We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Gaiole in Chianti Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Price
    per night
    $185 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Travelers to Gaiole in Chianti are booking October dates now. Secure your vacation rental today, and have the perfect trip.
    All 187 Rentals in Gaiole in Chianti
    Sort by:
    Default
    Casa Felice is a 2 bedroom apartment in village of Gaiole, sleeps 6, shared pool1 / 20
    (7)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Exclusive and reserved in Chianti - Quercia1 / 26
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    San Sano hamlet in the Heart of the Chianti, the Best choice in Tuscany !1 / 21
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Chianti house, Florence, Jacuzzi, Tuscany up to 6p1 / 42
    (7)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travelers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Grill
    • Wi-Fi
    • Parking
    • Outdoor Dining Area
    • Central Heating
    • Mountain Views
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 20, 2017
    A great place to stay. Very central in the Chianti region and very quiet and a little isolated which suited us very well indeed
    Reviewed September 5, 2016
    Our stay at the Villa was as expected. The location is isolated which we were looking for and most definitely in a beautiful and tranquil setting. Both Marcello and Sarah were...
    See all reviews
    About this property
    Recently renovated, is located in a scenic hillside location in a picturesque village nestled in the heart of Chianti, strategic point to reach in a short time two beautiful cities such as Siena and Florence. Moreover, you can go trekking in the beautiful trails and nature walks on foot or by...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    LAST MINUTE: September weeks at 1.000 Euro!1 / 28
    (14)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Satellite TV
    • Central Heating
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    As wonderful as expected - even better; in any way: Location, facilities, rooms...Perfect for trips on the countrysideVery kind ownersalso recommendable for families with...
    Reviewed June 16, 2017
    My family and i had a fantastic and absoultely relaxed holiday at PetrAlexa. You only hear the birds, when you wake up. You feel so free in the big garden and the Chianti Hills...
    See all reviews
    About this property
    Ciao from Petra &Alexa and thank you for stopping by! Take advantage of our promotion and come to visit the Chianti hills in it's best period: September! Less warm, less crowded, beautiful colors, beginning of the harvest. At 1.000 Euro/week! Here is what our villa offers you for a memorable...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Inquiry
    TOSCANAFERIEN - PODERE L'AQUILA - OSKAR SIGRIST1 / 12
    (2)Average
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Parking
    • Wi-Fi
    • Central Heating
    • Terrace
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Experience the authentic Chianti life at villa LisiDor, exclusive location1 / 69
    (12)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • Satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 5, 2016
    Villa LisiDor is located in the heart of Tuscany, near Gaiole in Chianti. The property is enclosed in one of the most beautiful regions of Italy, overlooking surrounding wine...
    Reviewed October 21, 2011
    Villa Lisidor is a lovely old villa located at the top of a hill. The views are gorgeous (would be even better if the high hedge was cut down), and the property is very private...
    See all reviews
    About this property
    Ciao from Petra & Alexa! We warmly welcome you in our unbeatable location, discover more ... THE VILLA: Villa LisiDor has been fully renovated beginning of 2016 with all new amenities, with a habitable area of 300 square meters. On GROUND FLOOR, which is at garden level, is a large sitting room...
    View all property information
    Location Information
    53010, Gaiole in Chianti, Province of Siena
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    Hilltop Poolside 2 Bedroom Villa in Chianti1 / 27
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Outdoor Dining Area
    • Central Heating
    • Satellite TV
    • Washer
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 30, 2015
    We spent 15 days at la Pieve Marsina. The host Gabriele, the old-stone house on a hilltop, the swimming pool, and the countryside (we were surrounded by Chianti vineyard) were...
    Reviewed August 1, 2014
    With my husband and 2 daughters we had a great vacation in Tuscany.The oldest is 17 and the youngest is 13 year old. We had a split level appartement with authentic...
