Villas with a pool Tuscany | Apartments to rent with swimming facilities | Holiday Lettings

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11,889 Holiday homes

Filters applied: Swimming pool (11,889)

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(4) Excellent 

1 / 24

Pretty Tuscan cottage surrounded by stunning hills with private pool and terrace, sleeps up to 5

Province of Siena / Casole d'Elsa

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: 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

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from £81 / night

1 / 10

Edera apartment in Tuscan country house

Province of Pisa / San Dalmazio

3 3 1 night min stay

  • 3 bedrooms
  • Sleeps 3
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car advised;
The apartment has an independent entrance which faces onto a large field , lush vegetation surrounds the entire property of over 11,000 square meters, guaranteeing tranquillity and privacy. Agriturismo Segarelli uses a geothermal energy as heating (Green energy). So yo  …see more

from £78 / night

£526 - £587 / week

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from £78 / night

(3) Excellent 

1 / 16

Villa Bottai - Piazzale Michelangelo villa sleeps 8

Florence / Piazzale Michelangelo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
Villa Bottai a splendid 13th Century Villa just 10 minutes from the historical centre of Florence. Together with Fulvio I have been renting this villa for the past 10 yrs.Recently the ground floor has been restored into 3 double bedroom, 2 bathrooms, 1 cloakroom/laundry  …see more

from £187 / night

£1120 - £1500 / week

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from £187 / night

Featured properties

1 / 15

Chiusdino / Ciciano

1 2 5 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 5 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
 …see more

from £69 / night

£604 / week

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from £69 / night

1 / 7

emi - Soiana villa sleeps 8

Province of Pisa / Soiana

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
This villa answering to the sweet name of Ciliegiolo (cherry tree) is built among a field of cherry trees and will make your wishes a reality !The property is located in the region of Terricciola , 2 steps to the beautiful Volterra, 45 km from Pisa, 75km from Florence a  …see more

from £210 / night

£1466 - £1725 / week

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from £210 / night

(7) Very Good 

1 / 24

Mulino Coreglia - Tereglio cottage sleeps 7

Coreglia Antelminelli / Tereglio

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
This ‘Mulino’ complete with traditional Tuscan Arches, is situated in the depths of the countryside from Lucca, and is on the outskirts (1.5km ) of the pretty Media Valle village of Coreglia, where one can find all basic facilities and two restaurants. This old Mill  …see more

from £120 / night

£620 - £875 / week

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from £120 / night

1 / 8

Monsummano Terme / Monsummano Alto

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £68 / night

£475 - £561 / week

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from £68 / night

(1) Excellent 

1 / 17

Casa San Giusto - Roccatederighi farmhouse sleeps 6

Province of Grosseto / Roccatederighi

2 6 1 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Nearest beach 25 km; Swimming pool; Child friendly ;
Casa San Guiso is a Tuscan farmhouse that has been converted into two individual and stylish villas. One on the garden level and one at first floor level - each with their own front doors. Both are fully equipped and superior quality properties, situated on a quiet hi  …see more

from £180 / night

£1260 / week

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from £180 / night

(32) Excellent 

1 / 24

LUXURY APARTMENT WITH PRIVATE GARDEN & VIEWS

Province of Siena / Gaiole in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Car advised;
Ideal for couples looking for a relaxing romantic holiday, we provide everything you need in our fully equipped and tastefully decorated apartment, see our reviews. FREE WI-FI Walking distance to local restaurants. The large private garden for your exclusive use overlo  …see more

from £60 / night

£420 - £630 / week

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from £60 / night

1 / 37

Abete - Soiana farmhouse sleeps 4

Province of Pisa / Soiana

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 30 km; Swimming pool; Child friendly ;
Lovely three-room apartment situated on the ground floor with entrance from the large shared pergola where we have obtained a private space for the apartment. Constituted by living room with kitchenette, TV area with satellite double bedroom small bedroom with bunk beds  …see more

from £104 / night

£725 / week

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from £104 / night

1 / 20

Province of Grosseto / Sassofortino

1 3 2 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 2 nights min stay
Key info: Nearest beach 34 km; Swimming pool; Not suitable for children;
 …see more

from £121 / night

£604 / week

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from £121 / night

1 / 8

Elba Island / Sant'Andrea, Elba

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 800 km; Swimming pool;
 …see more

