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Road Trips in Tuscany

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Planning a Road Trip Through Tuscany

The central region of Italy is full of masterpieces that charm just about anyone. You can get lost in the middle of artistic wonders, especially in the main towns. Deciding on the perfect road trip itinerary for Tuscany is not an easy feat. If you dream of romantic sunsets, Italian dishes, and Tuscan wines, this schedule has you covered.

Road Trips in Tuscany: Top Holiday Lettings

House Pescaglia
1 Dec - 8 Dec
-27%
£139
£101 per night
House ∙ 5 guests ∙ 3 bedrooms

Holiday Home in Pescaglia with Pool, Barbecue & Garden

5.0
Outstanding (72 ratings)
Pescaglia, Province of Lucca, Tuscany
Details
Vrbo
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Holiday park Porto Santo Stefano
21 Sept - 28 Sept
-55%
£184
£83 per night
Holiday park ∙ 5 guests ∙ 2 bedrooms

Holiday Park in Porto Santo Stefano with Terrace, Barbecue & Garden + Panoramic View

Porto Santo Stefano, Monte Argentario, Tuscany
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Apartment Poggio Al Tesoro
15 Jun - 22 Jun
-20%
£87
£70 per night
Apartment ∙ 5 guests ∙ 1 bedroom

Pleasant Holiday Apartment in Poggio Al Tesoro with Included- Barbecue

4.9
Outstanding (5 ratings)
Poggio Al Tesoro, Crespina, Tuscany
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An Itinerary for the Perfect Road Trip in Tuscany

An Itinerary for the Perfect Road Trip in Tuscany

You can savour hilltop villages, renaissance art, and rolling valleys peppered with grapevines through road trips in Tuscany. The countryside is dominated by medieval hamlets and suburbs that add to the irresistible side of the city. Each region is unique in terms of physical features and products. You can start with the following 3-day itinerary.

  1. Florence

    Florence provides some of the best Renaissance art you could ever see. Be it fairy tale castles, churches, or paintings, you will find something delightful. Visit Galleria dell'Accademia to check out the statue of David. The colourful roads in Certaldo via Boccaccio are a sight not to be missed. They are such a marvellous lookout between Pisa and Florence. Find them 60km to the south of Florence. Certaldo traces its roots back to the Roman-Etruscan era. It is part of Elsa Valley and is famed for crystal glassware production. Drive through the narrow streets, small squares, and medieval structures.

  2. Chianti

    While in Tuscany, you would be remiss not to check out some wineries in Chianti estates such as Castellare di Castellina. The estate welcomes travellers for wine tastings and appointments. And for the love of art, drive o Castello di Ama. Set in a peaceful corner of the Chianti Classico, Castello di Ama grabs people's attention not only for the quality reds but also its artistic masterpieces in an open-air museum, including standout pieces like the telescope are set up to monitor the countryside. Drop-in at Il Ristoro di Ama kitchen where only locally-grown veggies are served for some pappa al Pomodoro.

  3. Siena

    The province of Siena stuns with medieval architecture. Wander through the narrow cobblestone streets set against ancient buildings, and be sure not to miss the prime location of San Gimignano. This hilltop town, equidistant from Florence and Siena, has a long history of Roman trade, so you will be learning a bit of history during your self-drive tour.

  4. Maremma

    This southern region in Tuscany is unique due to a variety of holiday features including long blue beaches, woods superimposed upon hills, thermal waters, black rocks, and marshes. It is a timeless location with antique heritage. Stumble upon a Michelin-starred restaurant in the Maremma region that serves Italian foods in the most inviting 9-table dining rooms. Enjoy refined dishes such as tomato sorbet, fresh Argentario anchovies, and wild boar.

Best Places to Stay for Road Trips in Tuscany

Apartment Gambassi Terme
28 Sept - 5 Oct
-19%
£102
£83 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Holiday Apartment in Gambassi Terme with Pool

4.7
Excellent (11 ratings)
Gambassi Terme, Metropolitan City of Florence, Tuscany
Free cancellation
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HomeToGo
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Villa Bagnaia
28 Apr - 5 May
-61%
£141
£56 per night
Villa ∙ 4 guests ∙ 2 bedrooms

Wonderful Villa in Bagnaia with Garden

Bagnaia, Portoferraio, Tuscany
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Apartment San Vincenzo
19 Oct - 26 Oct
-51%
£180
£89 per night
Apartment ∙ 5 guests ∙ 1 bedroom

Holiday Apartment in San Vincenzo

San Vincenzo, Province of Livorno, Tuscany
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HomeToGo
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Information about Road Trips in Tuscany

💳 Highest rates in August
😎 Quietest month September
🛏️ Popular accommodation types House rentals and Apartment rental
🌡️ Warmest weather July and August
🥶 Coldest weather 2 °C in January and February
🌧️ Rainiest months May and November

Frequently Asked Questions

What types of holiday homes are available for Road Trips in Tuscany?

Check out our selection of Apartment rental and House rentals to find the perfect holiday home for Road Trips in Tuscany.

Road Trips in Tuscany: what's the average price for holiday accommodation?

By using HomeToGo, you can find prices as low as £37 per night when it comes to holiday rentals for Road Trips in Tuscany.

Where I can find holiday homes for Road Trips in Tuscany that can host a family or large group?

When plannin a trip for a big family it's great to know that average Apartment rental in Tuscany can fit in 5 people and costs around £164 per night.

The Weather in Tuscany

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Average Nightly Rental Prices in Tuscany

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Holiday Letting Price Information in Tuscany

Holiday Rental Availability in Tuscany

Rental availability information in Tuscany

Road Trips in Tuscany: Travel tips, inspiration and holiday ideas

Road Trips: Top destinations and popular places to stay

Travel tips, inspiration and ideas for holidays in Tuscany

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Find holiday inspiration for your next trip

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