Gaiole in Chianti Villas - Best Villa Gaiole in Chianti 2026

View over the hills from the Brolio Castle

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Our top choices for Gaiole in Chianti villas

Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

Gaiole in Chianti

"Pros: La casa è sita in una posizione super tranquilla in mezzo al verde e alla natura. Tutto è curato alla perfezione. Nota di merito per il verde e i fiori e per la gentilezza dei proprietari. Cons: La posizione che è un pregio per qualcuno per altri potrebbe non esserlo. In effetti per arrivare al podere ci sono 2 km di strada bianca molto stretta. Una volta arrivati si è però ripagati ampiamente del piccolo disagio!"

Anonymous traveller

includes taxes & fees

3 Jun - 4 Jun

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

Gaiole in Chianti

"Everything about this house is exquisite and very homey. Decors are really tasteful. Outdoors spaces and the views are absolutely beautiful. Kitchen is really well appointed. There is no shortage of dish-wear, silverware and glasses. Location is very central to explore Tuscany. Our host, Lapo is very welcoming and helpful with all recommendations. He is the kind of host that you want to stay in touch and come back to see him. "

Ravin N.

includes taxes & fees

13 Jun - 14 Jun

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Monteriggioni

includes taxes & fees

2 Jun - 3 Jun

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY

San Giovanni d'Asso

Stephan C.

includes taxes & fees

11 Jun - 12 Jun

VILLA in FLORENTINE HILLS. 220+ EXCELLENT REVIEWS. 100% travelers recommend.

Florence

Becky F.

includes taxes & fees

12 Jun - 13 Jun

Villa Il Signorino

GREVE IN CHIANTI

Avi A.

includes taxes & fees

2 Jun - 3 Jun

Il Poggio dell'Eremita

Sinalunga

Paul Q.

includes taxes & fees

3 Jun - 4 Jun

Villa Marcolina

Castelnuovo Berardenga

includes taxes & fees

2 Jun - 3 Jun

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Top Gaiole in Chianti Hotel Reviews

Radisson Blu Hotel, Florence

10/10 Excellent

"Everyone was very helpful, the room was clean and comfortable"

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This was a gorgeous hotel and such a relaxing experience from start to finish. The food was superb, the service was excellent, and the overall atmosphere was unforgettable. The room was comfortable and had an antique feel but considering this is an old castle, it completely made sense and added to the charm. What a wonderful stay it was."

Villa Olmi Firenze

4/10 Poor

"No 24 hour shuttle to airport as advertised (it cost about 100-200 euros to get your own transportation). The hotel Charges 2.5 Euros each way for their shuttle to and from the city. The shuttle drops you off about a mile from the actual city center no where near anything and it has other stops on the way, it also has limited pick up and drop offs. It is cheaper and more convenient to take the city bus. The air conditioning was blowing hot air on the lowest setting the first 2 nights, the best the hotel offered was a fan, no one came to inspect or fix after 2 calls. It was well over 80F in the room, it was much hotter inside than outside. this force us to open windows to cool the place down, then we where eaten alive by bugs because they don't have screens. overall not impressed. The menu also only included extremely fancy dishes that seemed overpriced and didn't offer much for the common person. the hotel wasn't near anything so you really have to plan ahead for food so you don't have to pay 40 euros each way for a taxi."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Super emplacement! Très beau et charmant!! Bien situé, facilement accessible en voiture et près des stationnements du village de San Gimignano! Le personnel de l'hôtel nous ont fait de bonnes recommandations et nous ont même donné en temps réel le nombre de places de stationnement au village!! Confortable et chaleureux! Le restaurant de l'hôtel est excellent aussi! Belle piscine et environnement incroyable pour le déjeuner également! Bref, nous avons eu un bon moment de détente. Nous recommandons fortement!!"

Find out more about Gaiole in Chianti

Gaiole in Chianti Villas information

Number of reviews	138
Accommodation	1883 Villas
Lowest Price	€124
Highest Price	€3,199

Frequently asked questions

How much do villas in Gaiole in Chianti cost?

Prices for villas in Gaiole in Chianti range between €124 and €3,199 per night. Whatever your budget, you'll find something that fits the bill with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many villas are there in Gaiole in Chianti?

Gaiole in Chianti has 1883 villas to select from. Find your perfect stay quickly and easily by checking the "Villa" box under the "Property type" tab in our handy filter tool.

Why book your villa in Gaiole in Chianti with Expedia?

We think holiday time shouldn't be complicated, so if you're looking for villas at a nice price, Expedia can help. Save those pennies and opt for an all-inclusive stay, or splurge on a luxury villa to spoil your loved ones. Use our convenient search filters to find an escape in Gaiole in Chianti that suits your needs.

How can I find cheap villas in Gaiole in Chianti?

An excellent way to locate cheap villas in Gaiole in Chianti is with Expedia's filter tool. Narrow your search by star rating, amenities and budget to nab unbeatable rates in only a click or two.

What is there to do near my villa in Gaiole in Chianti?

There are plenty of fantastic things to do in Gaiole in Chianti. Make tracks to leading attractions like Cantalici Winery, Castle of Brolio and Meleto Castle. Badia a Coltibuono, Church of San Sigismondo and PoggioBrandani also appeal to many visitors.

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Check prices for these dates

Our top choices for Gaiole in Chianti villas

Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi