
Pet-friendly holiday rentals in Castiglion Fiorentino
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Castiglion Fiorentino
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Cortona’s Rooftop Nest
L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Tuscan charm of villa - countryside
Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

Stuart Black Tea Amazing View & Super Central
This apartment is in a prime central location and enhanced by an abundance of natural light and awe-inspiring panoramic vistas. It features one double bedroom, a panoramic living room, a bathroom with shower, and a spacious kitchen. Its advantageous proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. Additionally, guests will have access to a backyard garden, creating an ideal setting for savouring a glass of wine

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Green – The meadows in Tuscany
Apartment consisting of 1 double bedroom, fully equipped kitchen, large living room, and bathroom. TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is in our laundry room to those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany. You will like the outdoor environment because it is magical by day and at night Free parking and WiFi Convenient location to visit both Tuscany and Umbria.

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

La casina sulle Mura with garden
La Casina è situata nella parte alta di Cortona, nella zona denominata "il Poggio". Si puo' giungere in auto fino al suo ingresso. Il Centro citta' e' raggiungibile a piedi in pochi minuti, percorrendo strade e vicoli caratteristici. Gode di una splendida vista su Cortona e la Valdichiana. E' facile parcheggiare nelle vicinanze. Gli ospiti che giungono in treno in una delle stazioni vicine, su richiesta, possono essere prelevati e accompagnati a destinazione.

Cortona Shabby Chic House - independent & balcony-
Questo è un appartamento curato da una Superhost che vive Cortona ogni giorno. Il mio alloggio è situato in pieno centro storico a soli pochi passi dalle piazze e vie principali. Questo grazioso appartamento è di recente ristrutturazione e può ospitare fino a 3 persone. Appartamento indipendente con entrata singola tutto in un solo piano, con balcone. Arredato con cura, dotato di tutti i comfort per un totale relax

Casa del Passerino
Apartment located inside a historic building in Cortona, dating back to the 1500s, overlooking the city's main square... Our property, while condemning the war, dissociates itself from all racist behavior towards the Russian and Belarusian population. At Casa del Passerino, people of these nationalities are welcome and will be treated the same as everyone else. We look forward to seeing you in Tuscany!

Esplora la natura al centro di Vigneti Chianti
Feel close to the land in a rustic building on a Tuscan farm. Old stone walls, ceilings with exposed beams and terracotta floors are the backdrop to a characteristic apartment with fireplace. Plunge into an infinity pool for a unique view of the surrounding landscape. Dine outdoors, with the fresh air caressing you, sit and relax admiring the sunset under the ancient cypresses.
Popular amenities for Castiglion Fiorentino pet-friendly home rentals
Pet-friendly house rentals

Love in Chianti

The Biricocolo Cottage

Torretta Apartment

Podere Piazza house with panoramic view

Casa Dante

Secret Garden Siena

Jenny's Barn

il Fienile - (Typical Tuscan rural accommodation)
Pet-friendly home rentals with a pool

The Eagle and the Olive Tree

Ulivo - Charming apartment in the countryside

Farmhouse with swimming pool and wonderful view

San Giovanni in Poggio, Villa Meriggio 95 sqm

House between Firenze, Arezzo, chianti e Siena

Country house 9 km to Florence-2+1g,free parking

Poggio dell'orso.Traditional Casale. Amazing views

Poggio del Fattore-Villa with pool, hilltop, Chianti
Private, pet-friendly home rentals

Il Piccolo Ristoro

Amazing Tuscany Villa, FREE parking

The small tower

Lakehouse in unique position on Lake Trasimeno

Pendici 15, small apartment

Resort Panoramic view - Free parking

Casa Letizia apartment in the historic center

"Dimora Valinda" Montepulciano Piazza Grande + A/C
When is the best time to visit Castiglion Fiorentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $118 SGD | $97 SGD | $114 SGD | $172 SGD | $159 SGD | $158 SGD | $183 SGD | $149 SGD | $169 SGD | $217 SGD | $138 SGD | $138 SGD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Quick stats about holiday rentals that are pet-friendly in Castiglion Fiorentino

Total holiday rentals
Explore 50 holiday rentals in Castiglion Fiorentino

Nightly prices starting at
Castiglion Fiorentino holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 1,080 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Castiglion Fiorentino holiday rentals include wifi access

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

4.8 Average rating
Castiglion Fiorentino stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Flat rentals Castiglion Fiorentino
- Smoking-friendly rentals Castiglion Fiorentino
- Rentals with a washing machine and dryer Castiglion Fiorentino
- Rentals with a fireplace Castiglion Fiorentino
- Villa rentals Castiglion Fiorentino
- Family-friendly rentals Castiglion Fiorentino
- Rentals with outdoor seating Castiglion Fiorentino
- House rentals Castiglion Fiorentino
- Rentals with pools Castiglion Fiorentino
- Rentals with a patio Castiglion Fiorentino
- Pet-friendly rentals Arezzo
- Pet-friendly rentals Tuscany
- Pet-friendly rentals Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Mercato Centrale
- Strozzi Palace
- Ponte Vecchio
- Santa Maria Novella
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Del Chianti
- Basilica of Santa Maria Novella
- Eremo Di Camaldoli
- Piazza della Signoria
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Boboli's Garden
- Palazzo Vecchio
- Stadio Artemio Franchi
- Medici Chapel




