50 Best Vacation Rentals in Castelfiorentino - Holiday Lettings - Cabins

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Castelfiorentino

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7,749 Vacation rentals

10

Vacation condo in Castelfiorentino

Province of Florence / Castelfiorentino

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 70 mi
  • Suitable for children age 5+
  • Air conditioning
At the beginning of the historical centre of Castelfiorentino in a building of 800 is two-roomed apartment (entrance-kitchen-large double-Camerina-bath). Recently renovated. Wide free parking-300 meters to train station and bus Castelfiorentino is centrally located in T …see more

from $74 / night

$492 / week

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from $74 / night

(8) Excellent 

23

Castelfiorentino Vacation apartment rental

Province of Florence / Castelfiorentino

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
The apartments benefits from its own pool with a spacious solarium with grass. The living still mantain its original "vaulted" ceiling in terracotta. Leading from the livingroom is a patio with table and chairs to enable you to dine in a cool, enjoying the view o …see more

from $138 / night

$641 - $1,766 / week

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from $138 / night

(7) Excellent 

12

Castelfiorentino Vacation farmhouse rental

Province of Florence / Castelfiorentino

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 55 mi
  • 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 $246 / night

$738 - $1,218 / week

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from $246 / night

(3) Very Good 

24

Barn rental in Castelfiorentino with swimming pool

Province of Florence / Castelfiorentino

5 9 2 nights min

  • 5 bedrooms
  • Sleeps 9
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Oleander is a holiday home in the heart of Tuscany between Florence and Certaldo, near Florence and Siena. Holiday House Gli Oleandri is an oasis of tranquility in Castelfiorentino, a town in the Tuscan countryside: the two Tuscan rustic style apartments and pool in …see more

from $357 / night

$2,263 / week

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from $357 / night

28

Vacation villa with swimming pool in Castelfiorentino

Province of Florence / Castelfiorentino

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
Every building in the Tuscan landscape is pervaded of the many cultures that inhabited it throughout the centuries. About 30 Km from Florence, Castello del Chianti castle, built on the ancient Via Francigena connecting France to Rome, is a shining example, evoking a mul …see more

from $1,472 / night

$10,302 - $14,093 / week

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from $1,472 / night

(4) Excellent 

20

Vacation apartment rental

Province of Florence / Castelfiorentino

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
The apartments benefits from its own pool with a spacious solarium with grass. Leading from the livingroom is a patio with table and chairs to enable you to dine in a cool, furnished with a BBQ. The apartment has been renovated keeping the original features t …see more

from $142 / night

$640 - $1,587 / week

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from $142 / night

36

Vacation villa with swimming pool in Castelfiorentino

Province of Florence / Castelfiorentino

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly
Single family independent villa from the 1850’s situated in a charming village. Villa Maria is in the small and charming village of Renai, 3 km from Castelfiorentino. The villa is encircled by vineyards and olive groves. The owner Vincenzo realised the restoration work …see more

from $307 / night

$2,150 - $3,420 / week

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from $307 / night

15

Vacation barn with shared pool in Castelfiorentino

Province of Florence / Castelfiorentino

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Oleander is a holiday home in the heart of Tuscany between Florence and Certaldo, near Florence and Siena. Holiday House Gli Oleandri is an oasis of tranquility in Castelfiorentino, a town in the Tuscan countryside: the two Tuscan rustic style apartments and pool in …see more

from $211 / night

$1,263 / week

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from $211 / night

14

Castelfiorentino Vacation home rental

Province of Florence / Castelfiorentino

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Oleander is a holiday home in the heart of Tuscany between Florence and Certaldo, near Florence and Siena. Holiday House Gli Oleandri is an oasis of tranquility in Castelfiorentino, a town in the Tuscan countryside: the two Tuscan rustic style apartments and pool in …see more

from $173 / night

$1,069 / week

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from $173 / night

16

Vacation farmhouse with swimming pool in Castelfiorentino

Province of Florence / Castelfiorentino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Charming small independent villa with private pool situated on the hills surrounding the small town of Cambiano, approx. 45 km from Florence. This villa, built in 2009, offers nice outdoor areas with a beautiful panoramic terrace, gazebo, furnished garden and private po …see more

from $96 / night

$665 - $1,107 / week

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from $96 / night

(8) Very Good 

29

Vacation villa with swimming pool in Castelfiorentino

Province of Florence / Castelfiorentino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A glass of Prosecco awaits your arrival at this idyllic villa set on top of a hill with vineyards, olive groves and panoramic views of sublime Tuscany. Here you can enjoy a tranquil holiday with all the privacy that a large garden patio and newly installed swimmingpool …see more

from $192 / night

$1,218 - $1,600 / week

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from $192 / night

(4) Good 

16

Vacation farmhouse with shared pool in Castelfiorentino

Province of Florence / Castelfiorentino

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 55 mi
  • 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 $406 / night

$615 - $1,046 / week

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from $406 / night

8

Vacation apartment with shared pool in Castelfiorentino

Province of Florence / Castelfiorentino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Fico is a charming apartment situated in near Florence. This wonderful country home is the idyllic solution for exciting escapes in Tuscany. The airport is within 35 Km from the house allowing you the freedom to explore the region with a rental car. The property consist …see more

from $148 / night

$763 - $1,218 / week

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from $148 / night

(3) Excellent 

12

Farmhouse rental in Castelfiorentino with shared pool

Province of Florence / Castelfiorentino

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 55 mi
  • Swimming pool
  • Child friendly
In a large farmhouse are available 2 apartments, restored according to the traditional tuscan style, with terracotta floors and wooden beam ceilings, some with open fireplace, that can accommodate from 5 and 6 people for a total of 11 beds. (additional beds on requests …see more

from $738 / night

$1,477 - $2,338 / week

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from $738 / night

(3) Very Good 

51

Castelfiorentino Vacation castle rental

Province of Florence / Castelfiorentino

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Cabbiavoli, a beautifully restored 13th century castle, is available for letting throughout the year for families and groups of friends for up to 12 guests. Just 30 minutes from Florence, ideally positioned on a Tuscan hilltop, Castello di Cabbiavoli is immersed in bre …see more

from $1,478 / night

$10,346 - $14,100 / week

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from $1,478 / night

102

Vacation apartment with shared pool in Castelfiorentino

Province of Florence / Castelfiorentino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
4 pax This enchanting apartment in Chianti affords access to the swimming pool and its own garden area. One of the accesses to this apartment leads guests into its parqueted living room with an inviting fireplace. In the same room there is a kitchen and a dining area. T …see more

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100

Vacation apartment with shared pool in Castelfiorentino

Province of Florence / Castelfiorentino

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
5+1 paxAs this apartment with shared swimming pool in Chianti is on the first floor of a restored barn, it provides beautiful views of the surroundings.This apartment in Chianti features an independent area of garden in the outside and access to the swimming pool. Insid …see more

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100

Vacation apartment with shared pool in Castelfiorentino

Province of Florence / Castelfiorentino

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
The wooden ceiling, brick walls and country style furnishings create a country style atmosphere. The apartment is 45m2 and features a masonry kitchenette equipped with refrigerator with freezer, microwave oven and dishwashing machine and dining area. There is a double s …see more

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100

Villa rental in Castelfiorentino with swimming pool

Province of Florence / Castelfiorentino

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
ExteriorThis restored 13th century castle, a real fairy-tale image, can be found in the Chianti region of Tuscany between the historical towns of San Miniato and San Gimignano. Standing atop a hill it has sweeping views of the estate's 120 hectares of vineyards, olive g …see more

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Pricing unknown

23

Vacation villa in Castelfiorentino

Province of Florence / Castelfiorentino

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
Pieve vecchia estate has been included inside the historical gazzette named "Valdelsa Viva" among the forty cultural itineraries in the Valdelsa area, and it is located in the same site where once was the old Pieve(the name comes from the latin word plebs that means pe …see more

from $529 / night

$3,703 / week

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from $529 / night

39

Vacation villa in Castelfiorentino

Province of Florence / Castelfiorentino

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Villa ' Parker ' lies in Castelfiorentino, in the heart of Tuscany, surrounded by beautiful countryside and only a few Km from important cities of art like Florence, Siena, Pisa, San Gimignano, Volterra, Certaldo Alto etc. The villa offers two apartments for guests (and …see more

from $99 / night

$603 / week

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from $99 / night

100

Vacation apartment with shared pool in Castelfiorentino

Province of Florence / Castelfiorentino

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
Ciliegio is an apartment with shared access to the swimming pool, perfect to enjoy the Chianti sun.It affords a private garden. This Tuscan style apartment offers a living room with an enormous open fireplace in which there is a kitchen area, a spacious double bedroom a …see more

