List your home
Apply filters
£ to

Price

£10 - 500+

Price per night

£ to per night

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Siena Clear
  • Siena Clear
  • Clear

Location

  • Show all locations

more +

less -

Bedrooms

Show all

  • Show all
  • Studio
  • 1 Bedroom
  • 2 Bedrooms
  • 3 Bedrooms
  • 4 Bedrooms
  • 5 Bedrooms
  • 6 Bedrooms
  • 7 Bedrooms
  • 8 Bedrooms
  • 9 Bedrooms
  • 10 Bedrooms
  • 11 Bedrooms
  • 12 Bedrooms
  • 13 Bedrooms
  • 14 Bedrooms
  • 15+ Bedrooms

more +

less -

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

Filters applied: Villa (0)

32 of 32 Results

Sort by: Default

  • Default
  • Price low to high
  • Price high to low
  • Reviews

More results near Gallena

from £209 / night

£1460 - £3395 / week

View

(3) Excellent 5/5 

1 / 24

Distance approx 1.99 miles from Gallena

Villa rental in Siena with swimming pool

Villa / 9 Bedrooms / sleeps 18

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £209 / night

£1460 - £3395 / week

View

Beautiful Tuscan detached villa with swimming pool near Siena to rent for sleeps up to-10-16-20-It is an ideal place for families to spend a relaxing holiday far from town noises among the peace of the country. A heaven of peace in the heart of Montagnola Senese at a stone's throw from Siena.  …see more

from £284 / night

£1986 - £3530 / week

View

(36) Excellent 5/5 

1 / 24

Distance approx 2.42 miles from Gallena

Holiday villa in Siena

Villa / 7 Bedrooms / sleeps 14

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £284 / night

£1986 - £3530 / week

View

Trip Advisor - Certificate of Excellence award 2014 SPECIAL DISCOUNT FOR THE AVAILABLE WEEKS IN 2015!! Villa with private pool, Hot Tub. 14pers.Peaceful location, ideal for families or groups seeking relaxation. 7 bedrooms / 6 bathrooms. 15km from Siena. Price all included, no extra charges and costs!!!  …see more

from £178 / night

£1240 - £2165 / week

View

1 / 17

Distance approx 3.94 miles from Gallena

Holiday villa in San Gimignano

Villa / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner

Add to shortlist

from £178 / night

£1240 - £2165 / week

View

Villa Fienile is a beautifully presented converted barn, located just 1.2km from the village of Monticiano. The villa is private and surrounded by a lovely garden with salt-water swimming pool.  …see more

Featured properties

from £164 / night

£1148 - £1324 / week

View

(1) Excellent 5/5 

1 / 21

Distance approx 4.1 miles from Gallena

Colle di Val d'Elsa holiday villa accommodation

Villa / 3 Bedrooms / sleeps 8

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £164 / night

£1148 - £1324 / week

View

In the heart of Tuscany, the Antica Canonica is a historical residence, excellently located for exploring the area and discovering the delights of Tuscany. Ideal for families seeking relaxation. Swimming-pool, hydro massage, exclusive garden. The original characteristics keep the old glamour and suggest the idea that the time has stopped.  …see more

from £94 / night

£655 - £1655 / week

View

1 / 40

Distance approx 4.2 miles from Gallena

Holiday villa rental

Villa / 6 Bedrooms / sleeps 11

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Add to shortlist

from £94 / night

£655 - £1655 / week

View

7000 mq sulle colline, Casa antica (colonne del 1280), idilliaca, piscina, assolutamente tranquilla, vicino al borgo, al confine con parco naturale 6 camere, 4 bagni, tutti i comfort; facile raggiungere Siena, e svincoli stradali per San Gimignano, Volterra, Firenze... Città e borghi d'arte vicini; 32 castelli, pievi ecc a Sovicille; oppure: tranquilla vacanza in idillio  …see more

from £736 / night

£5148 - £9412 / week

View

1 / 24

Distance approx 4.23 miles from Gallena

Holiday villa in Casole d'Elsa

Villa / 11 Bedrooms / sleeps 22

  • Not suitable for children
  • Air conditioning
  • No pets allowed

Add to shortlist

from £736 / night

£5148 - £9412 / week

View

Halfway between Siena and Florence in the splendid Tuscan is the Villa Azzurra. The location of the villa is in a strategic position where it is easy to admire the most important Tuscan cities without having to renounce a relaxing and tranquil holiday in the countryside  …see more

from £59 / night

£409 - £876 / week

View

1 / 24

Distance approx 4.26 miles from Gallena

Villa rental in Casole d'Elsa with shared pool

Villa / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • No pets allowed

Add to shortlist

from £59 / night

£409 - £876 / week

View

This renovated barn for 6 people near Casole d'Elsa is ideal for families and friends. There is a shared swimming pool in which guests are able to swim and relax.  …see more

from £263 / night

£1839 - £2574 / week

View

1 / 29

Distance approx 4.39 miles from Gallena

Holiday villa with swimming pool in Radicondoli

Villa / 5 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £263 / night

£1839 - £2574 / week

View

The Casale is a very nice private villa, reachable through a dirt road easy to go also with a city car! The villa has a private swimming pool , outdoor BBQ and Jacuzzi, 5 bedrooms and 5 bathrooms which can host up to 10 people. You'll defenetely need a car to get there and visit the surrounding.  …see more

from £75 / night

£523 - £1744 / week

View

1 / 24

Distance approx 4.62 miles from Gallena

Holiday villa rental

Villa / 2 Bedrooms / sleeps 4

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Add to shortlist

from £75 / night

£523 - £1744 / week

View

Holiday house for 4 persons, with swimming pool , in Siena  …see more

from £75 / night

£523 - £1744 / week

View

(1) Excellent 5/5 

1 / 24

Distance approx 5.13 miles from Gallena

Holiday villa with swimming pool in Radicondoli

Villa / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome

Excellent 5/5 

Add to shortlist

from £75 / night

£523 - £1744 / week

View

Holiday house for 6 persons, with swimming pool , in Siena  …see more

from £81 / night

£561 - £1868 / week

View

1 / 24

Distance approx 5.16 miles from Gallena

Villa rental in Radicondoli with swimming pool

Villa / 2 Bedrooms / sleeps 5

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome

Add to shortlist

from £81 / night

£561 - £1868 / week

View

Holiday house for 5 persons, with swimming pool , in Siena  …see more

from £956 / night

£6687 - £8925 / week

View

1 / 24

Distance approx 5.17 miles from Gallena

Holiday villa with swimming pool in Monteriggioni

Villa / 5 Bedrooms / sleeps 10

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed

Add to shortlist

from £956 / night

£6687 - £8925 / week

View

Born from the careful restoration of an ancient manor's dwelling, this enchanting property comprises two restored historic farmhouses: the manor's farmhouse and the independent guest house. Surrounded by 20 hectares of ground, it comprises woods, an olive grove  …see more

from £53 / night

£368 / week

View

1 / 9

Distance approx 5.25 miles from Gallena

Radicondoli holiday villa rental

Villa / 1 Bedroom / sleeps 6

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £53 / night

£368 / week

View

Paese di Radicondoli: 500 mt Aeroporto piu' vicino: Firenze km 70 Spiaggia piu' vicina: Follonica km 55 kilometri Stazione ferroviaria piu' vicina: Poggibonsi km 30 Uscita autostrada piu' vicina: Colle di Val d'Elsa Sud km 28  …see more

from £103 / night

£717 - £1432 / week

View

1 / 24

Distance approx 5.3 miles from Gallena

Holiday villa in Radicondoli

Villa / 3 Bedrooms / sleeps 8

  • Nearest beach 50 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome

Add to shortlist

from £103 / night

£717 - £1432 / week

View

Holiday house for 8 persons in Siena  …see more

from £58 / night

£402 - £1460 / week

View

(4) Very Good 4.5/5 

1 / 25

Distance approx 5.34 miles from Gallena

Villa rental in Radicondoli with swimming pool

Villa / 3 Bedrooms / sleeps 6

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Very Good 4.5/5 

Add to shortlist

from £58 / night

£402 - £1460 / week

View

Self-catering Tuscany villa with stunning views, just five minutes walk to the village. Private pool and terrace for al fresco dining. Ideal for families and couples seeking relaxation.  …see more

from £94 / night

£654 - £2180 / week

View

1 / 24

Distance approx 5.35 miles from Gallena

Holiday villa with swimming pool in Radicondoli

Villa / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome

Add to shortlist

from £94 / night

£654 - £2180 / week

View

Holiday house for 6 persons, with swimming pool , in Siena  …see more

from £158 / night

£1103 - £1471 / week

View

1 / 27

Distance approx 5.42 miles from Gallena

Holiday villa with swimming pool in Radicondoli

Villa / 5 Bedrooms / sleeps 10

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Add to shortlist

from £158 / night

£1103 - £1471 / week

View

Colletalli is an ideal location to recharge ones energy away from the humdrum of daily life conveniently located within 1 hour motoring of Florence, Siena, Sangimignano, Volterra, sandy beaches  …see more

from £107 / night

£747 - £1495 / week

View

1 / 24

Distance approx 5.44 miles from Gallena

Casole d'Elsa holiday villa rental

Villa / 2 Bedrooms / sleeps 5

  • Nearest beach 65 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome

Add to shortlist

from £107 / night

£747 - £1495 / week

View

Holiday house for 5 persons in Siena  …see more

from £118 / night

£822 - £2741 / week

View

1 / 24

Distance approx 5.49 miles from Gallena

Radicondoli holiday villa rental

Villa / 6 Bedrooms / sleeps 13

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Add to shortlist

from £118 / night

£822 - £2741 / week

View

Holiday house for 13 persons, with swimming pool , in Siena  …see more

from £81 / night

£561 - £1868 / week

View

1 / 24

Distance approx 5.53 miles from Gallena

Holiday villa with swimming pool in Radicondoli

Villa / 2 Bedrooms / sleeps 6

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Add to shortlist

from £81 / night

£561 - £1868 / week

View

Holiday house for 6 persons, with swimming pool , in Siena  …see more

from £158 / night

£1103 - £1618 / week

View

(1) Excellent 5/5 

1 / 24

Distance approx 5.72 miles from Gallena

Holiday villa with swimming pool in Radicondoli

Villa / 4 Bedrooms / sleeps 9

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Excellent 5/5 

Add to shortlist

from £158 / night

£1103 - £1618 / week

View

Leo's house is the ideal place to spend your holidays, with your family, friends, or simply for those who want to spend a relaxing holiday, immersed in nature and tourist sites, surrounded by Tuscan hills still intact. Leo's house is organized on three levels  …see more

from £131 / night

£913 - £2008 / week

View

(3) Excellent 5/5 

1 / 24

Distance approx 5.79 miles from Gallena

Villa rental in Radicondoli with swimming pool

Villa / 5 Bedrooms / sleeps 10

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £131 / night

£913 - £2008 / week

View

Charming Tuscany villa with private pool and panoramic terrace for eating and relaxing in the open air. Stunning view over the countryside.  …see more

from £83 / night

£579 - £1930 / week

View

1 / 24

Distance approx 5.85 miles from Gallena

Villa rental in Radicondoli with swimming pool

Villa / 2 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome

Add to shortlist

from £83 / night

£579 - £1930 / week

View

Holiday house for 8 persons, with swimming pool , in Siena  …see more

from £5282 / night

£36970 - £47385 / week

View

1 / 24

Distance approx 5.88 miles from Gallena

Holiday villa with swimming pool in Siena

Villa / 18 Bedrooms / sleeps 35

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning

Add to shortlist

from £5282 / night

£36970 - £47385 / week

View

Total Luxury - Italy special occasion villa with services - this magnificent 14th century estate is situated in the heart of rural Tuscany between San Gimignano and Siena. The villa's hilltop position offers wonderful 360 degree views of the surrounding countryside

 …see more

from £127 / night

£883 / week

View

(2) Excellent 5/5 

1 / 20

Distance approx 5.89 miles from Gallena

Holiday villa in Radicondoli

Villa / 3 Bedrooms / sleeps 6

  • Nearest beach 65 km
  • Great for children of all ages
  • Car essential
  • Pets welcome

Excellent 5/5 

Add to shortlist

from £127 / night

£883 / week

View

Completely restored old country villa surrounded by private garden with superb views on one of the most pristine parts of Tuscany.  …see more

from £169 / night

£1177 - £2206 / week

View

1 / 19

Distance approx 5.97 miles from Gallena

Casole d'Elsa holiday villa rental

Villa / 5 Bedrooms / sleeps 12

  • Swimming pool
  • Suitable for children over 5
  • Air conditioning
  • Some pets are welcome - please contact the owner

Add to shortlist

from £169 / night

£1177 - £2206 / week

View

Molino la Senna is a beautiful house for families and groups - a pool set in the landscape, a great pizza oven and fantastic wysteria.  …see more

from £83 / night

£577 - £1409 / week

View

1 / 17

Distance approx 6.04 miles from Gallena

Holiday villa with shared pool in Monteriggioni

Villa / 3 Bedrooms / sleeps 6

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Add to shortlist

from £83 / night

£577 - £1409 / week

View

It is a typical Tuscan retreat immersed in the Chianti of the Siena area, a short distance from the renown town of Monteriggioni, and constituted by a group of “colonica” house which have been restored to high specification but preserving the original and true feeling,  …see more

from £162 / night

£1132 - £1825 / week

View

(3) Excellent 5/5 

1 / 16

Distance approx 6.05 miles from Gallena

Radicondoli holiday villa rental

Villa / 5 Bedrooms / sleeps 12

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £162 / night

£1132 - £1825 / week

View

Charming independent villa in the heart of Tuscany with pool garden parking wonderful panorama, near siena and san gimignano.  …see more

Pricing unknown

View

1 / 24

Distance approx 6.22 miles from Gallena

Gracciano di Colle Val d'Elsa holiday villa rental

Villa / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • No pets allowed

Add to shortlist

Pricing unknown

View

This property in Tuscany Italy is a pleasant holiday home that sleeps 6 people, so it is ideal for a large group of friends. The property offers a swimming pool and an internet connection.  …see more

from £104 / night

£723 - £2044 / week

View

1 / 33

Distance approx 6.56 miles from Gallena

Villa rental in Casole d'Elsa with swimming pool

Villa / 5 Bedrooms / sleeps 11

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Add to shortlist

from £104 / night

£723 - £2044 / week

View

Villa Maretta un antico casolare recentemente restaurato con raffinatezza e arricchito dai più moderni comforts. Situata sulle colline senesi offre una vacanza in pieno relax e al tempo stesso l'opportunità di visitare le più belle città storiche e d'arte della Toscana.  …see more

from £105 / night

£730 - £1898 / week

View

1 / 23

Distance approx 6.71 miles from Gallena

Holiday villa accommodation

Villa / 5 Bedrooms / sleeps 14

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner

Add to shortlist

from £105 / night

£730 - £1898 / week

View

Lovely farmahouse with private garden & pool in Siena  …see more

from £74 / night

£515 - £846 / week

View

(14) Excellent 5/5 

1 / 24

Distance approx 6.83 miles from Gallena

Casole d'Elsa holiday villa rental

Villa / 2 Bedrooms / sleeps 4

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £74 / night

£515 - £846 / week

View

Independent villa to spend wonderful moments of relaxation in the Tuscan countryside. Total privacy and relaxation Excellent base to explore the gems of this wonderful Italian region. Private villa private garden, about 1300 meters, private pool. Only you and your family can enjoy this  …see more
first last

Also consider

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page