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Road Trips in Tuscany

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Road Trips in Tuscany: Recommended holiday rentals

Road Trips in Tuscany: find your perfect rental from just £39 per night!

Villa Capannori
Villa ∙ 5 guests ∙ 3 bedrooms

Family-friendly beautiful villa with BBQ, private pool & garden | Pet-friendly

Capannori, Province of Lucca, Tuscany
This villa in Capannori features a private pool, garden, and fireplace, making it ideal for a fun-filled family getaway.
from £122
per night
Outstanding(220 ratings)
from £122
per night
View deal
Villa Seccheto
Villa ∙ 17 guests ∙ 8 bedrooms

Villa with BBQ, terrace & private pool

Seccheto, Campo nell'Elba, Tuscany
This villa in Seccheto features a private pool, beach access, and a garden, perfect for families and pets alike.
from £553
per night
Outstanding(80 ratings)
from £553
per night
View deal
Apartment Castiglione della Pescaia
Apartment ∙ 7 guests ∙ 4 bedrooms

Holiday apartment with garden & barbecue

Castiglione della Pescaia, Province of Grosseto, Tuscany
This apartment in Castiglione della Pescaia offers garden views, beach access, and space for up to seven guests, perfect for a getaway.
from £76
per night
Outstanding(50 ratings)
from £76
per night
View deal
Villa Arcidosso
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with barbecue, garden & private pool | Nature view

Arcidosso, Province of Grosseto, Tuscany
This villa in Arcidosso features a private pool, mountain views, a garden, and a fireplace, perfect for a family getaway.
from £233
per night
Outstanding(164 ratings)
from £233
per night
View deal
House Portoferraio
House ∙ 7 guests ∙ 3 bedrooms

Child-friendly wonderful house with terrace, barbeque & garden | Dogs allowed

Portoferraio, Province of Livorno, Tuscany
This house rental in Portoferraio features a garden, fireplace, and kitchen, accommodating up to 7 guests and pets welcome.
from £91
per night
Outstanding(110 ratings)
from £91
per night
View deal
Villa Sillicagnana
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with terrace, private pool & garden

Sillicagnana, San Romano in Garfagnana, Tuscany
This villa in Sillicagnana features a private pool, garden, and balcony, perfect for a memorable getaway with friends or family.
from £172
per night
Excellent(50 ratings)
from £172
per night
View deal
House Londa
House ∙ 2 guests ∙ 1 bedroom

Beautiful holiday home with terrace, garden & BBQ | Mountain view | Pets allowed

Londa, Metropolitan City of Florence, Tuscany
This house rental in Londa features a garden, pool, and mountain views, perfect for a relaxing getaway with pets.
from £66
per night
Excellent(60 ratings)
from £66
per night
View deal
Private room Monteroni d'Arbia
Private room ∙ 6 guests ∙ 3 bedrooms

Dedicated room with pool, garden & barbecue

Monteroni d'Arbia, Province of Siena, Tuscany
This private room in Monteroni d'Arbia features a pool, garden, and kitchen, perfect for families and pet-friendly getaways.
from £110
per night
Outstanding(199 ratings)
from £110
per night
View deal
Farmhouse Pomarance
Farmhouse ∙ 5 guests ∙ 1 bedroom

Farm with terrace, garden & barbeque

Pomarance, Province of Pisa, Tuscany
This farmhouse rental in Pomarance features a pool, spa, and garden, perfect for events and relaxing getaways with pets welcome.
from £62
per night
Outstanding(173 ratings)
from £62
per night
View deal
Villa Capannori
Villa ∙ 10 guests ∙ 3 bedrooms

Villa with terrace, barbeque & garden | Garden view

Capannori, Province of Lucca, Tuscany
This villa in Capannori features a private pool, garden, mountain views, and space for 10, perfect for a family getaway.
from £255
per night
Outstanding(157 ratings)
from £255
per night
View deal
Villa Sillicagnana
Villa ∙ 6 guests ∙ 3 bedrooms

Family-friendly nice villa with garden, terrace & private pool

Sillicagnana, San Romano in Garfagnana, Tuscany
Set in Sillicagnana, this villa features a private pool, garden, and a kitchen, perfect for a family getaway of six.
from £261
per night
from £261
per night
View deal
Villa Capoliveri
Villa ∙ 2 guests ∙ 1 bedroom

Villa with barbecue, garden & terrace

Capoliveri, Province of Livorno, Tuscany
This villa in Capoliveri features beach access, a garden, and a kitchen, perfect for a getaway with a pet.
from £51
per night
Outstanding(16 ratings)
from £51
per night
View deal
Villa Ansedonia
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with pool, garden & terrace

Ansedonia, Orbetello, Tuscany
This villa in Ansedonia features a fireplace, kitchen, garden, and parking, perfect for a family getaway for six.
from £130
per night
Excellent(39 ratings)
from £130
per night
View deal
Villa Sarteano
Villa ∙ 6 guests ∙ 3 bedrooms

Fully equipped lovely villa with barbecue & private pool

Sarteano, Province of Siena, Tuscany
This villa in Sarteano features a private pool, fireplace, and kitchen, perfect for a relaxing getaway with up to six guests.
from £119
per night
Outstanding(15 ratings)
from £119
per night
View deal
Farmhouse Gambassi Terme
Farmhouse ∙ 6 guests ∙ 2 bedrooms

Farm with garden, pool & barbecue | Pool view

Gambassi Terme, Metropolitan City of Florence, Tuscany
This farmhouse rental in Gambassi Terme offers a pool, garden, and family-friendly amenities for an unforgettable getaway.
from £107
per night
Excellent(61 ratings)
from £107
per night
View deal

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.
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

Private room San Quirico d'Orcia
from £111 per night
Private room ∙ 4 guests ∙ 1 bedroom

Children-friendly charming private room with hot tub, barbecue & pool | Pets allowed

4.8
Outstanding(34 ratings)
San Quirico d'Orcia, San Quirico d'Orcia, Tuscany
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Farmhouse Mulazzo
from £111 per night
Farmhouse ∙ 6 guests ∙ 2 bedrooms

Family-friendly lovely farm with pool & BBQ | Dogs allowed

4.8
Outstanding(4 ratings)
Mulazzo, Province of Massa and Carrara, Tuscany
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Apartment Lido di Camaiore
from £39 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Family-friendly nice flat | Pets allowed

4.8
Outstanding(6 ratings)
Lido di Camaiore, Camaiore, Tuscany
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Information about Road Trips in Tuscany

📏 Average size of a holiday home 77 m²
💳 Highest rates in August
🛏️ Popular accommodation types House rentals and Apartment rental
🌡️ Warmest weather July and August
🥶 Coldest weather 2 °C in January and February
🌧️ Rainiest months 13 rainy days in May and November
25 reviews
Tuscany holiday rentals have an average rating of 4.3/5 across 25 reviews left by travellers.

Road Trips in Tuscany: frequently asked questions

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

Holiday homes are currently available within the price range of £240 - £259, with discounts up to 34%!

Can I 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 guests and costs around £193 per night.

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

Apartment rental and House rentals are the most popular types of holiday rental for Road Trips in Tuscany.

The Weather in Tuscany

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Average Nightly Rental Prices in Tuscany

Click on any bar to see price and availability information

Holiday Letting Price Information in Tuscany

Holiday Rental Availability in Tuscany

Rental availability information in Tuscany

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