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38 Holiday homes in Siena Province

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38 Results  |  
21 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

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from £91 /night

£631 - £1472 / week

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Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Charming holiday apartment in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area.  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

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from £137 /night

£955 - £1831 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The Piaggione of Serravalle is like a gateway entrance that protects an uncontaminated hill that seems lost in time and where nature apparently undisturbed articulates its own natural rhythms. Located on one of the highest summits of Chianti, in between Siena and Floren  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £53 /night

£368 - £859 / week

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Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Self catering holiday apartments in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area. In our restaurant is possible to take: Breakfast Dinner Wine tasting  …see more

Featured properties

19 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £76 /night

£526 - £1227 / week

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Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Self catering holiday suite apartment in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes from Siena, San Gimignano and Florence. Fantastic view from terrace. Shared pool  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 8

1 night min stay

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from £53 /night

£368 - £1963 / week

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Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Self catering holiday apartments in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area. In our restaurant is possible to enjoy: Breakfast Dinner Wine tasting  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

Min stay varies

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from £114 /night

£798 - £1043 / week

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Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Self catering holiday apartments in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area. In our restaurant is possible to take: Breakfast Dinner Wine tasting  …see more

19 Photos

House | 15 Bedrooms | sleeps 30

Min stay varies

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Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
Poggiarello is a special place to spend a charming holiday in close contact with nature, where is possible to reach in few minutes Siena, San Gimignano, Firenze, Pisa, Lucca, Monteriggioni,Montalcino.  …see more

11 Photos

Villa | 3 Bedrooms | sleeps 8

Excellent 5/5 

Min stay varies

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Key info:

  • Nearest beach 62 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
L fienile di Colletalli is an ancient barn restored and converted into the most beautiful and unique spa resort. Is just five minutes by car from middle-age village Radicondoli. A large living room, a private and exclusive beautiful farm, a terrace, a garden, and a pool  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

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from £149 /night

£1043 - £1831 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
The Piaggione of Serravalle is like a gateway entrance that protects an uncontaminated hill that seems lost in time and where nature apparently undisturbed articulates its own natural rhythms. Located on one of the highest summits of Chianti, in between Siena and Floren  …see more

20 Photos

Barn | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £99 /night

£693 - £1131 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This is the most informal apartment of Piaggione of Serravalle, smaller than the other two, for this reason it's undoubtedly the coziest and most intimate. It's located in an independent structure from the main farmhouse, to which it's linked externally to La Loggia. The Piaggione of Serravalle is a lively farm that is in constant action and that brings forth its daily acti  …see more

21 Photos

Villa | 8 Bedrooms | sleeps 12

Short stays welcome

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from £401 /night

£2804 - £5073 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The Piaggione of Serravalle is like a gateway entrance that protects an uncontaminated hill that seems lost in time and where nature apparently undisturbed articulates its own natural rhythms. Located on one of the highest summits of Chianti, in between Siena and Floren  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £213 /night

£1488 - £2976 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Holiday villa with private pool and sauna within walking distance from Cetona – sleeps 9 From 1800€ to 3600€ a week  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

Excellent 5/5 

7 Nights min stay

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from £555 /night

£3885 - £6529 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
This spacious, stylishly furnished villa is set in extensive grounds, which offer a choice of venues for outdoor relaxation and dining. It is tucked away in a very secluded spot, amid gently rolling wooded hills.  …see more

24 Photos

Villa | 14 Bedrooms | sleeps 27

7 Nights min stay

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from £2630 /night

£18410 - £24546 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
This exclusive luxury villa nestled in the hills of the Tuscan countryside in the south of the province of Siena offers top-quality accommodation completed by first-class services and panoramic views in a natural biogenetic reserve in the Val di Merse.  …see more

21 Photos

Apartment | 3 Bedrooms | sleeps 6

1 night min stay

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from £107 /night

£745 - £1315 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
Experience life as a local in this magnificent property in the main square of Cetona. Located in an historic "palazzo" from the 1700s, but updated to offer every convenience, this three bedroom, two bathroom flat puts you right in the heart of daily life. Frescoed walls and ceilings, beautiful furnishings set this property apart.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £51 /night

