
Condo holiday rentals in Guardistallo
Find and book unique condos on Airbnb
Quick stats about condo rentals in Guardistallo

Total holiday rentals
Explore 20 holiday rentals in Guardistallo

Nightly prices starting at
Guardistallo holiday rentals start at $102 NZD per night before taxes and fees

Verified guest reviews
Over 260 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

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
Top-rated condo rentals in Guardistallo
Guests agree: These condos are highly rated for location, cleanliness and more.

La Casetta
“La Casetta”, is a new restored enchanting apartment immersed in the splendid Tuscan countryside, only 2 kms from the medieval village of Casole d'Elsa in Siena province. Situated in a old farm complex with private entrance, large private garden, and access to the communal swimming pool. Furnished with utmost care down to the finest detail. Ideal for a relaxing, regenerative week with family or friends, emerged in an uncontaminated natural landscape. Possibility of excursions on foot and by bicycle in an evocative natural setting of lush forests and gentle hills of rare beauty. One can enjoy local dishes of the wonderful Tuscan tradition in many of the nearby restaurants or organize splendid home-cooked meals with the barbecue in the garden. Ideally situated for visits the many nearby towns and cities rich in art and beauty: 30 mins to Siena, 1 hour to Florence ,30 mins to San Gimignano and Volterra, 45 mins to the Chianti area. La Casetta is the ideal place to regenerate your body and mind. (We are the same owners of “La Senesina" apartment near Siena check out our rating on the web! Our 5 stars ratings are your warranty for a great stunning vacation)
4.93 out of 5 average rating, 194 reviews
beautiful apartment with a view in the historic center
"LA MANTELLATE DWELLING" It is a very large and well-kept apartment, very bright, in a Florentine style, finely renovated and furnished. It is located in the historic center on the third floor (with an elevator) of a large historic building from the late 1800s. It has large spaces (200 square meters), is quiet, and is bright. Close to transportation services and the cathedral. 5 bedrooms, 4 bathrooms, full kitchen, large living room and a beautiful rooftop terrace, air conditioning; Hosts offer a wide range of amenities
5.0 out of 5 average rating, 101 reviews
Gallery Apartment near Chianti
Comfortable and bright apartment in the center of Poggibonsi, 150 meters from the Siena Eye Laser Clinic and all the necessary amenities. Ample public parking adjacent to the building. Conveniently located for reaching the cities of art, such as Florence, Siena, San Gimignano, Volterra, Pisa and the beautiful villages of Chianti. Gallery Apartment is equipped with all amenities and will welcome you as if you were at home. You can sit at the tables on the 2 terraces and drink a good Chianti or coffee in the morning.
4.95 out of 5 average rating, 151 reviews
Cosy Tuscan Home near Florence & San Gimignano
A WELCOMING NEST where tradition and modern comfort meet. Perfect for those who want to slow down, relax, and experience the most authentic Tuscany, far from the hustle and bustle. Imagine waking up in the heart of a Tuscan village, looking out onto the square, and starting the day with the tranquility and rhythms of the local life. The apartment, completely renovated and tastefully furnished, is located in the historic center of Gambassi Terme, a strategic point for exploring the wonders of Tuscany.
4.99 out of 5 average rating, 128 reviews
Casa Luna-Splendida overlooking the pool and Tuscan nature
My husband and I fell in love at first sight with this beautiful place. So we have moved here our whole life. Ideally located on the hill of Morrona,this landscape affords unique views over the hills near Pisa,put us in direct contact with a calm nature and gives us a wonderful spectacle of the fascinating and surprising course of seasons. The location is enhanced by the swimming pool with hydromassage,for those seeking a moment that will remain on their skin and in their hearts for a long time
4.97 out of 5 average rating, 149 reviews
Florentine Hills “Le Scalette”
The property is a portion of a 16th Century Casa Colonica (a typical Tuscan farmhouse) situated atop a hill surrounded by vineyards, olive groves and sprawling views of the surrounding hills. The village of San Vincenzo a Torri and of Ginestra Fiorentina are respectively 2km away grocery and bakery stores, pharmacy, bank, restaurant, news stands, and petrol stations are within minutes from the house. Only 16km (10miles) to Florence the toll free highway is 3km from the house. Car is a must.
4.94 out of 5 average rating, 162 reviews
Acciaiuoli Penthouse Florence Terrace View
In the heart of Florence's historic center, a luxury penthouse with an exclusive terrace and breathtaking views of the Duomo, Palazzo Vecchio, and the entire city skyline. Perfect for families and friends, this apartment is completely renovated with high-quality finishes. It is located on the fifth and top floor without an elevator. You have to climb 106 easy steps to reach paradise (the host will help you carry your suitcases). All the windows offer beautiful views of the historic center.
4.99 out of 5 average rating, 118 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
5.0 out of 5 average rating, 350 reviews
Piazzetta N20 Apartment
Positioned in one of the most suggestive locations of Volterra, the apartments is a wonderful place, full of natural light and surrounded by a breathtaking landscape. Placed in the old part of the town, inside the medieval walls, the property is one of two apartment that lie within the same building; it’s composed by a large open space with cooking facilities completely equipped and a living room, a double bedroom, a bathroom with shower. Clima is present. Free Wi-Fi Is available
4.89 out of 5 average rating, 513 reviews
Two-room apartment with swimming pools and garden
Residence Villa Elena is a charming antique villa featuring annexes, thoughtfully subdivided into spacious apartments. Nestled on a hill, it offers stunning views of the countryside and the sea. The property boasts a beautifully maintained garden with furniture, parking facilities, two swimming pools, and a variety of amenities including bowls, ping-pong, children's play areas, a barbecue, and free Wi-Fi. Perfect for a relaxing and enjoyable stay amidst scenic surroundings.
4.86 out of 5 average rating, 22 reviews
Bel Canto Lari, exclusive, rural, Tuscan retreat
Important: We only accept bookings for guests aged 18 and over. Charming first-floor apartment in a traditional Tuscan farmhouse, reached by an external stone staircase. Relax by the pool or explore 2 hectares of olive groves, orchards and woodland. Stroll into Lari for a pastry in the piazza, visit the castle or discover the Martelli pasta factory. Enjoy aperitivo and authentic Tuscan dining nearby. We look forward to welcoming you.
4.97 out of 5 average rating, 105 reviews
Spacious apartment in Tuscany with great location
The apartment is located in Chiesina Uzzanese, in the province of Pistoia, a quiet village from which you can easily reach the most beautiful areas of Tuscany. Close to the highway exit, it is 17 km from Lucca, 20 km from Pistoia, 28 km from Pisa, 37 km from Viareggio and 45 km from Florence. Even closer are the areas of Pescia, Pesciatina Switzerland and Montecatini Terme.
4.98 out of 5 average rating, 323 reviewsPopular amenities for Guardistallo condo rentals
Weekly condo rentals

