Walking holiday villas and apartments Tuscany

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Tuscany

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5,492 Holiday homes

Filters applied: Walking holidays

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

(2) Excellent 

24

Tuscany holiday villa rental

Province of Florence / San Casciano in Val di Pesa

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“A beautiful haven” Villa il Portico, a.k.a. Montepaldi a.k.a.Fume - whichever is the proper name - was a slice of paradise and a welcome haven during some unexpected vacation crises. I traveled to Tuscany with extended family, 10 people, and we were a  …see more

from £429 / night

£3000 - £4406 / week

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from £429 / night

(26) Excellent 

22

Holiday villa with swimming pool in Tuscany

Pieve Fosciana / Sillico

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
“A beautiful house in a perfect setting” The views from the house are absolutely breathtaking.Sillico is a lovely village with a Shop/Bar/Restaurant about 50 yards from the house. There are plenty of signposted walks in the vicinity. The house is excep  …see more

from £129 / night

£642 - £1240 / week

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from £129 / night

28

Province of Arezzo / Castiglion Fibocchi

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £26 / night

£180 / week

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from £26 / night

Featured properties

(3) Excellent 

27

Home rental in Molazzana

Molazzana / Sassi

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly
“Great place in the middle of nature.” We had a very pleasant stay in a property very well maintained, completed for all the family with or without children A special distinction is to be attributed to Monia and Gilberto for their kindness and their a  …see more

from £77 / night

£419 - £727 / week

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from £77 / night

(2) Excellent 

18

Massa / Marina di Massa

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

 …see more

from £49 / night

£342 - £684 / week

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from £49 / night

30

Holiday cottage with swimming pool, golf nearby in Tuscany

Province of Lucca / San Martino in Freddana

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 18 km
  • Swimming pool
  • Child friendly
(The house, the garden and the swimming pool is just for your private use). you will not have to share with other guests! Casa Mimi is an excellent choice for those who want to spend a romantic holiday in a tasteful and comfortable holiday home.The coast of the Versil  …see more

from £92 / night

£642 - £864 / week

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from £92 / night

22

Holiday apartment with shared pool in Tuscany

Province of Siena / Gaiole in Chianti

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 105 km
  • Swimming pool
  • Child friendly
Ideal location for couples and families, set within walking distance of Gaiole in Chianti with the typical Tuscan lifestyle at your doorstep. Perfect place to unwind and come back to after a cycle, a walk, or discovering the artistic and historic cities of Tuscany.<b  …see more

from £44 / night

£308 - £368 / week

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from £44 / night

17

Elba Island / Rio Nell'Elba

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £52 / night

£359 / week

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from £52 / night

(5) Excellent 

26

Holiday cottage with swimming pool in Tuscany

Province of Siena / Colle di Val d'Elsa

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly
Charming cottage with private pool and pet-friendly near Siena  …see more

from £65 / night

£428 - £1283 / week

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from £65 / night

(1) Excellent 

27

Holiday villa in Tuscany

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly
“A true TUSCAN experience. Better than words can describe.” It is quite a challenge to put into words a description of this place, the family and the amazing time we had at Vila Papale. The house and the entire property has so much history and characte  …see more

from £141 / night

£983 - £2180 / week

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from £141 / night

24

Holiday hotel apartment rental

Castagneto Carducci / Bolgheri

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Un luogo privilegiato, per una vacanza esclusiva!Lungo via Della Principessa a sud di San Vincenzo, Il Delfinetto offre la praticità della vicinanza con i negozi e la via pedonale, il piacere di un piccolo angolo di paradiso, protetto e silenzioso.<br />Un  …see more

from £272 / night

£1903 / week

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from £272 / 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
  • Pet friendly

