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

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  • Maremma (6)
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11,575 Holiday homes

Filters applied: Swimming pool (11,575)

(4) Excellent 

36

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

Province of Pistoia / Castelvecchio

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
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 £142 / night

£866 - £2160 / week

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from £142 / night

18

Province of Arezzo / Cortona

11 20 1 night min

  • 11 bedrooms
  • Sleeps 20
  • 1 night min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £522 / night

£3479 / week

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from £522 / night

17

Elba Island / Rio Nell'Elba

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £44 / night

£305 / week

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from £44 / night

(3) Very Good 

24

Splendid period farmhouse in the Tuscan countryside with 6 bedrooms, swimming pool and private garden - San Gimignano villa sleeps 17

Province of Siena / San Gimignano

6 17 7 nights min

  • 6 bedrooms
  • Sleeps 17
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Splendid period farmhouse dating back many centuries which was once a water tower and mill. Expertly converted offering accommodation of large proportions and only 4 kms from San Gimignano and close for excursions for both Florence and Siena. The property stands in seve  …see more

from £156 / night

£1087 - £2861 / week

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from £156 / night

24

Province of Lucca / Montecarlo

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly

 …see more

from £66 / night

£348 / week

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from £66 / night

(11) Excellent 

35

Villa Nobile is a stunning 19th Century Villa - Cortona villa sleeps 24

Province of Arezzo / Cortona

7 24 3 nights min

  • 7 bedrooms
  • Sleeps 24
  • 3 nights min
  • Nearest beach 250 km
  • Swimming pool
  • Child friendly
Villa Nobile is a stunning 19th Century classical style villa recently restored authentically and with artistic charm, with a private pool 13 m x 6 m. Sitting in 4 acres of natural Tuscan rural land. A private avenue of young cypresses bringing you to our doorstep. Tran  …see more

from £66 / night

£479 / week

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from £66 / night

(1) Excellent 

32

I MELOGRANI II: 3BDR Tuscan villa,view,pool,WiFi - San Giovanni d'Asso villa sleeps 6

Province of Siena / San Giovanni d'Asso

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
I MELOGRANI II is a section of a villa settled in the heart of Siena countryside.WHEN THIS PART OF THE HOUSE IS RENTED THE OTHER PART REMAINS CLOSED AND VACANT. This beautiful house is surrounded by a fenced olive grove with private pool (6x 5), lawn, stunning view on  …see more

from £283 / night

£1983 - £2557 / week

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from £283 / night

22

Villa Angela - Orentano villa sleeps 12

Province of Pisa / Orentano

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Elegant, functional, comfortable and tastefully furnished, Villa Angela is one of the best designed and out fitted villas we’ve seen for a while. Built on two floors Villa Angela has many traditional features typical of Tuscan barns such as the criss cross detailing  …see more

from £286 / night

£2000 - £3740 / week

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from £286 / night

31

Panoramic traditional Tuscany farmhouse with pool - Pieve Fosciana farmhouse sleeps 4

Province of Lucca / Pieve Fosciana

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
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 £79 / night

£457 - £1218 / week

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from £79 / night

(6) Excellent 

57

Agriturismo Casetta Bandinelli - Castiglione Della Pescaia farmhouse sleeps 22

Province of Grosseto / Castiglione Della Pescaia

8 22 4 nights min

  • 8 bedrooms
  • Sleeps 22
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Casetta Bandinelli is near the river Bruna, in the plain that once as the “Lacus Prilius”, surrounded by the hills of Montepescali and Vetulonia , 17 km away from the beautiful coastline of Castiglione della Pescaia. It is an old building built in stone and brick, w  …see more

from £298 / night

£2087 - £2609 / week

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from £298 / night

25

ANTICO BORGO CASALAPPI Vacation villa,pool,tennis - Campiglia Marittima villa sleeps 5

