
Holiday houses in Castellina in Chianti
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Top-rated holiday rentals in Castellina in Chianti
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Guest favourite

Guesthouse in Castellina in Chianti
4.86 out of 5 average rating, 193 reviewsIl Giglio Relax a Castellina in Chianti
VanessaRating, 5 stars1 month ago
Wir und unsere Hündin haben uns in der Unterkunft sehr wohlgefühlt! Stefano war ein sehr herzlicher Gastgeber. Er hat uns beispielsweise mit seinem Auto zum Supermarkt mitgenommen, das Obst und Gemüse aus seinem Garten mit uns geteilt und uns mit einer Flasche Wein ein tolles Willkommensgeschenk gemacht. Bei Fragen war Stefano jederzeit erreichbar. Auch seine beiden Hunde Theo und Rocky waren sehr lieb. Das Apartment liegt am Ortsrand, alles ist zu Fuß gut erreichbar. Vor Ort war alles sauber, der Garten (und vor allem der Pool) waren sehr schön und man hatte viel Platz und gleichzeitig Privatsphäre. 😊
Superhost

Holiday home in Greve in Chianti
4.9 out of 5 average rating, 20 reviewsCuculo - Rifugium
KlioRating, 5 stars2 months ago
Beautiful apartment in the countryside. Spacious and clean. The access by car was a little difficult but definitely recommended.
Top Guest favourite

Villa in Gaiole in Chianti
5 out of 5 average rating, 24 reviewsMontemarcoli
TorbjørnRating, 5 stars3 weeks ago
Vi hadde et fantastisk opphold i villaen. Et moderne hus i rolige omgivelser med vakker utsikt. Brigitta var svært hjelpsom og svarte raskt på våre henvendelser både før og under oppholdet.
Top Guest favourite

Home in Poggibonsi
4.92 out of 5 average rating, 59 reviewsAgriturismo Podere San Martino (apartment for two)
PaulineRating, 5 stars1 week ago
Onwijs fijn appartement dat goed koel blijft tijdens warme dagen. Uitzicht vanaf het prive terras was adembenemend en het appartement was smetteloos schoon. Alles behalve een weegschaal om de koffer te wegen was aanwezig, echter die was binnen een half uur geleend van de ontzettend vriendelijke eigenaresse (die overigens olijfolie en honing van eigen kweek aanbiedt).
Top Guest favourite

Farm stay in San Quirico d'Orcia
4.98 out of 5 average rating, 44 reviewsWine Loft tra le vigne
HilaryRating, 5 stars2 weeks ago
The Wine Loft is incredibly peaceful and beautiful. The modern architecture is gorgeous and the views are magical. We traveled by trains and it was easy to take a taxi (arranged by the Wine Loft) from the station. Additionally, we enjoyed walking the country path through the woods and meadow to Bagno Vignoni. We highly recommend this beautiful property. The wines were a phenomenal addition to the stay.
Superhost

Apartment in Castellina in Chianti
5 out of 5 average rating, 4 reviewsLa Querce at Rocca di Castellina
AlfredRating, 5 stars3 weeks ago
Wir sind seit ca.30 Jahren immer wieder in der Toskana . Diese Localität ist sicher die Beste die wir jemals bewohnt hatten. Martina und ihre Eltern sind ausgesprochen liebevoll und herzlich zu ihren Gästen. Man kann dieses Angebot nur weiterempfehlen und wir werden sicher einmal Wiederkommen. Liebe Grüße und vielen Dank für den schönen Aufenthalt Allfred und Sieglinde
Top Guest favourite

Apartment in San Gimignano
4.98 out of 5 average rating, 42 reviewsHerons Superior Apartment - Splendid view!
MicahRating, 5 stars3 weeks ago
Highly recommend anyone new to Italy to try San gimigano first. Staying here allowed us flexibility to explore other cities and had plenty of great spots in walking distance. Lorenzo provided fantastic recommendations and assisted with everything we asked for.
Guest favourite

Condo in Castelnuovo Berardenga
4.96 out of 5 average rating, 69 reviewsCastello di Orgiale Charme Residenz
ShellRating, 5 stars1 month ago
Property is amazing, host so friendly and helpful… Honestly we spent very little time on the property as we were exploring so much of Tuscany during our stay with the lovely location as our home base. But it was so beautiful to wake to every day and come “home” to late every evening :) During our 6 days, we explored Florence, hung out in Siena, hiked Chianti trails, visiting all over from Monteriggioni to San Gimignano to Volterra… and throughout Val d’Orcia from Montepulciano to Pienza , Pitigliano to Serano… and north to Lucca & Pisa. Just wonderful location :) Thank you so much!
Quick stats about holiday rentals in Castellina in Chianti
Total rentals
60 properties
Nightly prices starting at
$17 NZD before taxes and fees
Total number of reviews
940 reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
30 properties have a pool
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- Santa Maria Novella
- Duomo di Firenze
- Lake Trasimeno
- Piazza del Duomo (Pisa)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Ponte Vecchio
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Cavallino Matto
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens
- Pinocchio Park