Pet-friendly vacation rentals in Gaiole in Chianti

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Top-rated pet-friendly home rentals in Gaiole in Chianti

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Guest favorite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 166 reviews

The Villino Farmhouse

Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area

Oct 31 – Nov 7

G$106,557 GYD per night

Guest favorite

Vacation home in Poggibonsi

4.95 out of 5 average rating, 110 reviews

Victoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Jan 4 – 11

G$22,971 GYD per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 108 reviews

Villa di Geggiano - Guesthouse

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 idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. 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.

Mar 6 – 13

G$103,733 GYD per night

Guest favorite

Cottage in Monteriggioni

4.97 out of 5 average rating, 173 reviews

Monteriggioni Castello, holiday house in Tuscany

Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

Feb 16 – 23

G$30,400 GYD per night

Guest favorite

Home in Rietine

4.85 out of 5 average rating, 185 reviews

Gaiole in Chianti Poggio Casabianca

We invite you in the heart of Chianti area. Poggio Casabianca is a little family homestead located in the Chianti Classico region exactly in the hearth of Tuscany. The owners live here and they offer at their guests an apartment with a big living room-kitchen with a big door that open directly to the garden, a bathroom with shower and a confortable doublebed room. Outside in the garden ther is a pool, shared with the owner, where you can refreshing and relaxing during the summer.

Oct 11 – 18

G$25,171 GYD per night

Superhost

Home in Gaiole In Chianti

4.85 out of 5 average rating, 220 reviews

Charming estate with views

The estate finely restored in 2016 is accessorized with all the confort you need for an holiday dedicated to the relax or to excursions The Breathtaking view on the Chianti Classico's vineyards give to the estate a unique feature perfect for a romantic holiday, small group of friend or a little family. The estate is provided of external Jacuzzi, private garden and we can arrange for you bike or hike excursions. The Village of Gaiole in Chianti is just 5 minutes away by car.

Dec 6 – 13

G$32,068 GYD per night

Guest favorite

Apartment in Villa A Sesta

4.93 out of 5 average rating, 154 reviews

From Paola in Chianti

My apartment is located in a small village in the heart of the Sienese Chianti. It has large rooms, including 2 bathrooms with shower There are towels and bed linen available, an equipped kitchen including a dishwasher, two bedrooms, a sofa bed, a large living room with French windows overlooking the outside where it is possible to dine in front of a fantastic view, an outdoor relaxation area in the garden under the pergola, parking free private

Mar 19 – 26

G$24,314 GYD per night

Guest favorite

Guest suite in Greve in Chianti

4.94 out of 5 average rating, 380 reviews

Selvabella in Chianti B&B. Suite Lo Scricciolo

Lo Scricciolo is located in the tower, the highest building of the house. By a separate entrance from the main house, through a loggia overlooking the Tuscan countryside, you access the first floor. Here are the living room with wooden ceiling and a small bathroom. From the living room, an old stone staircase leads to the upper floor where there is a large double bedroom. Lo Scricciolo has an efficient system of heating for the cold season.

Oct 13 – 18

G$25,546 GYD per night

Guest favorite

Tower in Fiesole

4.95 out of 5 average rating, 153 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Sep 23 – 30

G$175,950 GYD per night

Guest favorite

Farm stay in Gaiole in Chianti

4.94 out of 5 average rating, 201 reviews

Il Piccolo Nido alla Pieve Marsina

Stonewalls and the small romantic fireplace, the iron and wood staircase which brings you to the big double bedroom, the private outdoor area with iron pergola, table and deckchairs characterize the apartment Nido. The best accommodation for couples seeking an unforgettable romantic escape immersed in the Chianti hills. Ideal also for couple with a little baby.

Aug 13 – 20

G$71,357 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 201 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Mar 19 – 26

G$27,483 GYD per night

Superhost

Apartment in Gaiole In Chianti

4.83 out of 5 average rating, 267 reviews

Casa Pieralli in Chianti Storico

Small but cozy two-room apartment in the heart of Gaiole in Chianti. Absolutely quiet and quiet area in the historic center with nearby and free parking. It can comfortably accommodate 2 people,available a kitchen equipped with soap and shampoo linen.

Feb 1 – 8

G$12,863 GYD per night