Cycling holiday villas and apartments Tuscany | Holiday Lettings

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  • Maremma (6)
  • Province of Arezzo (766)
  • Province of Florence (1,010)
  • Province of Grosseto (399)
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  • Province of Massa Carrara (169)
  • Province of Pisa (588)
  • Province of Pistoia (173)
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5,147 Holiday homes

Filters applied: Cycling holidays (5,147)

Travellers going to Tuscany are booking October dates now. Secure your holiday home today and have the perfect trip.

(1) Excellent 

1 / 20

La Casa del Riccio - Monsummano Alto villa sleeps 7

Monsummano Terme / Monsummano Alto

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 40 km; Swimming pool; Child friendly ;
An ancient house of support of the miners dipped in olive trees on the hill of Monsummano Alto in the protected zone of the park of the caves of stone with panoramic sight.it' s situated to few minutes of distance from the primary services. You can be reached in le  …see more

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1 / 5

Province of Grosseto / Vetulonia

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 17 km; Child friendly ;
 …see more

from £56 / night

£389 / week

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from £56 / night

(1) Excellent 

1 / 4

Casa Carbonaia - Vinci app. Le Scalette - Vinci apartment sleeps 4

Province of Florence / Vinci

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
Casa Carbonaia is a farmhouse of 550 square metres which has been completely renovated for farm holidays at a height of 305 mt. above sea level, situated among the hills of Montalbano, in the municipal district of Vinci, 40 km from Florence and 35 km from Lucca.Casa Car  …see more

from £77 / night

£489 / week

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from £77 / night

Featured properties

(9) Excellent 

1 / 22

Case Eli - Pieve Fosciana villa sleeps 7

Province of Lucca / Pieve Fosciana

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 85 km; Swimming pool; Child friendly ;
This villa is a brand new refurbishment, light, airy and very spacious, finished to a high standard. There are 3 good sized bedrooms (two with 4 poster beds), 2 bathrooms (one with hydro-massage and Turkish steam shower, and another with corner bath, double sinks and se  …see more

from £95 / night

£540 - £1100 / week

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from £95 / night

1 / 27

Province of Pisa / Montescudaio

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 10 km; Swimming pool; Child friendly ;
 …see more

from £48 / night

£240 - £539 / week

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from £48 / night

1 / 9

Grosseto / Rispescia

2 6 1 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Child friendly ;
 …see more

from £52 / night

£359 / week

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from £52 / night

1 / 21

Province of Prato / Poggio a Caiano

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Suitable for children age 5+; Car advised;
 …see more

from £52 / night

£359 / week

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from £52 / night

1 / 4

Rio Marina / Cavo

1 3 7 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Ask about pets;
 …see more

from £43 / night

£300 - £471 / week

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from £43 / night

1 / 7

Apartment in restored farmhouse in Tuscany - Saline di Volterra apartment sleeps 5

Province of Pisa / Saline di Volterra

2 5 1 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
The property is in a complex of 20 apartments set in a recently restored 17th century villa finished in 2008. There is a large pool and communal gardens, the apartment is on the first floor with a small balcony containing a dining table and chairs overlooking the surrou  …see more

from £77 / night

£556 / week

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from £77 / night

(4) Very Good 

1 / 10

Province of Prato / Montemurlo

6 2 Min stay varies

  • 6 bedrooms
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
 …see more

from £56 / night

£778 / week

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from £56 / night

(5) Excellent 

1 / 20

Vino Suite Apartment - Staffoli apartment sleeps 2

Santa Croce Sull'Arno / Staffoli

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 50 km; Child friendly ; Car essential;
This apartment is situated in the ideal location for you to relax and enjoy the wonderful Pisa province. This is the ideal place to enjoy a romantic getaway amidst the beauty of Tuscany and enjoy the traditional lifestyle of the beautiful villageVino has an independent  …see more

from £65 / night

£330 / week

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from £65 / night

1 / 20

Buonconvento / Chiusure

6 14 1 night min stay

  • 6 bedrooms
  • Sleeps 14
  • 1 night min stay
Key info: Nearest beach 87 km; Swimming pool; Child friendly ;
 …see more

from £77 / night

£535 / week

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from £77 / night

1 / 13

Province of Lucca / Querceta

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £77 / night

£471 - £513 / week

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from £77 / night

1 / 11

Province of Arezzo / Creti

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Child friendly ; Pet friendly;
 …see more

from £69 / night

£385 / week

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from £69 / night

1 / 13

Casa Maria Luisa - Castelfranco di Sopra house sleeps 2

Province of Arezzo / Castelfranco di Sopra

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Car advised;
Casa Maria Luisa is a very charming dwelling that is entered via an enchanting row of cypress trees. A house with welcoming charm, it is furnished with luxury fabrics and period pieces, framed with exposed beams and hand-made terracotta floors.The exterior is characteri  …see more

from £93 / night

£647 / week

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from £93 / night

(28) Excellent 

1 / 20

Amazing Tuscan holiday apartment in the historical Town centre of Colle di Val d'Elsa, sleeps 4 - Colle di Val d'Elsa apartment sleeps 4

