Short city breaks Tuscany | Holiday Lettings UK

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  • Tuscany

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  • Maremma (6)
  • Province of Arezzo (459)
  • Province of Florence (1,471)
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  • Province of Livorno (163)
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  • Province of Massa Carrara (104)
  • Province of Pisa (405)
  • Province of Pistoia (156)
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  • Province of Siena (642)

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4,350 Holiday homes

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

(15) Very Good 

1 / 19

Sunny, upper floor Chianti apartment with large terrace and astounding views, sleeps 5

Greve in Chianti / Poggio alla Croce

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 100 km; Great for children of all ages ; Car advised;
Apartments Il Castagno is a family-run holiday houses rentals s in the central part of Toscana near to Firenze on one of the most beautiful hills of Chianti in the quiet and beautiful village of Poggio alla Croce (a few km from Greve). Danilo Becattini, the owner, symp  …see more

from £84 / night

£392 - £442 / week

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from £84 / night

(14) Excellent 

1 / 24

Monte Argentario, Cala Piccola, Porto S.Stefano

Monte Argentario / Cala Piccola

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 ;
Dear Guests We are pleased to present this very beautiful villa located on the most extreme point of the Argentario coast, perched on top of a rocky cliff that drops straight down into the sea and offers a breathtaking view. The position of this beach villa makes it un  …see more

from £225 / night

£1217 - £2209 / week

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from £225 / night

(1) Excellent 

1 / 14

Gorgeous holiday villa rental with sea view in Tuscan seaport town of Porto Santo Stefano, sleeps 6

Province of Grosseto / Porto Santo Stefano

3 bedroomsSleeps 61 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; No pets allowed;
Details (DE) Die Halbinsel Monte Argentario mit ihren beiden Badeorten Porto Ercole und Porto Santo Stefano, liegt an der südlichen Küste der Toskana, 150 km nördlich von Rom. Der Monte Argentario erhebt sich wie eine Insel aus dem Meer, und durch eine von zwei schma  …see more

from £84 / night

£584 - £834 / week

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from £84 / night

Featured properties

1 / 14

Apartment in the center of Grosseto in Tuscany

Province of Grosseto / Grosseto

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Great for children of all ages ; Car not necessary; Air conditioning;
The apartment is in the walled part of the center of Grosseto. The railway station is a ten minute walk and there is a car park three minutes from the apartment. Buses are many and frequent to the beach, 20 minutes away or Florence and Sienna about an hour away.The apar  …see more

from £30 / night

£184 / week

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from £30 / night

1 / 17

Province of Pistoia / Serravalle Pistoiese

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Suitable for children age 5+;
 …see more

from £42 / night

£250 / week

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from £42 / night

(1) Poor 

1 / 26

Montecatini Terme / Pieve a Nievole

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 45 km; Swimming pool; Great for children of all ages ;
 …see more

from £170 / night

£1334 - £2667 / week

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from £170 / night

(3) Excellent 

1 / 16

Villa Bottai - Piazzale Michelangelo villa sleeps 8

Florence / Piazzale Michelangelo

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
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

(3) Excellent 

1 / 20

Province of Grosseto / Sticciano Scalo

1 bedroomSleeps 43 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 30 km; Great for children of all ages ;
 …see more

from £43 / night

£295 / week

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from £43 / night

1 / 24

Province of Siena / Pienza

1 bedroomSleeps 35 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 5 nights min stay
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
 …see more

from £105 / night

£0 / week

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from £105 / night

(11) Excellent 

1 / 24

Le Volpaie: 2 bedroom apartment with balcony overlooking stunning Tuscan countryside, shared pool and garden

