50 Best Vacation Rentals in Colle di Val d'Elsa - Holiday Lettings - Cabins

Close

Colle di Val d'Elsa

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

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

152 Vacation rentals

49

Vacation apartment in Colle di Val d'Elsa

Colle di Val d'Elsa / Montegabbro

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 60 mi
  • Child friendly
  • Ask about pets
Apartment in a very small Medieval village. The building was a Benedectine Monastery. The village Montegabbro is in the hearth of Tuscany, it's at 15 minutes by car to San Gimignano, Volterra and Colle di Val d'Elsa. Siena is at 30 minutes, Florence is at 45 m …see more

from $68 / night

$393 - $550 / week

Book View

from $68 / night

(30) Excellent 

20

Vacation apartment in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 50 mi
  • Child friendly
  • Pet friendly
The Dietro Le Mura holiday home has been completely renovated and is located in the historical town centre of Colle di Val d'Elsa, a characteristically medieval town steeped in history. The apartment is on the first floor, has its own entrance and possible parking at ju …see more

from $90 / night

$538 - $751 / week

Inquire View

from $90 / night

11

Apartment rental in Colle di Val d'Elsa with shared pool

Province of Siena / Colle di Val d'Elsa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
5+1 places apartment composed of a large kitchen with living room, 3 bedrooms and 2 bathroom. We grow grapes, olive-trees, corn and sunflowers, so that the 700 acres of the estate end up by forming a natural and coloured painting. You can taste the Extra-Virgin O …see more

from $135 / night

$785 - $1233 / week

Book View

from $135 / night

(2) Excellent 

24

Vacation apartment with golf nearby in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
You will be charmed by the sense of freedom ', ample space and comfort offering the house: 3 bedrooms - A double bedroom and single bed finishing has tiled floors, floral painted ceiling, furniture style years 50 - B double room with twin beds painted walls, carved furn …see more

from $146 / night

$863 - $1289 / week

Book View

from $146 / night

(1) Very Good 

24

Vacation apartment rental

Colle di Val d'Elsa / Campiglia dei Foci

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
These lovely rental apartments in Tuscany are located on a plateau in the heart of the Chianti countryside at only 5 km from Colle Val d'Elsa, internationally renowned for the production of crystal glassware and art. Surrounded by vineyards and olive groves, the residen …see more

from $94 / night

$656 - $1065 / week

Book View

from $94 / night

(4) Excellent 

53

Vacation apartment in Montegabbro

Colle di Val d'Elsa / Montegabbro

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 60 mi
  • Child friendly
  • Ask about pets
Casa Arianna is in Montegabbro, a very little 12th century village in the hearth of Tuscany with Etruscan and Roman traces. It is organized and created in a old Benedectine Convent, whose architecture has remained untouched. All the rooms are arched ceiling and the forn …see more

from $68 / night

$393 - $550 / week

Book View

from $68 / night

9

Colle di Val d'Elsa Vacation farmhouse rental

Province of Siena / Colle di Val d'Elsa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
We are suspended on a quiet and cool hill, immersed in the Tuscan countryside, where you will meet the unspoiled and authentic silence that only nature can offer. Here you will find a genuine and friendly hospitality, a little as if time had stood still ... We make brea …see more

from $129 / night

$886 - $1917 / week

Book View

from $129 / night

(10) Excellent 

18

Colle di Val d'Elsa Vacation home rental

Province of Siena / Colle di Val d'Elsa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 93 mi
  • Child friendly
  • Pet friendly
A quiet and bright flat with big terrace in a strategic location to reach easily the most famous Art Cities in Tuscany. Perfect place for travellers which are looking for the warmth of a real home. With lift. Free Wifi 24hours no limits. Notice: according to Italian la …see more

from $79 / night

$449 - $767 / week

Book View

from $79 / night

(2) Very Good 

18

Vacation farmhouse with shared pool in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
The apartments have been renewed and still have the old local structures such as wood rafters, bricks arches and outside stones walls. They all have their own entrance, a living room with a fully equipped cooking area, one or more bedrooms, TV, an outside area with tabl …see more

