
Villa vacation rentals in Guardistallo
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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$22,984 GYD per night before taxes and fees

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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.

Villa Cantucci
Traditional architecture blends with modern amenities in this charming 18th century stone villa. Nestled on a quiet hillside just below Volterra, the villa offers a private infinity pool (5m x 10m) equipped with sun loungers and umbrella. There is a large, covered terrace with a comfortable sitting area and dining table to enjoy the panoramic views of the Tuscan hills. Stepping inside, the villa feels sophisticated while maintaining its rustic charm and provides a delightful place to relax.

Tuscany Country House Villa Claudia
Vivi l’incanto della nostra Country House: un antico casale toscano di pregio, finemente restaurato, con vista mozzafiato sul borgo di Canneto (785 d.C.). Immersa nel verde di San Miniato e dotata di ogni lusso moderno, la villa è un rifugio esclusivo per rigenerarsi. Scegli tra il relax totale nella Jacuzzi in giardino, tour enogastronomici d'eccellenza o visite alle vicine città d’arte toscane. Un’esperienza sensoriale indimenticabile tra storia e natura. Prenota il tuo sogno in Toscana!

Villetta dei Fagiani - pools, Jacuzzi in Florence
Amidst the rolling Tuscan hills, Villetta dei Fagiani stands as an exquisite noble retreat, where elegance and serenity reign. This prestigious 190m² residence welcomes up to 6 guests into a world of refined comfort, featuring sumptuous suites with regal baldachins, a stately fireplace, and a panoramic terrace. Manicured gardens, a grand pool, and heated jacuzzis complete this haven of sophistication. Experience the timeless allure of Tuscan aristocracy—reserve your stay. Free parking.

Belforti Tower
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.

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.

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.

Badia a Passignano Guard
Guardia di Badia a Passignano is a lovingly restored villa which is ideal for couples or small families. Once a guard’s post, it now offers a peaceful and stylish retreat in the heart of Chianti, surrounded by the renowned vineyards of Antinori, one of Italy’s most respected wine producers. Just a short walk away lies the impressive Badia a Passignano, a thousand-year-old abbey with a Last Supper fresco by Domenico Ghirlandaio.

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.

La Dimora Dei Conti: Indulge in a Country Farmhouse
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.

Farmhouse on Florence hill
Two levels 800th rustic country house, on the hills surrounding the town with original forniture and a stunning view of the facing valley, a beautiful patio and large garden. 15 min driving from center, well placed for Chianti area, Siena, San Gimignano. 1hr driving to Pisa, Lucca, Volterra, Arezzo, Cortona and much more! Possible to have cooking class or dinners with my personal chefs Mirella and Stefano!

"Villa Daisy" overlooking Siena
Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

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.
Popular amenities for Guardistallo villa rentals
Private villa rentals

Charming Chianti Villa | Garden & Panoramic Pool

Charming Tuscan Villa – "Borgo Il Massera"

Villa Belvedere beautiful view surrounded by greenery

Tuscan Luxury Villa • Natural Pool Relax Privacy

Romantic Villa with private pool - "Il Pollaio"

Two-room apartment with exclusive pool, large garden, sea

Villa sii felice

Exclusive villa Lionella with private pool
Luxury villa rentals

Agriturismo Podere Scaluccia Chianti, Florence

Gorgeous view on vineyards, Stone Tuscan private V

Villa with swimming pool surrounded by Florentine nature

Luxury villa in Tuscany Panzano in Chianti

Casa Colombaia, in the Chiantishire

VILLA GIOMA - Completely renovated country house

Villa Montefalcone: Charm, Private Pool, and Chef

Villa Melete [Pool + View Tuscan Hills]
Villa rentals with a pool

Tuscan villa in Chianti Classico hills Il Poggiolino

Authentic Tuscan Retreat – Bio Pool & Privacy

La Casina delle Ginepraie - Tuscany

Charming Tuscan retreat: spa, pool & cinema

Old renovated mill in the Tuscan hills

Luxury Private Villa W/ Star View - Beautiful Spot

The Villa of the Spendthrift Brigade!

Villa Casa al Povero
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
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Stazione Santa Maria Novella
- Piazza della Repubblica
- Spiagge Bianche
- Del Chianti
- Gorgona
- Spiaggia Di Sansone
- Piazzale Michelangelo
- Parco delle Cascine
- Pitti Palace
- Gulf of Baratti
- Palazzo Vecchio
- Boboli's Garden





