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Our top choices for Gaiole in Chianti 5-star hotels

Property entrance
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
5.0 star property
Siena City Centre
9.2 out of 10, Wonderful, (573)
"Great hotel / room, city center, friendly staff. "
United States
Nebojsa
The price is ₹25,091
₹28,237 total
includes taxes & fees
15 Dec - 16 Dec
Grand Hotel Continental Siena – Starhotels Collezione
Outdoor pool, pool umbrellas, pool loungers
Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
5.0 star property
Casole d'Elsa
9.6 out of 10, Exceptional, (79)
"Top-notch hotel. Everything, from the grounds, to the breakfast, to the pool, to the spa + gym, is perfect."
United States
Michael
Castello di Casole, A Belmond Hotel, Tuscany
2 restaurants, breakfast, lunch, dinner served; international cuisine
COMO Castello Del Nero

COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
Barberino Tavarnelle
9.6 out of 10, Exceptional, (132)
"Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). "
United States
Matthew
The price is ₹71,938
₹79,981 total
includes taxes & fees
20 Dec - 21 Dec
COMO Castello Del Nero
Garden
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
5.0 star property
Castelnuovo Berardenga
9.2 out of 10, Wonderful, (192)
"Best in the world!"
United States
ALFREDO
Borgo Scopeto Wine & Country Relais
Indoor pool, outdoor pool, pool loungers
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
5.0 star property
Gaiole in Chianti
9.6 out of 10, Exceptional, (261)
"The breakfast was fresh with lots of options and a outdoor setting on the property. The property is beautiful, pool area and spa so peaceful. Excellent service in all areas of hotel! "
Canada
Catherine
Castello di Spaltenna- Small Luxury Hotels of the World
Garden
Pieve Aldina - Fontenille Collection

Pieve Aldina - Fontenille Collection

Pieve Aldina - Fontenille Collection
5.0 star property
Radda in Chianti
10.0 out of 10, Exceptional, (32)
"Gorgeous design, high quality, delicious food and wine, friendly and helpful staff. "
United States
Lara
Pieve Aldina - Fontenille Collection
2 restaurants, breakfast served
Borgo Vescine

Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (244)
"This was a beautiful location. The room was spacious and loved the patio for coffee in the mornings. It was very private. We enjoyed the pool and restaurants were great. Breakfast was amazing. We did the picnic and dinner in the Olive Garden and loved getting to know others at our table. The chefs food choices were so wonderful. We would definitely stay again. "
United States
Sherie
Borgo Vescine
Yoga
The Club House

The Club House

The Club House
5.0 star property
Castelnuovo Berardenga
10.0 out of 10, Exceptional, (7)
"Unbelievable stay. All amenities are included. The staff is very welcoming. Having traveled extensively, this luxury resort is among the most impressive run hotels. The grounds, food, and staff all A+"
United States
Robert
The Club House
Exterior
Hotel Le Fontanelle

Hotel Le Fontanelle

Hotel Le Fontanelle
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (95)
"We had a perfect stay at this hotel! 100% recommend. "
Netherlands
Andreea
Hotel Le Fontanelle
Exterior
Borgo San Felice Resort

Borgo San Felice Resort

Borgo San Felice Resort
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (79)
"One of our favorite places we’ve ever stayed at. 100% recommend. Hopefully we can visit again. "
United States
Maria D
Borgo San Felice Resort
2 indoor pools, seasonal outdoor pool
Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
5.0 star property
Castelnuovo Berardenga
8.8 out of 10, Excellent, (144)
"Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back"
Canada
John
The price is ₹51,556
₹57,773 total
includes taxes & fees
20 Dec - 21 Dec
Castel Monastero - The Leading Hotels of the World
Aerial view
Villa La Massa

Villa La Massa

Villa La Massa
5.0 star property
Bagno a Ripoli
9.4 out of 10, Exceptional, (108)
"We stayed here for one night and it was a lovely stay! Very comfortable, nice restaurant and great service! "
United Kingdom
Elisabeth
Villa La Massa
Exterior
La Bagnaia Golf & Spa Resort Siena, Curio

