Gaiole in Chianti Vacation Rentals from ￥9,743: Search Short-Term Rentals

Q: What are some of the best vacation rentals that Gaiole in Chianti has to offer?

Borgo Argiano : You might want to consider this vacation home rental near Gaiole in Chianti, which is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. You can relax into your vacation with a garden and a library.

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Our top choices for Gaiole in Chianti vacation rentals

Borgo Argenina

Gaiole in Chianti

Sasha

￥73,889 total

includes taxes & fees

Jul 3 - Jul 4

L' Eroico

Gaiole in Chianti

Angela

￥27,082 total

includes taxes & fees

Jul 13 - Jul 14

Villa Cassia di Baccano

Loro Ciuffenna

Ralphvincent

￥28,305 total

includes taxes & fees

Jul 1 - Jul 2

Terre di Baccio

Greve in Chianti

"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"

Julia

￥51,749 total

includes taxes & fees

Jul 14 - Jul 15

Ca' Bianca Tuscany Relais

Siena

Talha

￥58,764 total

includes taxes & fees

Jul 3 - Jul 4

Villa il Fedino

San Casciano in Val di Pesa

rose

￥46,444 total

includes taxes & fees

Jul 5 - Jul 6

Villa Mucellena

Casole d'Elsa

￥20,835 total

includes taxes & fees

Jul 4 - Jul 5

Borgo di Erboli

Cavriglia

￥22,505 total

includes taxes & fees

Jul 16 - Jul 17

Residence Arianna

Sovicille

"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...

Gitte Harrits

￥24,551 total

includes taxes & fees

Jul 1 - Jul 2

Premium bedding, down comforters, pillowtop beds, individually furnished

Tuscasì Aparthotel

Sovicille

Sergey

￥15,693 total

includes taxes & fees

Jul 7 - Jul 8

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

San Casciano in Val di Pesa

Raymundo

￥19,576 total

includes taxes & fees

Jul 14 - Jul 15

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Monteriggioni

Alvaro

￥32,751 total

includes taxes & fees

Jul 12 - Jul 13

Riserva di Fizzano Residence

Castellina in Chianti

Janet

￥40,964 total

includes taxes & fees

Jul 2 - Jul 3

Villa Curina Resort

Castelnuovo Berardenga

Dr Anne

￥29,816 total

includes taxes & fees

Jul 1 - Jul 2

Villa San Filippo

Barberino Tavarnelle

ALEXANDER

￥16,485 total

includes taxes & fees

Jul 7 - Jul 8

Villa Marcolina

Castelnuovo Berardenga

￥144,669 total

includes taxes & fees

Jul 1 - Jul 2

Castello di Gargonza

Monte San Savino

Ariel

￥50,590 total

includes taxes & fees

Jul 1 - Jul 2

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Villa di Sotto

Castelnuovo Berardenga

Jeremy

￥29,215 total

includes taxes & fees

Jul 5 - Jul 6

Relais Villa Olmo

Impruneta

Rupert

￥34,870 total

includes taxes & fees

Jul 22 - Jul 23

Casa di Campagna in Toscana

Sovicille

Sally

￥26,654 total

includes taxes & fees

Jul 4 - Jul 5

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Top Gaiole in Chianti Hotel Reviews

Hotel Chiusarelli

10/10 Excellent

"Great stay. Beautiful property and the staff are so helpful and friendly. Hotel is on the edge of the historic center and ideally located. We will return!"

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

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Radda in Chianti Vacation Rentals

Frequently asked questions

Can I find vacation rentals in Gaiole in Chianti?

Yes, we have vacation rentals close to the most popular attractions in Gaiole in Chianti, or you can choose a more secluded option if you're looking for relaxation. The spas and wineries are several reasons why visitors like Gaiole in Chianti. Make sure you have time to check out the monuments while you're in the area.

What are some of the best vacation rentals that Gaiole in Chianti has to offer?

Borgo Argiano: You might want to consider this vacation home rental near Gaiole in Chianti, which is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Gaiole in Chianti?

With 26 Expedia vacation rentals, you're sure to find just the right place for your Gaiole in Chianti stay.

What’s there to see and do in Gaiole in Chianti?

Explore the area and family-friendly sights such as Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Chianti Sculpture Park. Meleto Castle and Cantalici Winery are other places to visit while you're in town.

What’s a vacation rental in Gaiole in Chianti like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Gaiole in Chianti. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.

Gaiole in Chianti Vacation Rentals

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Check prices for these dates

Our top choices for Gaiole in Chianti vacation rentals

Borgo Argenina

L' Eroico

Villa Cassia di Baccano

Terre di Baccio

Ca' Bianca Tuscany Relais

Villa il Fedino

Villa Mucellena

Borgo di Erboli

Residence Arianna

Tuscasì Aparthotel

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

Villa Montecastello

Riserva di Fizzano Residence

Villa Curina Resort

Villa San Filippo

Villa Marcolina

Castello di Gargonza

Villa di Sotto

Relais Villa Olmo

Casa di Campagna in Toscana

Find vacation rentals that suit your style

Top Gaiole in Chianti Hotel Reviews

Hotel Chiusarelli

Find out more about Gaiole in Chianti

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