
Vacation rentals in Certaldo
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Top-rated vacation rentals in Certaldo
Guests agree: these stays are highly rated for location, cleanliness, and more.

House at Gianni - Olmo
Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property nestled in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a vacation; it’s a return to our roots. This peaceful haven will stay in your heart. We look forward to welcoming you!

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.

The MOONLIT & SUNNY COTTAGE near Florence
IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence and Mugello is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients such as bio vegetables, eggs or cheese.

The Chianti Classico Sunset
Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

Giglio Blu Charming Loft
The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

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.

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.

In the center of Certaldo
The apartment is located in the heart of Certaldo, a small and quiet town nestled among the unmistakable Tuscan hills, just a 5-minute walk away you will find the train station from where you can reach Siena or Florence, and also other cities, or by car. Certaldo has a unique medieval charm: the historic center in the upper part is in fact beautifully preserved and from our apartment you can reach it on foot in a few minutes or with a panoramic funicular.

Exclusive Florence Penthouse with city views
The truly Florentine soul of this exquisite apartment and its panoramic terrace sets the stage for an unforgettable stay. From this privileged vantage point above the rooftops, you can almost touch Florence’s monuments as you sip a sunset aperitivo, or greet the morning beneath the pergola with a leisurely breakfast while the city awakens in golden light.

House in a medieval tower with a view in Certaldo
Vacation home located in the heart of the medieval village of Certaldo. Second floor apartment without elevator consisting of kitchen with dining room, bedroom with plasma TV and terrace, bathroom with shower, bedroom with sofa bed, relaxation area and panoramic view. Large garden with barbecue! Sleeps 4. Free Wi-Fi!!!

Medieval Village Apt btwn Florence Siena
WiFi Historical Apt with 2 Double Bedrooms, 2 Bathrooms, large Living Area and Double Sofa Bed. The apartment, completely renovated, is entirely located on the ground floor of an ancient Building in the heart of the old town of Certaldo! Free Parking

Lovely countryhouse on Chiant hills
Lovely view on the valley, sweet relax in the smelling garden under a very old tree tasting a good wine and then to visit Firenze, Pisa, Siena only 30 km far from here and medieval castles,little churchs ,winery,across the beautiful Chianti road.....
Popular amenities for Certaldo vacation rentals
Other great vacation rentals in Certaldo

The Almond in Tuscany

Wonderful country house

Tognazzi CasaVacanze - Casa il Giglio

Rosa: Tuscan Views & Pool, Walk to Town

A stone's throw away - Loft

Podere Tignano, 4-bedroom villa in the Chianti!

Apartment in Villa/Agriturismo with swimming pool

Chianti shire Peace, spirituality art and history
When is the best time to visit Certaldo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $141 CAD | $131 CAD | $134 CAD | $155 CAD | $131 CAD | $149 CAD | $170 CAD | $153 CAD | $151 CAD | $152 CAD | $137 CAD | $159 CAD |
| Avg. temp | 7 °C | 8 °C | 11 °C | 14 °C | 18 °C | 23 °C | 25 °C | 25 °C | 21 °C | 16 °C | 11 °C | 7 °C |
Frequently Asked Questions
How much does it cost to stay in apartment rentals in Certaldo?
Experience the best of Certaldo with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Certaldo?
Yes! Work meets play with ease at over 30 vacation rentals in Certaldo featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Certaldo?
Four-legged friends are welcome in Certaldo. Choose from more than 30 vacation rentals for guests traveling with pets.
Do apartment rentals in Certaldo have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in Certaldo. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Certaldo have a kitchen?
Absolutely! We offer over 10 condo rentals with a kitchen in Certaldo. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Certaldo have wifi?
Absolutely! We offer over 10 condo rentals with wifi in Certaldo. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Certaldo have free parking?
Absolutely! We offer over 10 condo rentals with free parking in Certaldo. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Certaldo?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with air conditioning, over 40 homes with a kitchen, over 10 homes with free parking, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Certaldo

Total vacation rentals
Explore 70 vacation rentals in Certaldo

Nightly prices starting at
Certaldo vacation rentals start at $70 CAD per night before taxes and fees

Verified guest reviews
Over 1,920 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Certaldo vacation rentals include wifi access

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

4.9 Average rating
Certaldo stays are highly rated by guests—averaging 4.9 out of 5!
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Piazza del Duomo (Pisa)
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Pisa Centrale Railway Station
- Cala Violina
- Mercato Centrale
- Uffizi Gallery
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Mugello Circuit
- Piazzale Michelangelo
- Spiagge Bianche
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Parco delle Cascine
- Gulf of Baratti
- Medici Chapel
- Basilica of Santa Croce





