Find 5 Star Hotels in Chianti Region from AED 289

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chianti Region 5 Star Hotels

This weekend
26 Jun - 28 Jun
Next weekend
3 Jul - 5 Jul

Our top choices for Chianti Region 5-star hotels

Indoor pool, outdoor pool, sun loungers

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, (273 reviews)
"Beautiful historic property with incredible spa and pool."
United States
Stacy
The price is AED 1,511
AED 1,704 total
includes taxes & fees
5 Jul - 6 Jul
Castello di Spaltenna- Small Luxury Hotels of the World
Garden

Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
5.0 star property
Radda in Chianti
10.0 out of 10, Exceptional, (40 reviews)
"I cannot say enough good things about Pieve Aldina. This property was beautiful and well maintained. Definitely worth the drive into Tuscany for a peaceful retreat. The staff were excellent and always at your service. Our room was rustic and cozy but the bathroom was spacious and luxurious. I truly enjoyed my stay and wish I had booked a few extra days!"
United States
Peyton
The price is AED 2,651
AED 2,950 total
includes taxes & fees
1 Jul - 2 Jul
Pieve Aldina - Relais & Châteaux
2 restaurants; breakfast, lunch, and dinner served

COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
Barberino Tavarnelle
9.6 out of 10, Exceptional, (140 reviews)
"Beautiful hotel, great staff."
United States
Vicente
The price is AED 4,461
AED 4,941 total
includes taxes & fees
8 Jul - 9 Jul
COMO Castello Del Nero
2 restaurants, breakfast served

Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (249 reviews)
"Great place with incredibly helpful staff"
United States
David
The price is AED 2,039
AED 2,276 total
includes taxes & fees
4 Jul - 5 Jul
Borgo Vescine
Lunch and dinner served

Villa Le Calvane

Villa Le Calvane
5.0 star property
Montespertoli
9.6 out of 10, Exceptional, (83 reviews)
"We returned last month from our trip to **Villa le Calvane** and I’m still dreaming about our stay. It was truly a masterclass in Tuscan hospitality. The staff goes above and beyond to make you feel like royalty, yet it’s their genuine warmth that really stands out. The accommodations are breathtaking. The rooms are impeccably designed and create a sense of peace that is hard to find elsewhere. A highlight was the stunning infinity pool; lounging there with a panoramic view of the rolling...
United States
Mary
The price is AED 2,137
AED 2,380 total
includes taxes & fees
19 Jul - 20 Jul
Villa Le Calvane
Front of property

LHP Certaldo Resort

LHP Certaldo Resort
5.0 star property
Certaldo
9.2 out of 10, Wonderful, (532 reviews)
"The staff were excellent, especially Carim."
United Kingdom
Rob
The price is AED 604
AED 689 total
includes taxes & fees
25 Jun - 26 Jun
LHP Certaldo Resort
Restaurant

Chapter Chianti

Chapter Chianti
5.0 star property
Cavriglia
The price is AED 1,221
AED 1,368 total
includes taxes & fees
13 Jul - 14 Jul
Chapter Chianti
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chianti Region.
Hotel Toscana Ambassador

Hotel Toscana Ambassador

Via Salceto, 11 Poggibonsi SI
The price is AED 240 per night from Jun 29 to Jun 30
AED 240
AED 289 total
29 Jun - 30 Jun
includes taxes & fees
8.2/10 Very Good! (345 reviews)
Still don't see what you're looking for?
See all properties in Chianti Region.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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 Chianti Region

Discover the relaxing area of Chianti Region—wineries, pristine countryside, and sights from Borgo di Vescine - Tenute di Castelvecchi to Castello di Albola.

See all hotels in Chianti Region

Top Chianti Region Hotel Reviews

Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux

10/10 Excellent
"Todo"
Juan 1-night trip
Posted 9 days ago
Pieve Aldina - Relais & Châteaux
Borgo Vescine

Borgo Vescine

10/10 Excellent
"We enjoyed our stay immensely. The staff was very accommodating, especially with our two year old. The activities we did (movie night- included; dinner in the olive grove, truffle hunting, & a cooking class- paid) were all lovely experiences. We loved the property grounds."
Christina 4-night trip
Posted 3 weeks ago
Borgo Vescine

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Chianti Region?
How much you pay for a 5-star hotel in Chianti Region can vary based on the time of year you travel and how long you plan to stay, among a number of factors. Use our price per night filter and other search tools to find the best deal on a high-end stay.

  • Search for the lowest price per night from AED 289

What makes a hotel 5 stars in Chianti Region?
In Chianti Region, a hotel must offer a certain amount of upscale features to earn a 5-star rating. These may include saunas and spas, on-site gyms, gourmet restaurants, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their guest-centric service. You can expect things like in-room massages, concierge services and nightly turn-down services. Some may even offer extra touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Chianti Region?
Use our convenient filters to find a luxurious getaway in Chianti Region where most of what you need is included. From there, narrow your results for hotels that have a 5-star rating and are deemed "All inclusive." The main thing on the to-do list at these stays? Pure relaxation and indulgence.

Explore a world of travel with Expedia