
House vacation rentals in Certaldo
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Quick stats about house rentals in Certaldo

Nightly prices starting at
Certaldo vacation rentals start at G$10,461 GYD per night before taxes and fees

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Over 200 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Certaldo rentals

4.8 Average rating
Certaldo stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Certaldo
Guests agree: these houses are highly rated for location, cleanliness, and more.

Infinity pool in Chianti 1
Our house is a part of a stone farmhouse completely independent from the rest of the adjacent property. Arranged on three floors, on the ground floor there is a large entrance hall, a large living room with fireplace, a bedroom with 1 double bed and a bathroom with window. On the first floor there are two bedrooms (2 +2 beds) with a bathroom with window. In the basement, at garden level, there is the kitchen and the dining room. From the kitchen you access the outside where you will find an area for outdoor dining with a large dining table under a pergola. You then go down towards the garden with barbecue area.
5.0 out of 5 average rating, 143 reviews
Historic house in heart of Tuscany
The apartment is located in a ex-benedectine abbay along the famous Via Francigena. Inside, there are some furniture of the XVIII century and orginal frescoes. There are all confort to make pleasant your holiday: three double bedrooms, a kitchen, a bright living room, a bathroom with shower and a small closet. It’s in the middle of the Tuscan hills, a few kilometers from San Gimignano’s towers and from the medieval country of Certaldo Alto. You can easily reach Siena, Florence, Volterra, Monteriggioni and the picturesque countryside of Chianti.
4.91 out of 5 average rating, 163 reviews
Tramonto sul Chianti Classico
Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.
4.98 out of 5 average rating, 244 reviews
Relax e charme tra le colline del chianti
Bellissima colonica in pietra, indipendente, immersa tra gli olivi e le colline del Chianti, con giardino privato e piscina panoramica. Piano terra con ampi saloni, antico camino e forno a legna, soggiorno luminoso e cucina full optional. Al primo piano tre suites composte da camera, studio e bagno privato. Accesso tramite cancello e strada bianca in proprietà privata a soli 500 metri dal paese di Strada in Chianti. Ideale per quiete e relax. Location strategica per visitare la Toscana.
4.99 out of 5 average rating, 115 reviews
Casa al Gianni - Il Fienile di Simignano
Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!
4.97 out of 5 average rating, 198 reviews
Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.
5.0 out of 5 average rating, 233 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
SuiteLouise, in the chianti region is the perfect retreat for those seeking design,comfort and authentic tuscan vibes.Relax in the outdoor lounge,enjoy a bbq in the rose garden, or unwind in the private hot tub or home gym. Feel at home embraced by the rolling tuscan hills, whille i help you create tailor-made stays with 10+experiences. Contact me to craft your tuscan escape and create unforgettable memories in this strategic and amazing area between Florence and Siena.
4.91 out of 5 average rating, 128 reviews
I Limoni Apartment in Tuscany
In the Chianti hills between Florence Siena rich in history and evocative natural sceneries, the cradle of civilizations that have left an artistic and cultural heritage of unparalleled value, surrounded by unspoiled nature luxuriant vineyards cultivated as gardens, centuries-old olive groves, imposing cypresses, is the "VillaBassa" farm is located. easily accessible Florence 30 min Pisa 50 min Siena 50 min S.Gimignano 30 min Monteriggioni 45 min
4.85 out of 5 average rating, 151 reviews
Cercis - La Palmierina
E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.
4.96 out of 5 average rating, 146 reviews
La Casa di Nada Home
3 comfortable, fully air-conditioned double bedrooms, each with its own private bathroom, in the heart of Chianti, ideally located between Florence, Siena and San Gimignano. A welcoming, well-kept home in the peaceful Tuscan countryside. Fully equipped kitchen with dishwasher, oven and bar area, plus a laundry room with washing machine and dryer. Private garden for your exclusive use with a private hydromassage pool, heated in winter upon request 🌷
4.87 out of 5 average rating, 217 reviews
Costalmandorlo, rustico nel cuore della Toscana
Costalmandorlo è il tuo angolo di pace al centro della Toscana. Un affascinante casolare di campagna restaurato e arredato con cura e con uno stile che concilia antico e moderno. Qui potrete rallentare e rilassarvi circondati dai suoni della natura, ammirando splendidi tramonti e facendo lunghe colazioni in giardino. A poca distanza tra Firenze, Siena e Pisa, è un'ottima base per fare il tour della Toscana.
4.91 out of 5 average rating, 126 reviews
Paluffo Torre House
This is the antic tower of the villa and it is built on three levels and features a private garden and a marvellous view of the Chianti hills and San Gimignano. • Ground-floor: living room with a fireplace, bathroom and dining room with kitchen. • First floor: double bedroom with private bathroom and studio with sofa bed. • Second floor: 2 double bedrooms with bathroom.
4.89 out of 5 average rating, 81 reviewsPopular amenities for Certaldo house rentals
House rentals with a pool

Lovely house in a scenic and paiceful location
4.93 out of 5 average rating, 123 reviews
Ancient Barn in Chianti with Pool
4.89 out of 5 average rating, 125 reviews
Agriturismo Casa Giulia di Sopra
4.95 out of 5 average rating, 106 reviews
Borgo Ripostena – n. 8 Casa Vecchia
4.95 out of 5 average rating, 201 reviews
Suite Casa Luigi con piscina esclusiva
4.95 out of 5 average rating, 122 reviews
Explore Chianti from a Charming Stone House
4.98 out of 5 average rating, 123 reviews
TREEhouse/casaBARTHEL
4.88 out of 5 average rating, 821 reviews
Private Chianti Cottage, Garden & Vineyard Views
4.99 out of 5 average rating, 137 reviewsWeekly house rentals

Casa Al Poggio in Chianti Shire
4.96 out of 5 average rating, 330 reviews
"La limonaia" - Romantic Suite
4.99 out of 5 average rating, 320 reviewsGorgeous Villa with Postcard Views in Historical Florence
4.98 out of 5 average rating, 168 reviews
Podere Solatio - Tuscany Hills next to Florence
4.97 out of 5 average rating, 145 reviews
Tuscan Villa 15 min from Florence, Parking, Garden
4.97 out of 5 average rating, 141 reviews
Domus Nannini - Loggia Salimbeni SPA
4.96 out of 5 average rating, 156 reviews
Charming converted Hayloft overlooking the Chianti Hills
4.97 out of 5 average rating, 307 reviews
Casa La Selva
4.97 out of 5 average rating, 29 reviewsPrivate house rentals

Capanna Frui Ruris, San Gimignano
4.94 out of 5 average rating, 78 reviews
Casa Francesca in the countryside of San Gimignano
4.93 out of 5 average rating, 83 reviews
Villa Tirinzano for 14 guests with private pool
4.93 out of 5 average rating, 42 reviews
Villetta ai Colli - San Martino *Chianti*
4.91 out of 5 average rating, 35 reviews
Entire home in San Gimignano
5.0 out of 5 average rating, 6 reviews
Japandi apartment with a view!
5.0 out of 5 average rating, 28 reviews
Country House Nazzano near San Gimignano - Lu.co
4.94 out of 5 average rating, 49 reviews
Your nest in the heart of Tuscany countryside
4.92 out of 5 average rating, 76 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Stazione Santa Maria Novella
- Cala Violina
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace