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100

Vacation apartment with shared pool in Castelfiorentino

Province of Florence / Castelfiorentino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
4 pax (Superior)This apartment in Chianti with swimming pool is an ideal way to spend holidays in this captivating land.Located on the ground floor, there is a living room with fireplace, kitchen, two double bedrooms, two bathrooms with shower (one designed for disabled …see more

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(2) Excellent 

12

Vacation farmhouse in Castelfiorentino

Province of Florence / Castelfiorentino

6 20 3 nights min

  • 6 bedrooms
  • Sleeps 20
  • 3 nights min
  • Child friendly
  • Pet friendly
A home away from home in the heart of Tuscany, Belvedere Farmhouse has timeless appeal. Belvedere Farmhouse (sleeps 10-20) is a beautifully restored 19th Century farmhouse, ideally positioned on a Tuscan hilltop, boasting magnificent panoramic views over the vineyards …see more

from $1,600 / night

$5,038 - $8,482 / week

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from $1,600 / night

(17) Excellent 

29

Vacation villa with swimming pool in Castelfiorentino

Province of Florence / Castelfiorentino

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
Villa Antica sosta, is situated in the small and charming village called Renai, to 3 Km from Castelfiorentino, encircled from vineyards and olive groves. In the small country of Castelfiorentino you will be able to find: Railway station, supermarket, banks, post …see more

from $317 / night

$2,215 / week

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from $317 / night

(1) Excellent 

23

Vacation farmhouse in Castelfiorentino

Province of Florence / Castelfiorentino

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
In a farmhouse in the heart of Chianti, in a splendid panoramic position, in the tranquility of the Tuscan countryside. At the center of a triangle formed by the beautiful cities of Florence, Pisa and Siena will be surrounded by rolling hills, decorated with cypress tre …see more

from $75 / night

$384 - $731 / week

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from $75 / night

9

Vacation apartment in Castelfiorentino

Province of Florence / Castelfiorentino

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
Una vacanza da sogno nel centro della toscana tra campagna e centri storici..... Concedetevi una settimana per visitare al meglio la toscana tra degustazioni organizzate di prodotti artigianali e visite guidate in fattorie vinicole! L' appartamento è posto su …see more

from $87 / night

$529 / week

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from $87 / night

10

Apartment rental in Petrazzi with shared pool

Castelfiorentino / Petrazzi

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Outside Old farm estate "La Pineta", renovated. In the hamlet Varna 6 km from the centre of Gambassi, in a sunny position on top of a hill, located by a road. For shared use: property (fenced), beautiful garden with flowers, swimming pool (6 x 16 m, depth 100 - 250 cm, …see more

from $201 / night

$814 - $1,403 / week

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from $201 / night

25

Vacation apartment with shared pool in Castelfiorentino

Province of Florence / Castelfiorentino

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly
Agriturismo Le Docce is situated in a wonderful part of Tuscany, In Valdelsa, right at the centre of an ideal triangle with Florence (30 km), Pisa (45 km) and Siena (40 km), all the three of them laying just a 30 minute drive away. But you can visit also San Gimignano …see more

from $105 / night

$474 - $898 / week

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from $105 / night

(3) Excellent 

27

Vacation home in Castelfiorentino

Province of Florence / Castelfiorentino

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets
Take home a taste of your travels…like farm fresh olive oil and wine produced at your own Tuscany rental farmhouse! Located in the beautiful countryside, surrounded by olive trees and vineyards, this vacation farmhouse in Tuscany is the perfect getaway for family or fri …see more

from $361 / night

$2,521 - $4,015 / week

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from $361 / night

(3) Excellent 

14

Castelfiorentino Vacation apartment rental

Province of Florence / Castelfiorentino

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly
Independent apartment in a quiet environment in harmony with the Tuscan countryside. The swimming pool (12x6) is well equipped with umbrellas, deck chairs and outdoor shower. It has a beautiful view that becomes breathtaking at sunset. The apartment measures 90 sqm and …see more