from £87 / night

£604 - £1147 / week

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from £87 / night

(14) Excellent 

1 / 22

Casacorvo Minore *Late Booking Discounts*

Province of Siena / Gaiole in Chianti

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
Set in the Chianti Hills just 30 mins from Siena is Borgo di Gaiole, situated on the edge of Gaiole in Chianti, one of the historic 'Chianti League' townships.The Borgo comprises the best of old and new. Built in traditional Tuscan architectural style with sol  …see more

from £85 / night

£525 - £725 / week

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from £85 / night

1 / 13

Casa Maria Luisa - Castelfranco di Sopra house sleeps 2

Province of Arezzo / Castelfranco di Sopra

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Car advised;
Casa Maria Luisa is a very charming dwelling that is entered via an enchanting row of cypress trees. A house with welcoming charm, it is furnished with luxury fabrics and period pieces, framed with exposed beams and hand-made terracotta floors.The exterior is characteri  …see more

from £94 / night

£652 / week

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from £94 / night

(1) Good 

1 / 21

I5.139 - Villa with pool a... - Montebenichi villa sleeps 5

Bucine / Montebenichi

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 115 km; Swimming pool; Child friendly ;
Nice independent house situated on the hillside near the village of Montebenichi in the Chianti area. The place is very quiet and has a beautiful panoramic view of the surroundings, with vineyards, olive groves and woods. Beautiful pool area with a nice panoramic terrac  …see more

from £143 / night

£1000 - £2064 / week

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from £143 / night

1 / 24

Argentario sea view villa:  - Porto Ercole apartment sleeps 13

Province of Grosseto / Porto Ercole

7 13 Min stay varies

  • 7 bedrooms
  • Sleeps 13
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
DESCRIPTIONThis stylish and luxury swimming pool villa for rent is swathed in greenery, on the top of one of the most beautiful hills of Argentario. The property overlooks Porto Ercole fortress and Marina, as well as the blue Mediterranean sea. The swimming pool is beau  …see more

from £1774 / night

£12414 / week

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from £1774 / night

(3) Excellent 

1 / 11

Acacia apartment in Tuscan holiday cottage

Province of Pisa / San Dalmazio

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car advised;
The apartment has an independent entrance which faces onto a large field , lush vegetation surrounds the entire property of over 11,000 square meters, guaranteeing tranquillity and privacy.Agriturismo Segarelli uses a geothermal energy as heating (Green energy). So you  …see more

from £61 / night

£414 - £466 / week

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from £61 / night

1 / 20

Province of Arezzo / Rigutino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Not suitable for children; No pets allowed;
 …see more

from £99 / night

£690 / week

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from £99 / night

(3) Excellent 

1 / 9

Relax and beauty between mountains and the 5 Terre

Province of Massa Carrara / Mulazzo

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 20 km; Swimming pool;
The property is in the medieval village of Mulazzo, in the heart of Lunigiana reason in the north of Tuscany, far away from the touristic crowd, nestled on the hills overlooking the Magra river valley. Lunigiana is well known for its middle age castles, many of them ope  …see more

from £87 / night

£518 - £906 / week

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from £87 / night

1 / 11

Province of Pisa / Crespina

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £35 / night

£242 - £411 / week

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from £35 / night

1 / 12

Apartment Aries - Casentino apartment sleeps 5

Bibbiena / Casentino

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
The spacious apartment is at the ground floor and consists in a double and a triple room and a very spacious kitchen, all rooms have an own outdoor entrance. The two rooms can be connected by a door. Every bedroom has its own bathroom. In front of the rooms there is pri  …see more

from £104 / night

£725 - £1388 / week

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from £104 / night

(23) Excellent 

1 / 22

3 bedroom Tuscan villa in medieval village of Sillico with lovely private swimming pool and terrace

Pieve Fosciana / Sillico

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: 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 £130 / night