Province of Pisa / Volterra

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 35 km; Swimming pool;
Le Volpaie is a perfect location in so many ways , for couples wanting a romantic getaway , for relaxing or exploring the outstanding countryside and history or for families wanting a quiet safe holiday spent around the pool and exploring the many beautiful Tuscany fea  …see more

from £75 / night

£520 - £980 / week

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from £75 / night

(11) Excellent 

1 / 26

Golf Hotel Punta Ala Rta appartamento - Punta Ala apartment sleeps 5

Castiglione Della Pescaia / Punta Ala

1 bedroomSleeps 57 nights min stay

  • 1 bedroom
  • Sleeps 5
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Swimming pool;
Bilocale a Punta Ala, con una camera matrimoniale con soggiorno con divano letto, angolo cottura bagno e antibagno. Posto auto, Aria condizionata. Biancheria per letti e bagno. Rta a Punta Ala immersa nel parco a 800 metri dallo stabilimento balneare, servizio navetta o  …see more

from £52 / night

£359 - £1917 / week

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from £52 / night

(5) Excellent 

1 / 68

A place among the olive trees: lovely four bedroom

Province of Lucca / San Lorenzo a Vaccoli

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 20 km; Swimming pool;
Welcome to the lovely Villa Checco, made of stones locally gathered over 150 years ago. The villa is recently renewed maintaining the original Tuscanian style, with terraced gardens and a swimming pool among the olive trees. Amenities and cultural spots at hand. Perfect  …see more

from £125 / night

£917 - £1667 / week

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from £125 / night

(3) Very Good 

1 / 57

Province of Florence / Florence

1 bedroomSleeps 36 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 6 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 100 km; Swimming pool;
 …see more

from £109 / night

£0 / week

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from £109 / night

1 / 6

Province of Florence / Palazzuolo Sul Senio

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner; Private garden;
 …see more

from £50 / night

£200 / week

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from £50 / night

1 / 22

Province of Florence / Borgo San Lorenzo

2 bedroomsSleeps 51 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car essential;
 …see more

from £38 / night

£263 - £380 / week

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from £38 / night

(1) Excellent 

1 / 8

Province of Grosseto / Santa Fiora

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Car advised; No pets allowed;
 …see more

from £42 / night

£292 / week

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from £42 / night

(1) Excellent 

1 / 29

Farmhouse close to Florence, 2 bedrooms, shared outdoor pool, brilliant views

Province of Florence / Greve in Chianti

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
We are farmhouse in the Chianti Classico area, in fact we produce red and white wine and also olive oil, extravergine and we offer some different flats.We offer apartments for rent with SWIMMING POOL, WIFI FREE IN EVERY HOUSE, FREE INTERNET POINT, INCLUDING AIR CONDI  …see more

from £100 / night

£666 - £1075 / week

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from £100 / night

(23) Excellent 

1 / 20

Country villa surrounded by stunning Tuscan landsc

Manciano / Saturnia

4 bedroomsSleeps 12Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 30 km; Swimming pool;
Country house, 4 bedrooms en suite upstairs ( 1 extra bedroom is available on demand with no air condition ), hall with fireplace, dining room and spacious kitchen downstairs.The house is surrounded by a paved floor with on the West side a very nice veranda where  …see more

from £292 / night

£1417 - £2500 / week

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from £292 / night

(4) Excellent 

1 / 23

Pure 5 star Luxury in Tuscany-Jacuzzi-AC-wifi-S

Province of Siena / Pienza

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
New lower price - one of the nicest flat in Tuscany 5 star standard !!The apartment has its own entrance and occupies the whole 1st and top floors of this classical building next to the ancient city wall. Private parking, large roof terrace (55m2) with great views over  …see more

from £117 / night

£0 / week

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from £117 / night

(6) Excellent 

1 / 10

Province of Siena / Sovicille

2 bedroomsSleeps 52 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Nearest beach 72 km; Swimming pool; Great for children of all ages ;
 …see more

from £38 / night

£467 - £2100 / week

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from £38 / night

(2) Excellent 

1 / 18

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 £75 / night

£525 - £800 / week

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from £75 / night

1 / 20

Province of Arezzo / Arezzo

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £134 / night

£1084 - £1375 / week

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from £134 / night

(50) Excellent 

1 / 39

Private Terrace, Pickup, Tablet, Excellence 2014

Florence / Central Florence

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Nearest beach 75 km; Great for children of all ages ; Car not necessary;
The apartment (awarded with Tripadvisor Certificate of Excellence) is located in the historical heartland of Florence. Overlooking a secluded courtyard in the picturesque quarter of San Frediano, the apartment is unusually peaceful for its location. Ponte Vecchio, Palaz  …see more

