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

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  • Maremma (6)
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  • Province of Grosseto (614)
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  • Province of Massa Carrara (127)
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  • Province of Siena (2,723)

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11,571 Holiday homes

Filters applied: Swimming pool (11,571)

(16) Excellent 

16

Santa Luce / Orciano Pisano

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

 …see more

from £51 / night

£357 - £514 / week

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from £51 / night

20

Wisteria Farm (V036) - Pienza farmhouse sleeps 8

Province of Siena / Pienza

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The farmhouse, set in one of the most fascinating areas of the south of Sienese territory, between Pienza and Montepulciano, shows sober, almost austere lines. Its placing, the group of cypresses, its position on a high ground which raise the whole valley, makes it the  …see more

from £358 / night

£2505 - £3087 / week

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from £358 / night

(1) Very Good 

7

Villa Opera apartment n° 2 Lucca - Volterra farmhouse sleeps 3

Province of Pisa / Volterra

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
The apartment n°2 Lucca, is located on the first floor. All the windows look over the valley and the sunset. There is a stone fireplace in the living room, a fully equipped kitchenette and a dining area. The double bedroom has a romantic atmosphere and an ensuite bath  …see more

from £48 / night

£287 - £635 / week

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from £48 / night

24

TOS - Montecastelli Pisano house sleeps 7

Province of Pisa / Montecastelli Pisano

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Fabulous house with indoor heated swimming pool and wonderful private garden, with 3 bathrooms and 3 bedrooms.The property is a lovely accommodation with a past as an olive oil mill situated on the edge of a charming mediaeval village. The house has been lovingly resto  …see more

from £123 / night

£861 - £1087 / week

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from £123 / night

(5) Excellent 

10

Tuscan Watermill: Majestic villa in unspoilt corner of the countryside with private pool and games room - Lucca villa sleeps 10

Province of Lucca / Lucca

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
Welcome to a stunning Tuscan retreat for the most perfect holiday break. For centuries, the mill has enjoyed a special role at the heart of this unspoiled corner of Tuscany. A regular meeting place for local villagers with a strong legacy of community has inspired t  …see more

from £277 / night

£1935 - £2810 / week

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from £277 / night

(4) Excellent 

21

Two bedroom Lucca holiday apartment with outdoor p - Lucca apartment sleeps 6

Province of Lucca / Lucca

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly
A light, airy and spacious apartment, finished to a high standard, with good quality furniture, fabrics and fittings.The apartment is equipped with an open plan living/kitchen/diner with a good quality sofa bed. There are two bedrooms (one double and one twin) and two l  …see more

from £135 / night

£692 - £1096 / week

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from £135 / night

(3) Excellent 

35

ANTICO BORGO CASALAPPI Elegant,family,pool,tennis - Campiglia Marittima apartment sleeps 5

Province of Livorno / Campiglia Marittima

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool
Antico Borgo Casalappi is an ancient village which lies on the hills overlooking the Elba Island, a few kilometers from the beach of San Vincenzo and Baratti Follonica and the port of Piombino (where ferries depart for the Island of Elba), in an environment of great sce  …see more

from £69 / night

£479 - £1066 / week

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from £69 / night

(5) Very Good 

23

Spacious Chianti apartment with pool access, terrace and outdoor dining area - Gaiole in Chianti apartment sleeps 6

Province of Siena / Gaiole in Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
This is a spacious fully furnished 2 bedroom apartment in Borgo di Gaiole in the village of Gaiole in Chianti. Gaiole is in the heart of the Chianti Classico Region of Tuscany.The property has stunning views over the village and to the vineyards overlooking the village  …see more

from £100 / night

£600 - £850 / week

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from £100 / night

42

Greve in Chianti / San Polo in Chianti

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £166 / night

£1157 - £2522 / week

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from £166 / night

(8) Very Good 

20

Podere San Regolo - Montaione villa sleeps 8

Province of Florence / Montaione

4 8 Min stay varies

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

from £248 / night

£1740 / week

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from £248 / night

(1) Excellent 

21

Toscana app. Michele 2/6 pax - Fosdinovo apartment sleeps 6

Province of Massa Carrara / Fosdinovo

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
Occupied by our son before he abandon the nest, it is a two-room apartment on two floors, placed in front of the pool. On the ground floor a living area with a small kitchenette and two sofa futon convertible into beds and a small bathroom with shower on the ground, toi  …see more

from £70 / night

£435 - £581 / week

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from £70 / night

(2) Excellent 

20

Province of Arezzo / Pian di Sco

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £44 / night

£287 - £409 / week

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from £44 / night

(1) Excellent 

24

Villa Selva Bellosguardo - Lastra a Signa villa sleeps 16

Province of Florence / Lastra a Signa

6 16 6 nights min

  • 6 bedrooms
  • Sleeps 16
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Private garden
This stunning Villa, can house up to 16 people which makes it a perfect place if you're having a family reunion or a get together of friends. This villa, once part a of a medieval monastery, is being completely renovated this year in a way that outfits it with all the m  …see more

from £522 / night

£3653 / week

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from £522 / night

9

Girasole Cottage - Polvereto cottage sleeps 2

Montespertoli / Polvereto

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • 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 £70 / night

