
Pet-friendly vacation rentals in Castellina in Chianti
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Top-rated pet-friendly home rentals in Castellina in Chianti
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Love in Chianti
Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️

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.

Barrel Suite Tuscany • Hot Tub • Vineyard View
Wooden barrel suite in Tuscany, nestled in an olive grove in Reggello: breathtaking views over hills and vineyards, total peace. One of the largest barrels in the world (3.5 m x 8 m) with a private bathroom, kitchenette, veranda and small courtyard. All barrels have a hot tub pool for your relaxation. Strategic location: Florence ~40 min, Siena and Arezzo for day trips. Private parking on the property and a welcome Tuscan cold cuts and cheese board. Close to The Mall Luxury Outlet.

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.

enchanted country with esclusive pool
*NOVITA’ -air conditioner in the area and dishwasher in the kitchen !! - 10 km from Siena, surrounded by olive groves, vineyards and forests typical of the landscape of the Chianti region, for true lovers of nature, peace and tranquility '. Only the sounds of nature. You can see in the evening and early morning Wild animals around the property! Is the perfect place for peace and relax ! THE PRIVATE POOL, USE ONLY FROM HOST AND GUESTS, IS OPEN FRON JUNE UNTIL BEGINNING SETTEMBER

Countryhouse 9 km to Florence-2+1,free park, wine
Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking Small organic farm producing our own wine Chianti Classico and extra olive oil 1 hour driving to the most important city of Tuscany :Pisa, Siena, San Gimignano, Pienza, Monteriggioni, Lucca and Arezzo. Public transportation to Florence and Greve in Chianti (bus stop at only 200 mt from us) possibility to make self check in; security distance in pool.

House at Gianni - Olmo
Hi, we're Cristina & Carmelo! We invite you to discover the rustic charm and authenticity of "Casa al Gianni," our farmhouse in the heart of the Tuscan countryside, 20 minutes from Siena. After a recent renovation, our accommodations are ready to welcome you with all modern comforts without losing the essence of tradition. In the Olmo Apartment, brand new beds await you, a promise of peaceful and regenerating sleep, a new kitchen and a new bathroom.

💜 "Gaia" at Podere Le Fontanelle
Imagine staying in a typical small stone house in the Tuscan countryside, in the middle of Chianti's nature but only 1 km from the historic center of Radda and being able to overlook a breathtaking panorama every day that will give you enchanting sunsets. -55m2 - Private garden area - TV with Netflix -private covered parking - shared pool (June 1st - September 15th) - heating (November 1st - April 1st) - kitchen - Wi-Fi

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.

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.

Casa Dante
Casa Dante is located in the heart of Chianti, a stone's throw from the historic center of Radda in Chianti, an hour from Florence and half an hour from Siena. Located in a panoramic position on the Chianti hills, it allows you to enjoy a beautiful view.

La Pieve - the house next to the church
To the right of the Argenina church, after which it is named, it has the persuasive look of its 2 small arches facing west. Perhaps it was once the parish priest's house, or the one where cooking was done in the large wood-burning oven, who knows?
Popular amenities for Castellina in Chianti pet-friendly home rentals
Pet-friendly house rentals

Tuscany House "La Querce Sola"

Casa del Giardino

Torretta Apartment

Private villa/swimming pool in Tuscany

Farmhouse in Chianti, Siena Tuscany

Casa Al Poggio & Chianti view

Collina Power

Podere Quercia al Santo [Quercia al Santo Estate]
Pet-friendly home rentals with a pool

Boggina. Private villa with pool, walk to village

Belforti Tower

AGRITURISMO PODERE SCURCOLI TOWER

Agriturismo Valmontese - Casa Padronale

Apartment T4

Casa Giulia di Sopra Farmhouse

Il Roseto: your Villa in Tuscan Countryside

Castellin di Bocco Tuscan countryhouse with pool
Private, pet-friendly home rentals

Tuscany Nature Escape: River & Hot Tub

Wonderful Villa for 10 people in Valdorcia

Tuscan Farmhouse – Private Pool & Chianti Views

Montorgialino Power

Tuscan Country Home Apartment (Magnifico -3BR)

To be happy in Tuscany with comfort & view!

Authentic Tuscan home: history, wine and relax

La Capanna Pool Pet friendly Toscana
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 | G$26,142 GYD | G$25,514 GYD | G$27,397 GYD | G$34,926 GYD | G$35,135 GYD | G$37,853 GYD | G$37,017 GYD | G$36,390 GYD | G$38,899 GYD | G$34,926 GYD | G$31,789 GYD | G$31,161 GYD |
| 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 vacation rentals that are pet-friendly in Castellina in Chianti

Total vacation rentals
Explore 30 vacation rentals in Castellina in Chianti

Nightly prices starting at
Castellina in Chianti vacation rentals start at G$10,457 GYD per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

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

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Castellina in Chianti vacation rentals include wi-fi 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
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- Pet-friendly rentals Tuscany
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Santa Maria Novella
- Ponte Vecchio
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Marina di Cecina
- Del Chianti
- Basilica of Santa Maria Novella
- Mercato Centrale
- Pisa Centrale Railway Station
- Cala Violina
- Eremo Di Camaldoli
- Piazza del Duomo (Pisa)
- Fortezza da Basso
- Spiagge Bianche
- Uffizi Gallery
- Porta Elisa
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Pitti Palace




