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Vacation rentals in Certaldo

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Certaldo

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Villa in Castellina in Chianti
The Villino Farmhouse
Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area
Nov. 2 – 9
$725 CAD per night
4.93 out of 5 average rating, 164 reviews
Guest favourite
Condo in Noce
Vergianoni estate nestled in the Chianti with a pool
Podere Vergianoni is located in the beautiful hills of Chianti. The apartment is furnished in perfect traditional style of ancient Tuscany : wooden beams, terracotta floors and unique, handcrafted furniture. Inside you will find a large living room with kitchen ,sofa bed , a bathroom and a bedroom with double bed. In the large outdoor courtyard you will find at your disposal a swimming pool on a breathtaking terrace where you can enjoy a wonderful view of the view with unique sunsets!
Nov. 5 – 12
$224 CAD per night
5.0 out of 5 average rating, 116 reviews
Guest favourite
Cottage in San Filippo A Ponzano
Stone House with Exclusive Pool Codilungo in Chianti
Spend a holiday in the heart of the Tuscan countryside in this cozy stone house with terracotta floors and beamed ceilings in solid oak, furnished with paintings of author , equipped with all comforts. Enjoy yourself by swimming in the large infinity pool (18m X 9m, open from May 1st to October 15th for guests of Stone house use only) or relax in an armchair under the loggia, tasting a glass of Chianti wine in front of the rolling hills of vineyards, olive groves, woods and medieval villages.
Dec. 14 – 21
$525 CAD per night
4.98 out of 5 average rating, 170 reviews

Popular amenities for Certaldo vacation rentals

Stay near Certaldo's top sights

Certaldo Alto61 locals recommend
Coop43 locals recommend
Mercantia18 locals recommend
Palazzo Pretorio33 locals recommend
L'Antica Fonte28 locals recommend
Eurospin13 locals recommend

Other great vacation rentals in Certaldo

Superhost
Home in Florence
TREEhouse/casaBARTHEL
Aug. 31 – Sep. 7
$443 CAD per night
4.89 out of 5 average rating, 713 reviews
Guest favourite
Apartment in Certaldo
Medieval tower house overlooking Certaldo
Jul. 2 – 9
$170 CAD per night
4.99 out of 5 average rating, 89 reviews
Guest favourite
Loft in Certaldo
Casa Palazzo Stiozzi Ridolfi
Nov. 2 – 9
$147 CAD per night
5.0 out of 5 average rating, 58 reviews
Guest favourite
Home in Gambassi Terme
La Cipressina Relax in Tuscany
Feb. 18 – 25
$404 CAD per night
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Certaldo
Your nest in the heart of Tuscany countryside
Nov. 8 – 15
$192 CAD per night
5.0 out of 5 average rating, 14 reviews
Guest favourite
Vacation home in Certaldo
Immersed in nature, 2 steps from the historic center
Aug. 29 – Sep. 5
$168 CAD per night
4.94 out of 5 average rating, 18 reviews
Guest favourite
Home in Certaldo
Majestic house in the farm (320m²)
Jun. 20 – 27
$365 CAD per night
4.96 out of 5 average rating, 85 reviews
Guest favourite
Condo in Certaldo
Lovely 3 bedroom apart. in Certaldo's main square
Nov. 6 – 13
$156 CAD per night
4.94 out of 5 average rating, 52 reviews
Superhost
Loft in Certaldo
La Suite Toscana
Jul. 25 – Aug. 1
$192 CAD per night
4.85 out of 5 average rating, 65 reviews
Guest favourite
Apartment in Certaldo
Tenuta di Pomine Certaldo FI Apartment Tulipano
May 12 – 19
$121 CAD per night
4.83 out of 5 average rating, 63 reviews
Guest favourite
Cottage in Barberino Tavarnelle
Podere Il Torrino, Chianti hills
Dec. 19 – 26
$590 CAD per night
5.0 out of 5 average rating, 31 reviews
Guest favourite
Tower in San Gimignano
Medieval tower experience with panoramic rooftop
Aug. 12 – 19
$1,011 CAD per night
4.92 out of 5 average rating, 90 reviews

Quick stats about vacation rentals in Certaldo

Total rentals

70 properties

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

1.6K reviews

Nightly prices starting at

$54 CAD before taxes and fees

Destinations to explore