from $113 / night

$673 - $897 / week

Book View

from $113 / night

(1) Very Good 

13

Vacation condo in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
Bright apartment on the 5° floor with nice view, balcony, on the old part of the town of Colle di Val d'Elsa. The apartment consists of an entrance hall, a large bedroom, kitchen-living room, bathroom and dressing room. Can accommodate 2 people. Free Wi-fi. The apartme …see more

from $57 / night

$393 / week

Book View

from $57 / night

9

Vacation apartment rental

Colle di Val d'Elsa / Campiglia dei Foci

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
The apartment Miss Tabrizi is a small apartment situated on the ground floor of the main building. The local recently restored according to the Tuscan tradition, with wooden beams and terracotta floors, is decorated with antique furniture. It has an area of about 30 m² …see more

from $79 / night

$393 - $583 / week

Book View

from $79 / night

22

Vacation villa rental

Colle di Val d'Elsa / Campiglia dei Foci

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Villa Nr. San Gimignano, Siena Province, Tuscany, Italy Typical Tuscan Style Villa with Private Pool and Large Private garden. 12.000 Square Metres Of Gardens, With Pine Trees, Monumental Oaks And Olive Grove Wonderful stone building situated in a peaceful position wit …see more

from $157 / night

$1794 - $3363 / week

Book View

from $157 / night

(2) Excellent 

21

Colle di Val d'Elsa Vacation villa accommodation

Province of Siena / Colle di Val d'Elsa

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
In the heart of Tuscany, the Antica Canonica is on a country estate surrounded on all sides by beautiful unspoilt countryside. The historical residence, which origins can be traced back to the eleventh Century, has been recently fully restored and has a rich and …see more

from $257 / night

$1797 / week

Book View

from $257 / night

15

Vacation apartment with shared pool in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
These lovely rental apartments in Tuscany are located on a plateau in the heart of the Chianti countryside at only 5 km from Colle Val d'Elsa, internationally renowned for the production of crystal glassware and art. Surrounded by vineyards and olive groves, the residen …see more

from $69 / night

$482 - $852 / week

Book View

from $69 / night

24

Vacation apartment in Colle di Val d'Elsa

Colle di Val d'Elsa / Campiglia dei Foci

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
These lovely rental apartments in Tuscany are located on a plateau in the heart of the Chianti countryside at only 5 km from Colle Val d'Elsa, internationally renowned for the production of crystal glassware and art. Surrounded by vineyards and olive groves, the residen …see more

from $88 / night

$611 - $1032 / week

Book View

from $88 / night

7

Colle di Val d'Elsa Vacation apartment rental

Province of Siena / Colle di Val d'Elsa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Air conditioning
Private spacious attic room with double bed and private bathroom small, located in a Tower House of 1700 in the Centre of the ancient village of Colle Val d'Elsa, not far from the renowned resorts of s. Gimignano, Volterra and Siena. In the village there are all service …see more

Pricing unknown

Book View

Pricing unknown

25

Vacation apartment rental

Province of Siena / Colle di Val d'Elsa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
The apartment is located in the beautiful medieval town of Colle di Val d'Elsa just steps from the Cathedral and the Tower of Arnolfo di Cambio. The town has the smallest area with the highest concentration of works by famous architects, by Arnolfo di Cambio to Jean Nou …see more

from $62 / night

$432 / week

Book View

from $62 / night

19

Vacation apartment with shared pool in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
Every apartment has its own outside space with table and chairs for outside eating (directly in front of the entrance of the apartments) and offer a fantastic panorama over the whole valley of the river Elsa. The furniture is in the typical country style used in Tuscany …see more

from $105 / night

$729 - $953 / week

Book View

from $105 / night

(1) Good 

10

Apartment rental in Colle di Val d'Elsa with shared pool

Colle di Val d'Elsa / Campiglia dei Foci

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 68 mi
  • Swimming pool
  • Child friendly
The apartment of the Sor, Luigi is in a typical Tuscan stone house separated from the rest of the buildings. Restored according to the canons of Tuscan tradition with wooden beams and terracotta floors is decorated with antique furniture. Particularly suitable for two t …see more

from $79 / night

$426 - $886 / week

Book View

from $79 / night

14

Vacation apartment rental

Province of Siena / Colle di Val d'Elsa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
Every apartment has its own outside space with table and chairs for outside eating (directly in front of the entrance of the apartments) and offer a fantastic panorama over the whole valley of the river Elsa. The furniture is in the typical country style used in Tuscany …see more