Province of Livorno / Campiglia Marittima

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 7 km
  • Swimming pool
  • Child friendly
Antico Borgo Casalappi is an ancient village which lies on the top of the hills overlooking the Elba Island, a few kilometers from the beach of San Vincenzo, Baratti, Follonica and the port of Piombino (where ferries depart for the Island of Elba). The village is surrou  …see more

from £27 / night

£435 - £1392 / week

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from £27 / night

11

Casa simone - San Miniato apartment sleeps 6

Province of Pisa / San Miniato

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Swimming pool
This spacious, traditionally restored, 2 bedroom apartment with private garden and stunning views is situated in an historic borgo and forms part of a 16th century school house. Approach to the village is via a long winding cypress tree lined drive passing a quaint 12t  …see more

from £100 / night

£500 - £6100 / week

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from £100 / night

(2) Very Good 

24

Villa La Penna - Coreglia Antelminelli villa sleeps 4

Province of Lucca / Coreglia Antelminelli

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 35 km
  • Swimming pool
  • Child friendly
Bordered by the Old Town wall, the beautifully cared for garden has spectacular views across the Apuane Alps. The stone pillars and seating niche in the garden of this grand home, transport you into another time. Although situated in the village, having been the village  …see more

from £199 / night

£1195 - £1295 / week

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from £199 / night

24

I5.348 - Holiday house wit... - Celle sul Rigo villa sleeps 16

San Casciano dei Bagni / Celle sul Rigo

7 16 7 nights min

  • 7 bedrooms
  • Sleeps 16
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
The farmhouse is located near Radicofani, under the UNESCO Patrimony (being a part of the Val d'Orcia) 4.5 km from the town centre along the old dirt Francigena Road. The ancient house, restructured with a rustic style, is part of a farm with 96 hectars of cultivated f  …see more

from £189 / night

£1322 - £2498 / week

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from £189 / night

24

Province of Florence / Greve in Chianti

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £299 / night

£2087 - £3305 / week

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from £299 / night

24

La Verdeggiante - Cantagrillo villa sleeps 14

Province of Pistoia / Cantagrillo

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Tuscany Luxury vacation villa – Surrounded by extensive grounds deep in the heart of the splendid Pistoia countryside. La Verdeggiante is a beautiful, newly-built recreation of a traditional Tuscan villa. Artisan craftsmen have lovingly created every detail which give  …see more

from £519 / night

£3630 - £5960 / week

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from £519 / night

(2) Very Good 

20

Three bedroom villa with amazing views, lovely pool and deck, within easy reach of main tourist attractions in Tuscany - Lucca villa sleeps 6

Province of Lucca / Lucca

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 13 km
  • Swimming pool
  • Child friendly
A tastefully furnished, comfortable home within walking distance (800 Mts) of the small hamlet of Pedona where you can wander along to savor the culinary charm of this wonderful region.To the front of the house, almost part of the lounge proper, there is a very attracti  …see more

from £114 / night

£796 - £909 / week

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from £114 / night

17

Province of Pisa / Capannoli

3 9 2 nights min

  • 3 bedrooms
  • Sleeps 9
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £156 / night

£1087 / week

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from £156 / night

22

Pisa / Tirrenia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £105 / night

£827 / week

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from £105 / night

16

Exclusive Tuscan cottage with pivate pool and garden set in beautiful rural surroundings - Monterotondo Marittimo cottage sleeps 4

Province of Grosseto / Monterotondo Marittimo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa exclusive use 4 people with private pool and garden close Sasso Pisano village. Villa is perfect located for privacy in the middle of country. The access to the villa is trough a little country road. The little house is all surrounded from olive threes, the gard  …see more

from £105 / night

£653 - £957 / week

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from £105 / night

(1) Excellent 

27

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £87 / night

£566 - £827 / week

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from £87 / night

9

Rio Nell'Elba / Nisportino

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

 …see more

from £53 / night

£366 - £1000 / week

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from £53 / night

(7) Excellent 

10

Province of Siena / Sovicille

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 72 km
  • Swimming pool
  • Child friendly

 …see more

from £40 / night

£487 - £1370 / week

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from £40 / night

(2) Very Good 

19

Beautiful village house with private pool and Tuscan mountain views - Colognola house sleeps 8

Province of Lucca / Colognola

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Colognola is a beautiful village house with a great private pool! This house, situated on the edge of a very peaceful village is spacious, private, well equipped and full of original features.This property has been recently restored into good sized holiday accomodatio  …see more

from £100 / night

£600 - £1395 / week

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from £100 / night

16

Villa Calcinaia - CANONICA - Greve in Chianti apartment sleeps 6

Province of Florence / Greve in Chianti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
From the ancient rectory adjacent to the small church of San Piero al Pino (13th century), two apartments have been restructured. One of the apartment called Canonica offers views from the ground floor terrace of the surrounding vineyards, as well as an outdoor grill.  …see more

from £79 / night

£540 - £3740 / week

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from £79 / night

(3) Very Good 

16

Civitella Paganico / Casale di Pari

5 15 1 night min

  • 5 bedrooms
  • Sleeps 15
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £174 / night

£609 / week

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from £174 / night

(32) Excellent 

21

Tuscan Villa. Borgo Valecchie. Cortona - Montanare villa sleeps 10

Cortona / Montanare

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holida  …see more

from £205 / night

£1435 - £2566 / week

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from £205 / night

11

Pontassieve / Molino del Piano

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Swimming pool

 …see more

from £70 / night

£392 / week

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from £70 / night

20

The Spring (v024) - Pienza villa sleeps 12

Province of Siena / Pienza

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Situated on a farm of 150 hectares producing excellent extra virgin olive oil, the farmhouse is set on a kind of natural terrace overlooking the lovely valley below. The house, built in the first half of the eighteenth century, has been renovated carefully by the couple  …see more

from £492 / night

£3444 - £4000 / week

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from £492 / night

(1) Excellent 

27

Lucia, Lg apt, pool, wi-fi - Villa Collemandina farmhouse sleeps 6

Province of Lucca / Villa Collemandina

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
Apartment Lucia has 2 doubles and a twin bedroom, a living/dining room with sofa bed and beautiful arched windows, 2 bath/shower rooms and fully equipped modern kitchen.Renovated to a very high standard, the apartment has a private patio area for al fresco dining, BBQ a  …see more

from £99 / night

£695 - £895 / week

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from £99 / night

4

Province of Pistoia / Quarrata

1 3 1 night min

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

 …see more

from £35 / night

£244 - £366 / week

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from £35 / night

69

Province of Florence / Greve in Chianti

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £79 / night

£548 / week

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from £79 / night

24

A Colli an Antique Heart - Capannori villa sleeps 10

Province of Lucca / Capannori

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
A Colli is a beautiful stone-built farmhouse situated in the Luccan hills near Segromigno in Monte. It offers breathtaking views of the nearby Tenuta di Valgiano with its beautiful vineyards and olive groves, the city of Lucca and the plains surrounding it, and out to t  …see more

from £252 / night

£3548 / week

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from £252 / night

(8) Excellent 

12

Province of Siena / Monteriggioni

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Ask about pets

 …see more

from £53 / night

£348 / week

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from £53 / night

(4) Very Good 

17

Province of Livorno / Rosignano Solvay

2 6 7 nights min

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

 …see more

from £44 / night

£305 - £322 / week

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from £44 / night

13

Tuscan country Villa near the coast - Montecatini Val di Cecina villa sleeps 14

Province of Pisa / Montecatini Val di Cecina

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
Cottage, pool, horse, patio, tuscan coast, Volterra, near Restaurant, natur, relax, family group, panoramic view, Veranda, barbeque.Inside a large estate, the big house enjoys a great panoramic view and a garden, completely fenced, with swimming pool. The interiors are  …see more

from £522 / night

£1740 - £2522 / week

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from £522 / night

13

Province of Florence / Certaldo

5 12 Min stay varies

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

 …see more

from £174 / night

£957 - £1740 / week

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from £174 / night

24

Villa Margherita Tre - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Located in a true oasis of peace and tranquillity, Villa Margherita Tre is a sweet indipendent villa with private pool offering breathtaking views over the hills surrounding the sought after town of Cortona as well as unbeatable value for money. With 2 bedrooms, 2 bathr  …see more

from £35 / night

£244 - £1054 / week

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from £35 / night

9

Gaiole Suites 8 - Gaiole in Chianti apartment sleeps 4

Province of Siena / Gaiole in Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Gaiole Suites is a compound of terraced houses, just renewed, situated 500m away from Gaiole in Chianti center, in a quiet zone, silent and not familiar with rush hour since the traffic is very little. It is surrounded by the green Tuscany hills. The beautiful apartmen  …see more

from £42 / night

£293 - £487 / week

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from £42 / night

4

Province of Livorno / Marina di Bibbona

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £25 / night

£174 / week

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from £25 / night

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