
Villa holiday rentals in Guardistallo
Find and book unique villas on Airbnb
Top-rated villa rentals in Guardistallo
Guests agree: These villas are highly rated for location, cleanliness and more.

Manor House - IlVillinoFarmhouse
Entire upper floor of the newly renovated Manor House in traditional Tuscan style. High ceilings with exposed beams make the place cozy and perfect for families or groups of friends. In the house, there are two large functional fireplaces (in the living room and kitchen). Private, non-shared accommodation. The house has a large covered terrace, garden with sofas, BBQ, fire pit, private parking. The swimming pool among the olive trees and vineyards is ideal for relaxation and has private access to the shared area
Le Maggioline Your Tuscany country house
Nestled among serene olive groves, this charming, fully renovated Italian home combines rustic elegance with modern amenities, making it the perfect retreat. The house features four en-suite bedrooms with stunning panoramic views, a spacious terrace with a covered veranda for al fresco dining, a BBQ, and a newly updated saltwater pool (2023), open mid-April to October. Guests rave about evenings at the long table, savoring local wines while watching breathtaking sunsets. A true Tuscan escape!

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!

Virgi House
Virgi House is a 160 sqm villa, located 3 km far from Siena’s hystorical center. The villa is distributed over three floors. On the first one there is a double bedroom with bathroom and terrace, a large open space living room, a modern kitchen and a bathroom. Downstairs a double bedroom (or 2 single beds), a large bathroom, a study and a bright living room with a loggia from which you can access the private car park and the garden. The property also provides free wifi, air conditioning.

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.

Large modern house with garden, 300m from the sea
"Casa Made in Story" is a large modern house with a separate entrance and 300 square meters of private garden. It has a large kitchen, a living room, 2 bathrooms and is equipped with 3 double bedrooms, which have been furnished with two double beds and two single beds. Depending on the needs of the guests, you can have 3 double beds. To these it is possible to add a bed in the living room (sofa bed), a camping bed and a Montessori bed (for children from 1 to 3 years).

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!

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.

Farmhouse in Chianti
Beautiful portion of a farmhouse immersed in Chianti with a beautiful swimming pool, surrounded by vineyards and olive trees, perfectly furnished with a large garden and parking spaces. It is located 20 minutes from Florence, 40 from Siena and 50 from Pisa, in a few minutes you can reach Certaldo (birthplace of Boccaccio) and Vinci (birthplace of Leonardo Da Vinci). The house is halfway between Montespertoli and San Casciano (7km).

Villa Isabella
Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.
Popular amenities for Guardistallo villa rentals
Private villa rentals

Orsini Peccioli Home-Historic Home with pool

Villa San Martino 6-8 people

Villa Tenuta Le Case Nuove with pool & garden

La Capannina

Poggio Novoli 6, Emma Villa

Old renovated mill in the Tuscan hills

Villetta dei Fagiani - pools, Jacuzzi in Florence

Campo Alle Lucciole: Entire Tuscan Stonehouse
Luxury villa rentals

Villa with pool in Chianti Area

Casolare Toscano con biolago balneabile

Tuscan Villa with Pool & Jacuzzi, San Gimignano

Luxury Villa w/Tennis Court, Pool, Jacuzzi & Gym

Torre Rossa - Villa Tiziano with private garden

Farmhouse , pool, 13 px. Lucca 10km

Villa Lory with POOL, SPA and GYM on LUCCA's hills

Charming villa w/private pool and vineyard views
Villa rentals with a pool

Villa Via Francigena

Valluccia 51

Tenuta La Casetta Farmhouse - Olive

Tuscany Villa on the hill with pool

Villa Valledoro – Your private oasis in Tuscany

Farm in the Tuscan hills

The Villa of the Spendthrift Brigade!

Panoramic villa with private pool
Quick stats about villa rentals in Guardistallo

Total holiday rentals
Explore 10 holiday rentals in Guardistallo

Nightly prices starting at
Guardistallo holiday rentals start at $156 AUD per night before taxes and fees

Verified guest reviews
Over 180 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Wi-Fi availability
10 of Guardistallo holiday 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
Destinations to explore
- Rentals with a washing machine and dryer Guardistallo
- Apartment rentals Guardistallo
- Rentals with a fire pit Guardistallo
- House rentals Guardistallo
- Smoking-friendly rentals Guardistallo
- Rentals with outdoor seating Guardistallo
- Rentals with a hot tub Guardistallo
- Rentals with a fireplace Guardistallo
- Pet-friendly rentals Guardistallo
- Rentals with an EV charger Guardistallo
- Rentals with pools Guardistallo
- Family-friendly rentals Guardistallo
- Rentals with a patio Guardistallo
- Condo rentals Guardistallo
- Villa rentals Pisa
- Villa rentals Tuscany
- Villa rentals Italy
- Elba
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Mercato Centrale
- Santa Maria Novella
- Ponte Vecchio
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Marina di Cecina
- Del Chianti
- Basilica of Santa Maria Novella
- Pisa Centrale Railway Station
- Cala Violina
- Spiagge Bianche
- Porta Elisa
- Piazza del Duomo (Pisa)
- Fortezza da Basso
- Uffizi Gallery
- Gorgona
- Piazza della Repubblica
- Piazzale Michelangelo
- Spiaggia Di Sansone
- Pitti Palace




