Compare and book 5 Star hotels in San Vincenti, Gaiole in Chianti

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 San Vincenti 5 Star Hotels

Our top choices for San Vincenti 5-star hotels

Ballroom
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 7.526.182 ₫
8.462.931 ₫ total
includes taxes & fees
13 Dec - 14 Dec
Grand Hotel Continental Siena – Starhotels Collezione
2 outdoor pools, pool umbrellas, pool loungers
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
Front of property – evening/night
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
Seasonal outdoor pool
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
2 restaurants, breakfast served
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
2 restaurants, lunch, dinner served; local cuisine
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
Couples treatment room(s), Turkish bath/hammam, body treatments
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 14.892.081 ₫
16.687.917 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Castel Monastero - The Leading Hotels of the World
Outdoor dining
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
Luxury Apartment, 5 Bedrooms, Air conditioning, Hill View | Living area | 60-inch Smart TV with cable channels
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
Front of property
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
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 San Vincenti.
Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
The price is 2.304.450 ₫ per night from 8 Jan to 9 Jan
2.304.450 ₫
2.626.994 ₫ total
8 Jan - 9 Jan 2026
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Still don't see what you're looking for?
See all properties in San Vincenti.
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.

Top San Vincenti Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in San Vincenti?
Borgo San Felice Resort, Castel Monastero and Castello di Spaltenna are some of the most popular 5-star hotels in San Vincenti, based on our guest reviews. These upmarket hotels rate highly for things such as their conveniences, location and service standards. Pick your favourite and enjoy all the luxury perks.
How much does it cost to stay in a 5-star hotel in San Vincenti?
How much you pay for a 5-star hotel in San Vincenti depends on things like when you plan to go and the length of your break. Our insider tip for landing an awesome deal? Use our pricing filters to compare the available options for your preferred dates.

  • Search for the lowest price per night from 2.626.994 ₫

What makes a hotel 5 stars in San Vincenti?
In San Vincenti, a hotel is required to offer a specific level of upscale features to be rated 5 stars. These may include on-site gyms, gourmet restaurants, saunas and spas, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their outstanding standard of service. You can expect things like in-room massages, concierge services and nightly turn-down services. Some may also offer thoughtful touches such as welcome gifts.

Explore a world of travel with Expedia