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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$20,945 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.

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Guest favorite
An inviting kitchen space is highlighted by an arched brick entry. A large wooden dining table is set in the foreground, adorned with a decorative centerpiece. The kitchen features modern appliances, including a silver refrigerator, and warm lighting enhances the rustic ambiance.
Villa in San Miniato
4.94 out of 5 average rating, 132 reviews

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!

Top guest favorite
A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.
Villa in Montecatini Val di Cecina
4.99 out of 5 average rating, 137 reviews

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.

Top guest favorite
An arch adorned with blooming wisteria frames a lush garden, featuring greenery and vibrant flowers. A terracotta pot sits nearby, while a picturesque tower rises in the background, adding a historic charm to the tranquil outdoor setting.
Villa in Florence
5.0 out of 5 average rating, 53 reviews

Villa Holm stunning view 10 mn walk to city centre

Villa Holm overlooks Florence from 130 mtrs above, offering a peaceful corner of the Tuscan countryside that's drawn artists and poets for centuries ,yet the historic centre is just 10–15 minutes walk away.The place has a real history behind it:once an annex of a grand old residence,Villa Borgherini.which,In the 16th century,was expanded by Baccio D'Agnolo, architect to the Medici family, and he built the Renaissance staircase and arch which are still our entrance to day

Top guest favorite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 104 reviews

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.

Guest favorite
Villa in Badia a Passignano
4.86 out of 5 average rating, 7 reviews

Guardia di Badia a Passignano

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.

Top guest favorite
An inviting villa surrounded by lush greenery and vibrant flowers, featuring blooming rose bushes and olive trees. The gravel pathway leads to the entrance, showcasing a two-story structure with balconies. Sunlight highlights the colorful landscape, creating a serene atmosphere.
Villa in Impruneta
5.0 out of 5 average rating, 186 reviews

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.

Top guest favorite
A private swimming pool is surrounded by a spacious stone patio, featuring comfortable sun loungers and shaded seating areas. Potted plants are placed around the pool, enhancing the tranquil outdoor space that is framed by trees and the rustic charm of the stone house.
Villa in Volterra
5.0 out of 5 average rating, 46 reviews

Romantic Villa with private pool - "Il Pollaio"

Il Pollaio is a traditional, charming Tuscan stone house with a warm, relaxed atmosphere, surrounded by the peace and quiet of the countryside. With air conditioning, a private pool nestled in the greenery and a fully fenced property. Extra services on request: private chef and housekeeping every other day. Ideally located, yet secluded and private. Ample parking. PLEASE NOTE: Read the details under “Show more” in “Other things to note”

Top guest favorite
A hot tub sits surrounded by trees, with water bubbling gently. The view includes rolling hills under a colorful sunset sky, offering a serene atmosphere. Natural surroundings enhance the peacefulness of the setting.
Villa in Roccatederighi
4.98 out of 5 average rating, 61 reviews

Villa Il Diaccio with view of the Tuscan Maremma

Stone villa with special architectural finishes nestled in a chestnut forest. A large garden, partly paved with stone, accompanies the property from which you can admire a wonderful view of the Tuscan Maremma. Surrounded by nature, you can see the sea with the Gulf of Follonica, the island of Elba and Corsica on one side, and the island of Giglio on the other. You can take long walks in nature or reach seaside resorts or cities of art.

Guest favorite
A charming entrance is framed by lush greenery, leading to a secluded patio area adorned with wrought iron furniture. Stone steps rise gently, with rustic arches visible overhead, creating a serene transition into the garden space.
Villa in Capannori
4.93 out of 5 average rating, 215 reviews

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.

Top guest favorite
A well-maintained garden surrounds a refreshing pool, bordered by manicured grass. A comfortable seating area, featuring two lounger chairs and a shaded umbrella, provides a serene spot for relaxation. Soft greenery and flowering shrubs form a natural backdrop, enhancing the tranquil atmosphere.
Villa in Tignano
4.96 out of 5 average rating, 207 reviews

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.

Top guest favorite
Villa in Barberino Tavarnelle
5.0 out of 5 average rating, 29 reviews

Luxury Villa in Chianti • Private Natural Pool

Escape to your private Tuscan paradise in the heart of Chianti. Relax by a unique natural pool with a sandy beach, unwind in the jacuzzi and Turkish bath, and enjoy sunset aperitifs at your private beach bar. Surrounded by olive groves, Tenuta Virgilio offers complete privacy just 20 minutes from Florence and close to Siena and San Gimignano. An unforgettable luxury retreat for families and friends.

Top guest favorite
A solitary tree stands prominently in the foreground, framed against a vast landscape. Below, the coastline stretches toward the horizon, with the sea shimmering in the distance. The view includes a charming town nestled among the lush greenery of the surrounding hills.
Villa in Castagneto Carducci
4.99 out of 5 average rating, 123 reviews

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