Horse riding holiday villas and apartments Tuscany

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  • Maremma (7)
  • Province of Arezzo (987)
  • Province of Florence (1,199)
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  • Province of Massa Carrara (173)
  • Province of Pisa (607)
  • Province of Pistoia (203)
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6,031 Holiday homes

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

(2) Very Good 

1 / 21

Tuscany / Province of Florence / Empoli / Martignana

2 bedroomsSleeps 71 night min stay

  • 2 bedrooms
  • Sleeps 7
  • 1 night min stay
Key info: Great for children of all ages ; Pets welcome; Private garden;
 …see more

from £51 / night

£244 - £1009 / week

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from £51 / night

1 / 20

chianti castle near Siena B3 - Castelnuovo Berardenga apartment sleeps 3

Tuscany / Province of Siena / Castelnuovo Berardenga

1 bedroomSleeps 33 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
These holiday apartments in Tuscany are part of an estate situated in the Chianti Classico area, just 13 km from Siena, surrounded by vineyards and olive groves, in a peaceful place far from the traffic and bustle. The origins of the Castle date back to 1070, but follow  …see more

from £72 / night

£374 - £580 / week

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from £72 / night

1 / 24

Villa Montanina - Relax in Tuscany - Castel Focognano villa sleeps 15

Tuscany / Province of Arezzo / Castel Focognano

7 bedroomsSleeps 15Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
Key info: Great for children of all ages ; Car advised; Air conditioning;
Villa Montanina is situated in the beautiful valley of the Casentino. The Villa have been renovated with materiaI typical of Tuscany.The pool is open from June to 1 October.The Tuscany Holiday Villa lies on the edge of a historic hamlet, Borgo Montanina, still today is  …see more

from £253 / night

£1513 - £3068 / week

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from £253 / night

Featured properties

(1) Excellent 

1 / 10

Tuscany / Province of Pisa / Pisa / Marina di Pisa

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
 …see more

from £38 / night

£0 / week

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from £38 / night

1 / 18

Villa Rossa - Greve in Chianti - Greve in Chianti villa sleeps 6

Tuscany / Province of Florence / Greve in Chianti

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
Villa Rossa is a beautiful indipendent Villa, suitable for 6 person, located in Greve in Chianti within walking distance from all facilities (restaurants, shopping, grocery, banks, church, bus stop etc.). It has an ideal position, between vineyards and olive groves, a  …see more

from £148 / night

£908 - £1841 / week

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from £148 / night

1 / 12

Tuscany / Province of Grosseto / Porto Santo Stefano

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
 …see more

from £80 / night

£505 - £1211 / week

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from £80 / night

(6) Excellent 

1 / 24

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

Tuscany / Province of Florence / Tavarnelle Val di Pesa / San Donato in Poggio

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
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 £72 / night

£358 - £572 / week

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from £72 / night

1 / 16

wonderful semi-detached house near Lucca

Tuscany / Province of Lucca / Lammari

3 bedroomsSleeps 57 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Great for children of all ages ; Car advised; Pets welcome;
This lovely holiday home, a former farmhouse, lies surrounded by lovely green countryside, at just 5 km from Lucca. The accommodation has recently been restored offering the advantages of a country house combined with modern comforts. It is a perfect retreat for a relax  …see more

from £37 / night

£253 - £463 / week

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from £37 / night

1 / 22

Holiday Apartments near Pienza - Torrita di Siena farmhouse sleeps 3

Tuscany / Province of Siena / Torrita di Siena

1 bedroomSleeps 37 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
This lovely country house with pool in Tuscany is located at 1.5km from the beautiful medieval village of Torrita di Siena, in the heart of Val di Chiana, only 15 km from Pienza and Montepulciano, and 48 km from Siena. Situated on a knoll, the 18th-century farmhouse is  …see more