 …see more

from £80 / night

£556 - £1966 / week

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from £80 / night

(6) Very Good 

17

Tuscany holiday apartment rental

Province of Florence / Impruneta

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Quaint, cozy hayloft (Fienile) in the midst of the peaceful rolling green hills of the world-famous Chianti Classico region. Our Fienile is an ideal place to spend a week or more of pure relaxation far from the noise and confusion of the big cities.  …see more

from £90 / night

£599 - £770 / week

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from £90 / night

34

Pisa / Marina di Pisa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £112 / night

£599 - £1496 / week

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from £112 / night

48

Holiday home in Barga

Province of Lucca / Barga

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Private garden
Delightful Rustic Villa in the heart of the Garfagnana Valley, overlooking the Apuan National park, close to Lucca, Pisa and Florence. La Rocca is a beautiful old detached Tuscan farmhouse, lovingly restored to provide a comfortable holiday home for up to 6 people.  …see more

from £120 / night

£850 - £1550 / week

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from £120 / night

(4) Excellent 

25

Holiday apartment rental

Province of Florence / Montaione

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
“Mountain Paradise in Montaione” This is a fabulous location away from the madding crowds yet central enough to have you in Siena or Florence in an hour and a bit, if driving. It is also within striking distance of some of the most beautiful old villag  …see more

from £69 / night

£368 - £616 / week

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from £69 / night

16

Tuscany holiday villa rental

Cortona / Bagnolo

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This charming independent villa is situated in panoramic position in the Cortonese Mountains above the Etruscan hill town of Cortona. It's ideal location make it easy visit the most renowned historical and art cities of Tuscany and Umbria.  …see more

from £149 / night

£1039 - £1406 / week

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from £149 / night

48

Fort letting in Tuscany with shared pool

Province of Siena / Montisi

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

from £106 / night

£733 - £814 / week

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from £106 / night

(10) Very Good 

23

Marciana / Procchio

1 2 Min stay varies

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

 …see more

from £51 / night

£351 - £718 / week

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from £51 / night

(3) Excellent 

30

Villa letting in Tuscany

Province of Lucca / San Romano in Garfagnana

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
“What a hidden gem !!” Was looking for a decent sized villa for 2 x couples, in rural Garfagagna region of Northern Tuscany. Typed in" Lucca region" in search engine, and many hundreds of properties came up. Many appeared suitable, but wanted a swim  …see more

from £193 / night

£1069 - £1817 / week

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from £193 / night

(1) Excellent 

100

Certaldo / Certaldo Alto

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets

 …see more

from £60 / night

£359 - £488 / week

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from £60 / night

(4) Very Good 

46

Massa / Marina di Massa

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

 …see more

from £86 / night

£479 - £1107 / week

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from £86 / night

80

Farmhouse rental in Castel San Gimignano with shared pool, golf nearby

San Gimignano / Castel San Gimignano

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
Silence, nice countryside, good food.Relax  …see more

from £184 / night

£1154 - £1881 / week

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from £184 / night

(1) Excellent 

32

Holiday villa in Tuscany

Province of Pisa / Buti

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
Detached villa with private pool 20 km from Pisa and Lucca. Very panoramic and quiet location. Amenities 2 kms from the property. 4 bedrooms, 9 sleeps.  …see more

from £154 / night

£941 - £2052 / week

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from £154 / night

(6) Excellent 

39

Province of Florence / Barberino Val d'Elsa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Child friendly
  • Car not necessary

 …see more

from £56 / night

£342 - £556 / week

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from £56 / night

14

Holiday villa with swimming pool in Tuscany

Province of Siena / Monteroni d'Arbia

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
This detached house with private garden and pool inside an agricultural business cultivated with olive trees, features also a park and views of Siena and is set in the beautiful Sienese countryside, just 3 km from Vescovado and 5 km from Monteroni away. It consists of t  …see more

from £318 / night

£2223 - £3206 / week

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from £318 / 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 £81 / night

