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

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.

Cottage Vittoria - Masseto In Chianti
MASSETO IN CHIANTI è un villaggio privato dove potrete rilassarvi nel vostro giardino privato e in piscina, fare sport, o utilizzare come base per visitare città rinascimentali: Firenze, Siena, San Gimignano, Arezzo, Volterra. Offriamo altri tre cottage con accesso indipendente e giardinetto privato: Quinto (2 letti), Cappero (4 letti), Leccio (6 letti). La piscina è condivisa dai 4 cottage, ciascuno dispone di un gazebo privato, con distanze garantite e sanificazione a norma Covid-19.

Il Fienile, Cottage in the country with Jacuzzi
Surrounded by wineyards, close to Florence, a charming accomodation in a cozy cottage with heated jacuzzi at your exclusive use. Rooms sanitized by health protocols. Perfect starting point to discover Florence and Siena. Kitchen, wide living room, bathroom, two double bedroom (one with an extra single bed). In the living room a sofa bed for other 2 people. Tasteful furniture, Air Conditioning, barbecue, private parking. Partnership for: bike rental, private chef, private driver

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.

TOWER apartment in small castle near Florence
Romantic, Historically unique, Magical atmosphere, 360 degree views of the countryside and Florence. Great retreat for digital nomads, or simply to retreat from the hustle and bustle. Convenient for Chianti and Tuscany explorations. A/C in 2 rooms. Cooking class and wine tasting available. If you'd like to add more space and comfort, book the TOWER PENTHOUSE: double the space, a large kitchen, another bathroom. Perfect for families!

Villa La Doccia, Greve in Chianti
Villa la Doccia is located 8 minutes by car from the center of Greve in Chianti, Casole, The Villa in a quiet and peaceful area is located within a small farm surrounded by vineyards and olive groves. ➡️ We would like to inform you that for this emergency we are doing everything possible to help and protect our guests by adopting a detailed and strict cleaning, We disinfect and sanitize all parts of the house.

Casa Dante – Authentic Chianti Stay | Views & Relaxation
Wake up to breathtaking views over the rolling hills of Chianti and enjoy a glass of wine at sunset from your private terrace. This peaceful home offers the perfect mix of privacy, comfort, and authentic Tuscan charm. Located just minutes from the center of Radda in Chianti, the house is ideally positioned to explore wineries, charming villages, and the surrounding countryside—while still feeling quiet.

Casa al Gianni - Hut
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Casa Al Poggio & Chianti view
Casa al Poggio is a typical country house of Chianti area is spread in 145 square meters on two floors, the ground floor is a large living area, with kitchen and sofa ,fireplace ,up stairs there is 2 large double bedrooms and a sofa bed in the middle open room , always setable as 2 singles or a double bed bed and a relaxing bathroom with shower and bath with Chianti view.

Suite in Castello di Valle
A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.

Casa Tatini your house in Chianti
Casa Tatini is in the heart of Chianti just 500 meters from Castellina in Chianti in the middle of the vines and nature, to relax in the greenery. The house, equipped with swimming pool, consists of a double bedroom, living room with kitchen and private bathroom.

Stunning Tuscan apartment for 2
This apartment - tucked away privately and enjoying a stunning view from its terrace - is part of an 'agriturismo' farm which produces organic Chianti Classico. Spacious and light, it has 1 double bedroom, 1 sitting room, 1 bathroom and a kitchen.
Popular amenities for Castellina in Chianti pet-friendly home rentals
Pet-friendly house rentals

Love in Chianti

Antico Borgo Ripostena – n. 9 Oil Mill

BEAUTIFUL OLD BARN IN CHIANTI

Farmhouse in Chianti, Siena Tuscany

Casa Luigi Suite with exclusive pool

Secret Garden Siena

Infinity view

Old Barn very close to Florence
Pet-friendly home rentals with a pool

The Eagle and the Olive Tree

A barn in Chianti

Belforti Tower

I Melograni del Chianti - Old kitchen apartment

Fienile Santa Teresa

Apartment T4

Exclusive Farmhouse Pool & View of San Gimignano

Casanovina
Private, pet-friendly home rentals

Romantic House in Tuscany with jacuzzi

Luxury Villa in the very heart of Chianti

Stunning villa in Chianti with garden, 4 bedrooms

Edera

1st floor apartment with shared pool - 4 pax

Poggiolo

Il Casale di Villore, Poggibonsi, Siena, Tuscany, Cardisco Apt.

Apartment in the heart of Chianti
When is the best time to visit Castellina in Chianti?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $161 SGD | $157 SGD | $168 SGD | $214 SGD | $216 SGD | $232 SGD | $227 SGD | $223 SGD | $239 SGD | $214 SGD | $195 SGD | $191 SGD |
| Avg. temp | 7°C | 8°C | 11°C | 14°C | 18°C | 23°C | 25°C | 25°C | 21°C | 16°C | 11°C | 7°C |
Quick stats about holiday rentals that are pet-friendly in Castellina in Chianti

Total holiday rentals
Explore 30 holiday rentals in Castellina in Chianti

Nightly prices starting at
Castellina in Chianti holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

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

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Castellina in Chianti holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castellina in Chianti rentals

4.7 Average rating
Castellina in Chianti stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Family-friendly rentals Castellina in Chianti
- House rentals Castellina in Chianti
- Flat rentals Castellina in Chianti
- Cottage rentals Castellina in Chianti
- Rentals with a fireplace Castellina in Chianti
- Rentals with pools Castellina in Chianti
- Rentals with a washing machine and dryer Castellina in Chianti
- Rentals with outdoor seating Castellina in Chianti
- Villa rentals Castellina in Chianti
- Chalet rentals Castellina in Chianti
- Rentals with a patio Castellina in Chianti
- Pet-friendly rentals Tuscany
- Pet-friendly rentals Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Santa Maria Novella
- Ponte Vecchio
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Marina di Cecina
- Porta Elisa
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Del Chianti
- Pisa Centrale Railway Station
- Cala Violina
- Eremo Di Camaldoli
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Piazzale Michelangelo
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pitti Palace
- Parco delle Cascine
- Palazzo Vecchio