from £32 / night

£219 - £496 / week

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from £32 / night

(2) Very Good 

1 / 15

2 bedroom Tuscan house with stunning valley views and easy beach access

Tuscany / Province of Grosseto / Magliano in Toscana

2 bedroomsSleeps 31 night min stay

  • 2 bedrooms
  • Sleeps 3
  • 1 night min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Some pets are welcome - please contact the owner;
The apartment is in Magliano in Toscana village on the hills around Grosseto city (about 30 km far). It is a very very quiet and fresh place, surrounded by the nature and with a beautiful view on the valley.It's just 15 min faraway from the beach.This house-apartme  …see more

from £55 / night

£383 / week

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from £55 / night

(1) Excellent 

1 / 10

Tuscany / Province of Grosseto / Manciano / Saturnia

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Nearest beach 49 km; Great for children of all ages ; Car advised;
 …see more

from £72 / night

£421 / week

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from £72 / night

1 / 18

villa stefania abete - Cinquale apartment sleeps 4

Tuscany / Province of Massa Carrara / Cinquale

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 1 km; Great for children of all ages ; Car essential;
3-roomed apartment, 90 sqm, on the upper ground floor, comfortably furnished. Consists of living/dining room with Sat-TV; small kitchen with dining table; 1 large double bedroom, 1 bedroom with twin beds; 1 bathroom with bathtub/shower. View over the garden. These love  …see more

from £47 / night

£328 - £711 / week

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from £47 / night

(3) Excellent 

1 / 16

Gaia House - Manciano villa sleeps 4

Tuscany / Province of Grosseto / Manciano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Not suitable for children; Car essential;
Tuscan villa on the hills of Manciano, near the coast, in a quiet countryside, ideal for relaxing and romantic breaks.The place enjoys a beatiful view over a valley. The villa is located in a 2.5 acres property including a Mediterranean garden, an olive grove, al fresco  …see more

from £68 / night

£463 - £908 / week

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from £68 / night

(2) Poor 

1 / 21

Tuscany / Province of Grosseto / Principina a Mare

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
 …see more

from £101 / night

£515 - £1429 / week

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from £101 / night

1 / 23

Stylish house by Tuscan Beach - Marina di Massa house sleeps 4

Tuscany / Province of Massa Carrara / Massa / Marina di Massa

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Some pets are welcome - please contact the owner;
This modern house is stylish with a large garden, mountain views and close to the beach and situated between sea and mountains. Marina di Massa is an upmarket seaside town with pristine beaches 20 km long and yachting resorts along the coast. Versilia is the Tuscan ente  …see more

from £90 / night

£500 - £1030 / week

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from £90 / night

1 / 42

La Bozza , country apartment with private garden

Tuscany / Province of Arezzo / Cortona / Montalla

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 200 km; Swimming pool; Great for children of all ages ;
Started officially as a busines in 1994 but with previous experience of property rental in the precedent 10 years, Agriturismo Fontelunga is now a reference poit for those searching for a true Tuscan experience.W own same of the nicest accommodation in the traditional  …see more

from £135 / night

£718 - £1196 / week

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from £135 / night

1 / 20

Tuscany / Province of Livorno / Rosignano Marittimo / Castiglioncello

3 bedroomsSleeps 9Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £148 / night

£1026 - £2606 / week

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from £148 / night

(1) Very Good 

1 / 11

Tuscany / Province of Pisa / Volterra / Villamagna

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; Pets welcome;
 …see more

from £80 / night

£559 - £1030 / week

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from £80 / night

1 / 32

Tuscany / Province of Livorno / Livorno

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
 …see more

from £93 / night

£589 - £849 / week

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from £93 / night

(2) Excellent 

1 / 18

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 27 nights min stay

  • 2 bedrooms
  • Sleeps 2
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Pets welcome;
 …see more

from £76 / night

£530 - £807 / week

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from £76 / night

(2) Very Good 

1 / 20

Three bedroom villa with amazing views, lovely pool and deck, within easy reach of main tourist attractions in Tuscany

