Colle di Val d'Elsa holiday rentals

We found 2,787 holiday rentals — enter your dates for availability
Select from 46 houses, 39 apartments and other holiday rentals to find the perfect place for your stay in Colle di Val d'Elsa. Whether you’re staying in a holiday home with your children or with friends, you'll find the amenities that you need and want, including parking and a TV. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Colle di Val d'Elsa

Showing deals for:11 Dec - 18 Dec

Exterior
Outdoor dining
Banquet hall
Pool
Exceptional
(56 reviews)

Delightful villa in the heart of Tuscany

Radicondoli

14% off
AU$14,554
for 7 nights, 1 villa
AU$2,079 per night
includes taxes & fees
Delightful villa in the heart of Tuscany
Pool
Interior
Outdoor dining
Interior
Exceptional
(43 reviews)

VILLA BELSOLE -in Chianti in Tuscany, with heated pool and car charging.

Certaldo

8% off
AU$10,706
for 7 nights, 1 villa
AU$1,529 per night
includes taxes & fees
VILLA BELSOLE -in Chianti in Tuscany, with heated pool and car charging.
Room
Exterior
Outdoor dining
Living area
Exceptional
(9 reviews)

Charming Private Villa with Panoramic Pool & Garden in the Heart of the Village

Radicondoli

17% off
AU$5,179
for 7 nights, 1 villa
AU$740 per night
includes taxes & fees
Charming Private Villa with Panoramic Pool & Garden in the Heart of the Village
Dining
Private kitchen
Interior
Living area
Exceptional
(44 reviews)

Le Redi: sustainable geothermal country villa, amazing views over Chianti hills

Castelnuovo Berardenga

9% off
AU$3,081
for 7 nights, 1 villa
AU$440 per night
includes taxes & fees
Le Redi: sustainable geothermal country villa, amazing views over Chianti hills
Property grounds
Pool
Outdoor dining
Exterior
Exceptional
(21 reviews)

Borgo dei Fondi / Il Forno – Ground Floor/ Modern Comfort and Tuscan Charm

Siena

6% off
AU$1,981
for 7 nights, 1 home
AU$283 per night
includes taxes & fees
Borgo dei Fondi / Il Forno – Ground Floor/ Modern Comfort and Tuscan Charm
Terrace / Balcony
Overview
Bedroom
Garden, Park
Exceptional
(19 reviews)

A Romantic Villa in the Heart of Tuscany

Radicondoli

9% off
AU$2,368
for 7 nights, 1 home
AU$338 per night
includes taxes & fees
A Romantic Villa in the Heart of Tuscany
Millstones room
Pool
arches hall
Property grounds
Excellent
(20 reviews)

Farmhouse in old mill nestled in the beautiful Chianti hills

Monteriggioni

5% off
AU$2,124
for 7 nights, 1 home
AU$303 per night
includes taxes & fees
Farmhouse in old mill nestled in the beautiful Chianti hills
Room
Dining
Living room
Dining
Exceptional
(29 reviews)

Palazzo Pannilini-Historical residence

Siena

7% off
AU$8,357
for 7 nights, 1 apartment
AU$1,194 per night
includes taxes & fees
Palazzo Pannilini-Historical residence
Exterior
Outdoor dining
Private kitchen
Interior
Exceptional
(57 reviews)

La Casetta del Borgo San Gimignano, relax nature swimming pool, STARLINK powered

Gambassi Terme

8% off
AU$1,213
for 7 nights, 1 apartment
AU$173 per night
includes taxes & fees
La Casetta del Borgo San Gimignano, relax nature swimming pool, STARLINK powered
Living area
Tuscany at dusk — a sky on fire and a table waiting for you.
Dining
The kitchen — a working fireplace, marble island & meals to linger.
Exceptional
(16 reviews)