    See all reviews
    About this property
    On the highest point of a hill set among the mosaic of the vineyards, typical of the Chianti Classico area, in the heart of a medieval village, you'll find the Pieve Marsina The house, composed of 5 delightful apartments, has as it's main objective the idea of offering guests the opportunity to...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Inquiry
    6 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Parking
    • Private Yard
    • Patio
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the lush nature of the Chianti region, this charming manor built in the early 1900s lovingly embraces and preserves the romance of bygone times. It is an ideal place for relaxing in the surrounding nature while enjoying the area’s superb foods and wines. The house comprises about 800...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 13
    Make Inquiry
    Casacorvo Maggiore: *High Season Discounts now available*1 / 23
    (13)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 2, 2016
    It's exactly as it says on the tin. The property is very well equipped, clean and comfortable. Home from home comforts such as quality mattresses and bedding made it...
    Reviewed May 28, 2015
    Casacorvo Maggiore is a superb apartment; very well equipped and comfortably furnished. There's a great selection of games, DVDs and novels, and plenty of maps, guidebooks and...
    See all reviews
    About this property
    A spacious well furnished three double bedroom, two bathroom apartment with an eight seating dining room and large lounge, just a few minutes stroll from the restaurants, cafes and wide range of services provided by Gaiole village. <BR><BR>Outside, enjoy a game of boules in the tiered garden, or...
    View all property information
    Location Information
    53013 SI, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    Save time - get the best Gaiole in Chianti rentals sent straight to your email!
    Get the List
    4 Bedrooms, 5 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Parking
    • Private Yard
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elegant property with private swimming pool, part of a historic castle located near Gaiole in Chianti, in the heart of the Chianti area. The property has a garden with lawn and a panoramic rooftop terrace with Jacuzzi and wonderful views over the surrounding countryside. It can accommodate up to 7...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 7
    Make Inquiry
    castello in Chianti  conte1 / 23
    (2)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Balcony
    • Satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Wonderful old building with beautiful views over the surrounding countryside. Pool was a 5 minute walk from our apartment - nothing our kids couldn't handle, and they had a...
    Reviewed November 9, 2015
    One of the reasons we chose the place was because although remote, it had a restaurant so, with a small child, this would make things more convenient. When arrived unfortunately...
    See all reviews
    About this property
    This lovely 11th century castle for holiday rental in the Chianti Classico area is a tiny, medieval hamlet located at 10 km from Gaiole in Chianti. Built around the year 1000 by the noble family of Guidi, today it is an esteemed wine estate with self catering holiday apartments, where visitors can...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A stay in luminous Tuscany deserves nothing less than this a 16th century farmhouse estate occupying a hillside in the Chianti Classico of Tuscany and enfolded in a lush landscape of olive groves, Italian cypress trees and rolling vineyards. The estate's near neighbor, the Medieval castle Vertine,...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Inquiry
    castello in Chianti ginestra1 / 25
    (1)Average
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Parking
    • Satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 30, 2016
    The location is gorgeous, high up in the mountains with fantastic views.The bedrooms were very large and there was plenty of storage space. The beds were large and...
    See all reviews
    About this property
    This lovely 11th century castle for holiday rental in the Chianti Classico area is a tiny, medieval hamlet located at 10 km from Gaiole in Chianti. Built around the year 1000 by the noble family of Guidi, today it is an esteemed wine estate with self catering holiday apartments, where visitors can...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Inquiry
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful and tastefully furnished 2 bedroom apartment is located in the spectacular Borgo di Gaiole, a popular hamlet just a short walk from the centre of the renown Gaiole in Chianti, right in the heart of the Chianti region, and only 20 minutes away from the wonderful Siena<BR>The apartment...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Shared Yard
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    La Maccinaia is a beautiful property located in a very quiet location, in the heart of the Chianti region, between Gaiole and Castelnuovo Berardenga. The main villa dates to the 17th century, and has been immaculately restored by its Belgian owner who combined modern design with original...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 18
    Make Inquiry
    1 Bedroom, 1 Bathroom, Sleeps 50 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Borgo di Gaiole is located in the heart of Chianti Senese, a known area all over the world for its excellent gourmet products. The apartments are inside the ancient but recently restructured Borgo, which enjoys a magnificent view on the surrounding hills. At guests' disposal, for relaxing and...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 50
    Make Inquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This very special property is located on the edge of Castello di San Donato in Perano (Chianti), a beautiful hamlet which has recently been restored to such a high standard that it was awarded by the International Property Awards 2006. Cavalcanti’s position allows the guests to enjoy unusual...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    1 Bedroom, 1 Bathroom, Sleeps 50 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Borgo di Gaiole is located in the heart of Chianti Senese, a known area all over the world for its excellent gourmet products. The apartments are inside the ancient but recently restructured Borgo, which enjoys a magnificent view on the surrounding hills. At guests' disposal, for relaxing and...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 50
    Make Inquiry
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    Villa Podere Terrena1 / 44
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Mountain Views
    • Washer
    • Wi-Fi
    • Grill
    • Satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 17, 2016
    A dream farmhouse , with olive trees and and beautiful countryside , surrounded by cozy villages in the Chianti region , just and over what we have imagined .. and...
    See all reviews
    About this property
    THE BUILDING. The building is located in a mountainous area of the classic chianti and is built entirely with local stones. It is surrounded by an olive grove from which high quality oil is obtained. The mountainous landscape with its views full of green is an invitation to relax. The whole house...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Make Inquiry
    2 Bedrooms, 1 Bathroom, Sleeps 50 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gaiole Suites is a compound of terraced houses just renewed, situated 500m away from Gaiole in Chianti center. They are placed in a quiet and silent zone, surrounded by the green Tuscany hills, not familiar with rush hour since the traffic is very little. At guests’ disposal, there is one swimming...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 50
    Make Inquiry
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Shared Indoor Pool
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the top of a hill set in the patchwork of vineyards that characterizes the area of Chianti Classico, in the heart of an ancient medieval village, was born a few years ago La Pieve Marsina. The structure, made up of 5 nice apartments, has as principal objective to allow our guests to enjoy the...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cosy and comfortable first-floor 2-bedroom apartment sits overlooking the rest of the hamlet, also with views over the pool. The entrance leads into the spacious living room where crisscrossed terracotta tiling runs seamlessly throughout the apartment, whilst Chestnut beams are highlighted...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Inquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fontecaresino, located in the hills of Chianti, in the heart of Tuscany, with ready access to the culinary, cultural and artistic heritage of this region, is only 4 km from Gaiole in Chianti, 35 km from Siena, 45 km from Arezzo and 55 km from Florence. Our close proximity to numerous wineries,...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    Make Inquiry
    Casa Ginevra casa storica1 / 15
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Washer
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 9, 2015
    Our host, Sabrina was very kind. We asked for fans and she promptly delivered one for each bedroom. The house was perfect for us and we thoroughly enjoyed our stay. The only...
    See all reviews
    About this property
    View all property information
    Location Information
    53100, Gaiole in Chianti, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Secure Parking
    • Wi-Fi
    • Patio
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Inquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your memories. In the heart of the Chianti, surrounded by woodlands and vineyards, this ancient construction has opened its doors to tourists who wish to have a rare and unique...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your memories. In the heart of the Chianti, surrounded by woodlands and vineyards, this ancient construction has opened its doors to tourists who wish to have a rare and unique...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    Casacorvo Minore *High Season Discounts now available*1 / 22
    (16)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We had a fantastic time in Gaiole which is in the heart of the Chianti Classico region with lots of amazing views, wineries, picturesque villages and restaurants to visit.The...
