Cycling holiday villas and apartments Tuscany | Holiday Lettings

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  • Tuscany

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  • Maremma (6)
  • Province of Arezzo (845)
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  • Province of Massa Carrara (181)
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5,688 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.

1 / 17

Tuscany / 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 £43 / night

£253 / week

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from £43 / night

1 / 15

Tuscany / Province of Grosseto / Monte Argentario

2 bedroomsSleeps 66 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
 …see more

from £143 / night

£1000 - £1177 / week

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from £143 / night

(30) Excellent 

1 / 25

Tuscan apartment in rural setting with easy access to nearby cities, property has private garden and shared pool

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

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Great for children of all ages ;
The apartment is located in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the oliv  …see more

from £84 / night

£459 - £709 / week

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from £84 / night

Featured properties

(32) Excellent 

1 / 24

1 bedroom luxury apartment with Private Garden, Gaiole in Chianti

Tuscany / Province of Siena / Gaiole in Chianti

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Car advised;
Surrounded by the famous rolling hills covered with vineyards and olive groves, which give the name to some of the most prestigious Chianti wine is Borgo di Gaiole. The apartment is on the ground floor as you enter the Borgo, private and self contained around 60sq meter  …see more

from £90 / night

£630 - £770 / week

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from £90 / night

(11) Excellent 

1 / 24

Secluded, traditional Italian villa with private grounds, pool and terrace, sleeps 7

Tuscany / Province of Lucca / Bagni di Lucca

4 bedroomsSleeps 7Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 65 km; Swimming pool; Great for children of all ages ;
TOTALLY PRIVATE AND DETATCHED TRADITIONAL ITALIAN VILLA. PRIVATE POOL---- FREE WIFI Great for family fun, sharing with friends or as a romantic getaway. Good sized pool (7m x 4.5m), sun terrace and shaded dining area with BBQ. All rooms have stunning views. Vil  …see more

from £80 / night

£1000 - £1450 / week

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from £80 / night

(11) Excellent 

1 / 26

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

Tuscany / Province of Grosseto / 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

£362 - £1933 / week

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from £52 / night

(7) Excellent 

1 / 20

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

Tuscany / Province of Pistoia / 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 £84 / night

£547 - £900 / week

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from £84 / night

(12) Excellent 

1 / 17

Borgo il Vepri - Ambra apartment sleeps 4

Tuscany / Province of Arezzo / Ambra

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Vepri is the perfect base for a tranquil holiday or home in the sun.It is for the discerning-a quiet and gated private luxury development comprising a small number of apartments and townhouses surrounding a communal piazza.The swimming pool is simply wonderful, set amid  …see more

from £43 / night

£295 - £479 / week

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from £43 / night

(11) Excellent 

1 / 24

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

Tuscany / 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 / 106

Tuscany / Province of Arezzo / Castiglion Fibocchi

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 241 km; Swimming pool; Great for children of all ages ;
 …see more

from £67 / night

£462 - £739 / week

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from £67 / night

1 / 14

Apartment in the center of Grosseto in Tuscany

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

£185 / week

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from £30 / night

(9) Excellent 

1 / 48

Glorious historic Tuscan villa , pool,WIFI,AC

Tuscany / Province of Siena / San Giovanni d'Asso

8 bedroomsSleeps 16Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
A beautiful old historic family house with a large hanging garden and swimming pool (6x12) nestled in the middle of a tiny village, San Giovanni d'Asso, in the Siennese countryside: the comfort to be in a village and the privacy of a place hidden at the sight. Becoming  …see more

from £527 / night

£3900 - £5084 / week

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from £527 / night

(18) Excellent 

1 / 49

3 bedroom holiday apartment near Tuscan cities, staffed property with outdoor pool

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

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Great for children of all ages ;
The apartment is placed in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the olive  …see more

from £84 / night

£459 - £709 / week

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from £84 / night

1 / 12

Tuscany / Province of Siena / San Quirico d'Orcia

1 bedroomSleeps 4Min stay varies

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

from £66 / night

£421 - £607 / week

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from £66 / night

1 / 20

Tuscany / Province of Grosseto / Castel Del Piano

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Great for children of all ages ;
 …see more

from £59 / night

£295 - £421 / week

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from £59 / night

(5) Excellent 

1 / 28

Tuscany / Province of Livorno / Elba Island / 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