Wake Up to Breathtaking Tuscan Views — Spacious Village Duplex

Radicondoli

7% off
AU$2,655
for 7 nights, 1 apartment
AU$379 per night
includes taxes & fees
Wake Up to Breathtaking Tuscan Views — Spacious Village Duplex
Property grounds
Property grounds
Pool
Interior
Exceptional
(82 reviews)

Villa with large garden in the Chianti hills

Castellina in Chianti

9% off
AU$896
for 7 nights, 1 home
AU$128 per night
includes taxes & fees
Villa with large garden in the Chianti hills
Living Room
The building and the front door.
Kitchen
View from the living and from the kitchen
Exceptional
(22 reviews)

Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything

Siena

23% off
AU$2,391
for 7 nights, 1 home
AU$342 per night
includes taxes & fees
Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything
Dining
Terrace / Balcony
Property grounds
Interior
Exceptional
(44 reviews)

country holiday home - Radicondoli

Radicondoli

9% off
AU$1,156
for 7 nights, 1 home
AU$165 per night
includes taxes & fees
country holiday home - Radicondoli
Private kitchen
Living area
Outdoor dining
Property grounds
Exceptional
(116 reviews)

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Siena

14% off
AU$7,903
for 7 nights, 1 villa
AU$1,129 per night
includes taxes & fees
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Terrace/patio
Exterior detail
Interior
Property grounds
Wonderful
(11 reviews)

Lovely country house in the Chianti region, for 4 persons, near Siena

Castellina in Chianti

13% off
AU$1,945
for 7 nights, 1 home
AU$278 per night
includes taxes & fees
Lovely country house in the Chianti region, for 4 persons, near Siena
Living area
Room
Room
Dining
Exceptional
(13 reviews)

Il Casato, beautiful apartment in the heart of Siena

Siena

11% off
AU$1,714
for 7 nights, 1 apartment
AU$245 per night
includes taxes & fees
Il Casato, beautiful apartment in the heart of Siena
Interior
Outdoor dining
Dining
Room
Exceptional
(46 reviews)

Period residence located in the heart of Siena

Siena

5% off
AU$1,507
for 7 nights, 1 apartment
AU$215 per night
includes taxes & fees
Period residence located in the heart of Siena

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Cosy Colle di Val d'Elsa will entice you

The area's history and temples are just some of the reasons to come on holiday to Colle di Val d'Elsa. This relaxing city attracts visitors thanks to its spas and coffee shops. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Colle di Val d'Elsa

Are you looking for things to do while you're in town? Venture out of your holiday home and experience everything that makes Colle di Val d'Elsa a fun spot to go on holiday. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Sovestro in Poggio Winery (4.4 mi / 7.1 km)
  • Castello di Monsanto (6 mi / 9.6 km)
  • Castello della Paneretta (6.5 mi / 10.5 km)
  • Tenuta Torciano Winery (6.6 mi / 10.7 km)
  • Isole e Olena Winery (8.1 mi / 13.1 km)
  • Casa Sola - Chianti Winery (8.8 mi / 14.1 km)

Exploring the natural features in Colle di Val d'Elsa

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Colle di Val d'Elsa is a great place to spend some time outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Alta Val d'Elsa River Park (2.2 mi / 3.5 km)
  • Val di Merse (17.6 mi / 28.3 km)
  • Sentierelsa Trail (0.3 mi / 0.5 km)
  • Le Caldane Thermal Baths (2 mi / 3.3 km)
  • Chianti Sculpture Park (12.9 mi / 20.7 km)
  • The SottoVico Garden (6.4 mi / 10.4 km)

Transport to and around Colle di Val d'Elsa

Fly into Peretola Airport (FLR), the closest airport, located 26.7 mi (42.9 km) from the city centre.