£351 - £614 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
A romantic, panoramic location in the heart of Montepulciano, for a delightful holiday in an ancient home in the historical centre in one of the most beautiful towns of Tuscany! Charming House in Montepulciano!  …see more

14 Photos

Apartment | 10 Bedrooms | sleeps 20

Excellent 5/5 

3 Nights min stay

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from £132 /night

£920 - £9199 / week

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Key info:

  • Nearest beach 68 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Wonderfull apartments for unforgettable holiday in Montalcino, Tuscany, Italy. Wine tasting in the neighbouring wineries and bicycle or hiking tours in the World Heritage Site Val d'Orcia - you have the choice!  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

3 Nights min stay

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from £751 /night

£5257 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Casanuova is about 2km from Castelnuovo dell'Abate, famous for the romanesque abbey of Sant'Antimo and 11km from the hill town of Montalcino, home of the much sought, intense red wine Brunello di Montalcino.  …see more

21 Photos

Villa | 15 Bedrooms | sleeps 37

3 Nights min stay

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from £1417 /night

£9918 - £11571 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Luxury Villa seventeenth century, Private Chapel , private pool 10x20, sauna,Kitchen pool area Ideal location for weddings and parties Luxury villa, Ideal location for weddings and parties  …see more

24 Photos

Villa | 13 Bedrooms | sleeps 25

5 Nights min stay

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from £3100 /night

£21695 - £34711 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
This luxury villa in Tuscany is big enough to comfortably sleep up toandnbsp;25 persons.andnbsp;It is aandnbsp;two floor villaandnbsp;that is particularly majestic during the summers as it offers splendid views of the surrounding countryside of Colle val  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £638 /night

£4465 - £8118 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Fortunaandnbsp;comprisesandnbsp;5 spacious double bedrooms,andnbsp;each one having its own individual character, stunning views and all being en suite. In addition all theandnbsp;bedroomsandnbsp;have original beamed ceilings, under floor heating and air  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £264 /night

£1842 - £3694 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Orcia is a typical Tuscan Farmhouse that was fully restored by the present owners in 2008 maintaining the traditional Tuscan look. The villa is located in the Orcia Valley, known for its gentle hills and Medieval towers. Than Villa has 2 units, 100 sqmt each  …see more

16 Photos

Villa | 10 Bedrooms | sleeps 20

Min stay varies

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Villa Il Casale is an outstanding country villa located in the Chianti just minutes from Siena and nearby Montalcino.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £604 /night

£4223 - £5950 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury holiday house for 8 persons in Chianti  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

3 Nights min stay

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from £538 /night

£3761 - £5910 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Chiaraandnbsp;is a lovely Tuscan rental located in Montepulciano, Siena. The villa has been completely furnished andnbsp;and restored with both modern and antique pieces. This holiday villa is set on a beautiful landscape surrounded by fruit trees and olive  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

1 night min stay

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from £355 /night

£2480 - £3720 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Eracle is a bright and elegant three-story villa surrounded by vineyards and olive groves. It sleeps eight people. From Villa Eracle you will enjoy a fascinating view of the Chianti hills and of the vineyards  …see more

19 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £886 /night

£6199 - £7976 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Recently restored to the highest standard, the Villa is a deluxe country house in the beautiful Val D’Orcia in the South-Eastern part of the Siena province in Tuscany.  …see more

24 Photos

Cottage | 1 Bedroom | sleeps 2

3 Nights min stay

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from £57 /night

£396 - £552 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
A typical rustic cottage built of stone situated in one of the most suggestive panoramas in Tuscany. It is placed in a quiet position in the countryside, close to the town of San Gimignano. The house is a charming and traditional Tuscan cottage with a lovely garden  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £284 /night