(2) Excellent 

1 / 23

Beautifully restored villa near Lucca with private

Tuscany / Province of Lucca / Lucca / Ponte a Moriano

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 25 km; Swimming pool;
Beautifully restored Liberty style villa in a village location near Lucca with 4 large bedrooms each of which can be configured as twin or double bedded rooms given prior notice 2 bathrooms with showers only, no bath. Each shower has an alarm to summon help in case assi  …see more

from £120 / night

£834 - £1459 / week

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from £120 / night

(21) Excellent 

1 / 29

Tuscany / Province of Siena / San Gimignano / Pancole

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 90 km; Great for children of all ages ; Car essential;
 …see more

from £47 / night

£282 - £408 / week

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from £47 / night

1 / 31

Panoramic traditional Tuscany farmhouse with pool

Tuscany / Province of Lucca / Pieve Fosciana

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
This is a traditional Tuscany country house located on top of a sunny and very panoramic hill near the medieval borough of Sillico. It rises on a terraced area surronded by grazing sheep and very ancient chestnust forests. The wonderful panorama, look the Garfagnana V  …see more

from £76 / night

£442 - £1177 / week

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from £76 / night

1 / 9

Girasole Cottage - Polvereto cottage sleeps 2

Tuscany / Province of Florence / Montespertoli / Polvereto

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Suitable for children age 5+;
GIRASOLE Property 55sqm - Sleeps 2 The apartment is on a ground floor . Externally there is a large porch with a table and chairs and a sofa . The kitchen has an open floor plan with the living room with a sofa with TV . The kitchen is complete with oven , dishwasher, f  …see more

from £68 / night

£463 - £706 / week

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from £68 / night

(2) Very Good 

1 / 28

Apartment in Historic Farmhouse with pool

Tuscany / Province of Siena / Siena

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
The apartment (80m2) is on two floors. The entrance is on the ground floor through a glassdoor. The main room include a living area with a double sofa bed, a fully equipped kitchen and dining table, all renewed on January 2014. The bathroom is equipped with shower cabin  …see more

from £80 / night

£555 - £908 / week

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from £80 / night

(5) Very Good 

1 / 25

Apartment rental near the beach, perfect location for Tuscan summer holiday

Tuscany / Province of Livorno / Cecina

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
Three apartments in Cecina Mare (Tuscany) for summer vacation located right between the sea and the pinewood, 50 meters away from the beach with sea view balconies. Two or three rooms apartments for 4-6 people each. Perfect for outdoor activities: cycling, running, sur  …see more

from £55 / night

£350 - £775 / week

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from £55 / night

1 / 31

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

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Not suitable for children;
 …see more

from £47 / night

£295 / week

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from £47 / night

(4) Excellent 

1 / 56

Charming villa surrounded by olive groves

Tuscany / Province of Lucca / Lucca / Nozzano

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 25 km; Swimming pool; Great for children of all ages ;
Have a look at the Villa on : https://youtu.be/vwqYL3DhZ-0 Beautiful villa surrounded by olive groves on the hills of Lucca. The villa is very spacious and comfortable and is the ideal place for a holiday with your family. You can relax into the nature or swim in the  …see more

from £109 / night

£757 - £1681 / week

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from £109 / night

1 / 23

Casa Ortensia on the hills of Lucca - Sant'Andrea di Compito villa sleeps 8

Tuscany / Province of Lucca / Sant'Andrea di Compito

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Great for children of all ages ; Pets welcome; Private garden;
This Country house is in the middle of the mountains, but only 10 minutes to Lucca, and has just been restructured. It's the perfect stay for a family or two, or a group of friends that want to enjoy the lovely quiet weather in Tuscany, but without give up to the c  …see more

from £89 / night

£530 - £916 / week

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from £89 / night

1 / 15

Tuscany / Province of Pisa / San Miniato

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 40 km; Great for children of all ages ; Car advised;
 …see more

Pricing unknown

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Pricing unknown

(22) Excellent 

1 / 24

3 bedroom Tuscan holiday home - Castelnuovo di Garfagnana house sleeps 6

Tuscany / Province of Lucca / Castelnuovo di Garfagnana

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 50 km; Swimming pool;
SPECIAL OFFERS AND PRICES for EARLY BOOKING “Holiday house Buggina” is placed in the beautiful and striking Tuscan countryside, in the heart of the famous green valley well known as Garfagnana. ----------------------------------------------------------------------  …see more

from £13 / night

£109 - £700 / week

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from £13 / night

(3) Excellent 

1 / 11

Acacia apartment in Tuscan holiday cottage

Tuscany / Province of Pisa / San Dalmazio

1 bedroomSleeps 31 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; 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 £59 / night

£400 - £450 / week

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from £59 / night

(3) Excellent 

1 / 10

Tuscany / Province of Pisa / Lustignano

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 35 km; Not suitable for children;
 …see more

from £43 / night

£278 / week

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from £43 / 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 £84 / night

