Gaiole in Chianti Villas - Villas in Gaiole in Chianti NZ$152

A stone castle with battlements overlooking a lush valley with vineyards.

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Our top choices for Gaiole in Chianti villas

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi

Gaiole in Chianti

includes taxes & fees

1 July - 2 July

"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

11 July - 12 July

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

1 July - 2 July

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

1 July - 2 July

Luxury Villa in the Florentine hills

Florence

edward p.

includes taxes & fees

19 July - 20 July

Il Poggio dell'Eremita

Sinalunga

Paul Q.

includes taxes & fees

4 July - 5 July

Rooster House, cooking classes and opera

Toscana

includes taxes & fees

4 July - 5 July

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Siena

includes taxes & fees

1 July - 2 July

Villa Marcolina

Castelnuovo Berardenga

includes taxes & fees

4 July - 5 July

Villa Il Signorino

GREVE IN CHIANTI

Avi A.

includes taxes & fees

1 July - 2 July

My Exclusive Italy - Classic Suite in a Luxury Wine Estate

Rignano sull'Arno

includes taxes & fees

2 July - 3 July

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Impruneta

Maria H.

includes taxes & fees

2 July - 3 July

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi

Bucine

"Upon arrival Guido had everything prepared for us. A bottle of his amazing wine that he makes along with 2 wine glasses we’re waiting on the farmhouse table. The home had 2 very comfortable bedrooms and a bathroom along with a living room and kitchen. Front porch overlooks the stunning Tuscany fields. The swimming pool was refreshing and everything was beyond perfect. This location was everything and more. The hosts were so helpful. I will come back her again..make sure to take time for the...

Marianne H.

includes taxes & fees

2 July - 3 July

My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate

Rignano sull'Arno

includes taxes & fees

1 July - 2 July

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

Siena

includes taxes & fees

2 July - 3 July

Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi

Murlo

"Our stay at this property was absolutely excellent! The home was spotless, beautifully decorated, and even more spacious than the photos showed. Every amenity listed was fully functional, and the brand new swimming pool was amazing. The location was perfect— isolated peaceful and quiet, yet just a short drive from the Buonconvento .The host was wonderful to work with. Communication was lightning-fast, and the check-in and checkout instructions were crystal clear. They truly went above and beyond...

martina p.

includes taxes & fees

15 July - 16 July

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

Rignano sull'Arno

includes taxes & fees

2 July - 3 July

Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

includes taxes & fees

1 July - 2 July

Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi

Bucine

"Pros: Wunderschönes charmantes, rustikales Ferienhaus in der wunderschönen Toskana. Tolle Lage, sehr freundlicher und charmanter Gastgeber. Senore Guidi und seine Ehefrau sind zauberhafte Gastgeber. Sehr hilfsbereit und zuvorkommend! Die Fotos der Unterkunft stimmen zu 100% überein! Toller Poolbereich. Senor Guidi hat zur Wein- und Olivenöl -Verkostung eingeladen und uns auf Anfrage zu einer persönlichen Begehung seiner Oliven-und-Weinberge mitgenommen. Sehr persönliche und menschliche...

Anonymous traveller

includes taxes & fees

1 July - 2 July

Villino Serena Di Lapigio Florence: Mountain View, Private Garden

Saltino

includes taxes & fees

2 July - 3 July

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Top Gaiole in Chianti Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"It's our favorite place anywhere. This was our second visit. We'll be back next year!"

Villa Olmi Firenze

10/10 Excellent

"Wonderful property in every way! We accidentally left our passports in the room safe and the housekeeper immediately notified the front desk. The lady at the front desk, whose name was, Laura M., contacted us immediately. We were already in Venice, so she arranged a driver to drive our passports to us. She went over the top to ensure we had a wonderful vacation. The kindness was just amazing and the property was 10/10."

Hotel Italia

10/10 Excellent

"Hotel Italia was an absolute gem. The staff were incredibly friendly and helpful — they understood we were tired from traveling with teens and even nailed a salon recommendation that turned out to be the best hair wash of my life, just minutes from the hotel. Our room was spotless, quiet, and the A/C worked perfectly; we didn’t hear a sound from neighbors or stair traffic. The location is a sweet spot — only 5 to 10 minutes from the tourist sights, yet tucked in a local neighborhood with bakeries and grocery stores, giving us that refreshing, peaceful feeling of being disconnected from the tourist rush. Breakfast was amazing, and the little teen-approved Duomo and gelato challenges made exploring even more fun. Bottom line: we’d come back and stay here again in a heartbeat. For anyone visiting Siena, Hotel Italia at Porta Camollia gives you that perfect “live like a local” buffer before diving into the Duomo and Piazza del Campo — and if you need a salon, just ask reception; their pick is solid."

Hu Firenze Camping In Town

10/10 Excellent

"I absolutely loved staying here and would stay here again! Very clean and vibrant facility. The glamping tent was such a fun place to stay. Some of the best sleep I've ever had while traveling. The staff was friendly, and the convenience of having a market and restaurant on-site was wonderful. Excellent food and service! The bus line runs right out front so it's super easy to get into the touristy section of Florence. The Ridemovi bike share bikes were nearby as well, which made transportation so easy. This place far exceeded my expectations. Highly recommended!"

Find out more about Gaiole in Chianti

Gaiole in Chianti Villas information

Number of reviews	235
Accommodation	1583 Villas
Lowest Price	NZ$152
Highest Price	NZ$11,975

Frequently asked questions

How much do villas in Gaiole in Chianti cost?

Prices for villas in Gaiole in Chianti range between NZ$152 and NZ$11,975 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 1583 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.

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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Activities in Radda in Chianti

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Gaiole in Chianti villas

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi

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

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

Villa Montecastello

Luxury Villa in the Florentine hills

Il Poggio dell'Eremita

Rooster House, cooking classes and opera

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Villa Marcolina

Villa Il Signorino

My Exclusive Italy - Classic Suite in a Luxury Wine Estate

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi

My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

Artisti del Cavallo Tourism

Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi

Villino Serena Di Lapigio Florence: Mountain View, Private Garden

Find holiday rentals that suit your style

Top Gaiole in Chianti Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Find out more about Gaiole in Chianti

Gaiole in Chianti Villas information

Frequently asked questions

Explore a world of travel with Expedia