A historic town with a prominent tower and a rainbow arching over it.

Romantic Hotels in Province of Siena from AED 386

  • 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 Province of Siena Romantic Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Province of Siena romantic hotels

A swimming pool with a stone border, surrounded by a well-maintained lawn and a variety of trees.

1. VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
San Gimignano
10.0 out of 10, Exceptional, (124 reviews)
"Beautiful property. Spacious. Well equipped kitchen. Very accommodating host. Great location. Clean rooms. Cleaning service included. Only negative was the heat was turned off for the season but we had a few cold days. The stone house retains the cold."
United States
Robert S.
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
A couple dining at an outdoor table with a view of the countryside.

2. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (305 reviews)
"Very helpful and friendly staff, beautiful and spacious room, and wonderful location in the most lovely town in Tuscany. We loved our stay!"
Canada
Elizabeth
The price is AED 380
AED 443 total
includes taxes & fees
23 Nov - 24 Nov
Palazzo Leopoldo Dimora Storica & Spa
A narrow stone pathway leading to a rustic building with a wooden door and a window.

3. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (233 reviews)
"The staff and experience staying at Castello Di Fonterutoli was amazing! Everyone was so kind and welcoming! Cannot wait to go back☺️"
United States
Micaela
The price is AED 604
AED 681 total
includes taxes & fees
28 Oct - 29 Oct
Castello di Fonterutoli Wine Resort
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.

4. Hotel Le Fontanelle

Hotel Le Fontanelle
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (127 reviews)
"We absolutely loved our stay at Le Fontanelle. The staff was incredibly kind, attentive, and on par for a hotel of this level. We highly recommend this hotel!"
United States
Cristina
The price is AED 2,157
AED 2,413 total
includes taxes & fees
28 Oct - 29 Oct
Hotel Le Fontanelle
An outdoor dining area with a wooden table and chairs, surrounded by greenery and trees.

5. ALL PROPERTY 7BR- Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km

ALL PROPERTY 7BR- Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km
Siena, Toscana
10.0 out of 10, Exceptional, (121 reviews)
"Took my family here in April & astounded by the quality, size and private location of the house. Jacopo was so helpful in organising the booking - and being good enough to open the pool for us early (and yes, it WAS cold, but wonderful!). All of the facilities were five star, Jacopo & Fabio both looked after us wonderfully well. The house and grounds are sensational and we will be visiting again. Thank you - and hopefully we will see you before too long! "
United States
Seamus O'Keeffe
ALL PROPERTY 7BR- Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km
A hotel with a pool, outdoor seating, and a mountainous backdrop.

6. 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, (85 reviews)
"A high end exclusive stay!"
United States
sarah
The price is AED 3,325
AED 3,665 total
includes taxes & fees
19 Nov - 20 Nov
Castello di Casole, A Belmond Hotel, Tuscany
A table set for dining with a scenic view of rolling hills and distant mountains.

7. Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.2 out of 10, Wonderful, (164 reviews)
"Beautiful place, great food, easy to access location! Loved our stay!"
United States
Brooke
The price is AED 328
AED 386 total
includes taxes & fees
26 Nov - 27 Nov
Castello di Leonina Relais
A pool area with lounge chairs and a view of the pool through large glass doors.

8. Cdh Hotel Radda

Cdh Hotel Radda
4.0 star property
Radda in Chianti
8.6 out of 10, Excellent, (324 reviews)
"Best place ever"
United States
Pasquale
Cdh Hotel Radda
An outdoor dining area with a pool, potted plants, and umbrellas.

9. Relais Vignale & Spa

Relais Vignale & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (322 reviews)
"Stunning views"
United States
Ron
The price is AED 633
AED 822 total
includes taxes & fees
29 Oct - 30 Oct
Relais Vignale & Spa
A person sitting in a hot tub with a waterfall feature in the background.

10. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
4.0 star property
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (474 reviews)
"Beautiful place, wonderful pool and great breakfast."
Canada
Maria
The price is AED 423
AED 482 total
includes taxes & fees
8 Nov - 9 Nov
Hotel Palazzo San Lorenzo & SPA
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Province of Siena Hotel Reviews

Hotel Minerva

Hotel Minerva

10/10 Excellent
"Clean, great breakfast, lovely view!"
Tracy 2-night trip
Posted 5 hours ago
Hotel Minerva

Explore a world of travel with Expedia