
Holiday rentals in Colle di Val d'Elsa
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Top-rated holiday rentals in Colle di Val d'Elsa
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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.

Ancient Apartment Steeped in History 052012LTN0001
Hi, I'm Laura. I furnished my apartment with the grace and love of those who were born there, to allow those who come to breathe the familiar and peaceful atmosphere of an ancient Tuscan village. From the attic, you can admire the battlements of the Castle, which welcomes you with the grandeur of its walls, the Civic Tower, the Cathedral and the Palazzo del Campana, and the view of the green countryside. The high ceilings, the huge walls, the chandeliers that fall from above, testify to the ancient heritage.

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Il Poggino Apartment
Strategic location with beautiful view of the highest part of the village. The apartment, recently renovated while maintaining the original rustic architecture and furnished in a modern style, has 1 living room with equipped kitchen, TV, air conditioning, and 2 bedrooms, 1 double and 1 triple, each equipped with private bathroom with shower, Wi-Fi connection and air conditioning. Private parking, a separate entrance with a covered courtyard and a small garden are also available to our guests.
Medieval Tower experience with Panoramic Rooftop
If you are looking for a memorable experience this is the right place for you! With its 42 mt high, the Salvucci Tower is one of the famous towers of San Gimignano and today the only one turned into a vertically-spread apartment divided into 11 floors, for a total of 143 steps. A unique and timeless place, ideal to experience something never tried before. The tower can hosts couples or small groups up to 3 people. Its panoramic rooftop boasts an incredibly breathtaking view all over the town.

Sunset on Chianti Classico
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.

DorminColle - Tuscan-style apartment
Appartamento luminoso e spazioso, composto da confortevole camera matrimoniale con tv, condizionatore portatile, con al suo interno bagno completo di doccia e servizi igienici. Terzo posto letto situato in caratteristica area soppalcata con travi in legno dotato di letto. Ampia cucina dotata di lavastoviglie, macchina del caffè, microonde, erogatore acqua filtrata, Salone con tv e divano, sala da pranzo con vista sul Borgo Antico. Parcheggio gratuito a 150 mt visibile dell’appartamento.

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.

The House in the Alley – Colle di Val d'Elsa
Very central location, house completely renovated in 2023, cozy and quiet, equipped with every comfort. Independent entrance. Located 50 meters from Piazza Arnolfo di Cambio and 300 meters from the historic center (reachable on foot or by elevator), for those traveling by bus the stop is only 100 meters away. Strategic location for visiting Siena, Florence, San Gimignano, Volterra, Chianti Hills and for those who want to travel the Via Francigena or visit the Elsa River Park.

Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

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!

Francigena'sHouse.Heart of Tuscany.Strategic place
The house on the Via Francigena is located in the medieval village of Colle di Val d'Elsa, a small town in the Tuscan countryside between Siena and Florence. In the past, the apartment was a tower dated 1280. Today it has been restored maintaining the original structure of stone. Distances by car: 20 minutes-Siena, San Gimignano 10 minutes, Florence 40 minutes, Volterra 30 minutes, Pisa 90 minutes, Seaside 80 minutes! Use of heating, with consumption rate.
Popular amenities for Colle di Val d'Elsa holiday rentals
Other great holiday rentals in Colle di Val d'Elsa

Casa Liviana, by Villas in Med.

Tuscany jem: The Chianti Farmer's House

Villa la scuderia quiet luxury private garden pool

Herons Superior Apartment - Splendid view!

