
Villa holiday rentals in Guardistallo
Find and book unique villas on Airbnb
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 $128 SGD per night before taxes and fees

Verified guest reviews
Over 180 verified reviews to help you choose

Wifi availability
10 of Guardistallo holiday rentals include wifi 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 enchantment of our Country House: a prestigious, finely restored ancient Tuscan farmhouse 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 for regeneration. 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!
4.94 out of 5 average rating, 134 reviewsLe 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!
4.98 out of 5 average rating, 142 reviews
Villa of the 2 Olive Trees (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)
4.97 out of 5 average rating, 174 reviews
Villa Gourmet Food, Pizza, Chef, Pool and Nature
Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services
4.98 out of 5 average rating, 127 reviews
Charming Villa in Stone in Tuscany, Borgo ai Lecci
The location, easily accessible, is perfect for visiting the main attractions in Tuscany: the cities of art, the old villages, beautiful landscapes and many other points of interest in this amazing region. Or relax and feel like you are at home. This charming well-maintained Villa in Stone is part of a complex of three buildings used for higher-level holiday homes. We can also provide cots, cribs, baby bed, high chairs at the cost 10 euro each per day to be paid in cash locally.
4.97 out of 5 average rating, 116 reviews
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.
4.99 out of 5 average rating, 138 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.
4.98 out of 5 average rating, 107 reviews
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.
4.98 out of 5 average rating, 120 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.
5.0 out of 5 average rating, 190 reviews
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).
4.95 out of 5 average rating, 221 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.
4.96 out of 5 average rating, 209 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.
4.99 out of 5 average rating, 124 reviewsPopular amenities for villa rentals in Guardistallo
Private villa rentals

Podere Scaluccia Chianti Agritourism, Florence
4.99 out of 5 average rating, 123 reviews
Villa Castiglioncello - access to the private sea
4.91 out of 5 average rating, 35 reviews
Astonishing beachfront villa with private garden
5.0 out of 5 average rating, 7 reviews
Villa Vineyard By BelcantoVillas
5.0 out of 5 average rating, 4 reviews
Villa La Leccina
4.75 out of 5 average rating, 4 reviews
Badia a Passignano Guard
4.86 out of 5 average rating, 7 reviews
Villa with pool in Chianti Area
4.95 out of 5 average rating, 73 reviews
Romantic Villa with private pool - "Il Pollaio"
5.0 out of 5 average rating, 48 reviewsLuxury villa rentals

Two-room apartment with exclusive pool, large garden, sea
4.98 out of 5 average rating, 56 reviews
Private Villa with semi-Olympic pool and Tennis
4.98 out of 5 average rating, 50 reviews
Tuscan Villa with Pool & Jacuzzi, San Gimignano
4.98 out of 5 average rating, 90 reviews
Casale Sunrise By Tuscanhouses - Casale Sunrise By
4.86 out of 5 average rating, 7 reviews
Villa Melete [Pool + View Tuscan Hills]
4.81 out of 5 average rating, 16 reviews
Villa Lontana, Villa with Views and Pool
5.0 out of 5 average rating, 8 reviews
Villa with private access to the beach in Castiglioncello
4.98 out of 5 average rating, 55 reviews
Villa Tenuta Le Case Nuove with pool & garden
4.65 out of 5 average rating, 26 reviewsVilla rentals with a pool

Leo's Romantic House
5.0 out of 5 average rating, 66 reviews
Podere la Pompa
5.0 out of 5 average rating, 27 reviews
Exclusive villa with pool jacuzzi wifi and green
4.96 out of 5 average rating, 54 reviews
Ulimeto Power
4.9 out of 5 average rating, 77 reviews
Villa in Tuscany with private panoramic pool
5.0 out of 5 average rating, 35 reviews
Villa dated XVI century with private pool A/C wifi
5.0 out of 5 average rating, 43 reviews
Podere Torre, independent residence with 3 apartme
4.92 out of 5 average rating, 12 reviews
Villa Via Francigena
4.96 out of 5 average rating, 74 reviewsDestinations to explore
- Elba
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Cala Violina
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Gulf of Baratti
- Piazza della Repubblica
- Spiaggia Di Sansone
- Capraia
- Gorgona
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Parco delle Cascine
- Piazza della Signoria





