50 Best Vacation Rentals in Certaldo - Holiday Lettings - Cabins

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Certaldo

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204 Vacation rentals

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(7) Excellent 

88

Certaldo / Certaldo Alto

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from $70 / night

$375 - $643 / week

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from $70 / night

(3) Excellent 

79

Province of Florence / Certaldo

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from $97 / night

$578 - $1146 / week

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from $97 / night

(4) Very Good 

104

Certaldo / Certaldo Alto

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from $75 / night

$386 - $536 / week

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from $75 / night

26

Certaldo / Certaldo Alto

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 80 mi
  • Child friendly
  • Car not necessary

 …see more

from $81 / night

$562 / week

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from $81 / night

(2) Very Good 

97

Certaldo / Il Pino

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from $65 / night

$429 - $718 / week

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from $65 / night

42

Vacation apartment with shared pool in Certaldo

Province of Florence / Certaldo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
La Certaldina Holidays villa is between Florence and Siena, with self catering apartments restoured in an ancient Villa , overlooking the Chianti countryside. An ideal place for a relaxing and peaceful holiday, with the swimming pool surrounded by olive trees and an  …see more

from $54 / night

$899 - $974 / week

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from $54 / night

23

Province of Florence / Certaldo

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 80 mi
  • Child friendly
  • Pet friendly

 …see more

from $79 / night

$471 / week

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from $79 / night

(7) Very Good 

11

Certaldo / Certaldo Alto

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 50 mi
  • Child friendly
  • Private garden

 …see more

from $75 / night

$482 - $675 / week

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from $75 / night

(1) Very Good 

40

Vacation apartment with shared pool in Certaldo

Province of Florence / Certaldo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
La Certaldina Holidays House is a few steps from Florence and Siena, with self catering apartment overlooking the wonderful Chianti countryside. The Villa is sourrended of gardens, orchad and a pool overlooking vineyards and olive groves and the position is perfect  …see more

from $65 / night

$835 - $910 / week

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from $65 / night

(2) Very Good 

23

Province of Florence / Certaldo

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool

 …see more

from $70 / night

$482 - $857 / week

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from $70 / night

15

Province of Florence / Certaldo

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly

 …see more

from $65 / night

$429 - $803 / week

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from $65 / night

17

Certaldo / Certaldo Alto

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Car not necessary
  • Air conditioning

 …see more

from $108 / night

$750 / week

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from $108 / night

(1) Excellent 

97

Certaldo / Il Pino

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from $65 / night

$429 - $718 / week

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from $65 / night

(2) Excellent 

31

Vacation apartment with shared pool in Certaldo

Province of Florence / Certaldo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
La Certaldina Holiday house overlooking vineyards is positioned ion the top of a hill in the Chianti country side, with gardens and a swimming pool. Ideal place for a relaxing holiday and as starting point for visiting the most Tuscan cities. Pisa, Florence, Siena,  …see more

from $65 / night

$808 - $883 / week

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from $65 / night

(1) Excellent 

100

Certaldo / Certaldo Alto

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets

 …see more

from $75 / night

$450 - $610 / week

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from $75 / night

(1) Very Good 

32

Apartment rental in Certaldo with shared pool

Province of Florence / Certaldo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
La Certaldina Holiday Villa overlooking the Chianti country side, has 8 self-catering apartments with private gardens and a swimming - pool. The Villa is situated in the heart of Tuscany, the position is perfect for visiting the most important Tuscan cities like, Fl  …see more

from $65 / night

$899 - $974 / week

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from $65 / night

(2) Excellent 

60

Certaldo Vacation apartment rental

Province of Florence / Certaldo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 mi
  • Child friendly
  • Ask about pets
Casa al Cantone' apposite 12th Pretorio Palace offers guests the chance to experience the atmosphere of a medieval town in two charming independent apartment.Apart. "La Terrazza" This apartment has traditional beamed ceilings and terracota flo  …see more

from $70 / night

$429 - $675 / week

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from $70 / night

51

Vacation villa in Certaldo

Province of Florence / Certaldo

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 75 mi
  • Swimming pool
  • Child friendly
If you require superior accommodation with an unmistakable touch of class, this fully refurbished, early 19th century, two-storey villa will not disappoint you. It is furnished with valuable antiques dating back to the 1700’s, complemented by elegant, Venetian-des  …see more

from $421 / night

$2943 - $6957 / week

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from $421 / night

17

Apartment rental in Certaldo

Province of Florence / Certaldo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
La Certaldina Holiday Villa is on the top of a hill in the country side of Chianti An ideal place for a relaxing and peaceful holiday, with the swimming pool surrounded by olive trees and an nice view on the vineyards. The position is perfect as starting point, for  …see more

from $65 / night

$701 - $739 / week

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from $65 / night

(1) Excellent 

19

Certaldo / Certaldo Alto

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 50 mi
  • Suitable for children age 5+
  • Air conditioning

 …see more

from $97 / night

$728 - $863 / week

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from $97 / night

(7) Excellent 

15

Vacation farmhouse with swimming pool in Certaldo

Province of Florence / Certaldo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Organic farm producing extra virgin olive oil. Located atop a hill on the ruins of the ancient city of Semifonte, it offers an apartment of 150 sqm on the first floor, equipped with all comforts and a private 15m infinity pool. Half way from Florence, Siena and S. Gimi  …see more

from $231 / night

$1606 - $2574 / week

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from $231 / night

65

Province of Florence / Certaldo

1 4 2 nights min

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

 …see more

from $70 / night

$439 / week

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from $70 / night

(5) Excellent 

20

Province of Florence / Certaldo

6 14 4 nights min

  • 6 bedrooms
  • Sleeps 14
  • 4 nights min
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly

 …see more

from $247 / night

$1713 - $3040 / week

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from $247 / night

67

Province of Florence / Certaldo

1 4 2 nights min

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

 …see more

from $70 / night

$439 / week

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from $70 / night

(1) Very Good 

80

Certaldo / Certaldo Alto

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from $75 / night

$396 / week

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from $75 / night

(18) Excellent 

13

Vacation apartment with shared pool in Certaldo

Province of Florence / Certaldo

2 4 6 nights min

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min
  • Swimming pool
  • Child friendly
A rustic 1st floor apartment in a villa set amongst vineyards and olive groves in one of the most beautiful corners of the Chianti region. Use of shared garden and pool and allocated outside eating area.Located halfway between Florence and Siena, not only it pro  …see more

from $92 / night

$610 / week

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from $92 / night

(1) Excellent 

27

Villa rental in Certaldo

Province of Florence / Certaldo

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
La casa vacanze "Poggio ai Venti" dispone di due ampi monolocali di circa 40 mq. ciascuno, con ingresso indipendente, finemente arredati in stile toscano e dotati di ogni confort e comodità. Gli appartamenti (Girasole e Papavero), dispongono di una zona  …see more

from $124 / night

$825 / week

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from $124 / night

13

Province of Florence / Certaldo

5 12 4 nights min

  • 5 bedrooms
  • Sleeps 12
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from $225 / night

$1499 - $2355 / week

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from $225 / night

100

Villa rental in Certaldo with swimming pool

Province of Florence / Certaldo

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
Beautiful former barn situated in quiet and panoramic location on the Chianti hills. This house has been recently and carefully restored and turned into a charming country house offering welcoming, tastefully furnished interiors. Outside guests can enjoy use of a beauti  …see more

from $257 / night

$1797 - $3306 / week

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from $257 / night

(2) Excellent 

21

Vacation b&b in Certaldo

Province of Florence / Certaldo

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 70 mi
  • Suitable for children age 5+
  • Air conditioning
Mirtillo is a luxury apartment on the first floor of a classic 18th century Tuscan manor house in an old park amongst vineyards and olive groves. It is located in the heart of Tuscany, midway between Florence and Siena in the most characteristic Chianti landscape. The  …see more

from $97 / night

$675 / week

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from $97 / night

100

Vacation villa in Certaldo

Province of Florence / Certaldo

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
Welcoming country house with private pool situated in quiet location on the Chianti hills, a short distance away from the charming medieval villages of Certaldo (5 km away) and San Gimignano (18 km away). This villa has been recently restored and provides nice, tasteful  …see more

from $174 / night

$1212 - $2118 / week

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from $174 / night

41

Certaldo Vacation apartment rental

Province of Florence / Certaldo

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
La Certaldina Holiday Rental is on the top of a hill in the Chianti's country side at 6 Kms from the village of Certaldo. An ideal place for a relaxing holiday, with a panoramic swimming pool overllooking vineyards and olives threes.. The position is perfect as  …see more

from $86 / night

$1017 - $1092 / week

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from $86 / night

11

Certaldo / Il Pino

3 9 Min stay varies

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

 …see more

from $204 / night

$1424 - $2922 / week

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from $204 / night

(3) Excellent 

24

Vacation apartment in Certaldo Alto

Certaldo / Certaldo Alto

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 85 mi
  • Child friendly
The apartment has two entrances and a large courtyard where you can park your car. Certaldo High is a medieval village still intact, is ideal for a holiday of peace, art and history. Here you can visit the house, the tower and the church with the tomb of Giovann  …see more

from $77 / night

$536 / week

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from $77 / night

10

Certaldo / Marcialla

7 18 1 night min

  • 7 bedrooms
  • Sleeps 18
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from $643 / night

$4495 / week

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from $643 / night

13

Certaldo / Il Pino

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $193 / night

$1349 - $2510 / week

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from $193 / night

(1) Excellent 

34

Certaldo Vacation apartment rental

Province of Florence / Certaldo

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Panoramic Villa in the Chianti between Florence and Siena with a pool sourrounded of olive grove . Ideal for a relaxing holiday and as starting point for visiting the Tuscan important cities. The bright and tastfully furnidhed 2 rooms apartment is at the first floo  …see more

from $65 / night

$808 - $921 / week

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from $65 / night

23

Certaldo Vacation farmhouse rental

Province of Florence / Certaldo

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This elegant farmstead is located in the most coveted region of central Tuscany. Strategically positioned in the middle of the Golden Triangle - Florence, Siena and Pisa - it sits on top of a hill. Capanna Olivo takes its name from the vast groves of olive trees that su  …see more

Pricing unknown

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Pricing unknown

12

Certaldo / Il Pino

2 4 Min stay varies

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

 …see more

from $172 / night

$1199 - $2023 / week

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from $172 / night

16

Vacation villa with swimming pool in Certaldo

Province of Florence / Certaldo

8 18 2 nights min

  • 8 bedrooms
  • Sleeps 18
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Staying at Farmhouse Villa Sticci, if even only for a few days, will allow you to spend valuable time indulging yourself and sharing special moments with your loved ones.Enjoy the birdsong, loose yourself in the marvelous sunset and taste this wonderful land thr  …see more

from $1084 / night

$4334 / week

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from $1084 / night