
Holiday rentals in Guazzino
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Guazzino
Guests agree: these stays are highly rated for location, cleanliness and more.

1 bedroom apartment in Villa
Enjoy and relax in this 1 bedroom apartment in a private Villa with a great location to experience what Tuscany offers. The Villa is located in the beautiful Tuscan landscape surrounded by vineyards and olive groves, in the stunning Tuscan hills. You can from this location explore medieval towns. 1 hour from Florence. Arezzo and Siena within 1/2 hour drive. Montepulciano 15 min drive. The apartment is located in Villa Poggio Becchi. Private entrance. Private bathroom and kitchen/living area.

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

La Lisa: country house surrounded by fields
La Lisa is a traditional farm house that has been wisely restored. It is surrounded by Tuscan countryside hills, in a quiet, out of time atmosphere. At the same time it is well connected with the A1 motorway and the highway Siena – Perugia (6 km). A large yard with a barbecue and pizza oven, is ideal for evenings under the stars. There's also a tavern with kitchen, living and dining room can host up to 30 people. During warm season enjoy the HEATED POOL equipped with loungers and umbrellas.

Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with all the families in this home. The farmhouse consists of two independent apartments with a living room, kitchen, bedroom and bathroom. You will not have to share anything with other guests as we have arranged everything so that everyone has their own space and everything is separate. Outside, there is a barbecue, a table with chairs and deckchairs. Nearby Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

A paradise in Montepulciano...
Villa Il Cubo is a full centralized air conditioned private house with large private swimming pool placed in the best garden spot for incredible views on the countryside around. Decoration has been updated with charming details that will make you enjoy the best Tuscany has to offer. We have electric vehicle charging point. Supermarkets, restaurants, grocery stores, wineries are just a few minutes away. IN JULY AND AUGUST WE LET FOR A MINIMUM OF 7 DAYS FROM SATURDAY TO SATURDAY!!!!!!

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Montepulciano Centro Storico
Nice 60 sqm apartment located in the main street of the village. It is located on the second and last floor of a historic palace. The entrance is located on the main street of the town while the windows overlook the outside of the walls offering a breathtaking view. The apartment consists of: entrance, living room with double sofa bed, bedroom, kitchen, bathroom with roof window. It is equipped with microwave, large oven, dishwasher, washing machine and wi-fi.

Jenny's Barn
The ancient barn, now finely restored, is located in the heart of the Valdichiana a few steps from the characteristic medieval village of Scrofiano. From the house you can enjoy a breathtaking view of the green Sienese hills where centuries-old olive trees and vineyards alternate from which the prestigious Chianti is obtained. Ideal for 2 people looking for a relaxing stay away from the chaos of the city. On request it is possible to add a baby bed and a cot.

Resort Panoramic view - Free parking
Appartamento nuovo , potente Wi-Fi, SMART TV, bagno privato , Aria Condizionata, cucina privata , lavanderia , parcheggio privato gratuito . Sala da tea ad uso gratuito . Vista panoramica mozzafiato . Tra le Crete Senesi e la Val D’Orcia , a 800metri dal centro del paese , con ristoranti , bar e supermercati . Posto strategico per visitare le principali località in Toscana : Montalcino , Pienza , Siena , Arezzo , Rapolano Terme , Montepulciano .

Casa Walter Valdichiana
Recently renovated, Casa Walter Valdichiana has retained all the charm of a classic Tuscan brick house externally, while internally blending tradition, hospitality, and freshness. The property is nestled in the heart of the Valdichiana, amidst the fields of the countryside and the lush greenery of nature. It exudes peace, silence, and relaxation. Just a few meters from the property, there's a beautiful pool, set in a spacious garden.

La Piazza - Apartment with a view.
Very central apartment of about 55 square meters overlooking Piazza Garibaldi, the main meeting and gathering point of the town of Sinalunga. Great starting point for visiting the surrounding beauties, from Val di Chiana to Val d'Orcia, from Crete Senesi to Monte Amiata. The art cities of Siena, Arezzo, Florence and Perugia are very close. The owners, born and raised in these places, will be happy to welcome you and meet your needs.

Il Leccio Toscana Siena Apartment
Relax with the whole family in this quiet accommodation. Comfortable apartment with double bedroom and large sofa bed, equipped kitchen, outdoor area and free parking. Located between the small villages of Valdichiana a few kilometers from Val d'Orcia and Siena. Tourist tax €0.50 per day per person over 14 years, to be paid on site at check-out. Only small pets are allowed, and in any case, well-trained.
Popular amenities for Guazzino holiday rentals
Other great holiday rentals in Guazzino

Apartament Lucignano Window

Affitti Brevi Siena - The heart of Tuscany

Graziella's House

Romantic apartment in Tuscany SUITE LA STUFA

Tuscan farmhouse stay with restaurant and pool

Anastasia's Home (Relaxation and Nature)

The Elegant Country Cottage 2 seats | 70Mb Wi-Fi

Wine Loft in the vineyards
Destinations to explore
- Santa Maria Novella
- Piazza della Signoria
- Mercato Centrale
- Ponte Vecchio
- Santa Maria Novella
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Salvatore Ferragamo Museum
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Del Chianti
- Siena Cathedral
- Lake Bolsena
- Basilica of Santa Maria Novella
- Uffizi Gallery
- Eremo Di Camaldoli
- Piazzale Michelangelo
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Boboli's Garden
- Palazzo Vecchio
- Medici Chapel