last minute 30 august 4 september fab pool. AC
5.0 out of 5 average rating, 4 reviews
apartment in a farmhouse
4.9 out of 5 average rating, 88 reviews
Loft Carmen
5.0 out of 5 average rating, 12 reviews
Unique Experience 2 C/C - Castle Farmhouse
5.0 out of 5 average rating, 40 reviews
Florence & Siena • Terrace • Private Parking • A/C
5.0 out of 5 average rating, 28 reviews
Apartment a stone's throw from the sea
5.0 out of 5 average rating, 50 reviews
AnticaVista, Luxury Apartment with Tower Views
5.0 out of 5 average rating, 65 reviews
Large Apartment with private garden, barbecue, A/C
4.85 out of 5 average rating, 27 reviewsPet-friendly condo rentals

Roof-top Anguillara: Duomo e Bargello View
4.98 out of 5 average rating, 104 reviews
The Gerani at the Ponte Vecchio 🏵🏵🏵🏵🏵
LocationCleanlinessGetting around
4.97 out of 5 average rating, 307 reviews
"Mercanti" cozy attic in a tower house
4.98 out of 5 average rating, 254 reviews
Historic centre - cozy apartment
4.84 out of 5 average rating, 292 reviews
Enjoy Historic Veranda In The Heart Of Florence
4.92 out of 5 average rating, 335 reviews
Apartment in farmhouse with pool "Casa I Pavoni"
4.86 out of 5 average rating, 76 reviews
Marzia's house in Riparbella
4.84 out of 5 average rating, 51 reviews
Tuscany - Il Catrino I Farmhouse
4.86 out of 5 average rating, 29 reviewsCondo rentals with a pool

Scenic Stilish Country
LocationIndoor spacesAir conditioning
4.88 out of 5 average rating, 135 reviews
„Toscana Amore Mio“, stunning view, 18min Volterra
4.81 out of 5 average rating, 21 reviews
Tuscan Farmhouse Getaway
4.94 out of 5 average rating, 54 reviews
Infinity Pool in the green agritourism with a view of the woods
4.98 out of 5 average rating, 47 reviews
Apartment with sea view, swimming pool and nature
4.94 out of 5 average rating, 32 reviews
Podere del Bagnolino - L'Arco Apartment
5.0 out of 5 average rating, 25 reviews
Casaglia Residence
4.97 out of 5 average rating, 75 reviews
Podere Cupiano "La Costa"
CleanlinessHospitality
5.0 out of 5 average rating, 66 reviewsDestinations to explore
- 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
- Stazione Santa Maria Novella
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Spiaggia Di Sansone
- Parco delle Cascine
- Gorgona
- Capraia
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria





