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Compare 8,807 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Gaiole in Chianti hotels

Castello Vicchiomaggio
Seasonal outdoor pool

Castello Vicchiomaggio

9.4 out of 10, Exceptional, (357)
"This property is gorgeous! The grounds are beautiful. The restaurant was excellent! "
The price is ￥30,718
￥33,790 total
includes taxes & fees
Sep 22 - Sep 23
Castello Vicchiomaggio
Agriturismo San Sano
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas

Agriturismo San Sano

3.0 star property
10.0 out of 10, Exceptional, (64)
"Great place to stay in Chianti region, quiet and charming property."
Agriturismo San Sano
La Loggia Villa Gloria - Adults Only
Seasonal outdoor pool, pool umbrellas

La Loggia Villa Gloria - Adults Only

3.0 star property
8.4 out of 10, Very Good, (275)
"Beautiful "
The price is ￥10,863
￥12,636 total
includes taxes & fees
Sep 29 - Sep 30
La Loggia Villa Gloria - Adults Only
Villa la Palagina
Seasonal outdoor pool, pool umbrellas, sun loungers

Villa la Palagina

4.0 star property
9.0 out of 10, Wonderful, (335)
"The perfect Tuscan experience. We’ll located, well maintained and checked off all the boxes for us as a family and as adult couples without kids who joined us. "
Villa la Palagina
Hotel Le Pozze Di Lecchi
Outdoor pool

Hotel Le Pozze Di Lecchi

4.0 star property
9.4 out of 10, Exceptional, (60)
"Beautiful little hotel in a stunning location. "
The price is ￥17,764
￥20,916 total
includes taxes & fees
Sep 27 - Sep 28
Hotel Le Pozze Di Lecchi
Borgo Le Noci Chianti Retreat & Pool
Seasonal outdoor pool

Borgo Le Noci Chianti Retreat & Pool

10.0 out of 10, Exceptional, (1)
"We loved our stay here. The views are beautiful and staff is very accommodating. They even opened the restaurant early to accommodate for our young daughter. The restaurant was also amazing! Thank you very much for having us"
The price is ￥22,381
￥25,307 total
includes taxes & fees
Sep 1 - Sep 2
Borgo Le Noci Chianti Retreat & Pool
Brolio Agriroom
Exterior

Brolio Agriroom

8.8 out of 10, Excellent, (10)
"Ricasoli is stunning, and nice place to stay nearby"
Brolio Agriroom
Ultimo Mulino Wellness Country Hotel
Breakfast, lunch, dinner served; local cuisine, garden views

Ultimo Mulino Wellness Country Hotel

4.0 star property
8.6 out of 10, Excellent, (132)
"Such a classic Tuscany location. Beautiful old Watermill turned into a hotel so it is very rustic. Cell phone service on the area is not good but WiFi seemed fine. Pools were nice but not too big and not a lot of space to accommodate all guests. Enjoyed the breakfast. Staff were helpful. "
Ultimo Mulino Wellness Country Hotel
Castello di Meleto
Seasonal outdoor pool, sun loungers

Castello di Meleto

8.8 out of 10, Excellent, (86)
"Lovely views and the apartment we stayed in was perfect and spacious. Weather was a bit too hot but the pools really helped control it. Would definitely go back!"
Castello di Meleto
Castello di Tornano Wine Resort
Borgo Suite with private garden | Terrace/patio

Castello di Tornano Wine Resort

9.0 out of 10, Wonderful, (89)
"Loved our stay here! It was so pretty and the staff was amazing! "
Castello di Tornano Wine Resort
Castello di Spaltenna- Small Luxury Hotels of the World
Front of property - evening/night

Castello di Spaltenna- Small Luxury Hotels of the World

5.0 star property
9.6 out of 10, Exceptional, (249)
"Beautiful hotal located in such a paradise location amazing view very good food. The staff was very nice. The service was amazing. I definitely recommend the place. It’s a beautiful relaxing, gorgeous. "
Castello di Spaltenna- Small Luxury Hotels of the World
Boutique Relais Villa Sofia
Deluxe Suite, 1 Bedroom, Balcony, Hill View | 1 bedroom, hypo-allergenic bedding, individually furnished

