Family-friendly vacation rentals in Arezzo

4.95 out of 5 average rating, 237 reviews

A view of neighboring rooftops is displayed, capturing the warm light of sunset reflecting on the buildings. In another image, a bright hallway is illustrated, featuring a round mirror above a decorative wooden console table adorned with a plant, enhancing the inviting space.

Condo in Arezzo

Apartment in medieval centre arezzo

Flat at ground floor composed by living room, kitchen, 2 bedrooms, bathroom, storeroom. The flat opens on a beautiful small square full of trees and towers. It is at 200 meters from Piero della Francesca's frescoes and next to the Cathedral and Piazza Grande where the famous Giostra del Saracino is held every June and September. every weekend of the month, Piazza Grande is also the theatre of the Fiera Antiquaria,a famous exhibiton, where you can find all sorts of old things, from furniture to jewerly, pictures, toys, etc. In few minutes from the house you can reach also Petrarca's house, Vasari's house, you can visit the famous Cimabue's crocifix, the Archeological Museum and the Medieval Museum. Numerous small shops of antique things are all around. The apartment is at 10 minutes on foot from the railway and bus station, a bus stop is also present near the house. Being the house located in the historic centre, access by car is allowed only from 8.00pm to 8.30am and from 12.00am to 4.00pm. Beside this, at 5-10 minutes walking there are several parking areas, both free and pay. Relax and view on the medieval town are the characteristics of the house. Dogs are welcome. They can easily take a walk in the garden square in front of the house.

KitchenFamilyAccess

4.93 out of 5 average rating, 295 reviews

A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.

Farm stay in Simignano

Casa al Gianni - Hut

Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!

Indoor spacesFamilyComfort

4.99 out of 5 average rating, 535 reviews

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.

FamilyKitchenView

4.88 out of 5 average rating, 113 reviews

The exterior features a well-maintained pathway leading to the entrance, flanked by decorative flower pots with vibrant blooms. Lush greenery and trees provide a natural backdrop, and architectural details are accentuated by soft evening light.

Condo in Arezzo

Il Piccolo Ristoro

The apartment is cozy and bright, suitable for couples and families with children. It has a living room, kitchen-dining room, two double bedrooms, two bathrooms and a private garden. Guests have access to 1 parking space inside the private courtyard. Il Piccolo Ristoro is located in the center, in a quiet and well-served residential area. It is a 10-minute walk from the historic center and the station. A stone's throw away is the city park and shops. Linens included, free Wi-Fi, pets allowed.

KitchenFamilyLocation

5.0 out of 5 average rating, 155 reviews

Piazza Grande Boutique Apartment

Overlooking the most beautiful square in the historic center of Arezzo, where the re-enactment of the Giostra del Saracino takes place, the Piazza Grande Boutique Apartment is located on the second floor of a medieval building, overlooking the beautiful palaces and the Vasari Loggias and is a unique location of its kind. The decor, the work of Countess Cesaroni Venanzi, was created with beautiful antique furniture reinterpreted in a modern way and enriched with contemporary influences.

FamilyIndoor spacesHeating

Farm stay in Montepulciano

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.

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.

FamilyIndoor spacesAccuracy

4.94 out of 5 average rating, 109 reviews

The spacious bedroom features an elegant design with a large bed adorned in stylish linens. A vintage painting hangs on the wall, complemented by decorative light fixtures. Additional seating is provided by a sofa and a luxurious chair, with a large window allowing natural light to fill the room.

4.94 out of 5 average rating, 141 reviews

GOLD apartment in the historic center Sweet Tuscany

CODE:051002CAV0052 The recently renovated Gold apartment is located within the historic walls of Arezzo, a short walk from the main sites of historical and architectural interest such as museums, churches, the beautiful Piazza Grande where the antique fair takes place every first weekend of the month and the Saracino carousel, near the beautiful fully restored Medici fortress. Walking you can reach many restaurants where you can taste our cuisine and the typical dishes of our land.

Indoor spacesFamilyLocation

A vibrant arcade is captured, featuring tall, arching columns in neutral tones. The tiled floor displays a geometric pattern in various colors. Soft lighting is provided by hanging fixtures. Pedestrians can be seen strolling along the pathway, with shops visible in the distance.

