A historic town with terracotta-roof buildings, a prominent church, and a hilltop fortress.

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Our top choices for Siena romantic hotels

Deluxe Double Room, Balcony | Desk, cribs/infant beds, free WiFi, bed sheets

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (45 reviews)
"One of our favorite stays in Italy! Few number of rooms which makes it feel very relaxing and comfortable. Staff was friendly and helpful."
Canada
Yael
The price is AED 441
AED 506 total
includes taxes & fees
6 Aug - 7 Aug
Hotel Ristorante La Dama nella Vigna
Snack bar

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (546 reviews)
"Amazing property, loved staying there. Huge rooms, AC worked well, beautiful setting. It’s well worth your time to stay there"
United States
Ken
The price is AED 487
AED 569 total
includes taxes & fees
16 Jul - 17 Jul
La Certosa di Pontignano
Garden

Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (140 reviews)
"One of the best places during our stay in italy"
Canada
Michael
The price is AED 328
AED 382 total
includes taxes & fees
19 Jul - 20 Jul
Villa Montarioso
Garden

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very Good, (60 reviews)
"Exceptional service, good breakfast "
United States
borjan
The price is AED 302
AED 353 total
includes taxes & fees
18 Jul - 19 Jul
Palace Hotel Due Ponti
Turkish bath, body treatments, body scrubs, facials

Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
4.0 star property
Monteriggioni
8.6 out of 10, Excellent, (350 reviews)
"Clean, functional, the breakfast very good "
United Kingdom
Ian
The price is AED 497
AED 576 total
includes taxes & fees
13 Jul - 14 Jul
Hotel Il Piccolo Castello
Exterior

Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (112 reviews)
"Amazing property with great staff."
United States
Samuel
The price is AED 991
AED 1,107 total
includes taxes & fees
15 Jul - 16 Jul
Castello La Leccia
Property entrance

Hotel Palazzetto Rosso

Hotel Palazzetto Rosso
3.0 star property
Siena City Centre
9.8 out of 10, Exceptional, (236 reviews)
"The hotel was beautiful, such an historic building and well located for central Sienna. The staff were friendly and very helpful and also told us the history of the Palazzetto. Breakfast was excellent as well. All in all a fantastic stay and experience and we would definitely return, thank you!"
United States
James
The price is AED 603
AED 684 total
includes taxes & fees
9 Aug - 10 Aug
Hotel Palazzetto Rosso
Exterior

Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very Good, (225 reviews)
"Incredible place to stay in the Chianti region. Beautiful grounds, amazing food, clean and comfortable rooms, and incredible staff. Location was perfect too! "
United States
Alex
The price is AED 225
AED 314 total
includes taxes & fees
14 Jul - 15 Jul
Hotel Casafrassi
Lobby sitting area

Hotel Executive

Hotel Executive
4.0 star property
Scacciapensieri
8.4 out of 10, Very Good, (543 reviews)
"Nice clean hotel. Breakfast ok. Good parking"
United Kingdom
Susan
The price is AED 398
AED 459 total
includes taxes & fees
30 Jul - 31 Jul
Hotel Executive
Daily buffet breakfast for a fee

Best Western Hotel San Marco

Best Western Hotel San Marco
3.0 star property
Siena
9.0 out of 10, Wonderful, (472 reviews)
"The breakfast is quite good."
United Kingdom
C.K.
The price is AED 429
AED 493 total
includes taxes & fees
19 Jul - 20 Jul
Best Western Hotel San Marco
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.
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Top Siena Hotel Reviews

Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"Can’t beat a 700 year old monastery with all the necessary modern amenities. The staff is polite and helpful, parking is close and the location convenient to the best and most important Siena attraction: the Duomo church."
Rene 1-night trip
Posted 20 hours ago
Il Chiostro del Carmine

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Frequently asked questions

Searching for romantic hotels in Siena?
Are you looking for a romantic getaway? Couples enjoy Siena for its cathedral, historic landmarks, and sightseeing. If you want to spend some time strolling through captivating scenery with your love, you might make a visit to All'Orto de' Pecci, Orto Botanico dell'Universita di Siena, or Enoteca Italiana. Whether you want to soak in a hot tub or lounge around in luxurious bedding, you'll have your choice of 5 hotels and other lodging options in Siena to make for the perfect retreat.
What's the best place to stay for a romantic vacation to Siena?
Traditional Tuscan farmhouse with stunning views & air conditioning is a favorite country house for couples, and features free WiFi and a garden. Other good options for your romantic getaway include Studio apartment for 2 persons in the countryside near Siena and 45sqm two room apartment with independent entrance, kitchen living room, double bedroom.
How many romantic hotels are there in Siena?
Expedia has 5 romantic Siena hotels for you both to enjoy.
When is the best time of year for a romantic getaway to Siena?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Siena: The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Siena is 37 inches.
What is there to do in Siena?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Siena has to offer. Couples looking for a little of everything will enjoy Siena for its cathedral, historic landmarks, and sightseeing. You might think about stopping by Piazza del Campo, Civic Museum, or Siena State Archives while you're seeing the sights.
What's the best way to get to Siena and around town during my romantic getaway?
This information about transportation options in Siena might help your romantic trip go off without a hitch: To get to Siena, you can fly into Florence Airport, Peretola (FLR), which is the closest major airport, located 34.1 mi (54.8 km) from the city center. If you want to venture outside of the area, hop on a train at Siena Station.