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Holiday rentals in Certaldo

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Top-rated holiday rentals in Certaldo

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A terrace showcases a small table set with glasses and a bottle, complemented by two chairs. A scenic view of the Tuscan countryside can be seen in the background, revealing rolling hills and traditional rooftops under a bright sky.
Flat
4.99 out of 5 average rating, 165 reviews

San Miniato -Terrazza panoramica in centro storico

Nuovissimo appartamento nel centro storico di San Miniato. Recentemente ristrutturato, è l’ideale per chi ricerca la tranquillità in pieno centro, con una bellissima vista sulle campagne toscane grazie al terrazzo panoramico perfetto per una colazione al sole o un aperitivo speciale. Immerso nella parte storica della città, si raggiungono comodamente a piedi ristoranti tipici, negozi e tutte le bellezze di San Miniato. Grazie alla sua posizione centrale è l'ideale per visitare l'intera Toscana.

Top guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Apartment
5 out of 5 average rating, 326 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica e autentica casa colonica risalente al 1600 situata nelle splendide colline del Chianti in Toscana . L'appartamento è arredato in perfetto stile tradizionale locale dell'antica Toscana : antiche travi in legno, pavimenti in cotto e arredamenti unici. Nel grande cortile esterno troverete a vostra disposizione una grande piscina con terrazza panoramica che si affaccia su una valle con vista mozzafiato su vigneti e oliveti dove godersi tramonti spettacolari.

Guest favourite
A spacious living area is depicted, featuring a dining table set with plates and cups. A comfortable sofa is positioned beside the table, and a staircase leads to the upper level. Natural light enters through the open terrace doors, providing a view of the outdoor area.
Apartment
4.78 out of 5 average rating, 123 reviews

In centro a Certaldo

L'appartamento si trova nel cuore di Certaldo, paese piccolo e tranquillo immerso tra le inconfondibili colline toscane, a soli 5 minuti a piedi trovate la stazione dei treni da dove potete raggiungere Siena o Firenze, e anche alte città, oppure in auto. Certaldo ha un fascino medioevale unico nel suo genere: il centro storico nella parte alta è infatti conservato splendidamente e dal nostro appartamento potrete raggiungerlo a piedi in pochi minuti oppure con una panoramica funicolare.

Top guest favourite
The image features a rustic stone house surrounded by lush greenery, with a wooden door and shuttered windows. A set of stairs leads to a raised outdoor area, partially enclosed by a stone wall, providing a serene view of the surrounding nature.
Holiday home
4.97 out of 5 average rating, 70 reviews

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.

Top guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home
5 out of 5 average rating, 213 reviews

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.

Top guest favourite
Home
5 out of 5 average rating, 63 reviews

Charming Country Tuscan House with Fantastic View

An amazing experience between nature, flavor and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst vineyards and olive groves with a fantastic view. A countryside Tuscan home, surrounded by olive’s fields and greenery, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a peaceful and relaxing holiday.

Top guest favourite
An inviting villa surrounded by lush greenery and vibrant flowers, featuring blooming rose bushes and olive trees. The gravel pathway leads to the entrance, showcasing a two-story structure with balconies. Sunlight highlights the colorful landscape, creating a serene atmosphere.
Villa
5 out of 5 average rating, 172 reviews

La Torre

Antica villa toscana, bellissima, con giardino privato esclusivo, completamente ristrutturata, immersa nelle splendide e dolci colline toscane. La villa ha una vista mozziafiato, molto soleggiata, ben arredata e dotata di tutti i comfort, silenziosa e non isolata. La casa si trova a Bagnolo, piccola frazione di Impruneta alle porte del Chianti, zona di uliveti, vigneti e pace. La casa si trova a circa 10 km in macchina dal centro di Firenze.

Top guest favourite
Flat
4.94 out of 5 average rating, 71 reviews

Center Certaldo Private Garden

You’ll love this home for its perfect location in the heart of Certaldo, just steps from the charming medieval town. Fully renovated and equipped with every comfort, it offers a cozy yet elegant atmosphere. Ideal for those who want to explore the city while enjoying relaxation, it welcomes you with stylish and functional spaces. An authentic experience that will make your stay truly unforgettable!

Guest favourite
Tower
4.95 out of 5 average rating, 209 reviews

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.

Top guest favourite
An aerial view captures the medieval village of Certaldo, featuring terracotta rooftops and winding streets. The lush greenery surrounding the village adds a natural touch, while historic buildings stand prominently, showcasing varied architectural styles. The placement of the highlighted property is evident within the quaint atmosphere.
Flat
4.98 out of 5 average rating, 127 reviews

Casa in torre medioevale con vista a Certaldo

Casa vacanze situata nel cuore del borgo medioevale di Certaldo. Appartamento al secondo piano senza ascensore costituito da cucina con sala da pranzo, camera con TV al plasma e terrazza, bagno con cabina doccia, cameretta con divano letto, zona relax e vista panoramica. Ampio giardino con barbecue! Posti letto complessivi 4. Free WiFi!!!

Superhost
A charming dining area is illuminated by natural light streaming through large glass doors. A round wooden table is set with a book and tea service, while a patio with seating and an umbrella is visible outside, surrounded by lush greenery.
Home
4.89 out of 5 average rating, 145 reviews

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.

Superhost
A spacious living area is highlighted by wooden flooring and large windows allowing natural light to filter in. Two white sofas are arranged in an inviting manner, accompanied by a decorative throw. A small dining table with chairs is visible in the background, along with artwork adorning the walls.
Flat
4.78 out of 5 average rating, 148 reviews

casa mili cozy 3BR with private garage

Welcome to Certaldo, in the heart of Tuscany! Our apartment is located in Certaldo (Florence), in the heart of the Valdelsa and Chianti region, just a short walk from the train station, the town center, and the beautiful historic village of Certaldo Alta—one of the most charming medieval towns in Tuscany.

Popular amenities for Certaldo holiday rentals

When is the best time to visit Certaldo?

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Avg. price£75£70£71£83£70£80£91£82£80£81£73£85
Avg. temp7°C8°C11°C14°C18°C23°C25°C25°C21°C16°C11°C7°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 apartment rentals with a dedicated workspace in Certaldo?

    Yes! Work meets play with ease at over 20 apartment rentals in Certaldo featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly apartment rentals in Certaldo?

    Four-legged friends are welcome in Certaldo. Choose from more than 10 apartment rentals for guests traveling with pets.

  • Do condo rentals in Certaldo have air conditioning?

    Absolutely! We offer over 10 condo 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 holiday rentals in Certaldo

  • Total holiday rentals

    Explore 70 holiday rentals in Certaldo

  • Nightly prices starting at

    Certaldo holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 1,920 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Certaldo holiday 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!