Book Luxury Airbnb Alternatives in Castiglion Fiorentino

We selected the 2432 homes worth renting in this location

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Home spotlights in Castiglion Fiorentino

Old Tuscan Farmhouse

Old Tuscan Farmhouse

  • 8 guests

  • 3 bedrooms

Castiglion Fiorentino, Arezzo

Relaxation is the order of the day at this 19th-century farmhouse in Tuscany's Ranchetto region. Located within its own natural park, lined by tall oak and chestnut trees, it's perfect for those after unwavering peace and privacy.

A Touch Of Ivy

A Touch Of Ivy

  • 7 guests

  • 3 bedrooms

Cortona, Arezzo

Like many traditional homes in Tuscany, this gorgeous old farmhouse is full of rustic elegance, with ivy and vines creeping over the exterior, beautifully matching it to its country surroundings. With traditional wooden floors boasting large woollen rugs and thick wooden beams on the ceilings, there’s no mistaking this home's authentic and historic character.

The Valley of Angels

The Valley of Angels

  • 14 guests

  • 7 bedrooms

Cortona, Arezzo

If you’re in search of a rustic getaway, this 18th-century home ticks all the right boxes. Surrounded by trees, the garden offers beautiful views, as well as a swimming pool (open seasonally), a barbecue and a wood-burning pizza oven.

By and By

By and By

  • 10 guests

  • 5 bedrooms

Fratticciola, Cortona

Ideal for a group of friends or perhaps a multi-generational break, this farmhouse is said to be the oldest building in the village and, although it's been smartly modernised, it's still beautifully traditional. Just as it would have been when it was built, the main house is divided into separate apartments – one upstairs and one on the ground floor.


We selected the top 3% holiday homes in Castiglion Fiorentino Airbnb Alternatives

Explore the 2432 most perfect homes in our collection

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Most popular homes in Castiglion Fiorentino

Garden Oasis Retreat

Garden Oasis Retreat

  • 2 guests

  • 1 bedrooms

Cortona, Arezzo

Vineyard Vistas

Vineyard Vistas

  • 6 guests

  • 3 bedrooms

Cortona, Arezzo

View From The Evening

View From The Evening

  • 4 guests

  • 2 bedrooms

Cortona, Arezzo

Italian Iced Tea

Italian Iced Tea

  • 8 guests

  • 4 bedrooms

Pieve al Toppo, Civitella in Val di Chiana

La Tranquillità

La Tranquillità

  • 8 guests

  • 4 bedrooms

Cortona, Arezzo

Tuscan Shadows

Tuscan Shadows

  • 10 guests

  • 5 bedrooms

Castiglion Fiorentino, Arezzo

The Main Event

The Main Event

  • 10 guests

  • 5 bedrooms

Metelliano, Cortona

The Scent of Hydrangeas

The Scent of Hydrangeas

  • 12 guests

  • 6 bedrooms

Arezzo, Tuscany

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Frequently asked questions

Airbnb is a shot in the dark. We meticulously vet all our homes in Castiglion Fiorentino to ensure you won’t waste your precious holiday. Every home you'll find on Plum Guide comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Before being accepted into our collection, each home much pass a meticulous vetting process, culminating in a personal home visit from an independent Home Critic. Rent one of Plum Guide's luxury Castiglion Fiorentino Airbnb Alternatives, and enjoy a long or short stay to remember. Should you need any assistance with your booking, our friendly team of experts will be on hand to guide you through the process.

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