Cycling holiday villas and apartments Tuscany

Close

View larger map

Price per night

to

Bedrooms

Bathrooms

Location

  • Italy
  • Tuscany
  • All locations
  • Maremma (6)
  • Province of Arezzo (817)
  • Province of Florence (1,053)
  • Province of Grosseto (407)
  • Province of Livorno (289)
  • Province of Lucca (836)
  • Province of Massa Carrara (167)
  • Province of Pisa (574)
  • Province of Pistoia (184)
  • Province of Prato (20)
  • Province of Siena (986)

More

Less

Also consider

Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Province of Florence
7,307 properties
Province of Siena
4,286 properties
Province of Lucca
3,132 properties
Province of Arezzo
3,040 properties
Province of Pisa
1,927 properties
Province of Grosseto
1,571 properties
Province of Livorno
1,548 properties
Province of Pistoia
651 properties
Province of Massa Carrara
460 properties
Province of Prato
79 properties
Villas Maremma
10 properties
Tuscany holidays
23,992 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

5,339 Holiday homes

Filters applied: Cycling holidays (5,339)

35

Province of Grosseto / Gavorrano

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 10 km
  • Child friendly
  • Air conditioning

 …see more

from £35 / night

£244 / week

Book View

from £35 / night

(11) Excellent 

30

Province of Florence / Tavarnelle Val di Pesa

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 100 km
  • Child friendly
  • Pet friendly

 …see more

from £87 / night

£522 - £966 / week

Book View

from £87 / night

(1) Good 

6

Province of Massa Carrara / Marina di Carrara

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Ski
  • Child friendly
  • Pet friendly

 …see more

from £40 / night

£261 / week

Book View

from £40 / night

(3) Excellent 

27

Castelnuovo di Garfagnana / Gragnanella

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from £70 / night

£435 / week

Book View

from £70 / night

(22) Excellent 

33

Villa in Poppi, Tuscany set in astounding natural surroundings, features private pool, terrace and garden, sleeps 12 - Poppi villa sleeps 12

Province of Arezzo / Poppi

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
Five bedrooms, 4 double bedrooms and one bedroom with two single beds, 3 full bathrooms each with a shower. Large living room with stereo, CD, SAT TV and a large fireplace Many outdoor eating areas - overlooking the castle, overlooking the pool and overlooking the surr  …see more

from £174 / night

£1218 - £1653 / week

Book View

from £174 / night

(4) Excellent 

17

Charming, restored house in southeast Tuscany, features log fire and balcony, sleeps 4 - Cetona house sleeps 4

Province of Siena / Cetona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Ask about pets
Old world charm, character and beauty abound in this restored townhome in the the quaint village of Cetona in southeast Tuscany. The home is located in the centro storico (the original, old section) and is over 300 years old. Casa Perfetta is located on a corner which  …see more

from £61 / night

£427 / week

Book View

from £61 / night

(6) Excellent 

24

Chianti Penthouse with View - San Donato in Poggio penthouse sleeps 2

Tavarnelle Val di Pesa / San Donato in Poggio

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This apartment is one of a property consisting of a total of 5 apartments located in San Donato in Poggio, a town in Florentine Chianti Classico area, 21km from Florence and 25km from Siena. The brand-new large open-plan penthouse (37 sq.m + 1 terrace 18 sq.m + 1 balcon  …see more

from £74 / night

£370 - £592 / week

Book View

from £74 / night

(9) Excellent 

24

Gorgeous farmhouse in the Tuscan hills, private pool, terrace and majestic views, sleeps 8 - Sant'Andrea di Compito farmhouse sleeps 8

Province of Lucca / Sant'Andrea di Compito

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 27 km
  • Swimming pool
Casale dell’ Uliveto is located in the beautiful Tuscan hills above St. Andrea di Compito. Quiet and peaceful, yet only 15 minutes drive from the centre of Lucca with its countless bars and restaurants. With three double and one twin bedroom, the farmhouse is ideal f  …see more

from £193 / night

£1350 - £1650 / week

Book View

from £193 / night

22

Welcome to Diga apartment at Agriturismo Pereti - Montemassi farmhouse sleeps 2

Province of Grosseto / Montemassi

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Swimming pool
Welcome to Agriturismo Pereti and the Rocca appartment. The Rocca apartment is has an independent entrance, private terrace, private bathroom, WiFi, and it enjoys beautiful tranquil views at the surrounding hills and the medieval village of Roccatederighi. The apartmen  …see more

from £66 / night

£435 / week

Book View

from £66 / night

(1) Excellent 

14

Province of Grosseto / Monte Argentario

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £53 / night

£609 / week

Book View

from £53 / night

(2) Excellent 

18

Eco Farmhouse with horses C1 Ground FloorApartment - Castiglione di Garfagnana farmhouse sleeps 6

