50 Best Vacation Rentals in Castelfiorentino - Holiday Lettings - Cabins

Close

Castelfiorentino

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

83 Vacation rentals

(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  …see more

from $107 / night

$528 - $1474 / week

Book View

from $107 / night

(3) Excellent 

19

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 $107 / night

$528 - $1320 / week

Book View

from $107 / 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

from $129 / night

$620 - $1026 / week

Inquire View

from $129 / night

(2) Excellent 

29

Vacation villa with swimming pool in Castelfiorentino

Province of Florence / Castelfiorentino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • 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 $152 / night

$1058 - $1303 / week

Book View

from $152 / night

(6) Excellent 

12

Castelfiorentino Vacation farmhouse rental

Province of Florence / Castelfiorentino

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • 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 $161 / night

$534 / week

Book View

from $161 / night

(3) Very Good 

24

Province of Florence / Castelfiorentino

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $160 / night

$854 - $1964 / week

Book View

from $160 / night

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 dis  …see more

from $129 / night

$663 - $1058 / week

Inquire View

from $129 / night

(2) Very Good 

33

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
The Castle of Cabbiavoli, perched atop a hill, has been completely restored whilst maintaining the spirit and atmosphere of a noble mansion. It can easily accommodate 12 people in luxurious comfort. The beautifully maintained grounds include a large courtyard, lawn area  …see more

from $1190 / night

$8329 - $11746 / week

Book View

from $1190 / night

11

Province of Florence / Castelfiorentino

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 85 mi
  • Child friendly
  • Car not necessary

 …see more

from $70 / night

$481 / week

Book View

from $70 / night

24

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 wo  …see more

from $255 / night

$1784 - $2878 / week

Inquire View

from $255 / 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 spaci  …see more

from $150 / night

$716 - $1186 / week

Inquire View

from $150 / night

19

Province of Florence / Castelfiorentino

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Private garden

 …see more

from $63 / night

$320 / week

Book View

from $63 / night

8

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
  • 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 $129 / night

$663 - $1058 / week

Book View

from $129 / night

(2) Excellent 

79

Province of Florence / Castelfiorentino

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $91 / night

$636 / week

Book View

from $91 / night

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

from $150 / night

$684 - $1079 / week

Inquire View

from $150 / night

(1) Excellent 

36

Province of Florence / Castelfiorentino

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $249 / night

$1741 - $2916 / week

Inquire View

from $249 / night

15

Province of Florence / Castelfiorentino

3 5 Min stay varies

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

 …see more

from $96 / night

$533 - $1089 / week

Book View

from $96 / night

14

Province of Florence / Castelfiorentino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $81 / night

$427 - $928 / week

Book View

from $81 / night

22

Vacation villa rental

Province of Florence / Castelfiorentino

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Child friendly
  • Ask about pets
About 30 Km from Florence, Villa Alberti, built on the ancient Via Francigena connecting France to Rome, is a shining example, evoking a multitude of ancient influences.The Villa's history dates back to 1210 and with such a history, Villa Alberti makes an i  …see more

from $2309 / night

$9233 - $13438 / week

Inquire View

from $2309 / night

(3) Excellent 

7

Province of Florence / Castelfiorentino

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from $129 / night

$897 / week

Book View

from $129 / night

36

Province of Florence / Castelfiorentino

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $84 / night

$588 - $1175 / week

Inquire View

from $84 / night

30

Province of Florence / Castelfiorentino

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $126 / night

$876 - $1346 / week

Inquire View

from $126 / night

(4) Good 

16

Vacation farmhouse with shared pool in Castelfiorentino

Province of Florence / Castelfiorentino

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • 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 $353 / night

$481 / week

Book View

from $353 / night

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 tha  …see more

from $460 / night

$3215 / week

Book View

from $460 / night

(16) Excellent 

29

Vacation villa with swimming pool in Castelfiorentino

Province of Florence / Castelfiorentino

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • 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 $321 / night

$1495 - $2510 / week

Book View

from $321 / night

36

Province of Florence / Castelfiorentino

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $126 / night

$876 - $1346 / week

Inquire View

from $126 / night

(2) Excellent 

12

Farmhouse rental in Castelfiorentino with shared pool

Province of Florence / Castelfiorentino

5 11 3 nights min

  • 5 bedrooms
  • Sleeps 11
  • 3 nights min
  • 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 $267 / night

$1015 / week

Book View

from $267 / night

36

Province of Florence / Castelfiorentino

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $100 / night

$695 - $1442 / week

Inquire View

from $100 / night

10

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

 …see more

from $65 / night

$428 / week

Book View

from $65 / night

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 $1389 / night

$4373 - $7363 / week

Book View

from $1389 / night

10

Province of Florence / Castelfiorentino

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from $153 / night

$1068 / week

Book View

from $153 / night

100

Villa rental in Castelfiorentino with swimming pool

Province of Florence / Castelfiorentino

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • 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

from $1209 / night

$8457 - $12173 / week

Inquire View

from $1209 / 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 $1240 / night

$8676 - $12681 / week

Inquire View

from $1240 / night

39

Province of Florence / Castelfiorentino

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from $86 / night

$524 / week

Book View

from $86 / night

19

Castelfiorentino Vacation castle rental

Province of Florence / Castelfiorentino

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Castello di Renai is a wonderful historical castle in Tuscany for rent. This graceful country residence is near the ancient town of Castelfiorentino on the Francigen Route. This Tuscan castle for rent dates back to the early years of the 13th century.On the grou  …see more

from $1721 / night

$12041 / week

Inquire View

from $1721 / 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 $99 / night

$577 - $962 / week

Inquire View

from $99 / night

32

Province of Florence / Castelfiorentino

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $121 / night

$844 - $1228 / week

Inquire View

from $121 / night

23

Province of Florence / Castelfiorentino

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

from $65 / night

$342 - $492 / week

Book View

from $65 / night

36

Province of Florence / Castelfiorentino

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $54 / night

$374 - $801 / week

Inquire View

from $54 / night

(3) Excellent 

33

Province of Florence / Castelfiorentino

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $347 / night

$2427 - $3922 / week

Inquire View

from $347 / night