£604 - £1250 / week

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from £130 / night

1 / 24

Luxury villa il campano near the Pinocchio's park

Pescia / Collodi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 40 km; Swimming pool; Child friendly ;
Immersed in the green hills of Veneri - Pescia, Podere il Campano offers a relaxing, friendly welcome. Set amidst olives and only a short drive from the historical cities of Lucca, Pistoia, Florence and Siena. Locally there are the famous towns of Montecatini Terme, Mon  …see more

from £86 / night

£598 / week

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from £86 / night

1 / 18

Il Geraneo - Comano house sleeps 6

Province of Massa Carrara / Comano

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 45 km; Swimming pool;
The property is a spacious house perfect for a family (sleeps 6 or 7). Holidaying in this beautiful old village has the convenience of being close to all local amenities, and having views out across the hills. Enjoy the short walk from the piazza (100m) where you par  …see more

from £180 / night

£1050 / week

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from £180 / night

1 / 15

Province of Pisa / Santa Luce

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
 …see more

from £52 / night

£259 - £432 / week

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from £52 / night

1 / 12

Villa Natura - Gallicano villa sleeps 3

Province of Lucca / Gallicano

1 3 7 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
New self-catering spacious accomodation (sleeps 3), garden view with private area, large bedroom with TV LCD SAT and sofa bed, bathroom with bidet too, kitchen with table and chairs. Shared swimming pool 6X12 mt and solarium area with sunbeds and shower, barbecue, WIFI  …see more

from £47 / night

£328 - £414 / week

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from £47 / night

(3) Excellent 

1 / 20

Pieve Apt - La Mansarda - Pieve Fosciana apartment sleeps 5

Province of Lucca / Pieve Fosciana

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
Boasting beamed ceilings and traditional style flooring throughout, these apartments have been refurbished and furnished in a style keeping with the age of the property but with the benefit well equipped and functional kitchens.This apartment (60sqm) has 2 bedrooms (one  …see more

from £70 / night

£395 - £620 / week

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from £70 / night

(1) Excellent 

1 / 19

Suite d'Artista: Di Silvestre - Montalcino studio sleeps 2

Province of Siena / Montalcino

Studio 2 2 nights min stay

  • Studio
  • Sleeps 2
  • 2 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Not suitable for children;
Suite d'Artista is a perfect place to enjoy a relaxing holiday combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming p  …see more

from £143 / night

£996 / week

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from £143 / night

(11) Excellent 

1 / 21

charming cottage in peaceful country setting

Montepulciano / Gracciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Child friendly ;
The cottage is opposite the owner's house and consists of two double bedrooms, two bathrooms and a large living room with cooking area. The living area opens onto a patio and pergola and the downstairs bedroom also opens onto a small patio. There is access for the disa  …see more

from £69 / night

£397 - £1776 / week

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from £69 / night

1 / 16

Lucca / Santa Maria del Giudice

5 2 1 night min stay

  • 5 bedrooms
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Not suitable for children; Car advised;
 …see more

from £78 / night

£518 / week

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from £78 / night

1 / 13

I Muricci Chianti Countryhouse - Tavarnelle Val di Pesa house sleeps 9

Province of Florence / Tavarnelle Val di Pesa

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
I Muricci sits on a picturesque hill overlooking a breathtaking landscape lined by century old cypresses, it's a stone house refurbished by well-known florentine Architect Claudio Nardi ((website hidden)) combining a sober contemporary touch with the traditional el  …see more

from £137 / night

£949 - £2380 / week

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from £137 / night

1 / 7

APARTMENT "GIRASOLE" - Sinalunga apartment sleeps 3

Province of Siena / Sinalunga

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car not necessary;
Is really a caratteristic apartment in pure Tuskany stile.Is composed by a kitchen all equipped in , a big bed room with a really new bathroom and a splendid wiew of the pool situated in the center of the big garden.Is very unique and offers all the basic amenities need  …see more

from £87 / night

£603 / week

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from £87 / night

1 / 10

Province of Pisa / Castelnuovo di Val di Cecina

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £69 / night

£475 / week

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from £69 / night

(9) Excellent 

1 / 22

Case Eli - Pieve Fosciana villa sleeps 7

Province of Lucca / Pieve Fosciana

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 85 km; Swimming pool; Child friendly ;
This villa is a brand new refurbishment, light, airy and very spacious, finished to a high standard. There are 3 good sized bedrooms (two with 4 poster beds), 2 bathrooms (one with hydro-massage and Turkish steam shower, and another with corner bath, double sinks and se  …see more

from £95 / night

£540 - £1100 / week

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from £95 / night

(5) Excellent 

1 / 26

Impressive stone-built cottage with private grounds and pool close to medieval Tuscan town of Colle Val d'Elsa