£459 - £709 / week

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from £84 / night

1 / 24

Il Casone, magnificent verdant Villa in Tuscany

Tuscany / Province of Arezzo / Cortona

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Il Casone lies in the open countryside, a few minutes from Cortona. Immersed in a large garden, among the green olive trees and the delicate scent of the roses, this ancient farmhouse has been painstakingly restored and converted into 4 comfortable apartments, character  …see more

from £289 / night

£2017 - £2648 / week

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from £289 / night

1 / 6

Tuscany / 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 £51 / night

£202 / week

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from £51 / night

(1) Excellent 

1 / 35

Tuscany / Province of Grosseto / Isola Del Giglio

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
 …see more

from £74 / night

£505 - £1261 / week

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from £74 / night

(10) Excellent 

1 / 30

Tuscany / Province of Florence / Tavarnelle Val di Pesa

2 bedroomsSleeps 64 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min stay
Key info: Nearest beach 100 km; Great for children of all ages ; Car essential;
 …see more

from £76 / night

£505 - £757 / week

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from £76 / night

(4) Excellent 

1 / 36

Grand, rustic Tuscan villa with stunning views and private swimming pool, sleeps 8

Tuscany / Province of Pistoia / Castelvecchio

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
The farm house: In the mountains between Pisa og Florence you will find the real Italy. The rustic stone farm house is situated in a picturesque olive grove where you can enjoy breathtaking views from the lovely pool and pool terrace. The house is ideal for vacation for  …see more

from £136 / night

£830 - £2070 / week

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from £136 / night

1 / 10

Tuscany / Province of Livorno / Cecina / Colle Mezzano

3 bedroomsSleeps 77 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Nearest beach 5 km; Swimming pool; Not suitable for children;
 …see more

from £103 / night

£715 - £6009 / week

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from £103 / night

(12) Excellent 

1 / 16

Tuscany / Province of Pisa / Santa Luce / Orciano Pisano

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Swimming pool;
 …see more

from £50 / night

£345 - £589 / week

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from £50 / night

(3) Excellent 

1 / 31

Tuscany / Province of Arezzo / Badia Agnano

9 bedroomsSleeps 22Min stay varies

  • 9 bedrooms
  • Sleeps 22
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £211 / night

£1471 - £3353 / week

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from £211 / night

(2) Excellent 

1 / 15

Villa Fenice - Il Cormorano Apartment - Porto Ercole villa sleeps 8

Tuscany / Province of Grosseto / Porto Ercole

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 ;
Il Cormorano is the master apartment of our Villa. On ground floor offers 3 bedrooms and 3 bathrooms to welcome 6 guests (max 8) A master room, with ensuite full bathroom with whirpool shower, equipped with air conditioning unit ice/hot and flat screen tv. A bedroom wit  …see more

from £167 / night

£1125 - £3792 / week

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from £167 / night

1 / 22

Tuscany / Province of Lucca / Altopascio

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 64 km; Swimming pool; Great for children of all ages ;
 …see more

from £51 / night

£337 / week

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from £51 / night

Top Destination reviews

holiday villa with beatiful swimming pool in greve
Fabulous Villa in the Centre of Chianti

Our whole group had a wonderful time at the villa, it is located just a 6-7 minute drive from the centre of Greve in Chianti. The villa itself is large and spacious with good facilities and could easily handle 3 adult couples with children (althou … 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
Agriturismo Sammonti
Perfect week in Tuscany

All previous positive reviews reflect our experience. Beautiful, quiet location. Lovely hosts. The house was cosy and a great place to come home to after sightseeing. It was also very easy to spend a whole day in the local area or enjoying the pool … see more
Ponte Vecchio accomodation, Florence Oltrarno area
Best Location

Great location to explore the key areas of Florence. Everything you will need in an apartment. Very helpful input from the owner. As a family with teenagers we found the space tight but we were never there except to sleep so it was not an is … see more
Villa La Fonte: exclusive Tuscan villa with pristine pool, sleeps 6
WOW! Wonderful holiday!

The villa is beautiful and immersed in the enchanting Tuscan countryside. We spent a week in Tuscany after being in Venice and before traveling to Rome. We had a wonderful summer in Italy. We enjoyed the villa, but we also visited Florence twice. … see more
Lovely two bedroom apartment in Tuscan villa
Nice property, good location, would go again.

As advertised. Good for four. Nice internal space and external patio and garden. Location good in itself for local village and beach as well as a good base for the rest of the island. … see more

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