    Reviewed September 14, 2016
    relaxing by the pool, exploring beautiful are on foot or bike, enjoying good food and vine, visiting nearby historical places
    See all reviews
    About this property
    Set in the Chianti Hills just 30 mins from Siena is Borgo di Gaiole, situated on the edge of Gaiole in Chianti, one of the historic 'Chianti League' townships.<BR><BR>The Borgo comprises the best of old and new. Built in traditional Tuscan architectural style with solid stone walls, chestnut beams...
    View all property information
    Location Information
    53013 SI, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    Molino Carpinese1 / 22
    (1)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Central Heating
    • Mountain Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 23, 2015
    Right in the heart of Chiantishire, my five mature children and I enjoyed a splendid week, viewing the sights of Tuscany in the morning and sunning by the huge, huge, sparkling...
    See all reviews
    About this property
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
    Make Inquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    Nice apartment Castagnoli - Castagnoli 31 / 10
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Central Heating
    • Private Yard
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53019, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    LUXURY APARTMENT WITH PRIVATE GARDEN & VIEWS1 / 24
    (37)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • DVD Player
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We stayed at John and Tracy's for a week at the end of August/beginning of September, and had such a relaxing holiday. The apartment itself was immaculate and had everything you...
    Reviewed June 1, 2017
    We are just back from a lovely week in gaiole. The apartment was very nice, well looked after and equipped, but made even better by the fantastic outside space to relax in...
    See all reviews
    About this property
    Ideal for couples looking for a relaxing romantic holiday, we provide everything you need in our fully equipped and tastefully decorated apartment, see our reviews. FREE WI-FI Walking distance to local restaurants. The large private garden for your exclusive use overlooks the village of Gaiole in...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Balcony
    • Air Conditioning
    • Parking
    • Terrace
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cosy and comfortable 2-bedroom apartment is ideally located in the hamlet and develops on one level on the first floor, with independent access via an external staircase, with views overlooking the village and countryside. It avails of a private south facing garden/terrace with outdoor dining...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Inquiry
    2 Bedrooms, 1 Bathroom, Sleeps 50 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gaiole Suites is a compound of terraced houses just renewed, situated 500m away from Gaiole in Chianti center. They are placed in a quiet and silent zone, surrounded by the green Tuscany hills, not familiar with rush hour since the traffic is very little. At guests’ disposal, there is one swimming...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 50
    Make Inquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful and tastefully furnished 1 bedroom apartment is located in the spectacular Borgo di Gaiole, a popular hamlet just a short walk from the centre of the renown Gaiole in Chianti, right in the heart of the Chianti region, and only 20 minutes away from the wonderful Siena<BR>The apartment...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Sauna
    • Terrace
    • Private Yard
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 5
    Make Inquiry
    1 Bedroom, 1 Bathroom, Sleeps 50 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gaiole Suites is a compound of terraced houses just renewed, situated 500m away from Gaiole in Chianti center. They are placed in a quiet and silent zone, surrounded by the green Tuscany hills, not familiar with rush hour since the traffic is very little. At guests’ disposal, there is one swimming...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 50
    Make Inquiry
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Terrace
    • Secure Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A cosy and lovingly furnished 1 bedroom apartment located in the spectacular Borgo di Gaiole, a popular hamlet just a short walk from the centre of the renown Gaiole in Chianti, right in the heart of the Chianti region, and only 20 minutes away from the wonderful Siena<BR>The apartment is in the...
    View all property information
    Location Information
    53030, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Inquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your memories. In the heart of the Chianti, surrounded by woodlands and vineyards, this ancient construction has opened its doors to tourists who wish to have a rare and unique...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    Just 5 minutes from the centre of the Gaiolie, wonderful apartment with pool and breathtaking terrace, sleeps 61 / 25
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 10, 2016
    It 'was a wonderful holiday. The apartment is just perfect. Super clean and really welcoming. With a magnificent view. The location is perfect to visit the whole area of Chianti...
    Reviewed January 10, 2016
    We stayed at the apartment for a week in july. It is close to the small village Gaiole (5 min walk) with a small food market and a couple of restaurants. The pool is very nice...
