Holiday rentals and lettings in Tuscany

Holiday rentals and lettings in Tuscany

Start comparing over 21,784 rentals in Tuscany and book at the best price!

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Best Holiday Rentals & Lettings in Tuscany

Guests agree: these stays are highly rated for location, cleanliness, and more.
Farmhouse for 4 People in Castelnuovo Berardenga (Comune), Siena Province
Farmhouse for 4 People in Castelnuovo Berardenga (Comune), Siena Province, Photo 1
Farmhouse for 4 People in Castelnuovo Berardenga (Comune), Siena Province, Photo 2
Farmhouse for 4 People in Castelnuovo Berardenga (Comune), Siena Province, Photo 3
Farmhouse for 4 People in Castelnuovo Berardenga (Comune), Siena Province, Photo 4
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Castelnuovo Berardenga (Comune), Siena Province
Farmhouse • 70 m² • 2 Bedrooms
8.4
(12 reviews)
Charming farmhouse, nestled in the peaceful countryside of Castelnuovo Berardenga, offers sweeping views of the Tuscan hills and a warm, rustic ambience. Surrounded by open landscapes and mountain views, it's a serene retreat with a shared swimming pool and a furnished terrace ideal for outdoor meals and quiet evenings. With thoughtful touches like play equipment for kids and plenty of outdoor space, it’s perfect for families or couples seeking rest in nature’s embrace.The farmhouse is ideally located for discovering Tuscany’s rich heritage. A short drive brings you to Siena, where the stun...
from A$191 / night
Holiday Home for 4 People in San Godenzo, Florence Province
Holiday Home for 4 People in San Godenzo, Florence Province, Photo 1
Holiday Home for 4 People in San Godenzo, Florence Province, Photo 2
Holiday Home for 4 People in San Godenzo, Florence Province, Photo 3
Holiday Home for 4 People in San Godenzo, Florence Province, Photo 4
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San Godenzo, Florence Province
Holiday Home • 40 m² • 1 Bedroom
8.4
(31 reviews)
This cozy, pet-friendly apartment in San Godenzo offers a peaceful retreat in the heart of Tuscany. Ideal for couples or small families, it features a spacious ground-floor layout with a large kitchen, a double sofa bed, satellite TV, and a comfortable bedroom with a double bed. The bathroom includes a shower, bidet, and all essentials for a relaxing stay. Whether you're enjoying a quiet evening indoors or planning a countryside adventure, this home is a welcoming base.Guests have access to a shared garden with outdoor furniture and a barbecue, perfect for al fresco dining. The shared swimm...
from A$113 / night
Cottage for 4 People in Castiglion Fiorentino, Arezzo Province
Cottage for 4 People in Castiglion Fiorentino, Arezzo Province, Photo 1
Cottage for 4 People in Castiglion Fiorentino, Arezzo Province, Photo 2
Cottage for 4 People in Castiglion Fiorentino, Arezzo Province, Photo 3
Cottage for 4 People in Castiglion Fiorentino, Arezzo Province, Photo 4
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Castiglion Fiorentino, Arezzo Province
Cottage • 75 m² • 2 Bedrooms
8.8
(33 reviews)
Nestled in the scenic Val di Chiana, this charming pet-friendly cottage near Castiglion Fiorentino is perfect for a relaxing Tuscan escape. Recently renovated, the farmhouse blends rustic elegance with modern comforts, making it ideal for up to 4 guests. Surrounded by nature and just 2 km from town, it offers an authentic Italian countryside experience.Inside, the home features two cozy bedrooms, a well-equipped kitchen, and a warm dining area. Amenities include central and floor heating, a satellite TV, washing machine, and WiFi. Step outside to enjoy a large fenced garden, a private swimm...
from A$337 / night

Other holiday ideas and property types in Tuscany that might be interesting

Prices and availability

Current Holiday letting prices Tuscany

A$404for 8 Nov - 15 Nov
A$472 annual average
Dec
Jan
Feb
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Apr
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Nov
Average price per week

Current holiday letting availability Tuscany

41%for 8 Nov - 15 Nov
55% annual average
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
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Percentage of available rentals

Book the Perfect Holiday Rental in Tuscany

Discover Authentic Tuscan Accommodations

Holiday rentals in Tuscany offer an unparalleled opportunity to experience Italy's most enchanting region from the comfort of beautifully appointed properties that blend historic charm with modern luxury. These distinctive accommodations range from converted medieval farmhouses surrounded by rolling vineyards to elegant villas perched on olive-studded hillsides, each providing guests with authentic architectural features like exposed wooden beams, terracotta floors, and panoramic terraces that showcase breathtaking countryside views.

Holiday rentals in Tuscany typically occupy strategic locations that allow easy exploration of world-renowned art cities while maintaining the peaceful ambiance of rural Italy. What truly distinguishes Tuscan vacation homes is their integration with the region's agricultural heritage and wine-making traditions.

Many properties are situated on working farms where guests can witness olive oil production, participate in grape harvesting, and enjoy farm-to-table dining experiences featuring ingredients grown on-site. Holiday rentals in Tuscany provide the perfect base for immersing yourself in local culture while enjoying exceptional amenities designed for relaxation and comfort. These accommodations offer the ideal blend of authentic Italian living and contemporary conveniences that make your stay both memorable and comfortable. Here are the essential amenities guests can expect when staying in Tuscan holiday rentals:

  • Private or shared swimming pools with seasonal operation from May to October
  • Fully equipped kitchens featuring dishwashers and modern appliances
  • Air conditioning and complimentary Wi-Fi throughout the property
  • Panoramic outdoor dining areas and barbecue facilities
  • Private gardens with stunning countryside or vineyard views
  • On-site parking spaces and secure bicycle storage
  • Laundry facilities and baby equipment for family travelers
  • Electric vehicle charging stations for eco-conscious guests

Who Should Rent a Holiday Rental in Tuscany

Perfect Destination for Every Type of Traveler

Tuscany appeals to an incredibly diverse range of travelers, making Holiday accommodation in Tuscany suitable for wine enthusiasts seeking authentic vineyard experiences, couples planning romantic getaways amid rolling hills, families wanting educational adventures through medieval villages, and culture lovers eager to explore Renaissance masterpieces in nearby Florence and Siena. Food connoisseurs will enjoy cooking classes at farmhouse restaurants, while outdoor enthusiasts can appreciate hiking through Chianti's scenic trails or cycling along peaceful country roads.

The optimal time to visit spans from April through October, when temperatures range from a pleasant 15°C to 30°C, though spring (April-June) and autumn (September-October) offer the perfect balance of mild weather and fewer crowds. Current availability shows excellent options with over 60 properties available weekly during peak summer months, with average nightly rates ranging from AUD 370-580 depending on the season, making luxury Tuscan experiences accessible year-round.

Top 5 Must-Experience Attractions in Tuscany

Discover Tuscany's Hidden Gems and Iconic Landmarks

Tuscany offers countless opportunities for unforgettable experiences, from world-class wine estates to medieval architectural marvels. These carefully selected recommendations showcase the region's diverse appeal and provide insider access to authentic Tuscan culture.

  1. Antinori nel Chianti Classico Winery Experience
  2. San Gimignano's Medieval Tower Complex
  3. Volterra's Ancient Alabaster Workshops
  4. Montalcino's Brunello Wine Trail
  5. Chianti Sculpture Park Art Experience

Antinori nel Chianti Classico Winery Experience

This architectural masterpiece combines cutting-edge design with traditional winemaking, offering guided tours through underground cellars and tastings of premium Chianti Classico wines while enjoying spectacular vineyard views from the rooftop terrace.

San Gimignano's Medieval Tower Complex

Climb the 218-step Torre Grossa for panoramic views of the Val d'Elsa, then explore the Palazzo Comunale with its remarkable frescoes depicting medieval life and Renaissance artistry in this UNESCO World Heritage site.

Volterra's Ancient Alabaster Workshops

Visit traditional artisan workshops where craftsmen continue 3,000-year-old alabaster carving techniques, creating delicate sculptures and decorative objects while surrounded by Etruscan ruins and Roman amphitheater remains.

Montalcino's Brunello Wine Trail

Explore family-owned wineries producing Italy's most prestigious wine, with intimate cellar tours, vertical tastings spanning different vintages, and traditional Tuscan lunch pairings in scenic hilltop locations.

