Fast-track your Société statusDouble status credits on all hotels, tours and cruises. Limited time only. View all offers
Fast-track your Société status Double status credits on all hotels, tours and cruises. Limited time only. View all offers
Tuscany, Italy

Castello Di Leonina Relais

Restored Adults-Only Renaissance Fortress with Daily Breakfast, Drinks & EUR80 Credit
Castello Di Leonina Relais logo
3 nights from
¥88,990 total with 
Non-member ¥93,990
Valued up to ¥162,817
-42%
Includes taxes & fees
Handpicked inclusions
Daily buffet breakfast
Daily drink per adult
EUR80 credit
Welcome gift
About the hotel

Perched on the sun-drenched hills near Siena, Castello di Leonina Relais is a 12th-century fortress turned dream escape, where history and serenity meet under endless Tuscan skies. Once the scene of medieval battles, it’s now a sanctuary of peace, with stone walls that whisper stories of centuries past and views that stretch into pure golden calm.

At La Terrazza di Leonina, every dish is a love letter to Tuscany — local pecorino, truffles and garden-fresh vegetables reimagined with creative flair. From Nonna Bruna’s handmade pici to the chef’s 64-degree egg with pecorino mousse, each bite is a journey through time, savoured slowly with a glass of the region’s finest wine.

Unwind in the castle’s wellness haven, where the Finnish sauna, Turkish bath and aromatherapy showers promise deep relaxation. Take a dip in the chlorine-free saltwater pool, surrounded by rolling Crete Senesi landscapes, and feel the world melt away — Tuscany has never been more tranquil, timeless and irresistibly romantic.

Perched on the sun-drenched hills near Siena, Castello di Leonina Relais is a 12th-century fortress turned dream escape, where history and serenity meet under endless Tuscan skies. Once the scene of medieval battles, it’s now a sanctuary of peace, with stone walls that whisper stories of centuries past and views that stretch into pure golden calm.

At La Terrazza di Leonina, every dish is a love letter to Tuscany — local pecorino, truffles and garden-fresh vegetables reimagined with creative flair. From Nonna Bruna’s handmade pici to the chef’s 64-degree egg with pecorino mousse, each bite is a journey through time, savoured slowly with a glass of the region’s finest wine.

Unwind in the castle’s wellness haven, where the Finnish sauna, Turkish bath and aromatherapy showers promise deep relaxation. Take a dip in the chlorine-free saltwater pool, surrounded by rolling Crete Senesi landscapes, and feel the world melt away — Tuscany has never been more tranquil, timeless and irresistibly romantic.

Longer Stay Bonus: Extend your stay to 5+ nights to receive one dinner at La Terrazza di Leonina per adult.

Why you should book with us
Travel until Sep 30, 2026
This offer has SOLD OUT
Browse all hotel offers
Select a package
1 / 2
Deluxe Room
This room is sold out
Select duration

Select your room

Location

Castello Di Leonina Relais
Strada di Leonina 5, Asciano 53041, Italy

Nestled in rolling hills, Castello di Leonina is just a short drive from Siena’s historic centre, about 20 minutes away. Explore the stunning Crete Senesi landscapes, visit the medieval towns of San Gimignano and Montepulciano in an hour, or enjoy wine tasting in the Chianti region.

The hotel is located approximately a 90-minute drive from Amerigo Vespucci Airport (FLR). Airport transfers are not included in your package, please plan accordingly.

Need flights? Our dedicated flights concierge can assist with your flight requirements (subject to availability). Contact sales@luxuryescapes.com.

Facilities

Fine Print

Valid for travel from 1 April 2026 until 30 September 2026 (bookings must be made before 31 August 2026).

City Tax: Please note a EUR3 city tax per person, per night applies, payable directly to the hotel.

Child Policy: Guests under 16 are not permitted and cannot be accommodated.

Blackout Dates & Surcharges: A non-refundable surcharge per room, per night may apply, payable at the time of booking. Dates and prices are identified in the Booking Calendar. Blackout dates may apply.

7-Day Change of Mind ‘No Questions Asked’ Refund Guarantee: Things don’t always work out. Our 7-day Change of Mind Guarantee is there to help. Bookings (except for cruise bookings, flights and deposit fee, if applicable, which are subject to the cancellation terms of the relevant supplier) may be cancelled with a full refund provided that cancellation occurs strictly within 7 days from the date of purchase and provided that the cancellation is made no less than 14 days prior to the check-in date. Excludes flight and service fee, if applicable.

  • Cancellations outside of the 7-Day Change of Mind period will not be provided, except as required by Australian Consumer Law, your local law or as otherwise provided for in the Fine Print.

Flexible Cancellation: You can cancel your booking for credit up until 21 days prior to the original check-in date. This can be done via self-service in your ‘My Escapes’ account. Your credit will be valid for 12 months from the date of cancellation. Credits are not transferable and cannot be redeemed for cash. Excludes service fee, if applicable.

Please note this does not apply to flights booked with us. Flight fulfilment is provided by the airline(s) selected at the time of finalising the booking. For your air travel, you are bound by the terms and conditions and fare rules of the selected airline(s).

Date Changes: If you need to amend your booking, you can self-service unlimited date changes in your ‘My Escapes’ account up until 21 days before your original check-in date. If you can’t find a suitable date, or still need further assistance, please contact our 24/7 customer service team. Subject to availability and surcharges.

Please Note:

  • Dining inclusions do not include drinks (unless otherwise stated). Menus are subject to change without notice.
  • Daily breakfast is served at La Terrazza di Leonina from 8am to 10:30am.
  • Daily glass of wine, beer, prosecco or soft drink is served at La Terrazza di Leonina or by the pool during opening hours.
  • EUR80 credit can be used at the spa, open from 9am to 8pm, or at La Terrazza di Leonina.
  • The one-time dinner (select packages only) is served at La Terrazza di Leonina. Drinks are not included.
  • There are five Junior Suites, Giraffa, Onda, Leocorno, Leonina, and Torre, ranging from 25 to 36 m², characterised by their own unique features:
    • Leonina and Torre have a two-floor layout, with the living area separated from the sleeping area.
    • Giraffa and Leonina boast views of the Crete Senesi, while the others overlook the charming castle.
  • The Premium Junior Suites are unique in their kind
    • Palio: a bright suite with views of the Crete Senesi and a hot tub.
    • Chigi: boasts a hot tub, and a painting by Guido Riccio da Fogliano.

We reserve the right to modify prices for marketing and commercial reasons. Please note that full terms and conditions apply. Refer to the website’s terms and conditions.

Fine Print and package inclusions are accurate at the time of purchase and not subject to change, unless updates or corrections are specifically noted in the latest Fine Print with a timestamp. Please check the Fine Print prior to departure for any updates.

Images are for illustrative purposes and may not be reflective of the package purchased. See individual offers and packages for details.

Reviews

8.6
Excellent
Reviews from Google
Why you should book with us
We price match
If you find a better price, we'll match it
Find out more
7-day ‘change of mind’ refund
Get a full refund on your booking (excludes flights, experiences and the service fee paid on deposit bookings)
VIP Inclusions
You get a lot more than just a bed in a room
Buy now, choose dates later
Lock in a deal today, choose dates when you're ready
Find out more
Related Travel