Walking holiday villas and apartments Tuscany

Close

View larger map

Price per night

to

Bedrooms

Bathrooms

Location

  • Italy
  • Tuscany
  • All locations
  • Maremma (3)
  • Province of Arezzo (883)
  • Province of Florence (1,205)
  • Province of Grosseto (447)
  • Province of Livorno (298)
  • Province of Lucca (931)
  • Province of Massa Carrara (190)
  • Province of Pisa (579)
  • Province of Pistoia (215)
  • Province of Prato (15)
  • Province of Siena (1,119)

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
7,277 properties
Province of Siena
4,222 properties
Province of Lucca
3,108 properties
Province of Arezzo
2,981 properties
Province of Pisa
1,913 properties
Province of Livorno
1,565 properties
Province of Grosseto
1,552 properties
Province of Pistoia
642 properties
Province of Massa Carrara
460 properties
Province of Prato
79 properties
Villas Maremma
10 properties
Tuscany holidays
23,901 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

5,886 Holiday homes

Filters applied: Walking holidays (5,886)

25

Casale Rupecanina - Vicchio farmhouse sleeps 12

Province of Florence / Vicchio

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Casale Rupecanina is a wonderful structure located in Vicchio, in the hills of the Mugello region. The villa, rising on a hillock, is surrounded by a magnificent and wide garden with a beautiful swimming pool and enjoys a wonderful view on the valley.The farmhouse, desp  …see more

from £175 / night

£1225 - £2838 / week

Book View

from £175 / night

(2) Very Good 

32

Charming apartment with pool outside Lucca - Mutigliano apartment sleeps 6

Lucca / Mutigliano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 31 km
  • Swimming pool
  • Child friendly
Charming apartment in the hills 5 km north of Lucca. The apartment is the upper one of five apartments in an antic restored farmhouse. With a big shared pool (15,5m * 7m) and stunning views over Lucca. Lies in a peaceful area on the countryside, 1 km off Strada Del Vin  …see more

from £106 / night

£595 - £737 / week

Book View

from £106 / night

28

Villa Petrolo, Petrolo winery - San Leolino villa sleeps 33

Bucine / San Leolino

16 33 Min stay varies

  • 16 bedrooms
  • Sleeps 33
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa Petrolo is the 18th century manor house of the Petrolo winery, built by Massimiliano Soldani, architect sculptor and medalist for the Medici Family, as his own residence. It's now available for holidays, weddings and events.The property can host from 17 to 3  …see more

from £970 / night

£6363 - £10673 / week

Book View

from £970 / night

(2) Very Good 

31

Villa Maria Vittoria Cottage Rosmarino - Gragnano Capannori cottage sleeps 6

Lucca / Gragnano Capannori

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
Rosmarino is a 2 floor Cottage on the side of the Villa, this is the oldest part of the Villa we found a mention of this building that exist on 980 before 1000. In the grownd flore there are the entrance, the living, the dining room and the kitchen. In the first floor  …see more

from £112 / night

£779 / week

Book View

from £112 / night

12

Province of Siena / Gaiole in Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about pets

 …see more

from £60 / night

£518 - £733 / week

Book View

from £60 / night

(5) Excellent 

46

Villa Sangimignano - Montauto farmhouse sleeps 5

San Gimignano / Montauto

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
The 200 sqm villa is a typical stone barn in an early '900 style, characterized by the tranquility of the Tuscan countryside of San Gimignano in which it is immersed.It can be accessed via a large private and completely fenced garden of 2,000 sqm.The house is the r  …see more

from £200 / night

£1466 - £1983 / week

Book View

from £200 / night

(1) Good 

22

Province of Florence / Borgo San Lorenzo

2 5 1 night min

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

 …see more

from £39 / night

£272 / week

Book View

from £39 / night

25

Appartamento Glicine - Castelnuovo Berardenga apartment sleeps 7

Province of Siena / Castelnuovo Berardenga

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Le Rocche di Valiano is an ancient village situated in the heart of Chianti area near Siena. The structure, completely surrounded by olives groves, enjoys a spectacular view of the typical Tuscany landscape made by sweet hills and of the vast vineyards. The apartment  …see more

from £55 / night

£381 - £767 / week

Book View

from £55 / night

30

Country house close to Florence, shared pool, sleeps 5 - Strada in Chianti farmhouse sleeps 5

Greve in Chianti / Strada in Chianti

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Located at an altitude of about 300 meters above sea level, the farm 'La Presura' extends for 35 hectares between Florence and Greve in Chianti. It 's the first farm to open the gates on the charming hills of the Chianti Classico area. We offer apartments for rent with  …see more

from £75 / night

£500 - £863 / week

Book View

from £75 / night

(1) Excellent 

16

CASA BAIOCCO - Chiusi villa sleeps 6

Province of Siena / Chiusi

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Casa Baiocco sleeps up to 7 people and if you wish we cater for you as well. Or perhaps you'd just want to be left alone, than we'll guarantee absolute privacy. Excursions, personal trainers, chefs - all can be organized, just let us know what your needs are.A  …see more

from £62 / night

£432 - £1337 / week

Book View

from £62 / night

(1) Very Good 

4

Province of Prato / Poggio a Caiano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 50 km
  • Private garden