    See all reviews
    About this property
    The apartment is just 5 minutes walk from the center of Gaiole, where you will find all the services you need. Like restaurants, bars, wineshops, banks, food shop, hairdressers etc.<BR>Gaiole is one of several traditional Chianti villages in the region. Others worth visiting include Radda, Greve...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Patio
    • DVD Player
    • Grill
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    MONTELUCCI ESTATE…….WHERE EVEN NATURE RELAXES…………………… UNSPOILT NATURE THE AGRITURISMO MONTELUCCI, FROM THE LATIN “MONS LUCI” (SACRED WOODS FOR THE ANCIENT ROMANS) IS NESTLED IN AN ENCHANTED WOOD OF FIRS, HOLM OAKS AND OAKS AT AN ALTITUDE OF NEARLY 700M ABOVE SEA LEVEL, OVERLOOKING THE HILLS OF THE...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Inquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 50 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    During the Medieval times, it was the tower of a fortress which dominated this valley of the Chianti area, halfway between Siena and Florence. Since then its role changed and has become a particularly charming holiday home. The view it enjoys has become greener with the passing of time because the...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 50
    Make Inquiry
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On the highest point of a hill set among the mosaic of the vineyards, typical of the Chianti Classico area, in the heart of a medieval village, you'll find the Pieve Marsina. The house, composed of 5 delightful apartments, has as it's main objective the idea of offering guests the opportunity to...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Casa Giardino1 / 19
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Yard
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Balcony
    • Secure Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 21, 2014
    We stayed several weeks in Franco's wonderful Casa Giardino. Unlike many one bedroom apartments, there is plenty of room to move here. The bedroom is large, the living room is...
    See all reviews
    About this property
    A cosy and lovingly furnished 1 bedroom apartment located in the spectacular Borgo di Gaiole, a popular hamlet just a short walk from the centre of the renown Gaiole in Chianti, right in the heart of the Chianti region, and only 20 minutes away from the wonderful Siena<BR>The apartment is on the...
    View all property information
    Location Information
    53030, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Inquiry
    2 Bedrooms, 1 Bathroom, Sleeps 50 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Borgo di Gaiole is located in the heart of Chianti Senese, a known area all over the world for its excellent gourmet products. The apartments are inside the ancient but recently restructured Borgo, which enjoys a magnificent view on the surrounding hills. At guests' disposal, for relaxing and...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 50
    Make Inquiry
    2 Bedrooms, 1 Bathroom, Sleeps 50 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gaiole Suites is a compound of terraced houses just renewed, situated 500m away from Gaiole in Chianti center. They are placed in a quiet and silent zone, surrounded by the green Tuscany hills, not familiar with rush hour since the traffic is very little. At guests’ disposal, there is one swimming...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 50
    Make Inquiry
    5 bedroom Villa in Vertine, Chianti, Tuscany, Italy : ref 23872671 / 30
    (2)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 6, 2017
    We recently enjoyed staying a week in this splendidly restored mansion in the rolling hills of the Chianti area in Tuscany . The building was tastefully decorated with respect...
    Reviewed June 14, 2017
    Awesome property with modern, well stocked kitchen and bathrooms with counter space. Spotlessly clean with beautiful outdoor areas and spectacular views. Our hostess Caterina...
    See all reviews
    About this property
    Independent villa, surrounded by olive groves and vineyards; the villa is reachable by passing through the historical Hamlet of Vertine. We do not recommend the use of a van and minibus. Villa Vertine is only 2.5 km from Gaiole in Chianti, in the real heart of Chianti Classico, perfect starting...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Make Inquiry
    Previous
    Gaiole in Chianti Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    76° 57°
    September
    67° 51°
    October
    57° 42°
    November
    49° 36°
    December

    Additional Gaiole in Chianti Info

    Go to map view
    • Local time: 12:45 AM (CEST)
    • Exchange rate: 1 Euros = 1.20 U.S. Dollars
    List your property
    Owner log in