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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.

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Top guest favorite
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.
Condo in Noce
5 out of 5 average rating, 324 reviews

Podere Vergianoni immerso nelChianti con piscina

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.

Top guest favorite
A cozy bedroom features a curved wrought iron bed dressed in soft yellow and green linens. A nightstand with a lamp flanks one side, while a vintage armchair is positioned nearby. Exposed wooden beams adorn the ceiling, and a painted floral design adds a touch of charm.
Condo in Certaldo
4.94 out of 5 average rating, 35 reviews

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.

Top guest favorite
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.
Vacation home in San Gimignano
4.97 out of 5 average rating, 68 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 favorite
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 in Gambassi Terme
5 out of 5 average rating, 211 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 favorite
The historic stone facade features a large wooden door at its center, framed by a series of smaller windows with wrought iron grilles. The texture of the weathered brick is highlighted by the sunlight, creating a sense of timelessness against the clear blue sky.
Condo in Certaldo
4.99 out of 5 average rating, 91 reviews

Suite Gabri, Stiozzi Ridolfi

Suite Gabri è un appartamento all'interno di un importante palazzo nobiliare del 1300, ristrutturato nel 2007. Siamo nel magnifico borgo medievale di Certaldo Alto! Dispone di due camere matrimoniali, una camera con due letti singoli, una zona pranzo con una cucina attrezzata, un grande soggiorno, postazione per lo smart working, due bagni con doccia e lavanderia attrezzata. Parcheggio gratuito all'interno del cortile di Palazzo Stiozzi Ridolfi. Perfetta fino a 6 persone.

Top guest favorite
The image showcases a refreshing pool surrounded by lounge chairs and umbrellas, enhancing the outdoor relaxation area. The pool is framed by lush greenery and a stone wall, with the charming rustic house visible in the background under a clear blue sky.
Home in Barberino Tavarnelle
5 out of 5 average rating, 122 reviews

Infinity pool in Chianti area

On the Chianti hills, portion of an old stone farmhouse from the 1800s, located in S. Filippo, a small hamlet of Barberino Tavarnelle, halfway between Florence and Siena, a 30-minute drive from Florence airport, 1 hour from Pisa airport. Three bedrooms, two bathrooms, large living room with fireplace, eat-in kitchen and dining room. Magnificent view of the hills from every window! Beautiful infinity pool with whirlpool area, unheated and open from April to October.

Guest favorite
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.
Condo in Certaldo
4.78 out of 5 average rating, 122 reviews

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.

Top guest favorite
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 in Impruneta
5 out of 5 average rating, 171 reviews

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.

Top guest favorite
Apartment in Certaldo
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 favorite
A private open terrace features a wooden table surrounded by several chairs. Potted plants add greenery to the space, while an umbrella stands ready for shade. The view includes trees and the sky, enhancing the outdoor dining experience.
Home in Certaldo
4.88 out of 5 average rating, 16 reviews

Casa Al Cantone

The vacation home "Casa Al Cantone" is set in the main square in Certaldo, in front of Palazzo Pretorio, and is a great accommodation for guests who are celebrating a wedding in the town. The 2-storey property consists of a living room with a sofa bed for 2 people, a fully-equipped kitchen, 1 bedroom, and 1 bathroom, and can accommodate 5 people.

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 in Certaldo
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.

Top guest favorite
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.
Apartment in Certaldo
4.98 out of 5 average rating, 127 reviews

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

When is the best time to visit Certaldo?

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Avg. priceﺩ.ﺇ371ﺩ.ﺇ345ﺩ.ﺇ353ﺩ.ﺇ408ﺩ.ﺇ345ﺩ.ﺇ393ﺩ.ﺇ448ﺩ.ﺇ404ﺩ.ﺇ397ﺩ.ﺇ400ﺩ.ﺇ360ﺩ.ﺇ419
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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 vacation rentals in Certaldo

  • Total vacation rentals

    Explore 70 vacation rentals in Certaldo

  • Nightly prices starting at

    Certaldo vacation rentals start at ﺩ.ﺇ184 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Certaldo vacation rentals include wi-fi 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!