 …see more

Pricing unknown

Book View

Pricing unknown

7

Province of Siena / Siena

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 60 km
  • Child friendly
  • Ask about pets

 …see more

from £69 / night

£475 - £716 / week

Book View

from £69 / night

(7) Excellent 

25

Villa Della Rocca-Lucca Area, YOURs 400sqm Villa - Coreglia Antelminelli villa sleeps 10

Province of Lucca / Coreglia Antelminelli

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 55 km
  • Child friendly
  • Ask about pets
Have your own home for a a week or more in Italy. The house will not be crowded even when fully occupied. It is ideal for a family vacation, holiday with friends or retreats for special occasions. This villa is in the historic center of one of the most picturesque med  …see more

from £130 / night

£776 - £1294 / week

Book View

from £130 / night

20

Province of Pistoia / Pistoia

10 12 2 nights min

  • 10 bedrooms
  • Sleeps 12
  • 2 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

 …see more

from £69 / night

£483 / week

Book View

from £69 / night

(19) Excellent 

23

Fabulous 4 bed apartment near Volterra, Tuscany - Volterra apartment sleeps 8

Province of Pisa / Volterra

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly
DISCOUNTED PRICES FOR 2107! CONTACT US FOR A QUOTATION. Sleeps 8. Very spacious and beautifully furnished, on two floors joined by a spiral staircase. A relaxing getaway away from the tourist hordes, but also within easy reach of the treasures of Florence, Siena and  …see more

from £151 / night

£712 - £1098 / week

Book View

from £151 / night

(1) Very Good 

17

Province of Grosseto / Arcidosso

4 4 3 nights min

  • 4 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £104 / night

£690 / week

Book View

from £104 / night

(6) Excellent 

27

Bright and Spacious Apartment in the heart of town - San Gimignano apartment sleeps 5

Province of Siena / San Gimignano

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Ask about pets
Holiday in San Gimignano ... a journey into the heart of Tuscany.Dear Guests, we are the sisters Stefania and Margherita and we are the owners of Appartamento Margherita. We decided to rent the apartment where we were born about 15 years ago, when we understood that it  …see more

from £87 / night

£518 / week

Book View

from £87 / night

(7) Excellent 

25

Province of Siena / Siena

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 km
  • Child friendly

 …see more

from £82 / night

£500 - £509 / week

Book View

from £82 / night

(1) Excellent 

18

Orbetello / Giannella

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from £69 / night

£345 / week

Book View

from £69 / night

(1) Excellent 

11

CASE METATO - PI2012_38 - Camaiore apartment sleeps 3

Province of Lucca / Camaiore

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 12 km
  • Child friendly
  • Pet friendly
Pale ceiling beams, wooden and earthy terracotta floors, freshly whitewashed walls and a bright interior are features of the house's rural Tuscan style. The cosy living areas of all three apartments are decorated in classic colour schemes with antique fireplaces an  …see more

from £104 / night

£725 - £966 / week

Enquire View

from £104 / night

(3) Excellent 

23

Monte Argentario / Cala Piccola

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from £81 / night

£561 - £1983 / week

Book View

from £81 / night

(10) Excellent 

21

Province of Florence / Figline e Incisa Valdarno

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £69 / night

£422 / week

Book View

from £69 / night

(1) Excellent 

24

Restored Barn - country home - Siena barn sleeps 3

Province of Siena / Siena

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Splendid 18th century mansion with typical Sienese architecture. It is situated next to the historical village of Basciano. The house position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena.  …see more

from £95 / night

£569 - £725 / week

Book View

from £95 / night

(4) Excellent 

21

Comfort and style in the Siena counrtyside, - Val d'Orcia apartment sleeps 9

Montalcino / Val d'Orcia

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
One of three unique and charming apartments in a XVI century villa situated in the wonderful Siena countryside a few kms from Montalcino, in the natural park of the Val d'Orcia, a precious architectural and natural context.Here you will feel embraced by the fascina  …see more

from £235 / night

£1638 - £1988 / week

Book View

from £235 / night

9

Girasole Cottage - Polvereto cottage sleeps 2

Montespertoli / Polvereto

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children age 5+
GIRASOLE Property 55sqm - Sleeps 2 The apartment is on a ground floor . Externally there is a large porch with a table and chairs and a sofa . The kitchen has an open floor plan with the living room with a sofa with TV . The kitchen is complete with oven , dishwasher, f  …see more

from £69 / night

£475 - £561 / week

Book View

from £69 / night

26

Podere Capanne Rigomagno - Rigomagno house sleeps 6

Sinalunga / Rigomagno

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Part of an old farmhouse set on a hill overlooking the charming medieval village of Rigomagno and a large part of the Chiana Valley. In this area the hills are mostly covered with the silver-green foliage of olive trees, interspersed now and then with a small vineyard o  …see more

