Lavender & Sunshine
10 guests
5 bedrooms
Fiano, Certaldo
Nestled in the heart of the Chianti district and surrounded by vineyards, olive groves and cypress trees, this farmhouse couldn’t be more authentically Italian if it tried. Inside, the traditional style may not be to everyone’s taste, but its sympathetic renovation keeps the home's history alive – just watch your head on some of those low ceilings.
Lady Julia
12 guests
6 bedrooms
Castelfiorentino, Florence
Nestled among the vineyards and olive groves of Chianti, this canary-hued 13th-century villa offers sweeping views as far as San Gimignano. Once a noble hunting lodge, it’s been lovingly restored with vaulted ceilings, terracotta floors and gilded paintings – plus modern comforts like air conditioning and daily maid service.
Umberto Hills
8 guests
4 bedrooms
San Casciano in Val di Pesa, Florence
Set close to the Chianti town of Tavernuzze and with postcard-perfect Florence just a short drive away, the location of this traditional villa is spot on. Perfect for a multi-generational family getaway, along with the main house, there is an annexe en-suite bedroom – perfect for guests looking for extra privacy.
Wrapped in Ivy
10 guests
5 bedrooms
Certaldo, Florence
Enjoy a scenic stay at this ivy-covered villa nestled between Florence and Siena. Rustic wooden beams, terracotta floors, and antique furniture inside evoke Tuscan tradition, while outdoors, lush gardens and a private pool offer sweeping views of the iconic Castle of Santa Maria Novella and the towers of San Gimignano.
Explore the 3750 most perfect homes in our collection
Looking for alternatives to overpriced, cramped hotels in Montespertoli, Florence, Tuscany, Italy? You've come to the right place: we’ve cherry-picked a selection of hotel alternatives which offer better value, more space, more privacy and more flexibility. Our vetted homes are located in central, vibrant neighbourhoods. 100% ready for living and available for short or extended stays.
