
Pet-friendly vacation rentals in Castiglion Fiorentino
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Quick stats about vacation rentals that are pet-friendly in Castiglion Fiorentino

Total vacation rentals
Explore 60 vacation rentals in Castiglion Fiorentino

Nightly prices starting at
Castiglion Fiorentino vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 1,250 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Castiglion Fiorentino vacation rentals include wi-fi 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!
Top-rated pet-friendly home rentals in Castiglion Fiorentino
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

The small tower
The proposed farmhouse is a typical terratetto made of characteristic Tuscan stone, ideal for those who want to spend relaxing holidays immersed in the green hills of Castiglione that surround the small valley of Chio. The turret-style building is arranged over three levels: the usable portion of the building is located on the first floor, with a living/dining room and an equipped kitchen, and on the second floor, with a double bedroom, a twin bedroom, and a bathroom with a shower, all furnished with period-style furniture.
WalkabilityPetsCleanliness

Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!
PetsOutdoor spacesAccuracy

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.
WalkabilityOutdoor spacesLayout

Charming Tuscan Villa with View forFamily&Friends
Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!
Outdoor spacesWalkabilityHot tub

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.
PetsOutdoor spacesHeating

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.
WalkabilityOutdoor spacesLocation

Tuscan charm of villa - countryside - Villa Senaia
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
PetsOutdoor spacesGetting around

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
Outdoor spacesWalkabilityAir conditioning

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking
WalkabilityPetsSleep quality

Tuscan Villa Luigina with Pool & Panoramic View
If you want to live in a postcard .... Villa Luigina is the ideal place, all the rooms have a panoramic view, a dining room with a view ... a breakfast room with a view, or you can eat outside in the garden in front of the house and enjoy the spectacular view of the old town!! In the fascinating Tuscan hills, among olive trees and vineyards, a stone villa in perfect harmony with the environment in a strategic position to discover the secrets of Tuscany and Umbria. CIN:IT051012C2129WHTZX
Outdoor spacesWalkabilityGetting around

Piazza Grande Boutique Apartment
Affacciato sulla più bella piazza del centro storico di Arezzo, dove si svolge la rievocazione della Giostra del Saracino, il Piazza Grande Boutique Apartment è situato al secondo piano di un palazzo medievale, con vista sui bellissimi palazzi e le Logge Vasariane ed è una location unica nel suo genere. L'arredamento, opera della contessa Cesaroni Venanzi è stato realizzato con bellissimi mobili antichi reinterpretrati in chiave moderna ed arricchiti da contaminazioni contemporanee.
WalkabilityBreakfastCleanliness
La Piazzetta - Cozy open space in the historic center of Montepulciano
Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.
WalkabilityOutdoor spacesView
Popular amenities for Castiglion Fiorentino pet-friendly home rentals
Pet-friendly house rentals

Love in Chianti
PetsWalkabilitySleep quality

Torretta Apartment
WalkabilityOutdoor spacesKitchen

La Perla del Lago Holiday home on Lake Trasimeno
PetsWalkabilityBeach

Traditional stone house in Tuscany
Outdoor spacesPetsAccess

Secret Garden Siena
WalkabilityPetsAccess

Jenny's Barn
PetsWalkabilityBeach

The Tower of Corsanello
PetsOutdoor spacesLocation

Charming house in Cortona, Tuscany
WalkabilityOutdoor spacesLaundry
Pet-friendly home rentals with a pool

Wp Relais Borgo Vignalunga
WalkabilityOutdoor spacesLocation

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
WalkabilityOutdoor spacesComfort

Villa Tonacato - Charming Villa with private pool
WalkabilityOutdoor spacesLocation

Casa Giulia di Sopra Farmhouse
WalkabilityOutdoor spacesNearby

Le Rondini - where it all began
Outdoor spacesPetsSleep quality

Poggio dell'orso.Traditional Casale. Amazing views
WalkabilityOutdoor spacesHiking

Rural Tuscany | Family farmstay with restaurant
Outdoor spacesPetsAir conditioning

EcoLodge – modern design in a peaceful panoramic location
PetsOutdoor spacesKitchen
Private, pet-friendly home rentals

Stuart White Tea Central Panoramic & Garden
Outdoor spacesWalkabilityFamily

I Tramonti di Eramo, downtown Montepulciano.
WalkabilityLocationAccuracy

In Tuscany Rooms
WalkabilityOutdoor spacesNearby

La Casetta di Brunello, very panoramic with terrace
WalkabilityOutdoor spacesSolo travel

Fontarcella, H&R- mediterranean home with jacuzzi
PetsWalkabilityLaundry

Villa unesco heritage, Jacuzzi & garden. BB Daria
WalkabilityOutdoor spacesHiking

Luxurious Medieval Tower & Private Concierge
Outdoor spacesPetsKitchen

Your Tuscan oak tree house, enchanting Val d'Orcia
WalkabilityOutdoor spacesLocation
When is the best time to visit Castiglion Fiorentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 393 | ﺩ.ﺇ 367 | ﺩ.ﺇ 419 | ﺩ.ﺇ 404 | ﺩ.ﺇ 415 | ﺩ.ﺇ 426 | ﺩ.ﺇ 533 | ﺩ.ﺇ 433 | ﺩ.ﺇ 492 | ﺩ.ﺇ 632 | ﺩ.ﺇ 400 | ﺩ.ﺇ 400 |
| 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 |
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Basilica of St Francis
- Pitti Palace
- Palazzo Vecchio
- Piazza della Signoria
- Boboli's Garden
- Centro Storico Orvieto
- Mount Amiata
- Medici Chapel
- Stadio Artemio Franchi
- La Scarzuola