from £81 / night

£561 - £1285 / week

Book View

from £81 / night

28

Termini - Laurel - Camporgiano apartment sleeps 6

Province of Lucca / Camporgiano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Spacious traditional style stone house converted into 4 apartments - two sleeping 4+2, one sleeping 4, and one sleeping 2 +2 (some interconnecting if required) with own pool. Less than 10 minute walk to river for alternative swimming!Laurel - 2 bedroom apartment sleep  …see more

from £80 / night

£400 - £750 / week

Enquire View

from £80 / night

(4) Excellent 

24

Pretty Tuscan cottage surrounded by stunning hills with private pool and terrace, sleeps up to 5 - Casole d'Elsa cottage sleeps 5

Province of Siena / Casole d'Elsa

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly
Stone cottage situated in the green, panoramic hills at 1.5 km from the hilltop town of Casole d'Elsa. Accommodation is offered on the elevated ground floor composed by a cosy leaving room with a double sofa bed and access onto a large panoramic terrace (50 m2), 1  …see more

from £81 / night

£561 - £1207 / week

Enquire View

from £81 / night

25

Province of Pisa / Orentano

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly

 …see more

from £259 / night

£1552 / week

Book View

from £259 / night

(4) Excellent 

24

Farmhouse San Silvestro - Leonardo apt. - San Silvestro apartment sleeps 5

Barberino Val d'Elsa / San Silvestro

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
The apartment Leonardo is the perfect place for your farm holidays in Tuscany, the farmhouse San Silvestro is located in the heart of Chianti area, between Florence and Siena. The Chianti hills are a strategic location to visit the famous historic cities and most beauti  …see more

from £87 / night

£518 - £906 / week

Book View

from £87 / night

7

Charming rooms with amazing view and breakfast. - San Gimignano b&b sleeps 2

Province of Siena / San Gimignano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Conveniently placed between world famous hilltop towns of San Gimignano Florence and Siena. We offer 360° views from the top of a hill surrounded by vines and olive trees. Abundant buffet breakfast and home cooked evening meals are avaialble for our guests, relax by t  …see more

from £82 / night

£544 - £725 / week

Book View

from £82 / night

(3) Excellent 

31

Province of Arezzo / Badia Agnano

9 22 Min stay varies

  • 9 bedrooms
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £216 / night

£1509 - £3440 / week

Book View

from £216 / night

17

Villa Marella - Forte Dei Marmi villa sleeps 10

Province of Lucca / Forte Dei Marmi

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
The fully fenced-in villa finds itself in a tranquil private road surrounded by a lush Mediterranean garden. Its closeness to the golden beaches of Forte dei Marmi makes it the perfect place to enjoy seaside holidays in Tuscany. Much to guest's delight, there is a  …see more

from £444 / night

£3104 / week

Enquire View

from £444 / night

25

Cottage with view among olivetrees in Tuscany - Siena cottage sleeps 8

Province of Siena / Siena

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Independent 2 family cottage located in the outskirts of Siena in an olive tree grove at 1km from: newsstand, coffee shop, food market, hair dresser, pastry shop, butcher, pizza restaurant, discount market, gas station, free parking lot, bus stops to down town, train s  …see more

from £130 / night

£863 - £1595 / week

Book View

from £130 / night

24

Emanuele - Padronale Due - Castiglione di Garfagnana studio sleeps 3

Province of Lucca / Castiglione di Garfagnana

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Beautifully located studio style property, set in gorgeous grounds, with stunning views and a brand new shared pool. WIFI    Beautifully located and newly refurbished studio style property, one of two apartments situated in a traditional stone cottage.This spacious  …see more

from £48 / night

£268 - £419 / week

Enquire View

from £48 / night

(9) Very Good 

18

Elba Island / Fetovaia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £52 / night

£216 / week

Book View

from £52 / night

(9) Very Good 

22

Province of Lucca / Boveglio

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 60 km
  • Child friendly
  • Car not necessary

 …see more

from £100 / night

£406 - £707 / week

Book View

from £100 / night

10

Casa Santa Maria - Lucca Historical Center apartment sleeps 4

Lucca / Lucca Historical Center

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 18 km
  • Child friendly
  • Car not necessary
Wonderful central apartment with views of the Walls of Lucca can comfortably accommodate 4 people.The apartment is located in one of the most famous squares of Lucca and despite being in the center enjoys tranquility; recently renovated can accommodate up to 4 people, h  …see more

from £61 / night

£363 / week

Book View

from £61 / night

17

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 83 km
  • Swimming pool
  • Child friendly

 …see more

from £82 / night

£423 - £983 / week

Book View

from £82 / night

(4) Excellent 

26

Province of Arezzo / Loro Ciuffenna

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Private garden

 …see more

from £44 / night

£276 - £298 / week

Book View

from £44 / 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