel pathway leads to the house, which features open windows and a welcoming façade. A sign indicating 'S. Lucia' can be seen nearby, adding to its charm.
Home in Lippiano

Private Villa - Pool, A/C & Trad Pizza Oven

FamilyKitchenLocation

4.95 out of 5 average rating, 42 reviews
Guest favourite
Villa in Umbertide

Stunning house with pool, final summer discounts

Indoor spacesFamilyBarbecue

5.0 out of 5 average rating, 26 reviews
Guest favourite
An outdoor space is featured, showcasing a stone structure with a door leading inside. A rustic table is set with glasses and plates, surrounded by vibrant yellow flowers and green shrubs, creating a serene environment for dining.
Apartment in San Leo Bastia

Hamlet San Biagio a Colle – House of Venus

Indoor spacesFamilyQuiet

5.0 out of 5 average rating, 41 reviews
Top Guest favourite
The living area features exposed stone walls and wooden beams, creating a rustic ambiance. A spacious sectional sofa is complemented by a round accent chair. A round mirror reflects light from the window, while a decorative fireplace adds warmth to the space.
Home in Castiglion Fiorentino

Hidden gem in Tuscany

Indoor spacesKitchenCleanliness

5.0 out of 5 average rating, 54 reviews
Top Guest favourite
An aerial view showcases the expansive grounds of Villa Pergo, surrounded by lush greenery and fields. The infinity pool is highlighted, surrounded by sunbeds and shaded by cypress and ancient trees. The countryside landscape stretches into the distance, enhancing the villa's serene setting.
Villa in Pergaccio

Villa Pergo is an ancient charming country villa

KitchenFamilyOutdoor spaces

5.0 out of 5 average rating, 65 reviews
Guest favourite
Villa in Arezzo

Coaching House

KitchenFamilySleep quality

5.0 out of 5 average rating, 66 reviews

When is the best time to visit Città di Castello?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$176 NZD$180 NZD$175 NZD$182 NZD$178 NZD$176 NZD$178 NZD$176 NZD$178 NZD$178 NZD$153 NZD$178 NZD
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