Boutique Relais Villa Sofia

10.0 out of 10, Exceptional, (1)
"Localização boa. Mary uma excelente anfitriã. Banheira de hidromassagem mágica, muito boa mesmo. "
The price is ￥23,899
￥27,663 total
includes taxes & fees
Sep 1 - Sep 2
Boutique Relais Villa Sofia
Borgo Casa al Vento
Exterior

Borgo Casa al Vento

8.6 out of 10, Excellent, (38)
"Cute secluded property l!"
The price is ￥25,826
￥29,784 total
includes taxes & fees
Oct 1 - Oct 2
Borgo Casa al Vento
L' Eroico
Front of property

L' Eroico

10.0 out of 10, Exceptional, (11)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
L' Eroico
Borgo Argenina
Panoramic Apartment, 2 Bedrooms, Balcony, Hill View | Terrace/patio

Borgo Argenina

9.8 out of 10, Exceptional, (22)
"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "
Borgo Argenina
Agriturismo Crocino in Chianti
Property grounds

Agriturismo Crocino in Chianti

9.0 out of 10, Wonderful, (2)
"Eines der herzlichsten Hotels, welches wir auf unserer Reise besucht haben."
The price is ￥19,683
￥23,026 total
includes taxes & fees
Sep 2 - Sep 3
Agriturismo Crocino in Chianti
B&B Borgolecchi
Italian cuisine

B&B Borgolecchi

The price is ￥28,785
￥33,039 total
includes taxes & fees
Sep 2 - Sep 3
B&B Borgolecchi
Badia a Coltibuono
Garden

Badia a Coltibuono

9.6 out of 10, Exceptional, (42)
"Incredible stay! "
The price is ￥40,239
￥45,638 total
includes taxes & fees
Sep 7 - Sep 8
Badia a Coltibuono
Rocca di Castagnoli
Outdoor pool, sun loungers

Rocca di Castagnoli

9.2 out of 10, Wonderful, (28)
"It was wonderful to stay in a castle in Tuscany no less Every person we met was attentive and kind We were staying near friends and didn’t hang around the grounds much or use the pool but everything seemed well kept It’s really a place to retreat to eat at and sleep at which served our purpose well "
The price is ￥28,118
￥32,304 total
includes taxes & fees
Sep 1 - Sep 2
Rocca di Castagnoli
Poggio Baronti B&B
Outdoor dining

Poggio Baronti B&B

10.0 out of 10, Exceptional, (149)
"I want to give it 6 stars"
Poggio Baronti B&B
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Check out farmstays in Gaiole in Chianti

Castello di Meleto
Seasonal outdoor pool, sun loungers

Castello di Meleto

8.8 out of 10, Excellent, (86)
Castello di Meleto

Family-friendly hotels in Gaiole in Chianti you'll enjoy

Agriturismo San Sano
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas

Agriturismo San Sano

3.0 star property
10.0 out of 10, Exceptional, (64)
Agriturismo San Sano

Hotels with a spa in Gaiole in Chianti may fit your trip

Hotel Le Pozze Di Lecchi
Outdoor pool

Hotel Le Pozze Di Lecchi

4.0 star property
9.4 out of 10, Exceptional, (60)
The price is ￥17,764
￥20,916 total
includes taxes & fees
Sep 27 - Sep 28
Hotel Le Pozze Di Lecchi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Gaiole in Chianti

Medieval stone buildings house family-run wine shops where you can taste Chianti Classico from surrounding vineyards. Join locals at Piazza Ricasoli's cafés before exploring L'Eroica cycling route that winds through nearby hilltop villages.

See all hotels in Gaiole in Chianti
San Polo in Rosso, Gaiole in Chianti, Province of Siena, Tuscany, Italy
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LigaDue
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CC BY-SA
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Open Photo by LigaDue (CC BY-SA) / Cropped from original

Top Gaiole in Chianti Hotel Reviews

More cheap stays in Gaiole in Chianti

More cheap stays in Gaiole in Chianti

Villa Castiglione

Villa Castiglione

Via Colle Ramole 20, Impruneta, FI
The price is ￥21,833 per night from Sep 1 to Sep 2
￥21,833
￥24,531 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (244 reviews)

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Where is the best place to stay in Gaiole in Chianti?