£479 - £566 / week

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from £70 / night

(6) Excellent 

12

Accomodation in attractive villa in the Tuscan hills with pool and garden - Castelfiorentino farmhouse sleeps 6

Province of Florence / Castelfiorentino

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
The Fattoria Il Petriccio is located on the hills of Valdelsa, 2 miles from Castelfiorentino (Florence) the ideal starting point to visit the Tuscan art cities: half an hour drive from Firenze, Siena, Lucca, Pisa, Volterra and San Gimignano it is really located in the h  …see more

from £131 / night

£435 - £609 / week

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from £131 / night

13

Bagni di Lucca / Lugliano

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £121 / night

£847 / week

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from £121 / night

(2) Excellent 

24

Province of Grosseto / Cinigiano

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £57 / night

£392 - £431 / week

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from £57 / night

(8) Excellent 

41

Unique, charming farmhouse in Tuscany countryside with shared outdoor pool, sleeps up to 6 - Montepulciano farmhouse sleeps 6

Province of Siena / Montepulciano

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
The main arched entrance leads past a utility room and downstairs bathroom into the open plan kitchen and dining room with dining table for 6 guests. The lounge has two sofa's one of which is a comfortable double sofa bed There is a wood burning stove in the lounge  …see more

from £72 / night

£500 - £775 / week

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from £72 / night

(4) Excellent 

14

Delightful holiday apartments in Marina di Campo with private terraces and shared pool - Marina di Campo apartment sleeps 3

Elba Island / Marina di Campo

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
The apartments "Le Fornaci" offer you a peaceful and relaxing place, 400 meters from the beautiful beach of Marina di Campo, in a very quiet position, immersed in vegetation but near to the centre (300 meters). The apartments consist of spacious 1 room flats.  …see more

from £45 / night

£314 / week

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from £45 / night

(1) Very Good 

25

Holiday lodging near Pienza Rb - Torrita di Siena apartment sleeps 4

Province of Siena / Torrita di Siena

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
This lovely country house with pool in Tuscany is located at 1.5km from the beautiful medieval village of Torrita di Siena, in the heart of Val di Chiana, only 15 km from Pienza and Montepulciano, and 48 km from Siena. Situated on a knoll, the 18th-century farmhouse is  …see more

from £43 / night

£296 - £592 / week

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from £43 / night

100

Emma - Laghetto - Bagno Vignoni apartment sleeps 4

Province of Siena / Bagno Vignoni

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
On the first floor of the barns can be found Laghetto apartment. This apartment includes one double bedroom and a double sofa bed and therefore can accommodate up to four guests. It has a very fresh feel with light rooms and neutral colours. A four-poster bed with drapi  …see more

from £70 / night

£427 - £609 / week

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from £70 / night

7

Villa Opera apartment n° 1 Siena - Volterra farmhouse sleeps 2

Province of Pisa / Volterra

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
The apartment, at the first floor looks over the valley and the sunset. It is composed by a living room with stone fireplace, fully equipped kitchenette with old marble basin, a dining area and a double bedroom, ensuite bathroom with shower. All details, from the bathro  …see more

from £48 / night

£287 - £574 / week

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from £48 / night

(2) Very Good 

17

Tuscan hillside farmhouse with private pool, terrace and garden, great for family holidays - San Gimignano farmhouse sleeps 6

Province of Siena / San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
Podere Le Monache set on a hillside dominates one of the most picturesque and spectacular landscapes in Tuscany. With distant views over hills, out to sea towards Livorno and Pisa. Originally a convent wrapped in history Le Monache has a magical and spiritual atmosphere  …see more

from £57 / night

£348 - £957 / week

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from £57 / night

(2) Excellent 

18

Province of Siena / Gaiole in Chianti

2 2 7 nights min

  • 2 bedrooms
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £79 / night

£548 / week

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from £79 / night

20

The Convent (v019) - Radicofani villa sleeps 12

Province of Siena / Radicofani

1 12 7 nights min

  • 1 bedroom
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
This was an old monastery during the first half of the sixteenth century and went on to become a summer residence for the friars of Monte Oliveto Maggiore. It enjoys beautiful views across a valley. Old farmhouse, well restored, divided into three apartments. Snowdrop (  …see more

from £182 / night

£1270 - £1557 / week

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from £182 / night

(1) Very Good 

11

Borgo di Libbiano (Cellini) - Peccioli apartment sleeps 5

Province of Pisa / Peccioli

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Positioned in the heart of the Tuscany, Borgo di Libbiano is ideally placed for you to explore the fascinating medieval cities of Pisa, Florence, Siena and Lucca which can all be reached in less than an hour. The beautiful Tuscan beaches, Tirennia, Castiglioncello, Cec  …see more