La Bagnaia Golf & Spa Resort Siena, Curio

La Bagnaia Golf & Spa Resort Siena, Curio
5.0 star property
Murlo
8.4 out of 10, Very good, (116)
"This properties has the nicest view set in a medival village and the staff is great. I would stay there again and take more time to enjoy the hotel."
Canada
Eric
La Bagnaia Golf & Spa Resort Siena, Curio
Aerial view
Podere Cavalbianco

Podere Cavalbianco

Podere Cavalbianco
5.0 star property
Monte San Savino
10.0 out of 10, Exceptional, (4)
"Everything was perfect. The breakfast is excellent, the location and the appartment/rooms are amazing. Couldn’t expect more"
United States
Edith
Podere Cavalbianco
Luxury Villa, 6 Bedrooms, Kitchen, Valley View | Terrace/patio
Agriturismo San Fabiano

Agriturismo San Fabiano

Agriturismo San Fabiano
5.0 star property
Monteroni d'Arbia
10.0 out of 10, Exceptional, (1)
"I can't imagine a better home-like experience than what we experienced here. Our hosts were charming and, more importantly, gave us a great window into what living in Tuscany is all about. We can't wait to go back! And for a much longer stay..."
United States
James
Agriturismo San Fabiano
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Gaiole in Chianti.
Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
The price is ₹7,971 per night from 8 Jan to 9 Jan
₹7,971
₹9,087 total
8 Jan - 9 Jan 2026
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
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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
View over the hills from the Brolio Castle

Top Gaiole in Chianti Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"The Grand Hotel Continental in Siena is a rare gem,elegant, inviting, and steeped in history. From the beautifully preserved interiors to the warm, attentive staff, every detail makes you feel genuinely cared for. Its central location is unbeatable, placing Siena’s most charming sights just steps away. A perfect blend of luxury and authentic Tuscan character, this hotel transforms a stay in Siena into something truly unforgettable. The foods were yummy took! "
Betty 4-night trip
Posted 3 weeks ago
Grand Hotel Continental Siena – Starhotels Collezione
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"The breakfast was fresh with lots of options and a outdoor setting on the property. The property is beautiful, pool area and spa so peaceful. Excellent service in all areas of hotel! "
Catherine 2-night trip
Posted 2 months ago
Castello di Spaltenna- Small Luxury Hotels of the World

Find out more about Gaiole in Chianti

Stay in Luxury: 5 Star Hotels in Gaiole in Chianti

There's nothing wrong with enjoying the finer things in life. Indulge your every desire on your upcoming leisure time. Treat yourself with a stay in a 5-star hotel during your Gaiole in Chianti trip. You'll join the multitudes of holidaymakers who have made Gaiole in Chianti so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in Gaiole in Chianti and indulge in the finer things in life for a while.

5-Star Hotels in Gaiole in Chianti

You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, luxurious bedding, and deeply relaxing spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A body scrub that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs. 

But you aren't going to spend your entire holiday in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Gaiole in Chianti are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Gaiole in Chianti 5-star hotels are the place to be when you book your next holiday. If you've been dreaming about a holiday set here, then go ahead and book it. It's time to plan your next great escape -- this is a great time to find 5-star hotel deals in Gaiole in Chianti! Choose one of our Gaiole in Chianti 5-star hotels today and soothe yourself in luxe surroundings at your convenience.


Expedia India is rated 4 stars by Feefo based on 1038 reviews

Frequently asked questions

What are the best 5-star hotels in Gaiole in Chianti?
Get ready for 5-star opulence at Castello di Spaltenna, Pieve Aldina or Borgo San Felice Resort. These are some of the most popular escapes in Gaiole in Chianti according to Expedia guest reviews. Choose one and enjoy a taste of the good life!
How much does it cost to stay in a 5-star hotel in Gaiole in Chianti?
The amount you pay for a 5-star hotel in Gaiole in Chianti can vary depending on when you decide to travel and how long you plan to be away, among several factors. Use our price per night filter and other search tools to score the best deal on a luxurious stay.

  • Search for the lowest price per night from ₹4,729

What makes a hotel 5 stars in Gaiole in Chianti?
From fine dining restaurants and all-day gyms to swimming pools and the finest bedding, the 5-star experience in Gaiole in Chianti is all about comfort and indulgence. But it calls for more than just top-notch perks to receive a 5-star rating. Accommodation must also provide extraordinary guest-centric services like in-room massage treatments, dry cleaning and laundry and concierge services.

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