£496 - £624 / week

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from £81 / night

(1) Excellent 

21

Holiday apartment in Tognazza

Province of Siena / Tognazza

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
“Great location to explore Tuscany from.” Lovely apartment with everything you need to be comfortable. Location was great for exploring Tuscany. Saverio (host) was also very helpful. Would recommend highly.  …see more

from £30 / night

£39 / week

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from £30 / night

(2) Excellent 

25

Mercatale di Cortona holiday home rental

Cortona / Mercatale di Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 22 km
  • Swimming pool
  • Child friendly
Charming stone farmhouse with original features. Perfect for family holidays. Private fenced pool, table tennis and Wifi Beautiful countryside views. Only 2 kilometres from a village with shops and restaurant. Sought after location on the Tuscany-Umbria border.  …see more

from £150 / night

£884 - £1550 / week

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from £150 / night

(4) Excellent 

36

Apartment rental in Tuscany

Florence / Duomo Fl

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Air conditioning
“Perfection” Everything about this apartment was exactly as advertised. The owners were extremely nice and helpful. Location was perfect. Convenient to everything. Can't wait to go back!!  …see more

from £86 / night

£428 - £522 / week

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from £86 / night

(2) Excellent 

15

Province of Grosseto / Montiano

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

 …see more

from £86 / night

£599 / week

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from £86 / night

21

Villa rental in Pienza

Province of Siena / Pienza

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 95 km
  • Child friendly
  • Private garden
Villa Arpicella really does offer the best of both worlds! Despite its prime location at just 10 minutes’ walking distance from Pienza, it enjoys the peace and quiet of a beautiful countryside setting with spectacular panoramic views. It is a large, traditionally  …see more

from £87 / night

£603 - £877 / week

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from £87 / night

(1) Excellent 

24

Florence / Oltrarno

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Air conditioning
  • Pet friendly

 …see more

from £93 / night

£647 / week

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from £93 / night

22

Villa rental in Tuscany with swimming pool

Camaiore / Pieve

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly
In the middle of the quiet hills of Versilia, this country villa with swimming pool will not forget you the flavors of Tuscany. Stones, beams, flooring and tipical fire places create a perfect Tuscany atmosphere.<br /> the property is rented per week only.  …see more

from £146 / night

£1018 - £1496 / week

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from £146 / night

(1) Excellent 

28

Villa rental in Tuscany with swimming pool

Fosciandora / Ceserana

11 30 Min stay varies

  • 11 bedrooms
  • Sleeps 30
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
“large group (6 families) summer vacation” great and spacy place with many varying appartments some with great view. the new appartments (seprate house at the pool) are modern and great with large kitchen and nice bedrooms. The pool, the table tennis  …see more

from £445 / night

£2495 - £4195 / week

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from £445 / night

36

Province of Lucca / Arliano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Child friendly

 …see more

from £43 / night

£283 - £795 / week

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from £43 / night

(26) Excellent 

28

Holiday apartment in Montisi

Province of Siena / Montisi

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
The apartment is ideal if you want to experience life in a Medieval town in Tuscany; your host is a professional Siena tourist guide, an official cheese taster and wine expert and the apartment is elegantly decorated with antiques but has all of the modern comforts.  …see more

from £120 / night

£770 / week

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from £120 / night

(13) Excellent 

23

Holiday apartment with shared pool in Tuscany

Province of Siena / Gaiole in Chianti

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Perfect and plaisant location to explore Tuscany” We were 4 people staying in this very nice apartment : comfortable, clean, modern, well equipped. We loved the location. I never heard of Gaiole before, but it was a nice discovery. Quiet village, but  …see more

from £175 / night

£1100 - £1600 / week

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from £175 / night

23

Pescaglia / Celle dei Puccini

5 18 Min stay varies

  • 5 bedrooms
  • Sleeps 18
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool

 …see more

from £193 / night

£1212 - £1482 / week

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from £193 / night

(1) Excellent 

8

Province of Grosseto / Santa Fiora

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly

 …see more

from £43 / night

£300 / week

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from £43 / night