Frequently asked questions

What is the best area to stay in Colle Di Val D'Elsa when booking a holiday rental?
When considering the best area to stay in Colle Di Val D'Elsa for a holiday rental, the historic centre is a top choice. This charming area is characterised by its medieval architecture and cobblestone streets, providing a picturesque backdrop for your stay. Here, you'll find an array of cosy accommodations that blend modern comfort with traditional Tuscan charm.The historic centre is not only visually stunning but also conveniently located near key attractions. One must-visit site is the stunning Palazzo Campana, which showcases beautiful Renaissance art and provides insight into the town's rich history. Additionally, the nearby Collegiata di Santa Maria Assunta is a splendid church featuring remarkable frescoes and an impressive altar.Another excellent option is the area surrounding the beautiful countryside, which offers a peaceful retreat while still being a short drive from the town's centre. This area is dotted with charming villas and agriturismos, great for those looking to experience the serene Tuscan landscape. The scenic views and proximity to vineyards and olive groves make it an idyllic setting for relaxation and exploration.
What is the most popular type of holiday rental accomodation in Colle Di Val D'Elsa?
In Colle Di Val D'Elsa, holiday houses are the most popular type of holiday rental, with about 308 available throughout the area. These properties typically offer spacious living arrangements, multiple bedrooms, and fully equipped kitchens, making them ideal for families or larger groups. Many of these houses also feature outdoor spaces, such as gardens or terraces, where guests can enjoy the picturesque Tuscan countryside.Apartments are also a common choice, with around 256 units scattered across the town, providing a convenient option for couples or smaller groups. These apartments often come equipped with essential amenities, including kitchens and comfortable living areas, allowing for a homely feel during your stay.For those seeking a more luxurious experience, there are approximately 72 villas available, often located in scenic spots that offer stunning views. These villas typically include high-end amenities like private pools and expansive outdoor areas, great for enjoying the sunny Tuscan weather.Lastly, there are about 24 cottages, which provide a charming and rustic experience, often set in tranquil locations ideal for relaxation.
Are there any family house rentals in Colle Di Val D'Elsa?
In Colle Di Val D'Elsa, Tuscany, there are numerous family-friendly house rentals available, with around 95 options to choose from. This charming town, known for its rich history and stunning landscapes, offers a variety of homes suitable for families looking to explore the region. Many properties feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces for children to play. Visitors can expect amenities such as Wi-Fi, air conditioning, and sometimes even private pools, ensuring a comfortable and enjoyable stay.The town itself is conveniently located near top attractions, including the picturesque medieval centre, where families can wander through cobbled streets and enjoy local shops and eateries. Additionally, the beautiful Tuscan countryside provides ample opportunities for outdoor activities, such as hiking and cycling.
Can I rent a holiday home with a pool or hot tub in Colle Di Val D'Elsa?
In Colle Di Val D'Elsa, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 123 options to choose from. This picturesque town in Tuscany offers a charming setting, surrounded by rolling hills and vineyards, making it an ideal location for a relaxing getaway.Travellers can expect a variety of amenities in these rentals, including private swimming pools, hot tubs for unwinding after a day of exploration, and spacious outdoor areas great for al fresco dining. Many properties also come equipped with fully fitted kitchens, allowing guests to prepare their own meals using local ingredients.
Are there pet-friendly house rentals in Colle Di Val D'Elsa?
In Colle Di Val D'Elsa, there are numerous pet-friendly house rentals available, with around 89 options to choose from. This charming town in Tuscany offers a variety of accommodations, including rustic villas and modern apartments, often featuring amenities such as spacious gardens, outdoor seating areas, and fully equipped kitchens, making them suitable for families or groups travelling with pets.The area is known for its picturesque landscapes and historical sites, providing ample opportunities for outdoor exploration with your furry companions. Nearby, you can find several parks and walking trails that are great for leisurely strolls. The scenic streets of Colle Di Val D'Elsa itself are also inviting for pet owners, with quaint shops and cafes that welcome pets, enhancing your stay in this lovely Tuscan town.