Province of Siena / Colle di Val d'Elsa

3 5 7 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 65 km; Swimming pool; Child friendly ;
This interesting and beautiful stone-built house is peacefully located in the country side just 1 km way from the mediaeval town of Colle Val d'Elsa. Casavico is the result of a recent renovation which has transformed this ancient barn (once belonging to the nearby  …see more

from £74 / night

£518 - £1207 / week

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from £74 / night

(1) Excellent 

1 / 23

Borgo Mulino, Bimbini - Fabbriche di Vallico cottage sleeps 4

Province of Lucca / Fabbriche di Vallico

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Suitable for children age 5+;
Romantic stone cottage, on site of old mill, converted into one bedroom apartment. Private facilities, shared pool. WIFI . Sleeps 2 plus 2.Cottage style accommodation, situated beside stream cascade on site of a former will. Large private outdoor area, and BBQ. Romantic  …see more

from £75 / night

£410 - £560 / week

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from £75 / night

(20) Excellent 

1 / 20

29 Via Guna - Bagni di Lucca house sleeps 6

Province of Lucca / Bagni di Lucca

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Child friendly ;
This three bedroom house in the Tuscan hills is ideally situated for activities, relaxing or a mixture of both. The village of Vico Pancellorum is located only 20 minutes from the historic spa town of Bagni di Lucca. The village is car free, as the cobbled streets are  …see more

from £87 / night

£949 / week

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from £87 / night

(35) Excellent 

1 / 24

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

Province of Grosseto / Gavorrano

3 33 1 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 £52 / night

£363 - £658 / week

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from £52 / night

1 / 24

Province of Livorno / Bibbona

8 18 7 nights min stay

  • 8 bedrooms
  • Sleeps 18
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £555 / night

£3880 / week

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from £555 / night

(15) Excellent 

1 / 39

Villa Carolina, Villa in the heart of Chianti

Province of Florence / Barberino Val d'Elsa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Villa Carolina is a wonderful 3 bedroom, 3 bath villa situated in the centre of Tuscany in the beautiful wine region between Florence and Siena, just 1 km from the tiny historic hamlet of Linari and 8 km from San Gimignano.It is a great location from which to explore th  …see more

from £201 / night

£1207 - £2932 / week

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from £201 / night

Top Destination reviews

The perfect Florentine retreat: 2 Apts with 2 DBL
Fabulous, relaxing retreat!

I chose this location because of previous reviews about the retreat and about the owner, Laura. Those reviews turned out to be correct. The apartments were fabulous but what put this place over the top was Laura. She was kind and caring and did ever … see more
Lisa Home Lucca- new apartment in Lucca centre
Stunning apartment in beautiful Lucca

A lovely apartment in a very convenient location inside the walls of historic Lucca. Lara was extremely helpful, both before and during our stay, responding to queries and offering help and advice very promptly. The top floor apartment with great v … see more
Elcriso
Maximum relaxation, great place for nature, walks and farniente

We stayed at "Elicriso" with a large family of 2 adults, 4 teeenagers and a 10-year old. It was a great stay in all respects. The location is beautiful: on the way to a small hamlet (Prunecchio), itself 1 km away from a picturesque village (Chiozza) … see more
Charming apartment with pool outside Lucca
Lovely farmhouse apartment near Lucca

This is a lovely apartment in an old farmhouse on a hillside near Lucca. The apartment is well equipped and has great views. The apartment doesn't have air con so it was very hot in the evenings. The pool is great - really good size, and there only … see more
Alfredo, private pool stunning mountain views.WIFI
Villa Alfredo!!!

My family and I visited Villa Alfredo between August 6th and August 19th 2015. All I can say is this villa is fantastic, coupled with Piero (villa owner) made this holiday truly fantastic. The house, the pool, the gardens, the village all exceeded my … see more
Restful Tuscan retreat, lovely garden, great views
Off the beaten track Tuscany

Our apartment, Capitorio, was well equipped and finished to a high standard, well above average. Our apartment had no oven but did have a BBQ which was perfect for the evenings. We enjoyed sitting on our apartment's patio with views of the rolling hi … see more

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