4.88 out of 5 average rating, 171 reviews

Arezzo CENTRO STORICO-Downtown TOP position :app X

LOCAZIONE TURISTICA SOTTO I PORTICI enjoys a strategic position at the beginning of the central course.The entrance is located in a building of historical interest under the famous"Portici di arezzo"synonymous with centrality for the Arezzo. It is close to all points of historical interest.The apartment was built from an ancient facade of the building remain visible internally imposing cornices and ancient windows that frame the room. It's super quiet despite its centrality

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Villa in Barberino Tavarnelle

A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

FamilyIndoor spacesGrill

4.98 out of 5 average rating, 108 reviews

4.99 out of 5 average rating, 124 reviews

Villa in Arezzo

Tuscany View - Villa Arianna

This beautiful villa, which can accommodate up to ten (10) people, will provide an unparalleled Tuscan experience. While positioned perfectly to allow easy access to the most beautiful towns and villages of southern/central Tuscany (such as Arezzo, Florence, Siena, Cortona, Montepulciano) and northern Umbria (such as Perugia, Orvieto, Assisi); you’ll find this villa offers complete privacy as well as a sense of peace and tranquility to all who visit.

Indoor spacesKitchenComfort

A spacious kitchen is presented with white cabinetry and green walls that soften the light. A wooden dining table with four chairs occupies the center, complemented by a stylish antique cabinet. Natural light filters in through the window, enhancing the warm, inviting ambiance.

4.95 out of 5 average rating, 139 reviews

Residenza Fra le Torri - Charme & Art Gallery Home

You will feel at home, this is the goal, and I will be of support for any need. The apartment is equipped with everything you need to stay, you will only have to bring your personal things. Typical Tuscan apartment finely renovated in the historic center, furnished with paintings and sculptures by local artists, with a private terrace hidden from prying eyes, furnished with plants and flowers, with a table and umbrella where you can have meals.

FamilyIndoor spacesPets

A spacious terrace is equipped with outdoor seating and a parasol, providing a comfortable space for relaxation. The terrace overlooks neighboring buildings, ensuring a pleasant urban view under clear skies.

4.92 out of 5 average rating, 124 reviews

Casa Vanessa

CIN: IT051002C2RI7OBEQC. Completely renovated apartment on 1st floor with large equipped terrace (umbrella and sofa) in the center of Arezzo. Consists of 2 air-conditioned double bedrooms, kitchen-living room with sofa bed (120cm wide, only on request), private bathroom with shower. Free Wi-Fi. 5minutes walking from train station and close to many parkings: Cadorna, Baldaccio, Central parking.

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Popular amenities for Arezzo family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Farm stay in Monte San Savino

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.

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

FamilyIndoor spacesHospitality

4.99 out of 5 average rating, 116 reviews

Villa in Castiglion Fiorentino

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.

Tuscan charm of villa - countryside - Villa Senaia

FamilyKitchenAccess

4.9 out of 5 average rating, 241 reviews

4.82 out of 5 average rating, 105 reviews

A serene landscape features a lush green lawn dotted with wildflowers in shades of pink and white, leading towards a rustic stone building. Olive trees and distant hills provide a tranquil backdrop under a clear blue sky.

Farm stay in Arezzo

Terrace with beautiful view on the valley

KitchenIndoor spacesPool

4.99 out of 5 average rating, 155 reviews

An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.

Cottage in Geggiano

Villa di Geggiano - Guesthouse

FamilyKitchenView

4.92 out of 5 average rating, 338 reviews

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

FamilyIndoor spacesComfort

4.98 out of 5 average rating, 188 reviews

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 Suite with a View

KitchenFamilyOutdoor spaces

Farm stay in Greve in Chianti

Farmhouse in Chianti with Swimming Pool

KitchenFamilyGrill

4.99 out of 5 average rating, 516 reviews

Vacation home in Castelnuovo Berardenga

A sparkling swimming pool is surrounded by sun loungers and umbrellas, offering a relaxing space for guests. The rustic farmhouse, with its stone exterior, is visible in the background, amidst lush greenery and trees under a partly cloudy sky.

PIERFANTINI private Chianti house ♿️ 🏊‍♂️ 🐶

Indoor spacesFamilyQuiet

4.91 out of 5 average rating, 101 reviews

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 161 reviews

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

KitchenFamilyHospitality

4.99 out of 5 average rating, 274 reviews

A rustic living area features a wooden table surrounded by two elegant armchairs and a beige sofa. A stone fireplace, stocked with logs, stands as a focal point, while wooden beams adorn the ceiling. An inviting atmosphere is created by warm, natural colors and soft furnishings.

Home in Anghiari

Casa Rosmarino Eco-Wellness Country Home

KitchenFamilyComfort

4.9 out of 5 average rating, 122 reviews

Cavour Loft

FamilyIndoor spacesAccuracy

Superhost

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

FamilyKitchenValue

4.92 out of 5 average rating, 628 reviews

4.89 out of 5 average rating, 133 reviews

[Cleo’s Home] Private Garden | Free Parking

FamilyKitchenQuiet

Superhost

A light-filled studio apartment features exposed wooden beams and a neutral color palette. A double bed with a floral duvet is positioned next to a compact kitchen equipped with an oven and gas stove. A small dining table completes the inviting living space.

4.75 out of 5 average rating, 503 reviews

Sweet Home in San Francesco

KitchenIndoor spacesComfort

Farm stay in Castelnuovo Berardenga

Apartment in a Tuscan farmhouse at Le Pietre Vive

FamilyKitchenAir conditioning

4.92 out of 5 average rating, 359 reviews

4.99 out of 5 average rating, 476 reviews

A rolling landscape showcases neat rows of lush green vineyards under a softly lit sky. A charming village, featuring a prominent clock tower, is nestled among the trees and hills in the background. The tranquil atmosphere highlights the area's natural beauty.

Apartment in San Gusmè

Beautiful medieval village!!!

KitchenFamilyBiking

Family-friendly home rentals with a pool

Villa in Pergine Valdarno

The exterior of a charming villa is surrounded by lush greenery, with vines climbing along the walls. A gravel pathway leads to the entrance, framed by well-kept gardens. Sunlight filters through the trees, creating a peaceful atmosphere ideal for relaxation and outdoor gatherings.

La Vignaccia (Farmhouse) - villa w/private pool

Indoor spacesFamilyAir conditioning

4.96 out of 5 average rating, 102 reviews

5.0 out of 5 average rating, 353 reviews

An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.

Condo in Noce

Podere Vergianoni nestled in Chianti with a pool

KitchenIndoor spacesLong stay

Apartment in Monteriggioni

An outdoor pool area is surrounded by olive trees and vineyards, with sun loungers and shaded umbrellas arranged on the deck. Soft sunlight bathes the scene, highlighting the peaceful setting. A gravel path leads around the pool, inviting relaxation amid the natural landscape.

Comfort Apartment in the Chianti Vineyards

FamilyIndoor spacesAccuracy

4.93 out of 5 average rating, 455 reviews

4.87 out of 5 average rating, 167 reviews

A rustic dining area features a long wooden table set for eight, with simple tableware and napkins. A large window allows natural light to fill the space, offering a view of the vibrant garden outside, where a hammock is visible in the background.

Home in Anghiari

PoggiodoroLoft, Tuscan dream e relax

Indoor spacesFamilyNearby

4.98 out of 5 average rating, 145 reviews

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

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

FamilyIndoor spacesParking

Farm stay in Montepulciano

A dog sits in a grassy area, observing the expansive vineyard landscape that unfolds beyond, featuring rolling hills and rows of grapevines under soft morning light.

Separate room, between Cortona and Montepulciano

FamilyIndoor spacesBathroom

4.95 out of 5 average rating, 229 reviews

4.92 out of 5 average rating, 141 reviews

The outdoor area features a large swimming pool surrounded by lush greenery, including trees and shrubs. Sun loungers are positioned nearby for relaxation. The rustic farmhouse is visible in the background, showcasing traditional Tuscan architecture with terracotta accents.

Guesthouse in Antria

A charming Tuscan retreat

Indoor spacesKitchenLayout