from $139 / night

$615 - $1,748 / week

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from $139 / night

43

Castelfiorentino Vacation villa accommodation

Province of Florence / Castelfiorentino

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
In a beautiful position in the Chianti hills near San Gimignano, just 30 km from Florence, is located the Dimora del Castello, built on the ancient Via Francigena, that connected France to Rome during the Middle-age. The origins of the Dimora del Castello date back to t …see more

from $1,462 / night

$10,230 - $13,993 / week

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from $1,462 / night

19

Vacation villa in Castelfiorentino

Province of Florence / Castelfiorentino

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
Owner's description:Swimming-towels are available. Very beautiful, comfortable country house "this property", from the 13rd century, renovated, surrounded by vineyards. Above Castelfiorentino (2 km), in a secluded, quiet, sunny position on top of a hill, excellent locat …see more

from $574 / night

$1,553 - $4,027 / week

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from $574 / night

(1) Excellent 

24

Vacation villa in Castelfiorentino

Province of Florence / Castelfiorentino

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 113 mi
  • Swimming pool
  • Child friendly
Every building in the Tuscan landscape is pervaded of the many cultures that inhabited it throughout the centuries. About 30 Km from Florence, Castello del Chianti castle, built on the ancient Via Francigena connecting France to Rome, is a shining example, evoking a mul …see more

from $1,462 / night

$10,229 - $13,993 / week

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from $1,462 / night

23

Vacation villa with shared pool in Castelfiorentino

Province of Florence / Castelfiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Outside Very beautiful, comfortable "rustico" cottage "", 2 storeys, renovated. Above Castelfiorentino, outside the resort, 2 km from the centre, on top of a hill, excellent location: right in the centre but still quiet, in the countryside. Private: property 2 ha, large …see more

from $497 / night

$1,090 - $3,474 / week

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from $497 / night

25

Vacation villa with shared pool in Castelfiorentino

Province of Florence / Castelfiorentino

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Outside Beautiful cottage "this property", 3 storeys, detached, renovated, surrounded by fields and vineyards. Above Castelfiorentino-Cambiano, in a hamlet, in a sunny, elevated position, in the countryside. For shared use: swimming pool (6 x 13 m, depth 140 - 180 cm, 1 …see more

from $351 / night

$1,046 - $2,457 / week

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from $351 / night

0

Castelfiorentino Vacation home rental

Province of Florence / Castelfiorentino

6 12 1 night min

  • 6 bedrooms
  • Sleeps 12
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: linens; towels; breakfast; maid service from Monday to Sunday 3 hours each day; electricity up to 300 kW per week. To be paid at the property:electricity over 300 kW per week according to consumption EUR 0.40 …see more

from $1,841 / night

$11,240 - $15,383 / week

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Responds fast!
avg. 2 hours 24 minutes

from $1,841 / night

37

Castelfiorentino Vacation villa rental

Province of Florence / Castelfiorentino

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Outside Very beautiful, comfortable farmhouse "this property", 3 storeys, from the 19th century, renovated, surrounded by vineyards. Above Castelfiorentino (2 km), in a secluded, quiet, sunny position on top of a hill, excellent location: right in the centre but still q …see more

from $497 / night

$1,340 - $3,474 / week

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from $497 / night

25

Vacation villa in Castelfiorentino

Province of Florence / Castelfiorentino

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
Owner's description:Beautiful cottage "this property", 3 storeys, detached, renovated, surrounded by fields and vineyards. Above Castelfiorentino-Cambiano, in a hamlet, in a sunny, elevated position, in the countryside. For shared use: swimming pool (6 x 13 m, depth 140 …see more

from $406 / night

$1,130 - $2,847 / week

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from $406 / night

26

Villa rental in Castelfiorentino

Province of Florence / Castelfiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
Owner's description:Description: An elegant Tuscan farmhouse with glorious views this property is an elegant Tuscan farmhouse with glorious views over the rolling hills of Chianti. Art lovers will be exposed to an illimited choice of interesting excurtions. The location …see more

from $1,367 / night

$6,468 - $9,565 / week

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from $1,367 / night