
Villa vacation rentals in Guardistallo
Find and book unique villas on Airbnb
Quick stats about villa rentals in Guardistallo

Total vacation rentals
Explore 10 vacation rentals in Guardistallo

Nightly prices starting at
Guardistallo vacation rentals start at G$20,913 GYD per night before taxes and fees

Verified guest reviews
Over 180 verified reviews to help you choose

Wi-Fi availability
10 of Guardistallo vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Guardistallo rentals

4.7 Average rating
Guardistallo stays receive an average rating of 4.7 out of 5 from guests
Top-rated villa rentals in Guardistallo
Guests agree: these villas are highly rated for location, cleanliness, and more.

Tuscany Country House Villa Claudia
Experience the charm of our Country House: a prestigious ancient Tuscan farmhouse, finely restored, with breathtaking views of the village of Canneto (785 AD). Surrounded by the greenery of San Miniato and equipped with every modern luxury, the villa is an exclusive retreat to regenerate. Choose between total relaxation in the Jacuzzi in the garden, excellent food and wine tours, or visits to the nearby Tuscan cities of art. An unforgettable sensory experience between history and nature. Book your dream in Tuscany!
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CasaDiManuela:TotallyPrivateChiantiVilla withTub
CasaDiManuela:TotallyPrivateVilla in Chianti withTub Jacuzzi The villa, immersed in the Chianti countryside, was obtained from an old farmhouse and then renovated with extreme care and attention to detail. Original terracotta floors and ceilings with ancient exposed beams, old traditional Tuscan furniture, flowery fabrics that dress beds and armchairs, paintings, antique china and lived objects recovered from markets and junk dealers will frame your living room. Nothing here is by chance.
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Villa dei 2 Ulivi (Abbadia Isola)
FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)
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Torre dei Belforti
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.
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Il Vichiaccio: Accessible Chianti Villa & Jacuzzi
Cozy Chianti getaway near Florence. This 135sqm stone house has a rustic kitchen with a fireplace. It sleeps 9 guests in 3 rooms, but for groups of 11, a 4th bedroom is included. Smaller groups can add it for extra comfort (extra fee). Enjoy the private garden with a covered dining area, a patio with armchairs and parking. The ground floor is fully wheelchair-friendly (kitchen, bedroom, bath). Plus, A/C and a private Jacuzzi (extra fee) for relaxing under the stars!
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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.
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Luxury Villa in the very heart of Chianti
The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.
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The Tower
Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.
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La Dimora Dei Conti: Indulge in a Country Farmhous
Only a Four minute drive away or 20 mins walk from the city and the Lucca train station stands La Dimora Dei Conti a superb luxury apartment located in a farmhouse villa that dates back to the 15th century and now completely and painstakingly renovated to transport you to the an era of modern beauty and traditional Tuscan feeling.<br><br>As soon as you enter the foyer you will feel the special atmosphere that permeates the villa.
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VILLA GIOMA - Completely renovated country house
Charming rustic located on top of a private hill, complete remodeled in 2023 with private infinity pool surrounded by nature. The farmhouse has comfortable outdoor spaces where you can eat and relax in front of a breathtaking view. The whole house is equipped with air conditioning and each bedroom has a private bathroom. We charge an additional cost of 30€ per day for utilities to be paid at check in.
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Agriturismo Podere Scaluccia Chianti, Florence
The farmhouse is located 15 minutes (8 km) from the center of Florence, a city rich in art and culture, and is surrounded by beautiful panoramic views of the hills, at the entrance to Chianti. The house is old: traditional materials such as stone, wood and terracotta are the main features. The outdoor garden is available to everyone! To learn more, search for Podere Scaluccia
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sea view villa with private infinity pool
RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.
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Popular amenities for Guardistallo villa rentals
Private villa rentals

Villa Le Rocche with pool, breathtaking view
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Exclusive villa Lionella with private pool
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Villa Holm stunning view 10 mn walk to city centre
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Villa Il Diaccio with view of the Tuscan Maremma
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Guardia di Badia a Passignano
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Romantic Villa with private pool - "Il Pollaio"
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Villa sii felice
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Luxury Villa + Annex with Jacuzzi + Pool, Chef
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Luxury villa rentals

Villa Gourmet Food, Pizza, Chef, Pool and Nature
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Le Maggioline Your Tuscany country house
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Farmhouse , pool, 13 px. Lucca 10km
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Villa Isabella
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Charming Villa in Stone in Tuscany, Borgo ai Lecci
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Villa with pool in Chianti Area
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Villa Montefalcone: Charm, Private Pool, and Chef
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Villa Tenuta Le Case Nuove with pool & garden
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Villa rentals with a pool

Cliffside villa with pool
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Luxury Tuscany Villa on the hill with private pool
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Exclusive villa with pool jacuzzi wifi and green
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Florence & Tuscany. Pool, Jacuzzi, Parking & Relax
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Farmhouse and Barn in Chianti
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Villa Via Francigena
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Private Villa with semi-Olympic pool and Tennis
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Tuscany Villa on the hill with pool
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Destinations to explore
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- Elba
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Stazione Santa Maria Novella
- Mercato Centrale
- Uffizi Gallery
- Pisa Centrale Railway Station
- Spiagge Bianche
- Fortezza da Basso
- Piazza della Repubblica
- Gulf of Baratti
- Parco delle Cascine
- Spiaggia Di Sansone
- Piazzale Michelangelo
- Gorgona
- Del Chianti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio





