
Vacation rentals in Certaldo
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Top-rated vacation rentals in Certaldo
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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.

Casa Giulia, The Tuscan Bellavista
Casa Giulia is a real gem in the medieval heart of Certaldo Alto, accessed from a separate entrance in an alley of Borgo del Boccaccio; climbing the stairs you reach the first floor of a historic residence... an oasis of peace and tranquility. Perfect for couples, but can accommodate up to 4 people. Certaldo Alto is the third most popular Wedding Destination in Tuscany and Casa Giulia is perfect as a Bridal Suite! Recently renovated, furnished with care and with particular attention to the smallest details.

Stone House with Exclusive Pool Codilungo in Chianti
Spend a holiday in the heart of the Tuscan countryside in this cozy stone house with terracotta floors and beamed ceilings in solid oak, furnished with paintings of author , equipped with all comforts. Enjoy yourself by swimming in the large infinity pool (18m X 9m, open from May 1st to October 15th for guests of Stone house use only) or relax in an armchair under the loggia, tasting a glass of Chianti wine in front of the rolling hills of vineyards, olive groves, woods and medieval villages.

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.

Peaceful tuscan house with pool in Tuscany
An oasis of peace located in the heart of Tuscany on the wine roads! -A strategic area between Certaldo, San Gimignano, Siena and Florence. -Casa Valentina is hidden in a grove where you will enjoy fresh air, a stream with the chirping of birds -A newly renovated house that meets the historicity of the property, the comfort and the contemporaneity that makes it unique in its style - The warmth of the wood-burning fireplace - Heated whirlpool tub embraced by your own private garden.

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.

Casa al Gianni - Hut
Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

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.

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.

A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Paluffo Stillo House
Paluffo is an historic 15th century building restored in 2010 conserving its original structure and design. Stillo house features a spacious living room with dining room and a fireplace, 2 bedrooms and 1 of them has a loft with a single bed, 2 bathrooms, a big kitchen, and a private garden with a wonderful view of the Chianti hills.

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!!!
Popular amenities for Certaldo vacation rentals
Other great vacation rentals in Certaldo

Villa Via Francigena

I Palpiti - Dream Villa in the heart of Florence

Entire home in San Gimignano

Frui Ruris Hut, San Gimignano

Luxury 4BR Chianti Tuscany Home Pool Ensuite Baths

Podere Tignano, 4-bedroom villa in the Chianti!

Apartment La Roccaia

The Capinera
When is the best time to visit Certaldo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $138 CAD | $128 CAD | $131 CAD | $151 CAD | $128 CAD | $146 CAD | $166 CAD | $150 CAD | $147 CAD | $148 CAD | $133 CAD | $155 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 apartment rentals in Certaldo have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Certaldo. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Condo Rentals in Certaldo?
Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, 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 $68 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
- Marina di Cecina
- Piazza del Duomo (Pisa)
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Pisa Centrale Railway Station
- Del Chianti
- Mercato Centrale
- Strozzi Palace
- Porta Elisa
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Pitti Palace
- Parco delle Cascine
- Mugello Circuit
- Palazzo Vecchio
- Spiagge Bianche
- Boboli's Garden





