
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$12,553 GYD per night before taxes and fees

Verified guest reviews
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.

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)
FamilyLocationAir conditioning
4.88 out of 5 average rating, 153 reviews
Laura Chianti Holidays
Laura Chianti Vacanze is the ideal solution for those seeking peace and tranquility immersed in the Chianti countryside. The apartment is halfway between Florence and Siena, and is conveniently located for quick access to Florence, Siena, San Gimignano, Volterra, as well as the beautiful Chianti hills. The apartment offers private parking, two bedrooms, a fully equipped kitchen, private bathroom, private garden, barbecue, and a wonderful view of the Chianti hills.
ValueFamilyQuiet
4.98 out of 5 average rating, 342 reviews
Villa di Geggiano - Perellino Suite
The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.
ValueLocationCondition
4.94 out of 5 average rating, 184 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).
LocationValueCleanliness
4.94 out of 5 average rating, 245 reviews
Dolce vita in Chianti. Pool and Relaxation
Apartment nestled in the Chianti Classico hills, in the village of Tregole, 5 km from Castellina in Chianti. Private apartment in a typical Tuscan farmhouse. Suitable for those who want to spend a vacation immersed in nature in complete relaxation and silence. Ideal starting point for visiting the most important places in Tuscany. The apartment is equipped with all comforts. Linen and final cleaning are included in the price. Children are welcome
ValueFamilyBiking
4.85 out of 5 average rating, 354 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.
FamilyLocationQuiet
4.97 out of 5 average rating, 116 reviews
Poggio Massiccioli
Cozy apartment for 4 people furnished in Tuscan style and with exposed beams immersed in the rolling hills of the Tuscan countryside. Guests have access to a furnished garden, free Wi-Fi, a shared swimming pool, a wood-burning oven, a barbecue, and a washing machine. The apartment was converted from a charming 19th-century stone farmhouse recently renovated according to Tuscan tradition and divided into three comfortable apartments.
ValueFamilyHospitality
4.92 out of 5 average rating, 389 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!
ValueLocationView
5.0 out of 5 average rating, 109 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).
LocationValueTV
4.94 out of 5 average rating, 288 reviews
Chianti, Country house with pool
Peace and relax in the heart of Chianti between Florence and Siena, close to Badia a Passignano (4 km dirt road not too much easy if you drive a sportive car) . In an old farmhouse complex, the apartment "Sangiovese" was recently restored by retrieving the characteristics of the Tuscan rural tradition. Large shared pool (01/05 - 30/09) .
FamilyLocationDecor
4.92 out of 5 average rating, 141 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.
FamilyLocationGrill
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.
FamilyLocationCheck-in
4.98 out of 5 average rating, 129 reviewsPopular amenities for Gaiole in Chianti apartment rentals
Weekly apartment rentals

Terrace with a view of Siena
LocationFamilyParking
4.87 out of 5 average rating, 200 reviews
Countryhouse 9 kms to Florence-3+2,free park, wine
LocationFamilyPool
4.86 out of 5 average rating, 275 reviews
Piazza Grande Boutique Apartment
FamilyValueBathroom
5.0 out of 5 average rating, 155 reviews
Wonderful house with garden
FamilyLocationParking
4.98 out of 5 average rating, 275 reviews
Rooftop with Breathtaking Views. Short Walk to The Duomo.
FamilyValueSleep quality
4.96 out of 5 average rating, 399 reviews
Apartment Comfort | Quiet Escape in Tuscany
ValueLocationView
4.95 out of 5 average rating, 55 reviews
The Chianti Cabin
FamilyLocationComfort
4.95 out of 5 average rating, 65 reviews
Tuscany jem: The Chianti Farmer's House
LocationFamilyParking
4.98 out of 5 average rating, 87 reviewsPrivate apartment rentals

La Terrazza
ValueLocationView
4.89 out of 5 average rating, 38 reviews
Incredible Views & Pool in the Tuscan Hills
LocationValueKitchen
4.85 out of 5 average rating, 26 reviews
Il Ginepro – Relaxation with Pool View in Chianti
Getting aroundOutdoor spacesCondition
5.0 out of 5 average rating, 4 reviews
LATORRE. AN EAGLE NEST ABOVE THE TUSCANY LANDSCAPE
LocationFamilyComfort
4.93 out of 5 average rating, 99 reviews
Idyllic with shared pool in the heart of Chianti
ValueFamilyShared spaces
4.82 out of 5 average rating, 28 reviews
Villino Ersilia Music, the charm of Chianti
LocationFamilyAir conditioning
5.0 out of 5 average rating, 4 reviews
Lorenzo Charme in Chianti
LocationFamilyAccuracy
5.0 out of 5 average rating, 27 reviews
Borgo Iesolana Country Retreat Suite with terrace
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 36 reviewsApartment rentals with a hot tub

Villa'Colombaiolo di Marciano', 28
ValueFamilyKitchen
4.91 out of 5 average rating, 148 reviews
Apartment with garden in the heart of Tuscany
ValueLocationLong stay
4.88 out of 5 average rating, 105 reviews
At the top faboulous terrace Florence
LocationFamilyAccess
4.83 out of 5 average rating, 165 reviews
Fully renovated exclusive apartment in Villa
LocationFamilyWifi
4.99 out of 5 average rating, 102 reviews
Apartment with garden and parking
ValueFamilyBathroom
4.89 out of 5 average rating, 370 reviews
Domus Nannini - L'Arco di Matteotti Spa
LocationValueHot tub
4.98 out of 5 average rating, 107 reviews
Duomo FillYourHomeWithLove Design Apartment
ValueLocationOutdoor spaces
4.8 out of 5 average rating, 146 reviews
AJ Luxury Duomo View
ValueFamilyCheck-in
4.9 out of 5 average rating, 234 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





