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Holiday houses in Colle di Val d'Elsa

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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 $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 6,380 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Colle di Val d'Elsa holiday rentals include Wi-Fi 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!

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

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

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Top Guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.92 out of 5 average rating, 279 reviews

Casa al Gianni - Hut

Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located 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 with you in your heart. We look forward to welcoming you!

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.
Condo in Noce
5.0 out of 5 average rating, 342 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany, with the possibility of organizing a shuttle service and exclusive experiences tailored to you. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater swimming pool with a relaxation area on a panoramic terrace overlooking the castle, hills, and vineyards with unique sunsets.

Guest favourite
A panoramic view of an ancient Tuscan village is depicted, showcasing stone buildings and a prominent clock tower. The landscape features rolling hills in the background, with trees partially obscuring the view. The warm tones of the architecture contrast with the blue sky.
Apartment in Colle di Val d'Elsa
4.79 out of 5 average rating, 385 reviews

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.

Top Guest favourite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 153 reviews

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.

Top Guest favourite
Home in Colle di Val d'Elsa
4.96 out of 5 average rating, 285 reviews

Casa per la Costa – Colle di Val d'Elsa

In the center, a completely renovated, cozy and quiet historic house from the 1300s, equipped with every comfort. Independent entrance, kitchen, living room and bathroom and upstairs double bedroom and bathroom. Located 100 meters from Piazza Arnolfo and 200 meters from the historic center, for those traveling by bus the stop is just 200 meters away. Convenient location for visiting Siena, Florence, San Gimignano, Volterra, Chianti and for walking the Via Francigena or taking the Elsa Trail.

Guest favourite
Condo in Colle di Val d'Elsa
4.97 out of 5 average rating, 75 reviews

La Torre di Canonica

Enchanting Historic Home in the Center of Colle di Val d'Elsa. Welcome to living history! This charming historic residence, located in the heart of the historic center of Colle di Val d'Elsa, is a unique opportunity for those looking for a living experience in a tower house dating back to 1300. The structure is located in a strategic point on the Via Francigena, offers an unforgettable panorama and is very close to major cities like Siena, Casole d'Elsa, San Gimignano, Firenze

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 in Gambassi Terme
5.0 out of 5 average rating, 223 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.

Guest favourite
A rustic kitchen area is characterized by wooden cabinetry and terracotta tile flooring. A dining table with four wooden chairs is set under warm lighting. A traditional stone fireplace adds a cozy element, while a wall clock and various kitchen appliances are visible in the background.
Apartment in Colle di Val d'Elsa
4.95 out of 5 average rating, 19 reviews

Siena, House in the heart of Tuscany

Holiday home in the medieval village of Colle di Val d'Elsa, at 115 Via Gracco del Secco in Tuscan style on 2 floors, 3 bedrooms, 3 bathrooms, fireplace and wood-burning oven. Voucher from 5 euros per person per day for breakfast at Mario Barone bakery. Recently renovated and furnished with care and value. Wifi and air conditioning. Next to the Spa Hotel San Lorenzo. Ample nearby public parking. At 15 minutes from San Gimignano, 20 fm Volterra, 40 fm Florence, 25 fm Siena.

Guest favourite
Castle in Tignano
5.0 out of 5 average rating, 24 reviews

Luxury Medieval Tower • Exclusive Chianti Stay

Welcome to one of the most exclusive residences in Chianti: a medieval tower transformed into a refined luxury retreat overlooking the Tuscan hills. Contemporary design, iconic furnishings, works of art and luxury comforts come together in a unique experience. An oasis of tranquility with a private garden, glass annex, Wi-Fi, and smart working area. Extra services: private chef, tastings in the cellar, wellness treatments and tours of the most beautiful villages in Tuscany.

Top Guest favourite
A spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.
Condo in San Gimignano
5.0 out of 5 average rating, 59 reviews

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Guest favourite
A stone cottage is surrounded by manicured hedges and lush greenery, with trees providing shade. The structure features a tiled roof and multiple windows, offering a welcoming rural aesthetic. A gravel path guides visitors toward the entrance, enhancing accessibility and creating a serene environment.
Home in Colle di Val d'Elsa
4.9 out of 5 average rating, 20 reviews

The independent Cottage on the Tuscan hills

Relax with the whole family in this completely independent cottage, in the Tuscan countryside, overlooking the hills at the foot of the San Gimignano Towers up to the Apennine mountains. Thanks to its location, within an hour's drive you can reach Florence, Pisa and Lucca. in 15 minutes to San Gimignano and 20 minutes to Siena and Volterra. The Tyrrhenian coast is also easily accessible. The location is also ideal for those who love outdoor walks or bike excursions.

Top Guest favourite
The living area features polished wooden floors and a cozy sofa. A painting is displayed above a brick fireplace, while a television is placed on a small cabinet. A staircase with a wooden handrail leads to the upper level, illuminated by soft wall lights.
Condo in Colle di Val d'Elsa
4.98 out of 5 average rating, 246 reviews

DorminColle - Tuscan-style apartment

Bright and spacious apartment, consisting of a comfortable double bedroom with TV, portable air conditioner, with bathroom complete with shower and toilet. Third bed located in a characteristic mezzanine area with wooden beams with a bed. Large kitchen equipped with dishwasher, coffee maker, microwave, filtered water dispenser, Living room with TV and sofa, dining room overlooking the Old Village. Free parking 150 meters away from the apartment.

Popular amenities for Colle di Val d'Elsa holiday rentals

When is the best time to visit Colle di Val d'Elsa?

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Avg. price$169 NZD$162 NZD$162 NZD$162 NZD$158 NZD$158 NZD$162 NZD$174 NZD$162 NZD$163 NZD$158 NZD$174 NZD
Avg. temp7°C8°C11°C14°C18°C23°C25°C25°C21°C16°C11°C7°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.

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