Chianti Sculpture Park Art Experience

Wander through this unique outdoor gallery where contemporary sculptures from international artists are integrated into ancient oak forests, creating an inspiring dialogue between modern art and Tuscany's natural beauty.
Tuscany produces over 70% of Italy's famous Chianti wine from 70,000 hectares of vineyards spread across its rolling hills.

Top-Rated Restaurants in Tuscany

Exceptional Dining Experiences

Tuscany's culinary scene combines traditional recipes with innovative techniques, offering visitors authentic flavors rooted in centuries-old traditions. These highly-rated establishments provide memorable dining experiences that perfectly complement your Tuscan holiday.

  • Le Vecchie Mura, San Gimignano - This charming restaurant (4.6 stars, 2,170 reviews) specializes in traditional Tuscan cuisine served in a medieval setting with panoramic terrace views and an extensive selection of local wines.
  • Osteria di Casa Chianti, Certaldo - A beloved local favorite (4.7 stars, 1,838 reviews) offering authentic regional dishes prepared with locally sourced ingredients, known for their exceptional wild boar ragu and house-made pasta.
  • Tenuta Torciano, San Gimignano - This working vineyard restaurant (4.7 stars, 2,910 reviews) combines farm-to-table dining with wine education, featuring guided tastings and cooking classes in a stunning countryside setting.

Essential Tips for Your Tuscan Holiday

Local Insights and Cultural Recommendations

Holiday rentals with a private pool in Tuscany offer the perfect sanctuary after days of exploration, but understanding local customs enhances your experience significantly. Most restaurants close between 2:30 PM and 7:30 PM, so plan lunch and dinner accordingly.

Tuscans take their food seriously - never ask for parmesan cheese with seafood pasta, and remember that cappuccino is strictly a morning beverage. Many hosts recommend purchasing ingredients at local markets, where vendors often provide free samples of their finest olive oils, cheeses, and cured meats.

Sustainability plays an important role in Tuscan culture, with many properties implementing waste separation programs and encouraging guests to support local organic farming initiatives. Transportation requires patience, as narrow medieval streets and limited parking in historic centers make walking the preferred option for city exploration. Host recommendations consistently emphasize the importance of slowing down and embracing the Italian concept of "dolce far niente" - the sweetness of doing nothing while soaking in the region's timeless beauty. For the ultimate authentic experience, consider booking luxury holiday rentals in Tuscany with vineyard access, where you can witness traditional winemaking processes and participate in seasonal agricultural activities that connect you deeply with this remarkable landscape.

FAQs: Holiday Rentals & Lettings in Tuscany

On average, what was the cost for holiday rentals in Tuscany in 2020, during the period hit by the pandemic?

Impacted by the big changes in the travel industry due to the coronavirus pandemic, the year 2020 had an annual average of A$235.55 per night. Tuscany is the region in Italy that offers the highest prices in holiday rentals.

Which month allows you to save the most on holiday rentals?

According to our most recent historical data, the months that hurt your pocket the least in Tuscany are February, March, and October, with average prices of A$199.11, A$205.6 and A$214.93, respectively.

When are holiday rentals more expensive in Tuscany?

In 2020, the month that had the highest annual average in Tuscany was January, with an average price of A$306.61 per night. This was followed by August, with an average of A$280.71, and July, with A$280.09.

Do I need to plan a trip to Tuscany well in advance?

If you decide to discover Tuscany, we recommend planning your travels in advance because it tends to be very high in demand, with an annual average occupation of 47% in the year 2020.

What time of the year can I find more available holiday rentals?

May, April, and June are, in order of highest to lowest, the months offering the largest number of accommodations available, with respective average availability figures of 71%, 65.5% and 62%.

During which months are there fewer rentals available in Tuscany?

The months with the lowest properties available in Tuscany are, in order, August, July and December, with respective average availability figures of 28.8%, 45.75%, and 47%, based on data collected in 2020.

How many holiday lettings does Holidu have in Tuscany?

In Tuscany we offer you an extensive catalogue of approximately 37000 properties, with options to suit everyone, thanks to our 88 local and international partners.