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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Pet-friendly house rentals
Home in Radda In Chianti
4.84 out of 5 average rating, 173 reviewsTuscany House "La Querce Sola"
Beautiful home with a gorgeous view of the Tuscan hills! Peaceful but still accessible to everything in area within an hour drive. We were definitely glad to have an SUV as our rental car, as the dirt road into the property is very bumpy. Rosanna was super friendly and accommodating - would definitely recommend staying here!
Home in Monticchiello
4.95 out of 5 average rating, 151 reviewsCasa nel Borgo - Apartamento Superior Toscana
We had a wonderful stay at Marco’s place. The bedrooms and bathrooms are large and recently renovated, the kitchen is well-equipped and there are a few nice restaurants very close by. We had the whole village to ourselves after sunset. Marco was friendly and responsive. A great stay!
Home in Siena
4.78 out of 5 average rating, 782 reviewsLittle heaven on the hills
A peaceful place to stay in Tuscany, close to places we wanted to visit but quiet and peaceful when we wanted to retreat. The cats were very friendly. We loved our stay here.
Home in Colle di Val d'Elsa
4.95 out of 5 average rating, 219 reviewsCasa per la Costa
Beautiful apartment. Perfectly matches the photos and description. Fully renovated, new, very clean, on 2 floors (very nice!), well equipped for cooking, very comfortable bed, two bathrooms, beautiful private terrace in the inner courtyard. Warm welcome, easy checkin, free parking nearby. At the end of the street, walk to the beautiful old town of Colle Val D’Elsa. Central to discover the region: Voltera, San Gimignano, Celtado, Monteriggiono, Siena, etc. We recommend, for comfort, hospitality and to discover the Region! 🤗
Home in Certaldo
4.9 out of 5 average rating, 125 reviewsPaluffo Stillo House
Tuscan gem! We loved our stay at Il Paluffo in the Stillo house. Perfect set up for our family of 4 - mom, dad, and kids ages 5 and 3. Claudia greeted us when we arrived and showed us around, happily answering any questions. The breakfast was delicious and worth adding to your stay in the mornings (free for kids). Fatima even made a special cake for the kids after discovering their love of chocolate! The property has incredible views and is close driving distance to unique wineries and restaurants, and the hosts are more than willing to offer recommendations. Parking is easy and there are a few electric vehicle chargers. The pool was beautiful, albeit a bit cold but expected in mid-October. The beds were extremely comfy. Rooms are beautifully furnished, and the kitchen was well-appointed. Do note the internet is spotty around the home and on the property. They offered bug spray in the rooms, but I would recommend packing some extra as it can get heavy on mosquitos.
Home in Montalcino
5 out of 5 average rating, 113 reviewsMontalcino Townhouse with Private Panoramic Garden & Spa
Lisa Jane was super friendly and very responsive. She gave perfect directions for us to locate the house and find parking for our car, and she met us at check in and gave us the walk through of the house. The house is very tastefully decorated with high-end furnishings and bed linens. The location is perfect and within walking distance of all the things. She had the refrigerator stocked with breakfast items and coffee available to get us started for the next day, and even provided us with a bottle of local wine. The only issue we encountered was that there were only two bath towels available for two of us to use with the hot tub and for showers, but we made the best of it. All in all, it was the perfect place for us to enjoy our 4 day stay in Montalcino!
Home in Monteroni D'arbia
4.88 out of 5 average rating, 185 reviewsLa Torre di Corsanello
I traveled with my three adult daughters to this incredibly beautiful and peaceful villa situated in the Tuscan countryside. It is an ideal location to use as a base when exploring to surrounding area. Filippo and Maria Teresa were welcoming hosts and treated us like family . We hope to return in the future.
Home in Casale
4.88 out of 5 average rating, 171 reviewsInfinity view
The view was stunning and Lucia was a gracious host. Everything was seamless for check in. The place was very large by European standards and we had plenty of room. Thank you Lucia
Pet-friendly home rentals with a pool
Villa in Castiglion d'orcia
4.96 out of 5 average rating, 102 reviewsWp Relais Borgo Vignalunga
We had an incredible stay at this property! The views were absolutely breathtaking – waking up to such stunning scenery in the morning was truly a highlight. The home was clean, comfortable, and well-appointed with everything we needed for a relaxing stay. The hosts were friendly and responsive, making the entire experience smooth and enjoyable. I can't recommend it enough and would definitely stay here again.
Castle in Montecatini Val di Cecina
4.99 out of 5 average rating, 101 reviewsTorre dei Belforti
The place was amazing , very clean and a very cool experience being in a tower that was built some 700 yrs ago
Vacation home in Sorana
4.97 out of 5 average rating, 262 reviewsTuscan Nature Views From Casa Gave
The airbnb and Elisa and her husband and the rest of the family are super nice and very helpful. The airbnb and location is magnificent. We loved our stay there and recharged all the way In one word, PERFECT!
Farm stay in Sovicille
4.98 out of 5 average rating, 190 reviewsLa Villa farm stay - L'Olivo, Pool & Hot Tub
We loved our stay at La Villa. It is its own sanctuary Of peace,beauty and history, but with activities for families. Meeting Giulio was an unexpected bonus of our trip. A hardworking kind person who would sort out any issue with a smile. We encountered one of the most severe storms in years and when we finally made it home Giulio was at the property late at night doing what he could to make sure that we and the property was safe. Staying here was a time my family will treasure and we are grateful to have done so. It is a bit off the beaten track but well worth it. I’d recommend it without hesitation.