Province of Lucca / Castiglione di Garfagnana

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Recently renovated farmhouse in a peaceful and relaxing environment, away from traffic although easy to reach by paved road. It is a 650 sqft apartment in a stone building with two double bedrooms, one bathroom, living room with kitchen area. Can be rented if necessary  …see more

from £70 / night

£487 / week

Book View

from £70 / night

(2) Excellent 

40

Monticiano / Iesa Palazzo

6 9 1 night min

  • 6 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £157 / night

£1044 / week

Book View

from £157 / night

(3) Excellent 

20

Province of Grosseto / Sticciano Scalo

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Child friendly

 …see more

from £44 / night

£305 - £396 / week

Book View

from £44 / night

(14) Excellent 

25

Villa Sole in Chianti :D - San Casciano in Val di Pesa villa sleeps 6

Province of Florence / San Casciano in Val di Pesa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 84 km
  • Swimming pool
A few minutes drive from Ponte Vecchio, among olivetrees and vineyards of the famous Chianti Wine, the villa is part of an ancient stone farmhouse, (13th century) carefully renovated.The Villa has a wonderful panoramic location, facing the incomparable Tuscany sunset.Th  …see more

from £261 / night

£957 - £1914 / week

Enquire View

from £261 / night

14

Province of Massa Carrara / Carrara

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Ask owner if suitable for children

 …see more

from £27 / night

£183 - £262 / week

Book View

from £27 / night

15

Comfortable double room in B&B just outside Lucca - Capannori b&b sleeps 3

Province of Lucca / Capannori

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 35 km
  • Swimming pool
  • Child friendly
This colorful and cozy double room is part of a friendly and elegant Bed & Breakfast located in the Countryside around Lucca. The room can host up to 3 people and is equipped with queen size bed, wardrobe, small table and chairs, TV, WIFI and of course en-suite bathroom  …see more

from £48 / night

£287 - £348 / week

Book View

from £48 / night

(13) Excellent 

20

Montalcino / Sant'Angelo in Colle

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 68 km
  • Suitable for children age 5+
  • Private garden

 …see more

from £66 / night

£392 - £757 / week

Book View

from £66 / night

(13) Excellent 

23

Casacorvo Maggiore: *Eroica Weekend Available* - Gaiole in Chianti apartment sleeps 8

Province of Siena / Gaiole in Chianti

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
A spacious well furnished three double bedroom, two bathroom apartment with an eight seating dining room and large lounge, just a few minutes stroll from the restaurants, cafes and wide range of services provided by Gaiole village. Outside, enjoy a game of boules in the  …see more

from £165 / night

£1000 - £1500 / week

Enquire View

from £165 / night

15

Montalcino / Val d'Orcia

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 80 km

 …see more

from £87 / night

£609 / week

Book View

from £87 / night

20

Piandaccoli - Raffaello - Malmantile apartment sleeps 8

Province of Florence / Malmantile

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
Large apartment for 8 people located in the farmhouse. The apartment comes with: 2 charming kitchens, 2 living rooms with LCD TV - one living room with a a sofa bed with a double bed- two large bathrooms, two double bedrooms, two single bedrooms with a queen bed. Out  …see more

from £160 / night

£1114 - £1851 / week

Book View

from £160 / night

15

Province of Florence / Lastra a Signa

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly

 …see more

from £35 / night

£209 / week

Book View

from £35 / night

(5) Excellent 

28

Portoferraio / Magazzini

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

 …see more

from £61 / night

£427 / week

Book View

from £61 / night

(5) Excellent 

13

Province of Grosseto / Vetulonia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Child friendly

 …see more

from £38 / night

£287 / week

Book View

from £38 / night

(4) Very Good 

20

Province of Lucca / Lucca

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 25 km
  • Child friendly
  • Car not necessary

