
Apartment holiday rentals in Gaiole in Chianti
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Quick stats about apartment rentals in Gaiole in Chianti

Total holiday rentals
Explore 20 holiday rentals in Gaiole in Chianti

Nightly prices starting at
Gaiole in Chianti holiday rentals start at $103 NZD per night before taxes and fees

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Pet-friendly accommodation
Find 10 rentals that welcome pets

Wi-Fi availability
10 of Gaiole in Chianti holiday rentals include Wi-Fi access

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

4.7 Average rating
Gaiole in Chianti stays receive an average rating of 4.7 out of 5 from guests
Top-rated apartment rentals in Gaiole in Chianti
Guests agree: These apartments are highly rated for location, cleanliness and more.

Rooftop with Breathtaking Views. Short Walk to The Duomo.
Climb the white marble staircase to the breathtaking rooftop terrace, boasting unforgettable views of the hills surrounding Florence and the historic center. This apartment has been newly renovated, mixing different kinds of architecture and design. In the flat there is plenty of space for your smart-workstation: internet is fast and reliable, accessible from every corner. We take particular care in sanitizing all the critical areas, in particular the space is sanitized by means of ozone generators. The apartment is newly restyled with a very special taste, mixing different styles in the architecture and design. It is a 2 floors apartment at the last floor of a mid 20th century building right outside the historical city center: at the first floor there are the bedrooms (a Suite and a second bedroom) the bathroom and a wardrobe room. The Suite is introduced by an elegant living area with a separè industry in glass and iron dividing it from the double bedroom with balcony and fireplace. The second bedroom has a big wardrobe with mirrors, a fine couch and twin beds to be disposed at one's will. Through an elegant white marble staircase we have access to the brand new rooftop kitchen and the wide terrace with a view on the hills sorrounding Florence and spots of the old buildings of the historic center. The apartment is entirely reserved to our guests, access to it is by the staircase or by elevator with private access to the floor. The rooftop terrace is only for our guests with sole access from inside the apartment by a staircase. At the same floor in a separate flat live the owners, always ready to help! The owner lives next door and is always available if needed. Chez Geraldine is an apartment just outside the historical center. It’s predominantly a residential district, but the cathedral, Galleria dell'Accademia, and Piazza San Marco are a 15-minute walk away. Food stores, restaurants, and bars are close by. AVAILABLE 4 BIKES (adult size) for our guests, included in the price. Please, use it with care and lock it well each and any time you leave them without custody, thank you. IN CASE OF THEFT OR SEVERE DAMAGE DUE TO NEGLIGENCE YOU WILL BE REQUESTED TO PAY THE VALUE OF THE BIKE OF 160€. Thank you WALKING: the city center is at only 15 mins walking. BY BUS: a few steps away from the building there are buses to the city center and the station.

Apartment amid History and Design near the Duomo
Find your place between old-world luxury and modern-day exclusivity in this apartment, part of the historic Palazzo D'Ambra. Equipped with all amenities, it charms with high ceilings that retain the original decorations and refined furnishings. Blackout and acoustic curtains, "silence" glass at the windows for a more comfortable sleep. Professional services of the Residenza D'Epoca: professional cleaning service, privacy, CCTV in the building, towels and sheets sanitized at 180°C. The space is unique for its high and decorated ceilings and large windows. The owners have enriched this environment with excellent amenities to give maximum comfort to those who come for work (the WiFi, despite being a historic building, is perfect) and maximum practicality and elegance to those traveling with family (parquet, anti-noise curtains and privacy). All spaces of the apartment are private. Welcome communication via Airbnb chat, email, phone, text, WhatsApp The Via de' Conti area is very elegant and with excellent shops, restaurants, spas and trendy bars. It is located in the heart of downtown Florence: the Duomo and the train station are within walking distance. From Via dei Conti it is very easy to walk to any of the city's major attractions such as the Duomo, Uffizi, Ponte Vecchio. But also Fortezza and other destinations are easy to reach, even with bags. Fast trains are a 5-minute walk from the apartment. Many guests find it amazing to have a day trip to Rome, Venice or Milan from this location. Taxi service and buses / trams are also available just around the corner

Museum Suite - Luxurious unit with a River View -
After 13 wonderful years of hosting on Airbnb, the time has come to close this incredible chapter and embrace the next. These upcoming 7 months will be the final season for MuseumSuite, in Jan 2027, the property will be sold and transformed into a private family residence. It has been an absolute honor and a privilege to welcome guests from all walks of life. Each of you has deeply enriched my journey, and I hope that MuseumSuite has left a beautiful, lasting impression on your lives as well.

