50 Best Vacation Rentals in Certaldo - Holiday Lettings - Cabins

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Certaldo

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200 Vacation rentals

13

Province of Florence / Certaldo

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from $299 / night

$2135 / week

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from $299 / 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 $70 / night

$449 / week

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from $70 / night

(6) 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

$481 - $587 / week

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from $75 / 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 $107 / night

$748 / week

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from $107 / night

13

Vacation apartment in Certaldo

Province of Florence / Certaldo

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
The elegance of a Resort and the family atmosphere of a Holiday Farm. Nestled away in the splendid Tuscan countryside, surrounded by olive groves and vineyards, the La Canonica Holiday Farm is located in an ideal position for reaching Tuscany's major historic and c  …see more

from $123 / night

$645 - $701 / week

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from $123 / night

26

Certaldo / Certaldo Alto

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 mi
  • Child friendly
  • Car not necessary

 …see more

from $70 / night

$427 - $673 / week

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from $70 / night

12

Certaldo / Il Pino

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $171 / night

$1196 - $1345 / week

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from $171 / night

(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

$374 - $641 / week

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from $70 / 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 $97 / night

$641 - $753 / week

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from $97 / 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 $78 / night

$470 / week

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from $78 / night

(4) Excellent 

15

Vacation farmhouse with swimming pool in Certaldo

Province of Florence / Certaldo

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • 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 $262 / night

$1831 / week

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from $262 / night

50

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 8 apartments restaured in an ancient Villa , overlooking the Chianti countryside. The Villa is sourrended of gardens, orchad , and with a pool overlooking vineyards and olive groves. A relaxi  …see more

from $68 / night

$908 - $982 / week

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from $68 / night

(5) Excellent 

20

Province of Florence / Certaldo

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly

 …see more

from $342 / night

$2455 - $2605 / week

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from $342 / night

4

Province of Florence / Certaldo

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Swimming pool

 …see more

from $91 / night

$534 / week

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from $91 / 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

$833 - $908 / week

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from $65 / night

(1) Excellent 

100

Certaldo / Certaldo Alto

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

 …see more

from $75 / night

$353 - $374 / week

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from $75 / night

9

Certaldo / Marcialla

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Private garden

 …see more

from $129 / night

$854 - $1174 / week

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from $129 / night

(3) Excellent 

79

Province of Florence / Certaldo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from $75 / night

$395 - $848 / week

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from $75 / night

12

Vacation apartment rental

Province of Florence / Certaldo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
The elegance of a Resort and the family atmosphere of a Holiday Farm. Nestled away in the splendid Tuscan countryside, surrounded by olive groves and vineyards, the La Canonica Holiday Farm is located in an ideal position for reaching Tuscany's major historic and c  …see more

from $171 / night

$897 - $1009 / week

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from $171 / night

12

Vacation b&b with shared pool in Certaldo

Province of Florence / Certaldo

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
The elegance of a Resort and the family atmosphere of a Holiday Farm. Nestled away in the splendid Tuscan countryside, surrounded by olive groves and vineyards, the La Canonica Holiday Farm is located in an ideal position for reaching Tuscany's major historic and c  …see more

from $97 / night

$508 - $531 / 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 $173 / night

$1209 - $2113 / week

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from $173 / 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

$806 - $881 / week

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from $65 / night

13

Certaldo / Il Pino

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $193 / night

$1345 - $1719 / week

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from $193 / 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 $96 / night

$635 / week

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from $96 / 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 $68 / night

$908 - $982 / week

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from $68 / night

12

Vacation apartment in Certaldo

Province of Florence / Certaldo

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
The elegance of a Resort and the family atmosphere of a Holiday Farm. Nestled away in the splendid Tuscan countryside, surrounded by olive groves and vineyards, the La Canonica Holiday Farm is located in an ideal position for reaching Tuscany's major historic and c  …see more

from $123 / night

$645 - $701 / week

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from $123 / night

13

Vacation apartment in Certaldo

Province of Florence / Certaldo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
The elegance of a Resort and the family atmosphere of a Holiday Farm. Nestled away in the splendid Tuscan countryside, surrounded by olive groves and vineyards, the La Canonica Holiday Farm is located in an ideal position for reaching Tuscany's major historic and c  …see more

from $171 / night

$897 - $1009 / week

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from $171 / night

(4) Very Good 

104

Certaldo / Certaldo Alto

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

 …see more

from $74 / night

$395 - $438 / week

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from $74 / 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

$726 - $861 / week

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from $97 / 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

$395 - $427 / week

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from $75 / night

11

Certaldo / Il Pino

3 9 2 nights min

  • 3 bedrooms
  • Sleeps 9
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $203 / night

$1420 - $1793 / week

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from $203 / night

12

Certaldo Vacation apartment rental

Province of Florence / Certaldo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
The elegance of a Resort and the family atmosphere of a Holiday Farm. Nestled away in the splendid Tuscan countryside, surrounded by olive groves and vineyards, the La Canonica Holiday Farm is located in an ideal position for reaching Tuscany's major historic and c  …see more

from $171 / night

$897 - $1009 / week

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from $171 / night

100

Villa rental in Certaldo with swimming pool

Province of Florence / Certaldo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $409 / night

$1792 - $3297 / week

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from $409 / night

(3) Very Good 

21

Province of Florence / Certaldo

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly

 …see more

from $150 / night

$1174 / week

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from $150 / 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 $1128 / night

$4512 / week

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from $1128 / 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

$534 / 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 $641 / night

$4483 / week

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from $641 / 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 $68 / night

$806 - $918 / week

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from $68 / night

9

Certaldo Vacation studio rental

Province of Florence / Certaldo

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Pet friendly
A SELF CONTAINED STUDIO FLAT WITH MODERN KITCHEN (GAS COOKER AND OVEN) WITH SINGLE BED AND DOUBLE SOFA BED, PART OF A COUNTRY HOUSE WITH COURTYARD, BEAUTIFUL VIEWS, OLIVE GROVES AND VINEYARDS. WI-FI FREE, VERY CLOSE TO TOWN CENTRE AND RESTAURANTS.The Space I  …see more

Pricing unknown

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Pricing unknown

(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

$673 / week

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from $97 / night