Province of Siena / Colle di Val d'Elsa

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Nearest beach 50 km; Child friendly ; Car advised;
The Dietro Le Mura holiday home has been completely renovated and is located in the historical town centre of Colle di Val d'Elsa, a characteristically medieval town steeped in history. The apartment is on the first floor, has its own entrance and possible parking  …see more

from £69 / night

£462 - £573 / week

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from £69 / night

1 / 17

Camaiore / Pieve

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Child friendly ;
 …see more

from £43 / night

£300 / week

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from £43 / night

(1) Excellent 

1 / 20

Tavarnelle Val di Pesa / San Donato in Poggio

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Nearest beach 115 km; Swimming pool; Child friendly ;
 …see more

from £86 / night

£599 / week

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from £86 / night

1 / 100

San Casciano in Val di Pesa / Chiesanuova

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 110 km; Swimming pool; Child friendly ;
 …see more

from £189 / night

£1321 - £1667 / week

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from £189 / night

1 / 24

San Casciano dei Bagni / Celle sul Rigo

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Ask owner if suitable for children; Car advised; Air conditioning;
 …see more

from £69 / night

£300 / week

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from £69 / night

(3) Excellent 

1 / 11

Acacia apartment in Tuscan holiday cottage - San Dalmazio apartment sleeps 3

Province of Pisa / San Dalmazio

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car advised;
The apartment has an independent entrance which faces onto a large field , lush vegetation surrounds the entire property of over 11,000 square meters, guaranteeing tranquillity and privacy.Agriturismo Segarelli uses a geothermal energy as heating (Green energy). So you  …see more

from £60 / night

£411 - £462 / week

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from £60 / night

1 / 11

Civitella Paganico / Paganico

8 18 1 night min stay

  • 8 bedrooms
  • Sleeps 18
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £69 / night

£471 / week

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from £69 / night

1 / 6

Province of Florence / Palazzuolo Sul Senio

1 4 2 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Ask about pets; Private garden;
 …see more

from £52 / night

£206 / week

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from £52 / night

(2) Very Good 

1 / 7

OT Homes "Casa I Mandrioli" - Casale Marittimo house sleeps 3

Province of Pisa / Casale Marittimo

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
Our welcoming Casa i mandrioli is located in the splendid Tuscany country with view on the sea . In 1h you'll be able to reach cities of art, culture and history like Volterra, Pisa, San Gimignano, Sienne and Florence.A gorgeous home, with a large living room, a  …see more

from £129 / night

£582 / week

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from £129 / night

1 / 10

Edera apartment in Tuscan country house - San Dalmazio apartment sleeps 3

Province of Pisa / San Dalmazio

3 3 1 night min stay

  • 3 bedrooms
  • Sleeps 3
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car advised;
The apartment has an independent entrance which faces onto a large field , lush vegetation surrounds the entire property of over 11,000 square meters, guaranteeing tranquillity and privacy. Agriturismo Segarelli uses a geothermal energy as heating (Green energy). So yo  …see more

from £77 / night

£522 - £582 / week

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from £77 / night

1 / 15

Province of Prato / Montemurlo

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Nearest beach 70 km; Child friendly ; Car advised;
 …see more

from £52 / night

£308 - £428 / week

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from £52 / night

(2) Excellent 

1 / 13

Province of Grosseto / Vetulonia

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 20 km; Child friendly ;
 …see more

from £43 / night

£291 / week

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from £43 / night

1 / 21

Villa in a farmhouse between sea, hills, history - Montescudaio villa sleeps 6

Province of Pisa / Montescudaio

2 6 3 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 9 km; Child friendly ;
This ancient, recently renovated podere is surrounded by the timeless charm of the Etruscan Coast, only 10 km from the sea; the surrounding nature is a vivid example of the Mediterranean type that distinguishes the region, characterized by centuries-old plants, terraced  …see more

from £103 / night

£718 / week

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from £103 / night

1 / 17

Province of Pistoia / Monsummano Terme

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Child friendly ; Pet friendly; Private garden;
 …see more

from £43 / night

£300 / week

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from £43 / night

(3) Excellent 

1 / 20

Province of Grosseto / Sticciano Scalo

1 4 3 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 30 km; Child friendly ;
 …see more

from £43 / night

£300 - £385 / week

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from £43 / night

1 / 6

Province of Lucca / Marina di Pietrasanta

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
 …see more

from £112 / night

£700 / week

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from £112 / night

1 / 8

Casa Mercedes - Castelfranco di Sopra cottage sleeps 2

Province of Arezzo / Castelfranco di Sopra

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Air conditioning; No pets allowed;
“Mercedes” is in a strategic position on top of a small hill and overlooks the entire farm. On the ground floor you will find a bright and enchanting day area with an ancient stone fireplace and a kitchenette made of brick and fine wood. In the basement there is a p  …see more

Pricing unknown

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(1) Excellent 

1 / 18

Province of Pisa / Pontedera

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
 …see more

Pricing unknown

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(23) Excellent 

1 / 22

3 bedroom Tuscan villa in medieval village of Sillico with lovely private swimming pool and terrace - Sillico villa sleeps 6

Pieve Fosciana / Sillico

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 50 km; Swimming pool; Child friendly ;
Close to Castelnuovo di Garfagnana the capital of the Garfagnana valley, Sillico is a delightful medieval village dating back as far as 1500's when it was home to one of the most notorious bandits of the region, Il Moro. The village sits 700 meters above sea level and o  …see more

from £129 / night

£599 - £1240 / week

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from £129 / night

1 / 16

Province of Grosseto / Principina a Mare

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
 …see more

from £112 / night

£497 - £599 / week

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from £112 / night

1 / 11

Certaldo / Marcialla

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Suitable for children age 5+; No pets allowed;
 …see more

from £62 / night

£428 / week

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from £62 / night

(3) Very Good 

1 / 27

Rustico Brunello  - Corfino cottage sleeps 8

Province of Lucca / Corfino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Private pool - Sleeping 7 + 1 (2 bathrooms)Brunello is a newly modernised traditional stone cottage, which boasts all modern comforts yet retains its rustic feel, with chestnut beamed ceilings, some traditional flooring, some exposed stonework and a large open fireplace  …see more

from £140 / night

£700 - £1295 / week

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from £140 / night

1 / 4

Province of Grosseto / Selva di Santa Fiora

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Child friendly ; Pet friendly; Private garden;
 …see more

from £60 / night

£359 / week

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from £60 / night

1 / 4

Province of Pistoia / Quarrata

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
 …see more

from £35 / night

£240 - £359 / week

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from £35 / night

1 / 11

Orbetello / Albinia

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car essential;
 …see more

from £48 / night

£325 - £509 / week

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from £48 / night

Top Destination reviews

Elcriso
Maximum relaxation, great place for nature, walks and farniente

We stayed at "Elicriso" with a large family of 2 adults, 4 teeenagers and a 10-year old. It was a great stay in all respects. The location is beautiful: on the way to a small hamlet (Prunecchio), itself 1 km away from a picturesque village (Chiozza) … see more
Restful Tuscan retreat, lovely garden, great views
Off the beaten track Tuscany

Our apartment, Capitorio, was well equipped and finished to a high standard, well above average. Our apartment had no oven but did have a BBQ which was perfect for the evenings. We enjoyed sitting on our apartment's patio with views of the rolling hi … see more
Lisa Home Lucca- new apartment in Lucca centre
Stunning apartment in beautiful Lucca

A lovely apartment in a very convenient location inside the walls of historic Lucca. Lara was extremely helpful, both before and during our stay, responding to queries and offering help and advice very promptly. The top floor apartment with great v … see more
Alfredo, private pool stunning mountain views.WIFI
Villa Alfredo!!!

My family and I visited Villa Alfredo between August 6th and August 19th 2015. All I can say is this villa is fantastic, coupled with Piero (villa owner) made this holiday truly fantastic. The house, the pool, the gardens, the village all exceeded my … see more
Casa Capannina 
We had a fantastic fortnight!

We had a glorious two weeks at Casa Capannina. We loved: The space and comfort provided by the house. The tranquil country surroundings. The beautiful views. Swimming and playing in the pool. Lounging in the hammock in the shade. Co … see more
Tuscan apartment with pool in Cetona
Excellent, centrally located apartment in a charming village

We thoroughly enjoyed our stay in Cetona and, given half a chance, would go back tomorrow! We booked the apartment for two weeks with my husband and I spending the first week on our own, and our two sons and one girlfriend joined us for the second w … see more

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