Are there any remote work holiday rentals in Colle Di Val D'Elsa?
In Colle Di Val D'Elsa, Tuscany, there are numerous remote work-friendly holiday rentals available, with around 504 options to choose from. This charming medieval town offers a picturesque setting for those looking to combine work and leisure. Many properties come equipped with essential amenities such as free Wi-Fi and dedicated workspaces, ensuring a comfortable environment for remote working.Travellers can expect a variety of accommodations, including spacious apartments and traditional Tuscan villas, often featuring modern conveniences alongside historic charm. The town itself is rich in culture, with attractions like the stunning Colle di Val d'Elsa Cathedral and the nearby medieval fortress, providing ample opportunities for exploration during breaks from work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Colle Di Val D'Elsa?
In Colle Di Val D'Elsa, popular rental amenities include well-equipped kitchens, allowing guests to prepare their own meals with ease. Onsite parking is also a common feature, making it convenient for those travelling by car. Many properties are pet-friendly, welcoming furry companions to join the holiday. Additionally, shared pools offer a refreshing way to relax and enjoy the Tuscan sun. Many rentals also provide coffee and tea makers, ensuring that guests can enjoy a warm beverage at any time.
When is the best time to visit Colle Di Val D'Elsa for a holiday rental?
April is an excellent time to visit Colle Di Val D'Elsa, as the spring weather begins to bloom, making it superb for exploring Tuscany's charming landscapes. During this month, you can expect mild temperatures ranging from 10 to 20 degrees Celsius, ideal for outdoor activities such as hiking the scenic trails or strolling through the picturesque old town, where the medieval architecture is simply captivating.The peak tourist season in Colle Di Val D'Elsa runs from July to September, attracting visitors keen on experiencing the vibrant Italian summer. This bustling period brings lively festivals, outdoor dining, and the opportunity to enjoy the region's renowned wines and cuisine. However, if you prefer a more tranquil experience with fewer crowds, April provides a delightful balance of pleasant weather and fewer tourists.For those looking for a more budget-friendly option, December offers a unique charm with festive decorations and local Christmas markets, creating a cosy atmosphere superb for a winter getaway. This time of year allows you to enjoy the tranquillity of the town while still experiencing the warmth of Italian hospitality.Ultimately, the best time to book a holiday rental in Colle Di Val D'Elsa will depend on your preferences for weather, activities, and the overall atmosphere you seek.
What are the top attractions in Colle Di Val D'Elsa?
Colle di Val d'Elsa, located in the heart of Tuscany, offers a mix of historical and natural attractions that are sure to captivate visitors. The historic centre, known as Colle Alta, features charming medieval streets and impressive architecture, including the stunning Cathedral of Santa Maria Assunta, which showcases beautiful frescoes and a remarkable bell tower.Nearby, the lower town, Colle Bassa, provides a glimpse into the local glass-making tradition, with several workshops and shops where visitors can observe artisans at work and purchase exquisite glassware. The area is also famous for its beautiful landscapes, with scenic views of the surrounding Tuscan hills and vineyards.For those interested in outdoor activities, the nearby Monteriggioni, a medieval walled village just a short drive away, offers picturesque walking trails and a chance to explore its well-preserved fortress.
Are all fees included in the Colle di Val d'Elsa holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Colle di Val d'Elsa holiday homes with parking?
Stayz offers a wide selection of holiday homes in Colle di Val d'Elsa with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Colle di Val d'Elsa holiday homes?
You can find great discounts on holiday homes in Colle di Val d'Elsa on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Colle di Val d'Elsa holiday home booking on Stayz?
To find Colle di Val d'Elsa holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Colle di Val d'Elsa?
A long-stay holiday home in Colle di Val d'Elsa is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Colle di Val d'Elsa holiday home?
Book your Colle di Val d'Elsa holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Colle di Val d'Elsa?
Prices for holiday homes in Colle di Val d'Elsa vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Colle di Val d'Elsa to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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