Cavarchino B&B is a favorite property for Expedia customers. This B&B offers free breakfast and an outdoor pool. Traveler reviews also recommend Badia a Coltibuono and Hotel Le Pozze Di Lecchi as top choices for your visit. See all available top hotels, or vacation rentals in Gaiole in Chianti.

What's the top vacation rental in Gaiole in Chianti?

Borgo Argiano: This vacation home rental outside of Gaiole in Chianti 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. See all vacation rentals in Gaiole in Chianti.

If I need to cancel my hotel reservation in Gaiole in Chianti, will I receive a refund?

Yes! Most hotel bookings are fully refundable as long as you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before your arrival date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Gaiole in Chianti.

Where can I learn more about changing or cancelling my trip to Gaiole in Chianti?

For more information about changing or cancelling your trip to Gaiole in Chianti, head over to our customer service page.

What's the best place to stay for a family vacation in Gaiole in Chianti?

Ultimo Mulino Wellness Country Hotel is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Other good options for your stay with the kids include Agriturismo San Sano and Hotel Le Pozze Di Lecchi. Attractions in the area like Borgo di Vescine - Tenute di Castelvecchi and Siena Circuit are also fun for kids of all ages. Find more child-friendly accommodations in Gaiole in Chianti.

What's the best place to stay for a couple going to Gaiole in Chianti?

Ricavo lodge with heated pool and outdoor jacuzzi is a favorite lodge for couples, and features private pools and free breakfast. Another good option for a stay with your sweetheart is Farmhouse in Chianti. See all romantic hotels in Gaiole in Chianti.

What is the top LGBTQ-friendly accommodation in Gaiole in Chianti?

Castello di Tornano Wine Resort is one of the top choices for those in the LGBT community. Agriturismo Crocino in Chianti is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Gaiole in Chianti.

What's the best pet-friendly accommodation in Gaiole in Chianti?

Ultimo Mulino Wellness Country Hotel is a top hotel for people traveling with their pets, and offers a full-service spa and a restaurant for its human guests. Other good choices to stay with your pet include Castello di Tornano Wine Resort and Agriturismo San Sano. See more pet-friendly hotel accommodations in Gaiole in Chianti.

Where is the best hotel to stay near Castle of Brolio?

Adjacent to Castle of Brolio, Brolio Agriroom is one of the top choices for your stay based on our traveler data, and this B&B offers a winery and free breakfast. Another good choice is Podere Lucignano Secondo Agriturismo, located just 0.5 mi (0.8 km) away.

What about the best place to stay close to Meleto Castle?

One of the top choices for your stay is Castello di Meleto, located next to Meleto Castle, and this property offers a winery and a restaurant. Castello di Spaltenna and Hotel Le Pozze Di Lecchi are two other good choices within a few miles.

What are some accommodations with pools in Gaiole in Chianti?

Ultimo Mulino Wellness Country Hotel is a top hotel with an outdoor pool, a full-service spa, and free buffet breakfast. View all hotels with pools in Gaiole in Chianti.

What is the best spa hotel in Gaiole in Chianti?

Castello di Spaltenna- Small Luxury Hotels of the World is a top spa hotel featuring a vineyard, a fitness center, tennis courts, and a bar. Treat yourself to a facial, body scrub, or deep-tissue massage at La Pieve. Other popular spa hotels in Gaiole in Chianti include Ultimo Mulino Wellness Country Hotel and Borgo Le Noci Chianti Retreat & Pool. See all spa hotels in Gaiole in Chianti.

What's the best place to stay near Peretola Airport (FLR)?

Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.

What's it like to stay in Gaiole in Chianti?

Visitors to Gaiole in Chianti are sure to enjoy the spas and wineries. Tourists can also enjoy so much more including its monuments. In Gaiole in Chianti, there are 296 hotels and other accommodations to choose from. Find out more about Gaiole in Chianti.

What are the top places to visit in Gaiole in Chianti?

Landmarks like Meleto Castle, Badia a Coltibuono, and Castle of Brolio might be worth a visit. Wine tasting is a great activity, and Cantalici Winery is one place to visit. A couple of additional sights to add to your agenda are Gaiole in Chianti Stadium and Medieval Tower of Barbischio. Check out what more to see and do in Expedia's Gaiole in Chianti guide.

What's the seasonal weather like in Gaiole in Chianti?

The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Gaiole in Chianti is 37 inches.