Giglio Blu Charming Loft
The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

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

Villa di Geggiano – Alfieri Suite
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.

Casa Martini in Historic Chianti
Apartment with garden and private parking in Gaiole in Chianti, a stone's throw from the historic center where you will find numerous bars, restaurants and the small supermarket (coop). The accommodation is ideal for holidays with animals because it has a fully fenced garden. Tourist tax is required (€2 per person per night for the first seven nights) minors under 14 years excluded (read the complete regulation on the website of the Municipality of Gaiole in Chianti)

At Paola's in Chianti
My apartment is located in the village of Villa a Sesta, on the ground floor with direct access to the garden, has two bedrooms, one double, the other with bunk beds, two bathrooms, a large kitchen and a living room. The outdoor space is very large and the garden has a large table and armchairs for relaxation, the car can be parked at home, we have a private parking space, arriving in the village you access the house from a small white road (30mt).

"Red Rose" apartment with view of Siena.
Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

Comfort Apartment in the Chianti Vineyards
Apartment on the upper floor of the structure characterized by a wonderful view of the Chianti hills, olive groves or the patio. Renovated while maintaining the charm of their ancient walls but adding every comfort. It includes a living room, a kitchenette, a double bedroom, a private bathroom with a shower, air conditioning.

Terrace with a view of Siena
Next to the Basilica of San Domenico, a few steps from the Duomo and Piazza del Campo, in this splendid and elegant penthouse you can enjoy the splendid view and the convenience of walking to all the major points of interest in the city in just a few minutes.

Duomo View Terrace • 2BR/2BA • Elevator • Central
Unbeatable Duomo view from your private terrace! Stay in a stylish, quiet penthouse in Florence’s historic center, steps from the Cathedral. Bright and elegant with 2BR/2BA, full A/C, and a large elevator — the perfect home base to explore and relax.
Popular amenities for Gaiole in Chianti apartment rentals
Weekly apartment rentals

Casa Bonari - a paradise for the eyes

Casa Guardiavigna in Chianti, Italy

Stuart White Tea Central Panoramic & Garden

Farmhouse apartment with pool

Romantic Apt in the heart of Chianti (with Tennis)

Enjoy a Boutique Penthouse Near the Duomo

I Tramonti di Eramo, downtown Montepulciano.

Villa Bonelli - La Magnolia Apartment
Private apartment rentals

Lorenzo Charme in Chianti

Apartment for 8-9 people in villa with pool

Barn

Tuscany jem: The Chianti Farmer's House

Penthouse in small medieval castle near Florence

The Farmhouse in Chianti-IlVillinoFarmhouse

Pool Escape Just Outside Siena

LATORRE. AN EAGLE NEST ABOVE THE TUSCANY LANDSCAPE
Apartment rentals with a hot tub

Luxury frescoed apartment in the historical center

Apartment with garden and parking

At the top faboulous terrace Florence

Villa'Colombaiolo di Marciano', 28

AJ Luxury Duomo View

Apartment with garden in the heart of Tuscany

.2 La Casa sui Tetti dell 'Oltrarno
Executive Apartment City Center
Destinations to explore
- Family-friendly rentals Gaiole in Chianti
- Rentals with a washing machine and dryer Gaiole in Chianti
- Rentals with pools Gaiole in Chianti
- Villa rentals Gaiole in Chianti
- Pet-friendly rentals Gaiole in Chianti
- Rentals with a patio Gaiole in Chianti
- House rentals Gaiole in Chianti
- Apartment rentals Siena
- Apartment rentals Tuscany
- Apartment rentals Italy
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
- Stazione Santa Maria Novella
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria
- Medici Chapel
- Basilica of Santa Croce
- Stadio Artemio Franchi
- Avignonesi Winery Fattoria Le Capezzine