Tuscany / Province of Lucca / Lucca

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 13 km; Swimming pool; Great for children of all ages ;
A tastefully furnished, comfortable home within walking distance (800 Mts) of the small hamlet of Pedona where you can wander along to savor the culinary charm of this wonderful region.To the front of the house, almost part of the lounge proper, there is a very attracti  …see more

from £110 / night

£769 - £1702 / week

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from £110 / night

(1) Very Good 

1 / 19

case cioni rustico - San Marcello Pistoiese apartment sleeps 2

Tuscany / Province of Pistoia / San Marcello Pistoiese

1 bedroomSleeps 27 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Car advised;
Located in a tiny, old hamlet at 740 m above sea level, and 15 km from Pistoia, these holiday apartments for rent in Tuscany are in a quiet area, far from the madding crowd, with a spectacular panoramic view. Perfect for a relaxing holiday surrounded by nature, the prop  …see more

from £26 / night

£177 - £337 / week

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from £26 / night

(15) Excellent 

1 / 24

Villa Colombai: elegant with luxury pool & park

Tuscany / Province of Pisa / Orentano

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Villa Colombai is a great location for a family or group of friends who want to visit the main attractions of Tuscany, thanks to its strategical position only 5 km away from the highway connecting Florence, Pisa, Lucca and other important cities. It is the perfect locat  …see more

from £359 / night

£2513 - £4194 / week

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from £359 / night

(1) Excellent 

1 / 60

Colonic house among Siena Firenze and Arezzo

Tuscany / Province of Arezzo / Ambra

2 bedroomsSleeps 73 nights min stay

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
The rental started in 2015 after a rebuilding worker. The house is at the first and last floor and composed by 1 kitchen, living room with two sofa beds, 2 bedrooms (a king size bedroom and a triple bedroom with extra bed) a bathroom with shower and a wide panoramic  …see more

from £72 / night

£471 - £677 / week

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from £72 / night

1 / 24

Tuscany / Province of Arezzo / Cortona / Farinaio

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 …see more

from £145 / night

£1009 - £1177 / week

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from £145 / night

1 / 25

Appartamento Glicine - Castelnuovo Berardenga apartment sleeps 7

Tuscany / Province of Siena / Castelnuovo Berardenga

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; 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 £53 / night

£371 - £748 / week

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from £53 / night

1 / 24

Tuscany panoramic seaside villa up to 8 guests

Tuscany / Province of Grosseto / Castiglione Della Pescaia / Punta Ala

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
Wonderful and panoramic villa in front of Punta Ala sea, close to Castiglione della Pescaia town, with luxurious living room (70 mq), four bedrooms, three bathrooms, wide fitted outdoor rooms, garden, outdoor hot/cold shower, parking, washing machine, dishwasher, dry  …see more

from £145 / night

£1009 - £2522 / week

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from £145 / night

(35) Excellent 

1 / 24

Quintessential Tuscan farmhouse in Gavorrano region, private garden, private pool, jacuzzi

Tuscany / Province of Grosseto / Gavorrano

3 bedroomsSleeps 331 night min stay

  • 3 bedrooms
  • Sleeps 33
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 6 km; Swimming pool;
"Casa Conti di Sotto", is a small ,private,rural house with 7 independents houses, renovated in 2015 between the green Mediterranean maquis and marvellous undulating landscape at only 10 minutes from the best beaches and reef of Tuscany, just in front of Elba Island.  …see more

from £51 / night

£353 - £642 / week

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from £51 / night

(1) Excellent 

1 / 27

Tuscany / Province of Livorno / Elba Island / Patresi

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
 …see more

from £55 / night

£379 - £1068 / week

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from £55 / night

(50) Excellent 

1 / 51

Casa Leana - Farmhouse - HEATED Pool & Games Room

Tuscany / Province of Arezzo / Anghiari

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 66 km; Swimming pool; Great for children of all ages ;
Currently offering 15% discount for all available weeks in 2016. Casa Leana is over 350 years old and brimming with gorgeous original features, from chunky beamed, wood ceilings and exposed stone walls to the traditional tiled kitchen, but we have also lavished a whole  …see more

from £248 / night

£1730 - £2630 / week

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from £248 / night

(7) Excellent 

1 / 17

Rustic Tuscan seaside retreat for rent, boasts breathtaking views, easy beach access and large private garden