Vacation home in Panzano In Chianti
4.97 out of 5 average rating, 141 reviewsFienile Santa Teresa
Very private and peaceful. Beautiful view and the house was well equipped and comfortable. Host was very responsive and helpful.
Rental unit in Greve in Chianti
4.9 out of 5 average rating, 102 reviewscasa mezzomonte Apt Timo
A little piece of heaven in the Tuscany countryside! Thank you for a great stay at casa Mezzomonte! The view from the terrace is beautiful and offers a peaceful corner to observe the beauty of the landscape. The accommodation is very well equipped and very comfortable. It offers everything you need for an enjoyable stay to disconnect from everyday life. Flaminia was a perfect host. Special mention for breakfast and dinner that are exceptional and talented! Not to be missed! We will most certainly be back in this bubble of serenity! Thanks again Flaminia!
Rental unit in La Presura
4.92 out of 5 average rating, 128 reviewsCountry house 9 km to Florence-2+1g,free parking
The place was very Tuscany. The pool was immaculate. Too bad we were not able to use it as the weather was not cooperating at that time. The hostess was outstanding and took care of any requests we made. She offered great information as to places to go. You could take a bus about a quarter mile down the road but we found renting a car in Tuscany was the way to go. Would highly recommend Fredrico’s place in the Chianti countryside
Vacation home in Tavarnelle Val di Pesa
4.94 out of 5 average rating, 113 reviewsLa Casa di Nada Home
My mom and I are traveling all around Italy and by the time we got to Nada’s place, it was everything we needed. She is so kind, quick to respond, and her place was peaceful, warm, and homey. We had a lovely cooking class provided at our stay by her family and it was an experience we will never forget! This place was my favorite Airbnb I have ever stayed at in any location! HIGHLY recommend Nada’s place!! Can’t wait to come back! And don’t forget to stop at the adorable winery: La Spinosa. Amazing people Nada is surrounded by and we were blessed enough to get a little touch of it :)
Private, pet-friendly home rentals
Villa in Montepulciano
4.97 out of 5 average rating, 159 reviewsAmazing Tuscany Villa, FREE parking
Very warm and home feel house. We love the view and surrounding. Will definitely recommend this house to friends.
Condo in Gaiole In Chianti
4.96 out of 5 average rating, 25 reviewsTransito Divino Gaiole
House in the center of Gaiole very well cared for. The hot tub is a plus for the stay but the whole house is really cozy. Even in the small village of Gaiole we were very well received and some locals gave us directions on what to visit. We will be back.
Rental unit in Radda in Chianti
4.91 out of 5 average rating, 65 reviewsLa Casina
5-star, meets and exceeds. Highly recommend. Great location, peaceful, comfy bed, full kitchen. And in a great area of Chianti wine country.
Rental unit in Montepulciano
4.95 out of 5 average rating, 123 reviewsThe Tramonti di Eramo , downtown Montepulciano.
Apartment inside Montepulciano walls. Outstanding sunset territorial views. Great directions to free parking just outside city walls with easy walk. Easy access to top of town. Recommend waking early and having coffee at Caffe Poliziano. Spectacular sunrise terrace views, lush furnishings and still warm croissants. Of course superior cappuccino. Highly recommend!
Villa in Monticchiello
4.99 out of 5 average rating, 138 reviewsVilla unesco heritage, Jacuzzi & garden. BB Daria
This is by far one of the most beautiful and idyllic Airbnbs we have ever stayed at. Deborah and Candela were lovely hosts, so responsive, proactive and friendly. The home and town are straight out of a fairy tale. We hope to be able to return and stay longer!
Cottage in San Gimignano
4.84 out of 5 average rating, 180 reviewsCountryside Cottage With View - Le Rondini apt
Nice place with beautiful surroundings, would recommend!
Rental unit in San Gimignano
4.97 out of 5 average rating, 106 reviewsApartment at ground floor with garden
FabioApartment is a wonderful place to stay in San Gimignano. It is large, spotless, bright, and has everything you need for your vacation. There are two large bedrooms and two bathrooms, which is rare in Airbnb offerings. Outside on a covered patio, you can sit and enjoy the tranquility and beauty of gardens surrounding the property. Just a few steps away is the famous and beautiful Piazza del Cisterna, with many bars and restaurants, two gelaterias, a pharmacy, several banks. Massimo met us at the parking area and helped us with our luggage. He showed us around the apartment and then took us on a tour of the surrounding area, pointing out places we might want to visit. He gave us recommendations for eating and other important sites in the town. He was the perfect host and was always available to help us in other ways. We highly recommend FabioApartments for a perfect stay in San Gimignano.
Villa in Gaiole in Chianti
5 out of 5 average rating, 9 reviewsCasa Faraona, villa with private pool
A beautiful property in a stunning location with great views. The property was easy to find using Waze. Once inside everything was clean and all rooms were luxurious and clean.
Quick stats about vacation rentals that are pet-friendly in Gaiole in Chianti
Total rentals
20 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
580 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Wifi availability
20 properties include access to wifi
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