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

Total vacation rentals
Explore 20 vacation rentals in Gaiole in Chianti

Nightly prices starting at
Gaiole in Chianti vacation rentals start at G$12,554 GYD per night before taxes and fees

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Over 570 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wi-Fi availability
10 of Gaiole in Chianti vacation 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.
4.96 out of 5 average rating, 399 reviews
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.
4.99 out of 5 average rating, 168 reviews
Loggiato 2 Apartment in Tuscany with pool
The Loggiato 2 apartment for 2 people is located in the Santa Lucia farmhouse (THE FARMHOUSE IS DIVIDED INTO 7 APARTMENTS) in the Crete Senesi near Siena and is a two-room apartment located on the first floor with a private table in front of the windows of the entrance loggia. There is a double bedroom (two single beds joined to form a double bed), a bathroom with shower and a living room with functional kitchen and television. The apartment has air conditioning in the room (for a fee).
4.94 out of 5 average rating, 161 reviews
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)
4.88 out of 5 average rating, 153 reviews
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).
4.94 out of 5 average rating, 245 reviews
Enjoy a Boutique Penthouse Near the Duomo
Penthouse Apartment situated a few steps from the Duomo. The private terrace offers a stunning view at 360 degrees overlooking the city's historical centre. Interiors are characterised by a modern and elegant design, with great attention to detail. BSL Boutique Suite has nothing to envy to the suites of the most luxurious hotels. The penthouse is located a few steps from the Duomo of Florence—an ideal location to sightsee the city's monuments.
4.98 out of 5 average rating, 286 reviews
Luxury frescoed apartment in the historical center
The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.
4.97 out of 5 average rating, 116 reviews
Terrace on the walls of Siena - Casa Laura
Elegant apartment in the center of Siena with a large terrace, 600 m from the stadium and 1 km from Piazza del Campo. Located on the 4th floor (elevator up to the 3rd), it offers 2 double bedrooms, 2 bathrooms, an equipped kitchen, air conditioning in every room and a beautiful panoramic terrace above the historic walls. In the limited traffic zone. Perfect for experiencing Siena in comfort!
5.0 out of 5 average rating, 110 reviews
"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).
4.94 out of 5 average rating, 288 reviews
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, kitchenette, a double bedroom, a private bathroom with shower, and air conditioning.
4.93 out of 5 average rating, 455 reviews
Casa Guardiavigna | Chianti Hills Vineyard Retreat
The Casa Guardiavigna apartment offers the opportunity to enjoy a unique and extraordinary experience, full of emotions and happiness. Located a stone's throw from the small medieval village of San Gusme' and surrounded by beautiful vineyards, woods and flowery meadows. Free indoor parking with an automatic gate.
4.98 out of 5 average rating, 129 reviews
A BALCONY ON THE PIAZZA OF THE PALIO
Three windows with balcony overlooking Piazza del Campo that allows access to an exclusive terrace with breathtaking views of the Piazza del Palio and the Palazzo Pubblico. One bedroom, large super-equipped kitchen. Sofa bed available to comfortably accommodate up to 4 people
4.87 out of 5 average rating, 270 reviewsPopular amenities for Gaiole in Chianti apartment rentals
Weekly apartment rentals

The house of Love
4.85 out of 5 average rating, 387 reviews
Diacceto19 Siena Apartments Int.1
4.98 out of 5 average rating, 445 reviews
Terrace with a view of Siena
4.87 out of 5 average rating, 203 reviews
Apartment Comfort | Quiet Escape in Tuscany
4.93 out of 5 average rating, 60 reviews
The Chianti Cabin
4.95 out of 5 average rating, 65 reviews
Tuscany jem: The Chianti Farmer's House
4.98 out of 5 average rating, 88 reviews
Apartment for 8-9 people in villa with pool
4.85 out of 5 average rating, 52 reviews
Borgo Iesolana Country Retreat Suite with terrace
5.0 out of 5 average rating, 36 reviewsPrivate apartment rentals

Incredible Views & Pool in the Tuscan Hills
4.85 out of 5 average rating, 26 reviews
Casacorvo Maggiore at Borgo Gaiole
5.0 out of 5 average rating, 4 reviews
Idyllic with shared pool in the heart of Chianti
4.82 out of 5 average rating, 28 reviews
Historic Fresco Apartment
5.0 out of 5 average rating, 7 reviews
La Terrazza
4.89 out of 5 average rating, 38 reviews
Agriturismo I Moraioli apartment Parata
5.0 out of 5 average rating, 21 reviews
Tuscany Chianti Village Experience
5.0 out of 5 average rating, 22 reviews
Suite Luna at Villa Santa Lucia Nuova
5.0 out of 5 average rating, 29 reviewsApartment rentals with a hot tub

Villa'Colombaiolo di Marciano', 28
4.91 out of 5 average rating, 148 reviews
Healthy Home | Duomo • Jacuzzi & Green Oasis
4.89 out of 5 average rating, 102 reviews
Apartment with garden in the heart of Tuscany
4.88 out of 5 average rating, 105 reviews
At the top faboulous terrace Florence
4.83 out of 5 average rating, 166 reviews
Apartment with garden and parking
4.89 out of 5 average rating, 370 reviews
Duomo FillYourHomeWithLove Design Apartment
4.8 out of 5 average rating, 146 reviews
Domus Nannini - L'Arco di Matteotti Spa
4.98 out of 5 average rating, 107 reviews
Fully renovated exclusive apartment in Villa
4.99 out of 5 average rating, 102 reviewsDestinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Stadio Artemio Franchi
- Medici Chapel
- Basilica of Santa Croce