 …see more

from £48 / night

£305 - £354 / week

Book View

from £48 / night

(1) Excellent 

13

Province of Pisa / Santa Luce

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly

 …see more

from £87 / night

£518 - £653 / week

Book View

from £87 / night

(8) Excellent 

44

Montieri / Boccheggiano

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Swimming pool

 …see more

Pricing unknown

Book View

Pricing unknown

(2) Very Good 

18

Province of Massa Carrara / Zeri

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

 …see more

from £44 / night

£305 - £366 / week

Book View

from £44 / night

(1) Excellent 

6

Reggello / Leccio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

Pricing unknown

Book View

Pricing unknown

(1) Excellent 

24

Province of Florence / Sambuca

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £114 / night

£744 - £1358 / week

Book View

from £114 / night

(3) Very Good 

15

Apartment in Tuscan cottage in Siena, lovely swimming poool and garden space - Siena house sleeps 3

Province of Siena / Siena

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
The apartment is part of a family cottage. Outside you can enjoy a large garden, a swimming pool, with the use of sun beds and sun umbrellas, outdoor table suitable for outdoor dining and barbecue. We offer additional services such as parking, washing machine, stove, re  …see more

from £66 / night

£435 / week

Book View

from £66 / night

(6) Excellent 

20

Orsucci romantic apart in Lucca historical center - Lucca apartment sleeps 2

Province of Lucca / Lucca

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Nearest beach 35 km
  • Car not necessary
  • Air conditioning
The apartment is located in the heart of Lucca's historic city center and has a view of the Giunigi tower which dates back to the Medieval period and is one of the most well-known towers in town.Having been completely remodeled in 2012, the apartment is equipped wi  …see more

from £107 / night

£653 - £774 / week

Book View

from £107 / night

12

Province of Florence / Barberino Val d'Elsa

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly

 …see more

from £218 / night

£1522 / week

Book View

from £218 / night

(28) Excellent 

22

Villa Galardini - Buonconvento farmhouse sleeps 8

Province of Siena / Buonconvento

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 99 km
  • Child friendly
  • Ask about pets
Villa Galardini is a spacious 3 bedroom, 2-1/2 bath apartment in a "casale" or restored farmhouse dating back to the 19th century in the heart of Tuscany. It overlooks fields, vineyards and forests of an unspoiled valley of the Ombrone river with farmhouses, a castle an  …see more

from £125 / night

£870 - £1279 / week

Book View

from £125 / night

(3) Excellent 

39

Elba Island / Chiessi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £70 / night

£605 - £1300 / week

Book View

from £70 / night

(2) Very Good 

17

Sea view Tuscan holiday apartment with balcony in Castiglioncello - Castiglioncello apartment sleeps 5

Rosignano Marittimo / Castiglioncello

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.03 km
  • Car not necessary
The holiday apartment in the recently restructured Condominio Frassinelli with direct access to the seaside is a luxury flat pleasantly furnished and can lodge up to 5 persons. It consists of a living room with bedsofa per two persons kitchenette,one bedroom h double  …see more

from £87 / night

£392 - £827 / week

Book View

from £87 / night

(7) Excellent 

11

Le Capanne: Capanne4 - Calomini guest house sleeps 2

Vergemoli / Calomini

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Farmhouse complex that was totally restored in 1998 and transformed into 4 beautiful apartments with swimming pool on a hilltop not far from Lucca. The stone farmhouse sits at 600 meters altitude and offers views over the surrounding countryside with chestnut forests, a  …see more

from £61 / night

£105 - £305 / week

Book View

from £61 / night

15

Province of Lucca / Castelnuovo di Garfagnana

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Private garden

 …see more

from £44 / night

£305 / week

Book View

from £44 / night

(1) Excellent 

53

COUNTRY FARM HOUSE FLORENTINE - Scandicci farmhouse sleeps 7

Province of Florence / Scandicci

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 70 km
  • Child friendly
  • Pet friendly
“Gelsomino” is part of a 16th century old farm complex, in the Tuscans hills just 10 miles outside of Florence. It has been completely restored with all modern conveniences but it has retained the wonderful rustic feeling and simple elegance of the old Tuscan farm  …see more

from £174 / night

£1218 - £1674 / week

Book View

from £174 / night

16

Province of Grosseto / Principina a Mare

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £114 / night

£609 / week

Book View

from £114 / night

(25) Excellent 

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
  • 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 £131 / night

£609 - £1261 / week

Book View

from £131 / night

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page