from £63 / night

£417 - £542 / week

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from £63 / night

(1) Excellent 

1 / 15

Manciano / Saturnia

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 35 km; Ask owner if suitable for children; Car essential;
 …see more

from £42 / night

£292 - £567 / week

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from £42 / night

(5) Excellent 

1 / 28

Portoferraio / Magazzini

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
 …see more

from £59 / night

£0 / week

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from £59 / night

(3) Very Good 

1 / 33

1 bedroom apartment in impressive Tuscan barnhouse with swimming pool surrounded by olive trees

Greve in Chianti / San Polo in Chianti

1 bedroomSleeps 35 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 5 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
The GIAGGIOLO apartment is on the first and top floor of this characteristic barn on the farm estate of Podere Albereto, in the heart of the Tuscan countryside on the rolling hills above Florence, overlooking the San Polo in Chianti valley. The estate of 10 hectares of  …see more

from £67 / night

£467 - £525 / week

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from £67 / night

(1) Excellent 

1 / 27

The flying house: 3 bedroom hilltop apartment wit

Province of Lucca / Camaiore

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 8 km; Swimming pool;
The Flying House overlooks the Versilia in Camaiore, near Lucca in Tuscany. The building is located on top of a hill facing the sea from where you can enjoy a panorama stretching from the Gulf of La Spezia to the island of Elba. On particularly clear days you can see th  …see more

from £250 / night

£1750 - £1859 / week

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from £250 / night

1 / 34

Pisa / Marina di Pisa

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Pets welcome;
 …see more

from £85 / night

£0 / week

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from £85 / night

1 / 28

White Passion Villa - in Porto Santo Stefano -

Province of Grosseto / Porto Santo Stefano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
Gorgeous and exclusive apartment in a villa of 100sqm with garden. It is located in the famous Argentario and it is about 300 meters far from one of the most beautiful beach of Tuscany.The apartment is located 1 km far from Porto Santo Stefano in Pozzarello area. Due to  …see more

from £13 / night

£88 - £350 / week

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from £13 / night

(6) Excellent 

1 / 24

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

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 £71 / night

£355 - £567 / week

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from £71 / night

1 / 12

Villa 300m from the beach in Marina di Massa

Massa / Marina di Massa

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
Attractive, semi-detached villa, independent entrance. Very close to sea, centre and small supermarket. Garden in front, furnished, partially covered with creeper. Furniture well looked after and inviting. COMPOSED OF: NEW KITCHEN/dining-room. LIVING-ROOM: Tradit  …see more

from £167 / night

£284 - £900 / week

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from £167 / night

1 / 19

Elba Island / San Giovanni

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £30 / night

£236 - £631 / week

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from £30 / night

1 / 19

Villa Il Cavato - Il Capriolo - San Polo in Chianti farmhouse sleeps 4

Greve in Chianti / San Polo in Chianti

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 100 km; Great for children of all ages ; Car essential;
Villa il Cavato is one of the most ancient building in the area.The property has been fully restored to ensure confort and privacy to ower guests.The distance to Florence , the well know Art City in Italy, is only 18 km.The location is very convenient been, Villa il C  …see more

from £100 / night

£625 / week

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from £100 / night

(7) Excellent 

1 / 20

Relax in the countryside of Tuscany - Collodi guest house sleeps 10

Pescia / Collodi

3 bedroomsSleeps 103 nights min stay

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 30 km; Swimming pool;
Available holiday home with three bedrooms, two terraces, two bathrooms, kitchen, dining room, living room, hall, fireplace, wood-burning oven, barbecue, private pool, private parking, private garden of 2000sqm. The house is furnished and complete with all the necessary  …see more

from £83 / night

£542 - £892 / week

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from £83 / night

(4) Excellent 

1 / 20

Villa Castagna - Nievole farmhouse sleeps 2

Montecatini Terme / Nievole

1 bedroomSleeps 24 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 4 nights min stay
Key info: Nearest beach 60 km; Not suitable for children; Car essential;
Villa Castagna has been renovated in traditional Tuscan-style with terra-cotta floors and chestnut beams, doors and window frames throughout. The Villa sleeps 2 people in a delightful master bedroom with luxury en suite bathroom consisting of walk in shower, bath, toile  …see more

from £63 / night

£417 / week

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from £63 / night

1 / 48

La Grancia Country Resort Apt4 - Montisi fort sleeps 3

Province of Siena / Montisi

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;
La Grancia Country Resort is a romantic and charming 14th century fortress used as a "Grancia", a granary for the storage of the produce grown on the property. Perched next to the delightful hilltop village of Montisi, it overlooks the surrounding Tuscany coun  …see more

from £104 / night

£715 - £794 / week

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from £104 / night

1 / 22

Il Girasole - Licciana Nardi villa sleeps 8

Province of Massa Carrara / Licciana Nardi

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Beautiful recently restored property with private swimming pool close to local amenities. The property has been interior designed to provide guests with comfortable and elegant accommodation. The house can sleep up to 8 guests with flexible sleeping arrangements availab  …see more

from £125 / night

£875 - £1400 / week

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from £125 / night

(9) Very Good 

1 / 31

Le Fontanelle - rustic farm buildings with pool

Province of Siena / San Gimignano

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
Nestled in a centuries-old complex of farm-house buildings, just 10 minutes drive from the medieval "skyscraper" fortress town of San Gimignano...Le Fontanelle is the perfect place to soak in Tuscany's sunshine, culture, food and fun.An easy drive from Pi  …see more

from £96 / night

£596 - £788 / week

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from £96 / night

(2) Excellent 

1 / 19

AgriturismoGiula with pool, apt. Girasoli

Province of Florence / Castelfiorentino

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
The apartments benefits from its own pool with a spacious solarium with grass. Leading from the livingroom is a patio with table and chairs to enable you to dine in a cool, furnished with a BBQ.The apartment has been renovated keeping the original features that allow to  …see more

from £80 / night

£442 - £1030 / week

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from £80 / night

(1) Excellent 

1 / 14

Province of Grosseto / Monte Argentario

2 bedroomsSleeps 31 night min stay

  • 2 bedrooms
  • Sleeps 3
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
 …see more

from £51 / night

£589 / week

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from £51 / night

Top Destination reviews

Le stanze del Boccaccio Certaldo Alto-medieval
excellent place

Dept. in the house of Boccaccio, what more do you want? Right in the old city of Certaldo, a good spot to explore Toscana by car on day trips.We loved it. Restaurants only a few steps away. But not recommended to people who look for a quite place, r … see more
House with private pool in quiet location, Siena
Paradise

This was a fantastic find - quite remote with a large garden and fabulous pool. It was an extremely peaceful rural area, but only around 10 minutes by car to the nearest town for supplies, and in a great location for sightseeing. The photos and d … see more
Al Melo 
Heaven

Excellent quiet location for everyone who needs a peaceful and comfortable holiday! In reality, everything is even better than the description and the pictures of the website. Fabio and his family are perfect hosts and they guarantee you a perfect … see more
Cascianella 
A little piece of paradise

This wonderful Villa is really well equipped, with a lovely decor, and is very comfortable. It felt like 'home' from the moment we arrived. There were 7 of us in the house and there is plenty of space inside and outside in the garden/pool areas … see more
Fattoria Vecchia Quercia
Unforgettable

We came to Italy from Canada to get married. As everyone knows, or can imagine, the experience of planning a wedding can be quite stressful...especially if you're trying to do it halfway across the globe and in a different language. After much rese … see more
Stunning Tuscan villa with five bedrooms, private
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 character making this place a unforgettable experience. The garden … see more

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