£1984 - £4649 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Enrichettaandnbsp;is located in a charming medieval hamlet set in one of the most idyllic Tuscan scenery, surrounded by gently rolling, green hills and vineyards. The villa in authentic Chianti style is linear, luminous, almost a sculpture built onandnbsp;three  …see more

24 Photos

Villa | 14 Bedrooms | sleeps 30

2 Nights min stay

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from £2630 /night

£18410 - £24546 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Perfect for weddings, business meetings or a quiet getaway, Villa Tolomei is on top of a hill with a spectacular view of the verdant Tuscan landscape. Exercise as well as relax while being transported to forgotten places of exquisite taste.  …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £59 /night

£413 - £909 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Located in Tuscany Italy, this gorgeous house is the ideal place for your holiday. The house offers a swimming pool and an internet Connection .  …see more

22 Photos

Villa | 14 Bedrooms | sleeps 28

1 night min stay

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from £211 /night

£1472 - £21879 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
We also offer Cooking Classes, Italian Lessons, Dance Lessons, and many other activities. Since we are in Tuscany... cultural outings (opera, concerts, museums, exhibitions, theater...) are everyday emotions to be lived. Come to share with us the love for beauty and ou  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 9

Excellent 5/5 

7 Nights min stay

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from £290 /night

£2025 - £3794 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casale Cipressi is an exclusive Tuscan country house 2.7km from Castellina in Chianti furnished to a high standard and consists of two floors. Stone built with traditional terracotta tiled floors and chestnut wooden beams gracing the old style ceilings.  …see more

11 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

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from £12 /night

£79 - £347 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Il nostro appartamento LEGNAIA è un bilocale dove rustico e lusso si mescolano per darvi l'impressione di vivere nella civiltà contadina ma con tutti i conforts di cui si ha bisogno per una vacanza indimenticabile. Posti letto 2 + 2 nel divano Accanto all'appartamento vi è un ristorante tipico dove potrete gustare piatti casalinghi ed originali  …see more

23 Photos

B&B | 1 Bedroom | sleeps 3

1 night min stay

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from £120 /night

£834 - £1178 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
Un benessere che comincia dalle camere arredate con gusto e dotate di tutte quelle piccole comodità capaci di farvi sentire in vacanza e che prosegue con il piacere del palato con la cucina tipica ed anche Gluten Free della Taverna del Barbarossa antico casale del 1200 Camera Superior 25 mq : minibar tv sat, cassaforte, asciuga capelli, A/C bagno con vasca o doccia idro  …see more

13 Photos

Condo | 3 Bedrooms | sleeps 5

2 Nights min stay

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from £44 /night

£307 - £614 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Nel periodo invernale l'uso del riscaldamento AUTONOMO è a pagamnento euro 4,00 a metro cubo. Tassa di soggiorno dal 6 Aprile al 31 Ottobre da pagare all'arrivo, euro 1,50 a notte per persona per un massimo di sette pernottamenti esclusi i minori fino a 14 anni.  …see more

24 Photos

B&B | 1 Bedroom | sleeps 4

1 night min stay

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from £114 /night

£798 - £1350 / week

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Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
Un benessere che comincia dalle camere arredate con gusto e dotate di tutte quelle piccole comodità capaci di farvi sentire in vacanza e che prosegue con il piacere del palato con la cucina tipica ed anche Gluten Free della Taverna del Barbarossa antico casale del 1200 Junior Suite 40 mq su due livelli minibar, tv satellitare, asciuga capelli lato piscina e A/C su richiesta  …see more

24 Photos

B&B | 1 Bedroom | sleeps 2

Good 3/5 

1 night min stay

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from £73 /night

£509 - £834 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
Un benessere che comincia dalle camere arredate con gusto e dotate di tutte quelle piccole comodità capaci di farvi sentire in vacanza e che prosegue con il piacere del palato con la cucina tipica ed anche Gluten Free della Taverna del Barbarossa antico casale del 1200 Camera Confort 16/18 mq : minibar tv satelittare cassaforte asciuga capelli, lato piscina e A/C su richiesta  …see more