Canonica Apartment, between San Gimignano and Siena

Cipressini 2 - piscina e vista mozzafiato

Palazzina Maresa - Loft 4

La Moraiola - Characteristic Tuscan barn
When is the best time to visit Colle di Val d'Elsa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $98 SGD | $100 SGD | $111 SGD | $120 SGD | $117 SGD | $117 SGD | $120 SGD | $129 SGD | $120 SGD | $121 SGD | $117 SGD | $129 SGD |
| 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
What are the best places to stay in Colle di Val d'Elsa?
Stay in the historic upper town for a medieval atmosphere or choose modern apartments near the main piazza for easy access to cafés and shops. Agriturismos around the outskirts are often suggested for travelers seeking a countryside setting.
What are the best things to do in Colle di Val d'Elsa with kids?
Families can try interactive workshops at the crystal museum, picnic in Elsa River Park, or enjoy gelato while wandering old town lanes. Many green spaces nearby are suitable for relaxed outdoor games and exploration.
What are some of the best things to do in Colle di Val d'Elsa?
Stroll the Via della Misericordia in the old town, enjoy tastings at artisan gelaterias, and explore exhibits in the crystal museum. Art walks, handicraft shopping, and exploring local cafés are popular ways to connect with the town’s traditions.
How is the weather in Colle di Val d'Elsa?
Colle di Val d'Elsa typically has mild winters around 36–53°F (2–11°C), with wetter months in autumn and winter. Summers are often warm and dry, with daytime highs near 90°F (32°C); spring and fall have pleasant temperatures for exploring outdoors.
When is the best time to visit Colle di Val d'Elsa?
Late spring and early autumn are often recommended for mild weather, fewer crowds, and countryside colors. Summer brings warm, dry days ideal for outdoor exploring and local festivals, while winter visits reveal a quieter town atmosphere.
What are the best places to visit in Colle di Val d'Elsa?
Colle di Val d'Elsa has the Museo del Cristallo, which highlights the area’s glassmaking tradition, and the upper town with its medieval gate and narrow lanes. Piazza Arnolfo is often recommended for its lively atmosphere, and the historic city walls draw those interested in architecture and history.
What are some hiking trails in Colle di Val d'Elsa?
Colle di Val d'Elsa has scenic walking paths along the Elsa River Park, where visitors can enjoy natural pools and woodland trails. Trails often wind past mills, historic bridges, and open countryside landscapes.
What are some family activities we can do in Colle di Val d'Elsa?
Families can explore the upper town’s medieval streets, visit hands-on crystal workshops, or picnic near the Elsa River Park’s natural pools. Interactive museums and local parks are popular for children to play and learn.
What are some of the best day trip ideas from Colle di Val d'Elsa?
Explore nearby hill towns known for wine and olive oil, or visit historic sites such as castles and Roman roads in the surrounding region. Countryside villages and scenic vineyard tours are also frequently suggested.
Are there any pet friendly accommodations available in Colle di Val d'Elsa?
Many accommodations in Colle di Val d'Elsa welcome pets, including countryside stays and town apartments with outdoor space. Hosts often highlight proximity to walking trails, parks, and pet-friendly cafés.
What are some local tips for visiting Colle di Val d'Elsa?
Explore the historic upper town for stone streets and artisan shops, and try local gelato in the main piazza. Visiting early in the day often means fewer crowds, while nearby countryside trails can offer quiet nature walks.
What is Colle di Val d'Elsa known for?
Colle di Val d'Elsa is known for its crystal glass production, well-preserved medieval architecture, and vibrant artisan community. Visitors often explore its historic core for local shops, museums, and food traditions.
What are the best hidden gems to explore in Colle di Val d'Elsa?
Art studios tucked in the historic center, quiet viewpoints over the Elsa Valley, and bakeries known for traditional pastries are often recommended. Small contemporary galleries and artisan workshops can also be found around the upper town.
What are the best foods to try in Colle di Val d'Elsa?
Tuscany’s flavors shine here, with pici pasta, wild boar ragù, and wood-fired breads often recommended. Look for local pastries such as ricciarelli and cantucci, and enjoy fresh gelato in town squares.
What should I bring for a trip to Colle di Val d'Elsa?
Comfortable walking shoes are useful for cobblestone streets and hilly paths, and a light jacket is helpful as evenings can be cool. Bringing a refillable water bottle makes it easy to stay hydrated, especially in summer.
What is the nightlife in Colle di Val d'Elsa like?
Colle di Val d'Elsa has a relaxed nightlife scene centered around wine bars, osterias, and cafés, especially in the main piazza and upper town. Occasional live music nights and open-air gatherings often bring a lively, welcoming atmosphere.
What are the most popular events or festivals in Colle di Val d'Elsa?
Colle di Val d'Elsa has seasonal celebrations such as summer concerts, outdoor cinema, and local markets highlighting Tuscan crafts and food. Folkloric celebrations and art events are often suggested during the spring and summer months.
Are there family friendly vacation rentals in Colle di Val d'Elsa?
Colle di Val d'Elsa has a range of family-friendly vacation rentals, including homes with spacious gardens, kitchens, and multiple bedrooms. Many hosts in the area share local tips for exploring nearby parks and enjoying town traditions together.
Quick stats about holiday rentals in Colle di Val d'Elsa

Total holiday rentals
Explore 160 holiday rentals in Colle di Val d'Elsa

Nightly prices starting at
Colle di Val d'Elsa holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 6,090 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
140 of Colle di Val d'Elsa holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Colle di Val d'Elsa rentals

4.8 Average rating
Colle di Val d'Elsa stays are highly rated by guests – averaging 4.8 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