from £127 / night

£887 / week

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from £127 / night

(2) Excellent 

21

Cottage with pool in the heart of Tuscany - Stia apartment sleeps 5

Province of Arezzo / Stia

2 5 6 nights min

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Appartamento GIRASOLELa Fagiana Holiday Rental is in an optimal position. You will be able to fully enjoy the peace and the quietness of the region as well as being in a good position for numerous outdoor activities, such as horse riding, golf, tennis, mountain biking,  …see more

from £66 / night

£461 - £644 / week

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from £66 / night

(3) Excellent 

27

Villa Verdoliva, Tuscany - San Miniato villa sleeps 6

Province of Pisa / San Miniato

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 40 km
  • Swimming pool
Villa Verdoliva,Tuscany, the ideal place for a relaxing holiday in contact with nature, to know and enjoy the richness of architectural, the artistic, cultural and gastronomic of Tuscany.Villa Verdoliva is: * splendid furnished villa, complete with every comfort, wi  …see more

from £145 / night

£1015 / week

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from £145 / night

(2) Excellent 

40

Casa Lorenzo: Charming Tuscan house,pool, AC,WiFi - San Giovanni d'Asso villa sleeps 5

Province of Siena / San Giovanni d'Asso

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Casa Lorenzo is a small indipendent antique house suitable for 5 +1. "what a beautiful charming house you have;we expecially enjoyed the view from the pool ;unparalleded beauty! San Giovanni is a wonderful little town..although we enjoyed all of our day excursion to Mon  …see more

from £209 / night

£1461 - £2035 / week

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from £209 / night

(3) Very Good 

24

Gargoyle di Sotto - Casa Nonna - Chiusi della Verna apartment sleeps 2

Province of Arezzo / Chiusi della Verna

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
The idyllic hamlet of “Doccione di Sotto” which consists of three former farm houses, is located in a quite remote area of the Tuscan mountains. We carefully restored our old stone cottages. To the houses belong two large lawns with a pool (9x6m) for swimming, pla  …see more

from £50 / night

£322 - £479 / week

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from £50 / night

7

Castiglione Della Pescaia / Punta Ala

2 6 6 nights min

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £218 / night

£1522 / week

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from £218 / night

10

Province of Grosseto / Sorano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool

 …see more

from £114 / night

£566 / week

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from £114 / night

24

Villa Etruria - Fabbrica villa sleeps 10

Peccioli / Fabbrica

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Italian villa close to shops: with stunning views as far as the Etruscan city of Volterra, Villa Etruria is an elegant property offering an ideal way to enjoy this popular part of Tuscany. The owner has carefully maintained the house to offer optimum levels of comfort a  …see more

from £413 / night

£2890 - £4995 / week

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from £413 / night

(1) Very Good 

15

Residence Lucignano - Lucignano apartment sleeps 4

Province of Arezzo / Lucignano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Appartamento nella fantastica campagna toscana, dotato di tutti i comfort, in posizione ideale per visitare luoghi di interesse storico ed artistico unici, e per gite eno-gastronomiche che lasceranno il segno. Composto da camera da letto con letto matrimoniale, bagno co  …see more

from £57 / night

£348 - £453 / week

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from £57 / night

22

Amarrante Stalla holiday apartment - Montaione apartment sleeps 3

Province of Florence / Montaione

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Stalla is a self catering apartment in the farmhouse Casa Vacanze Amarrante. It's located in the middle of Tuscany between the borders of the province of Firenze, Siena and Pisa: the perfect location to reach the great art cities with daily trip or just get relaxed  …see more

from £53 / night

£274 / week

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from £53 / night

(2) Very Good 

6

Province of Pistoia / Quarrata

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £35 / night

£244 - £366 / week

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from £35 / night

24

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

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly
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 £54 / night

£374 / week

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from £54 / night

(3) Excellent 

11

Acacia apartment in Tuscan holiday cottage - San Dalmazio apartment sleeps 3

Province of Pisa / San Dalmazio

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
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

£418 / week

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from £61 / night

(2) Excellent 

21

Villa Cicaleta within walking distance to Cortona - Cortona farmhouse sleeps 7

Province of Arezzo / Cortona

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
Surrounded by olive groves and a 3000sqm private garden, the fenced-in holiday villa offers absolute peace and quiet at only 1,5 kilometres from the Etruscan Cortona, which can be easily reached on foot. The Trasimeno lake with its nice beaches and islands is at 8km and  …see more

from £150 / night

£1044 - £1305 / week

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from £150 / night

(1) Excellent 

65

Province of Pisa / Vicopisano

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

 …see more

from £53 / night

£348 / week

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from £53 / night

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