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Check availability on San Prospero 5 Star Hotels

Our top choices for San Prospero 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, open 8:30 AM to 6:30 PM, pool umbrellas, pool loungers
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (69)
"Wonderful stay "
United States
Talib
The price is 31.712.964 ₫
35.191.275 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Castiglion del Bosco, A Rosewood Hotel
Villa (Thesan) | Terrace/patio
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 22.001.946 ₫
24.447.443 ₫ total
includes taxes & fees
18 Dec - 19 Dec
COMO Castello Del Nero
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
Indoor pool, seasonal outdoor pool
Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.8 out of 10, Excellent, (235)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is 3.068.917 ₫
3.375.809 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Mercure Petriolo Siena Terme Spa Hotel
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
2 restaurants, lunch, dinner served; Modern European cuisine
Borgo Santo Pietro

Borgo Santo Pietro

Borgo Santo Pietro
5.0 star property
Chiusdino
9.6 out of 10, Exceptional, (57)
"Always wonderful stay here "
United States
Andrew
Borgo Santo Pietro
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
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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 San Prospero.
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)
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