House vacation rentals in Castellina in Chianti

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Top-rated house rentals in Castellina in Chianti

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Superhost

The exterior of Casa della Maestra features a gravel courtyard surrounded by colorful flower pots. A wooden dining set accommodates several guests, and lounge chairs are positioned nearby. The rustic stone structure is framed by trees, with staircases leading to the upper level and inviting valley views.

Home in Umbertide

5 out of 5 average rating, 9 reviews

Casa Maestra, Umbrian hills, AC, large heated pool

High above the beautiful Niccone Valley, with extensive views over the green hills and valleys of Umbria and Tuscany. In a secluded and quiet position and not over-looked. 10 minutes drive down to the valley where there is a small village with grocery store, good restaurants and a vineyard. The historic and stunning towns of Umbria and Tuscany, including Cortona, Assisi, Siena, Todi, Gubbio, and Perugia are within easy driving distance. Air conditioning in bedrooms and a large scenic heated pool

Guest favorite

An expansive view of the Cortona landscape is captured, featuring terracotta rooftops of traditional houses and lush greenery. Palm trees are visible in the foreground, while rolling hills extend into the distance, under a clear blue sky.

Home in Cortona

4.91 out of 5 average rating, 85 reviews

Cortona historical centre. Great views and WiFi

Charming apartment on the top floor of a Tuscan mansion house with traditional floor and exposed timber beams. The apartment is located in the heart of Cortona and it has triple exposure, so it is flooded with light and it boasts a stunning view over the valley and the Trasimene lake. Self check-in available. PARKING on the street is available. NO AIR CONDITIONING! This is an environmentally friendly choice. I welcome guests of all backgrounds, faiths, genders, ages and sexual orientations

Superhost

An entrance area is presented with double doors featuring a diamond pattern. A bench and a small round table are positioned nearby, complemented by wall-mounted copper cookware and framed art. The flooring is tiled in warm tones, highlighting the inviting space.

Home in Pratolino

5 out of 5 average rating, 5 reviews

nat home 20 minutes from Florence

Casa di Nat offers a unique experience immersed in nature but a few minutes from the center of Florence, a unique vacation for those who want to relax and have fun with friends and family, suitable for adults and children, with its outdoor space it will be possible to involve everyone in lunches or dinners, with barbecues and deck chairs, the covered porch will allow you to eat outdoors even in the colder months, to facilitate travel there is free parking on the street and bus stop nearby.

Guest favorite

A warm living area features a wooden dining table surrounded by chairs. A stone fireplace is set against the wall, complemented by a bookshelf filled with various books. A wicker chair adds to the cozy ambiance, while decorative items are arranged on the table.

Home in Tereglio

4.89 out of 5 average rating, 376 reviews

The Little House in Tereglio with Fireplace

La nostra splendida e accogliente casina è situata nell'incantevole paesino di Tereglio nella splendida valle del Serchio in provincia di Lucca a 6km dalla riserva naturale dell'orrido di Botri e a 10 km dal Parco avventure Canyon Park. La casa si trova nel centro del paese, il parcheggio si trova distante circa 60 m. Presenza di strutture ricettive. La casa è un ottimo punto di appoggio per visitare anche i paesi vicini come Barga e Coreglia, tutti e due tra i borghi più belli d'Italia.

Superhost

A historic building features a distinctive green door, surrounded by a terrace adorned with colorful flower pots. Stone steps lead down to a well-maintained parking area, while sweeping views of the Tuscan countryside are visible in the background under a clear blue sky.

Home in Chianni

4.82 out of 5 average rating, 56 reviews

Three bedroom historical house with the best views

Newly renovated and beautifully furnished Tuscan home in Chianni, Italy. There are two units within the property which are both inclusive of the price and both connected. The upstairs area boasts two large bedrooms, a modern chef's kitchen, dining hall and living room with a sleek bathroom. The studio unit below has a bedroom, kitchenette and full bathroom. Guests receive a welcome package with a bottle of wine, water, and a free wine-tasting ticket at Castelvecchio.

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, 130 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

A charming stone building is nestled among lush greenery, featuring a pathway lined with potted plants. The warm tones of the building complement the surrounding nature, creating an inviting atmosphere that blends seamlessly with the landscape.

Home in Terranuova Bracciolini

4.96 out of 5 average rating, 24 reviews

Casa Canto alla Luna Pool WiFi Garden & Yard

In the center of a small historic village, surrounded by nature and hills. From here, right in front of our houses, the peasants once passed by singing the May song, thus welcoming the arrival of spring. Our vegetable garden is located just above the ancient village, here every season works its magic, we grow the plants and vegetables that we use to prepare the dishes for our cooking classes. Welcome, warmth and comfort are the ingredients of our hospitality.

Guest favorite

Home in Castelmuzio

4.97 out of 5 average rating, 38 reviews

Casa Ora d"Oro - Panoramic Views

Our villa is nestled in the rolling hills of Tuscany, located in the Val d’Orcia and Crete Senesi region. Located in the Borgo, “Podere Pascianella,” this quiet villa is perched up on a hilltop overlooking Montisi and within walking distance of the medieval village of Castelmuzio. This villa offers stunning and panoramic views of the Tuscan countryside, including the UNESCO World Heritage site of Val d’Orcia, which provides picturesque sunrises and sunsets.

Guest favorite

A two-story house is visible, featuring a stone facade and a covered terrace. A pathway of stone slabs leads to the entrance, while garden plants and trees surround the property. The sky above displays a mix of clouds, creating a serene backdrop.

Home in Magliano

5 out of 5 average rating, 11 reviews

Sunset in Chianti

Relax with the whole family in this quiet, panoramic accommodation immersed in the beauty of the Tuscan countryside. This apartment offers a view that will leave you breathless. Equipped with a large garden, above ground pool, 2 cozy bedrooms, 2 elegant bathrooms, a fully equipped kitchen, a comfortable living area and a panoramic terrace with a table, perfect for dining under the stars. This place is ideal for living a unique and unforgettable experience.

Guest favorite

A grand staircase adorned with statues leads to an ornate entrance, flanked by manicured hedges and vibrant flower beds. The symmetrical design is complemented by lush greenery and intricate stonework, creating a harmonious outdoor space inviting exploration.

Home in Larciano

4.92 out of 5 average rating, 12 reviews

Stone house

Splendida casa in Toscana perfettamente collegata ai principali luoghi di interesse turistico, per un soggiorno indimenticabile tra storia, arte e natura. &rtrif; Potrai raggiungere: &rtri; Lucca &rtri; Firenze &rtri; Vinci &rtri; Pisa &rtri; Pistoia &rtri; Montecatini Terme • Alcuni servizi: &compfn; WiFi &compfn; Aria condizionata &compfn; Parcheggio &compfn; SmartTV 55 pollici &compfn; Cucina completa, lavastoviglie, lavatrice

Guest favorite

Home in Certaldo

4.87 out of 5 average rating, 62 reviews

Paluffo Tower House

This is the antic tower of the villa and it is built on three levels and features a private garden and a marvellous view of the Chianti hills and San Gimignano. • Ground-floor: living room with a fireplace, bathroom and dining room with kitchen. • First floor: double bedroom with private bathroom and studio with sofa bed. • Second floor: 2 double bedrooms with bathroom.