Tuscany / Province of Grosseto / Monte Argentario

3 bedroomsSleeps 4Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 2 km; Ask owner if suitable for children; Car essential;
Light and airy rustic sea side retreat boasting breathtaking views overlooking the island of Giannutri and lsola Rossa. The property is within 4 mins drive from the beach, has a large garden and spacious outside dining area. Ideal for families and those seeking relaxa  …see more

from £211 / night

£1261 - £1681 / week

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from £211 / night

1 / 15

La Cecinella Apartment 11 - Cecina Marina apartment sleeps 6

Tuscany / Province of Livorno / Elba Island / Cecina Marina

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
The Villaggio La Cecinella, of which Cecinella Apartment 11 is part, is a beautiful village located in Marina di Cecina, only few meters away from the sea. This structure offers apartments situated in the residence or in little private villas. The apartment is composed  …see more

from £53 / night

£365 - £1211 / week

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from £53 / night

(1) Excellent 

1 / 14

Tuscany / Province of Massa Carrara / Massa / Marina di Massa

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.4 km; Great for children of all ages ;
 …see more

from £76 / night

£379 - £631 / week

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from £76 / night

(7) Very Good 

1 / 20

Podere San Regolo - Montaione villa sleeps 8

Tuscany / Province of Florence / Montaione

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
"Podere San Regolo" is a lovely independent villa situated down a quiet country road. It is surrounded by lovely gardens with private pool and views over the olive groves and Tuscan countryside. We restored the house to provide characterful and comfortable family accom  …see more

from £240 / night

£1681 - £2437 / week

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from £240 / night

1 / 38

Villa Edera - Gambassi Terme villa sleeps 18

Tuscany / Province of Florence / Gambassi Terme

9 bedroomsSleeps 187 nights min stay

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min stay
Key info: Nearest beach 75 km; Swimming pool; Great for children of all ages ;
Relax on one of the large private terraces and at sunrise and sunset, when all is calm, you may glimpse the deer, rabbits and pheasants that populate the extensive grounds. Villa Edera is independent, finely restructured and comfortably furnished: everything is at the d  …see more

from £379 / night

£2648 - £4034 / week

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from £379 / night

1 / 20

Villa Cafaggiola 3 bedroom villa with private pool

Tuscany / Province of Siena / San Gimignano

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 75 km; Swimming pool; Great for children of all ages ;
The Villa has been completely renovated from an old barn and materials have been used for its original restructuring terracotta floors and exposed beams on the ceilings. It 'a great place to spend a quiet holiday without sacrificing the various excursions just a short d  …see more

from £157 / night

£1093 - £1891 / week

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from £157 / night

(1) Excellent 

1 / 29

Tuscany / Province of Grosseto / Grosseto

8 bedroomsSleeps 16Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
 …see more

from £673 / night

£4202 - £11765 / week

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from £673 / night

(1) Excellent 

1 / 8

2 bedroom house with charming balcony on Elba Island, Tuscany

Tuscany / Province of Livorno / Elba Island / Porto Azzurro

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
Affitto nuovo e bellissimo appartamento nella meravigliosa Porto Azzurro, una delle perle dell'isola d'Elba. L'appartamento dispone di 2 camere, un grande soggiorno con cucina a vista ed un bagno. Fino a 5 posti letto comodi. Fuori un ampio terrazzo con v  …see more

from £61 / night

£421 - £799 / week

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from £61 / night

(1) Excellent 

1 / 14

New Casa Titta apt 3 bedrooms , amazing view

Tuscany / Province of Siena / San Gimignano / Castel San Gimignano

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 55 km; Great for children of all ages ; Car advised;
C asa Titta is our third apartment ,completely new ,really comfortable, placed on the first floor with three bedrooms for 5 people and a large open space living . A new kitchen equipped with dishwasher , fridge/freezer, microwave and electrical hoven. The bathroom has  …see more

from £85 / night

£463 - £715 / week

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from £85 / night

1 / 24

Tuscany / Province of Pisa / Fauglia

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 25 km; Swimming pool; Great for children of all ages ;
 …see more

from £47 / night

£324 - £648 / week

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from £47 / night

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