from $116 / night

$807 - $1076 / week

Book View

from $116 / night

19

Vacation home accommodation

Province of Siena / Colle di Val d'Elsa

3 4 2 nights min

  • 3 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Appartamento completamente arredato, con ingresso indipendente, è composto da un ampio salone con tavolo da pranzo, una camera matrimoniale, due camere singole, 1 bagno e cucina abitabile ed attrezzata. Dotato di aria condizionata. Posto auto esterno gratuito. La casa …see more

from $73 / night

$510 / week

Book View

from $73 / night

18

Colle di Val d'Elsa Vacation hotel apartment rental

Province of Siena / Colle di Val d'Elsa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Pet friendly
Borgo Santinovo is an old medieval village that has been renovated and preserves all the charm of the typical architectural structures of that period: staggered roofs, porticoes, terraces, stone walls, practicable spaces scattered through the buildings. Borgo Santino …see more

from $113 / night

$707 - $1116 / week

Inquire View

from $113 / night

22

Home rental in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning
The holiday house Benedetta is the annex of the old Episcopal Palace of Colle di Val d'Elsa, a typical medieval town rich in history. The restored house is on 2 floors, more laundry and cellar. Has a private entrance, in the historical center of colle and a large garden …see more

from $135 / night

$785 / week

Book View

from $135 / night

(1) Good 

22

Vacation barn rental

Colle di Val d'Elsa / Campiglia dei Foci

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
This interesting one bedroom house is peacefully located at the edge of an ancient small hamlet overlooking the Elsa valley near Colle di Val d'Elsa. Ideal spot for couples and small families looking for a relaxing & cultural holiday in the heart of Tuscany. La …see more

from $89 / night

$617 / week

Inquire View

from $89 / night

18

Farmhouse rental in Colle di Val d'Elsa with shared pool

Province of Siena / Colle di Val d'Elsa

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Pet friendly
All our apartments have been renewed and still have the old local structures such as wood rafters, bricks arches and outside stones walls. The 6 places apartment has 3 bedrooms, 2 bathrooms and one kitchen.It si locaed on the first floor in the central part of t …see more

from $169 / night

$897 - $1233 / week

Book View

from $169 / night

24

Colle di Val d'Elsa Vacation apartment rental

Province of Siena / Colle di Val d'Elsa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
The apartment Volpe, medium-sized, up to 4 people with two bedrooms and a sitting room, plus bathroom and kitchen, is also located a few dozen meters from the pool company. A small pergola in front of the entrance stairs allows you to enjoy the cool summer evenings to d …see more

from $157 / night

$561 - $819 / week

Book View

from $157 / night

20

Colle di Val d'Elsa Vacation hotel apartment rental

Province of Siena / Colle di Val d'Elsa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Pet friendly
Borgo Santinovo is an old medieval village that has been renovated and preserves all the charm of the typical architectural structures of that period: staggered roofs, porticoes, terraces, stone walls, practicable spaces scattered through the buildings. Borgo Santino …see more

from $79 / night

$516 - $841 / week

Inquire View

from $79 / night

20

Colle di Val d'Elsa Vacation hotel apartment rental

Province of Siena / Colle di Val d'Elsa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Pet friendly
Borgo Santinovo is an old medieval village that has been renovated and preserves all the charm of the typical architectural structures of that period: staggered roofs, porticoes, terraces, stone walls, practicable spaces scattered through the buildings. Borgo Santino …see more

from $101 / night

$656 - $1099 / week

Inquire View

from $101 / night

15

Colle di Val d'Elsa Vacation hotel apartment rental

Province of Siena / Colle di Val d'Elsa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Pet friendly
Borgo Santinovo is an old medieval village that has been renovated and preserves all the charm of the typical architectural structures of that period: staggered roofs, porticoes, terraces, stone walls, practicable spaces scattered through the buildings. Borgo Santino …see more

from $90 / night

$527 - $897 / week

Inquire View

from $90 / night

16

Vacation hotel apartment with shared pool in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Pet friendly
Borgo Santinovo is an old medieval village that has been renovated and preserves all the charm of the typical architectural structures of that period: staggered roofs, porticoes, terraces, stone walls, practicable spaces scattered through the buildings. Borgo Santino …see more

from $101 / night

$656 - $1099 / week

Inquire View

from $101 / night

17

Vacation hotel apartment with shared pool in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Pet friendly
Borgo Santinovo is an old medieval village that has been renovated and preserves all the charm of the typical architectural structures of that period: staggered roofs, porticoes, terraces, stone walls, practicable spaces scattered through the buildings. Borgo Santino …see more

from $135 / night

$875 - $1457 / week

Inquire View

from $135 / night

17

Vacation hotel apartment with shared pool in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Pet friendly
Borgo Santinovo is an old medieval village that has been renovated and preserves all the charm of the typical architectural structures of that period: staggered roofs, porticoes, terraces, stone walls, practicable spaces scattered through the buildings. Borgo Santino …see more

from $135 / night

$897 - $1569 / week

Inquire View

from $135 / night

20

Colle di Val d'Elsa Vacation hotel apartment rental

Province of Siena / Colle di Val d'Elsa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Pet friendly
Borgo Santinovo is an old medieval village that has been renovated and preserves all the charm of the typical architectural structures of that period: staggered roofs, porticoes, terraces, stone walls, practicable spaces scattered through the buildings. Borgo Santino …see more

from $113 / night

$707 - $1116 / week

Inquire View

from $113 / night

(5) Excellent 

26

Vacation cottage with swimming pool in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 65 mi
  • Swimming pool
  • Child friendly
This interesting and beautiful stone-built house is peacefully located in the country side just 1 km way from the mediaeval town of Colle Val d'Elsa. Casavico is the result of a recent renovation which has transformed this ancient barn (once belonging to the nearby farm …see more

from $85 / night

$561 - $1682 / week

Inquire View

from $85 / night

17

Colle di Val d'Elsa Vacation hotel apartment rental

Province of Siena / Colle di Val d'Elsa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Pet friendly
Borgo Santinovo is an old medieval village that has been renovated and preserves all the charm of the typical architectural structures of that period: staggered roofs, porticoes, terraces, stone walls, practicable spaces scattered through the buildings. Borgo Santino …see more

from $113 / night

$707 - $1116 / week

Inquire View

from $113 / night

18

Vacation apartment in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
Every apartment has its own outside space with table and chairs for outside eating (directly in front of the entrance of the apartments) and offer a fantastic panorama over the whole valley of the river Elsa. The furniture is in the typical country style used in Tuscany …see more

from $88 / night

$614 - $819 / week

Book View

from $88 / night

20

Colle di Val d'Elsa Vacation hotel apartment rental

Province of Siena / Colle di Val d'Elsa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Pet friendly
Borgo Santinovo is an old medieval village that has been renovated and preserves all the charm of the typical architectural structures of that period: staggered roofs, porticoes, terraces, stone walls, practicable spaces scattered through the buildings. Borgo Santino …see more

from $113 / night

$707 - $1116 / week

Inquire View

from $113 / night

16

Colle di Val d'Elsa Vacation hotel apartment rental

Province of Siena / Colle di Val d'Elsa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Pet friendly
Borgo Santinovo is an old medieval village that has been renovated and preserves all the charm of the typical architectural structures of that period: staggered roofs, porticoes, terraces, stone walls, practicable spaces scattered through the buildings. Borgo Santino …see more

from $90 / night

$527 - $897 / week

Inquire View

from $90 / night

14

Vacation hotel apartment with shared pool in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Pet friendly
Borgo Santinovo is an old medieval village that has been renovated and preserves all the charm of the typical architectural structures of that period: staggered roofs, porticoes, terraces, stone walls, practicable spaces scattered through the buildings. Borgo Santino …see more

from $79 / night

$527 - $897 / week

Inquire View

from $79 / night

(1) Very Good 

10

Vacation b&b in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask about children
Located in a quiet area surrounded by greenery, just outside the medieval town of Colle Val d'Elsa, first Italian Centre for the production of artistic glass, The Hesitant Pilgrim B&B is located in the heart of Tuscany and is strategically located to visit the main art …see more

from $51 / night

$354 / week

Book View

from $51 / night

1