
Holiday rentals in Guardistallo
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Top-rated holiday rentals in Guardistallo
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Captain's House | Monte Grosso, Elba
The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.

Open space surrounded by nature
Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring

Countryside apartment in villa close to the beach
Montescudaio, one of the most beautiful villages in Italy and located in the Val di Cecina, is the setting for the Agriturismo Il Polveraio, located in the open countryside and in the middle of an olive grove, with a view of the nearby Tyrrhenian Sea and the Tuscan Archipelago. The agriturismo offers various accommodations located in the main house, dating back to the 11th century AD, and in two outbuildings and will allow you to experience a stay in total peace and tranquillity.

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.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Countryside-panoramic sea Casale Marittimo Tuscany
Small apartment immersed in the tranquility of the Tuscan countryside. Ten minutes from the Etruscan Coast. Sea view. For a stay full of privacy and relaxation, but with all the attractions of the area just a stone's throw away. Your furry friend is welcome, ONLY ONE and of SMALL size. From here, there are many hiking trails and bike paths to discover the suggestive landscapes. Excellent typical restaurants, and wineries!!! Enjoy your stay! Accommodation tax to be paid on site

AnticaVista, Luxury Apartment with Tower Views
A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Elegant and bright apartment in Montescudaio
The apartment has been recently renovated, very bright and welcoming, the furnishings are modern and practically new. Located in the residential area of Montescudaio, quiet and peaceful from where you can easily reach the most characteristic places of Tuscany: medieval villages, enchanting hills and all the splendid historic cities (Pisa, Florence, Siena...) that make Tuscany such a popular destination. Just 20 minutes to the sea. Your vacation will be unforgettable!

House with a breathless view in Tuscany
Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

The cypress
Dependance of 30 sqm new building located in the context of property with independent main house immersed in the beautiful Tuscan countryside 12 km from the sea and close to centers of cultural interest. The beautiful villages of Bolgheri and Castagneto Carducci are within easy reach. A half-hour drive from Volterra. The furnishings are completely new. Garden and swimming pool with sea view available for guests.

Da 7 Cervelli
The XIXth century house is in a small village in Tuscany, 10 km to the Tyrrhenian Sea, 25km to Volterra, 20 km to Bolgheri, 80 km to Siena and 100 km to Florence. The train station (Cecina) it's 9km away. Slow life, excellent wine and food, historical heritage, this part of Tuscany it's a great choice for your holidays. For your stay you can find a private parking and a beautyful country garden.
Popular amenities for Guardistallo holiday rentals
Other great holiday rentals in Guardistallo

Melograno Holiday Home

Farmhouse (for 4 pp Tuscan Maremma

House with a sea view

PRIVATE VILLA ACQUAVIVA in Montescudaio/pool

Debbio di Chicco

Tana del Riccio BETWEEN THE SEA AND THE HILLS

Vintage villa close to Bolgheri

Il paradiso, Ground floor apartment with garden
When is the best time to visit Guardistallo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $181 SGD | $146 SGD | $160 SGD | $150 SGD | $150 SGD | $155 SGD | $159 SGD | $176 SGD | $144 SGD | $159 SGD | $163 SGD | $195 SGD |
| Avg. temp | 7°C | 8°C | 10°C | 13°C | 17°C | 21°C | 24°C | 24°C | 21°C | 17°C | 12°C | 8°C |
Frequently Asked Questions
Are there family-friendly house rentals in Guardistallo?
Guardistallo has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Guardistallo?
Experience the best of Guardistallo with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly apartment rentals in Guardistallo?
Four-legged friends are welcome in Guardistallo. Choose from more than 60 apartment rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Guardistallo?
Yes! Work meets play with ease at over 50 vacation rentals in Guardistallo featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Guardistallo apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 70 apartment rentals with pools in Guardistallo, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Guardistallo have air conditioning?
Absolutely! We offer over 60 apartment rentals with air conditioning in Guardistallo. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Guardistallo have a kitchen?
Absolutely! We offer over 10 villa rentals with a kitchen in Guardistallo. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Guardistallo have wifi?
Absolutely! We offer over 10 villa rentals with wifi in Guardistallo. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Guardistallo have free parking?
Absolutely! We offer over 70 apartment rentals with free parking in Guardistallo. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Condo Rentals in Guardistallo?
Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Guardistallo

Total holiday rentals
Explore 290 holiday rentals in Guardistallo

Nightly prices starting at
Guardistallo holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 3,170 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 140 rentals that welcome pets

Holiday rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
220 of Guardistallo holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Guardistallo rentals

4.6 Average rating
Guardistallo stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
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- Elba
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- 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
- Mercato Centrale
- Pisa Centrale Railway Station
- Cala Violina
- Piazza del Duomo (Pisa)
- Fortezza da Basso
- Spiagge Bianche
- Uffizi Gallery
- Porta Elisa
- Piazza della Repubblica
- Gorgona
- Piazzale Michelangelo
- Pitti Palace
- Spiaggia Di Sansone




