Trionfante, Tuscany
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Starting At
$4,706.30 / Nt
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Trionfante

PREFERRED
Chianti, Tuscany
7 BEDROOMS
6 Queen
2 Single
6 BATHROOMS
5 En-suite
1 Shared
14 GUESTS
Children Welcome

Welcome to Villa Trionfante, a refined retreat nestled in the heart of Tuscany’s breathtaking countryside. Located between Florence and Siena in the celebrated Chianti Classico wine region, the villa offers guests a rare opportunity to experience the authentic charm of Tuscany. Surrounded by rolling vineyards, olive groves, and picturesque medieval villages, this area is beloved for its rich culture, timeless landscapes, and world-class wines. While famous towns such as Greve, Castellina, Radda, and Gaiole in Chianti attract visitors from around the world, the surrounding countryside is also filled with lesser-known gems—historic villages with ancient churches, castles, and winding stone streets waiting to be discovered.

Villa Trionfante perfectly captures the spirit of this enchanting region. From the moment you arrive, the villa impresses with its elegant interiors, contemporary style, and beautifully restored architectural details that reflect the history of the property. The main floor, accessed from the garden, welcomes guests into a spacious living room that flows into a formal dining area featuring a grand fireplace. A modern, fully equipped kitchen offers everything needed for preparing memorable meals, while a guest bathroom and a convenient laundry room complete this level.

Upstairs, the villa continues to offer inviting spaces designed for both social gatherings and quiet relaxation. An additional sitting room with a fireplace provides a peaceful retreat—ideal for enjoying a good book, sharing conversation with friends, or savoring a glass of wine while overlooking the tranquil Tuscan surroundings.

The outdoor setting of Villa Trionfante is just as captivating as the interior. Surrounded by woodland and reached by a half-mile country road, the property guarantees exceptional privacy and serenity. The private swimming pool is set amid lush greenery and manicured lawns, close enough to the villa for convenience yet thoughtfully positioned for safety and tranquility. A gentle river flows through the estate and can be accessed directly from the property, where guests will find a peaceful relaxation area with a dining table and sun loungers—perfect for quiet afternoons immersed in nature. Several alfresco spaces in the villa’s courtyard invite guests to dine outdoors, unwind, and enjoy the beauty of the Tuscan landscape.

Newly introduced to the luxury rental market, Villa Trionfante offers an exceptional blend of elegance, comfort, and privacy. The estate includes two separate annexes, allowing larger groups or multi-generational families to stay together while still enjoying personal space. Guests can fully embrace the tranquility of the property, including private access to the nearby river, while still being conveniently located just a few minutes from a charming village with restaurants and shops. Florence is only a 25-minute drive away and Siena about 40 minutes, making the villa an ideal base for exploring the treasures of Tuscany while returning each day to the peace and beauty of your own Tuscan retreat. 

Please note that the pool is open from April 1 to November 1.

Included with rate: All utilities and final cleaning; Daily housekeeping service 6d/week (Tue off); Unlimited Wi-Fi internet access; Garden and pool maintenance; Complementary pre-arrival grocery delivery (cost of groceries not included)

Not included with rate: Extra cleaning/laundry service; Cook service – No third-party suppliers allowed: the services will be provided by the villa management and in-house staff; Cost of food and beverages; Extra delivery service

No reviews yet, but our villa experts can help. Contact us for firsthand insights and personalized guidance.

Main House

Bedroom 1: Lower floor bedroom with a queen-size bed, A/C, WiFi, access to garden terrace, and en-suite bathroom with shower, vanity and WC. 2 guests maximum

Bedroom 2: Main floor bedroom with a queen-size bed, A/C, WiFi, and en-suite bathroom with shower, vanity and WC. 2 guests maximum

Bedroom 3: Upper floor bedroom with a queen-size bed, A/C, WiFi, and en-suite bathroom with bathtub, shower, vanity and WC. 2 guests maximum

Bedroom 4: Upper floor bedroom with a queen-size bed, A/C, WiFi, and en-suite bathroom with shower, vanity and WC. 2 guests maximum

Annex I

Bedroom 5: Bedroom with a queen-size bed, A/C, WiFi, and shared bathroom with shower, vanity and WC. 2 guests maximum

Bedroom 6: Bedroom with two single beds, A/C, WiFi, and shared bathroom with shower, vanity and WC. 2 guests maximum

Annex II

Bedroom 7: Bedroom with a queen-size bed, A/C, WiFi, and en-suite bathroom with shower, vanity and WC. 2 guests maximum

Interior Access Bedrooms: 4 Exterior Access Bedrooms: 3

  • Air Conditioning - Bedrooms
  • Air Conditioning - Living Area
  • Alfresco Dining Area
  • Bed and Bath Linens
  • Dishwasher
  • Dryer
  • Fireplace
  • Hair Dryer
  • Heating
  • On site parking
  • Patio/Terrace
  • Pizza Oven
  • Portable loudspeaker
  • Smart TV
  • TV - Flat-Screen
  • Washer
  • WiFi
Staff
  • Gardener
  • Housekeeper(s)
  • Pool Person
  • Property Manager on Call
Housekeeping
Maid service 6 times per week
SEASON BEDROOMS DAILY WEEKLY
2026 Mar 28 to Oct 31 March 28, 2026 - October 31, 2026 (7 night minimum)
7 $5,214.69 $36,502.80
2026 Oct 31 to Dec 19 October 31, 2026 - December 19, 2026 (7 night minimum)
7 $4,740.17 $33,181.20
2026 Dec 19 to 2027 Jan 4 December 19, 2026 - January 4, 2027 (7 night minimum)
7 $5,214.69 $36,502.80
2026 Mar 28 to Oct 31 March 28, 2026 - October 31, 2026 (7 night minimum)
Bedrooms: 7
Daily: $5,214.69
Weekly: $36,502.80
2026 Oct 31 to Dec 19 October 31, 2026 - December 19, 2026 (7 night minimum)
Bedrooms: 7
Daily: $4,740.17
Weekly: $33,181.20
2026 Dec 19 to 2027 Jan 4 December 19, 2026 - January 4, 2027 (7 night minimum)
Bedrooms: 7
Daily: $5,214.69
Weekly: $36,502.80

Rates based on 14 guests.

Note: The rates above are subject to 0% Tax/Service Charge.
Payments accepted in US Dollars, Canadian Dollars, Euros, British Pound, Swiss Franc, Australian Dollars, New Zealand Dollars.
Major credit cards accepted in US Dollars.
Rates are subject to change without prior notice.

  • Reservation deposit is 50%. Full balance is due 90 days prior to arrival.
  • Cancellation Policy: All payments are nonrefundable.
  • Check In / Check Out: 4:00 pm – 8:00 pm / 10:00 am
  • Damage Deposit: €6500
  • Children Welcome (all ages)
  • No Pets Allowed
  • No Smoking
  • All external vendors must be authorized and approved by the villa.
  • Rates set in Euros. Prices in other currencies may fluctuate.
  • Tourist Tax is approximately €1.50 – €6.00 per person, per day, depending on the location. This tax is payable locally, in Euro cash.
  • VAT taxes included in rates.
  • Villa orientation

Once a vacation home is selected, the pampered adventure begins. Our concierge team will assist with creating a magical and immersive vacation experience. Our services include

* at select destinations

While available for advanced requests, the concierge team connects with guests 30 days prior to arrival to coordinate arrivals and to reserve desired services and experiences. Guests with scheduled Christmas/New Year stays will be contacted 90 days prior to arrival.

Advice, Answers and Tips
Explore our support articles for answers to your questions
Common Questions
Do we share the villa? click to close
No. You will not share the villa with another party. The villa is exclusively yours. If a larger villa offers a lower bedroom rate category, the villa will remain exclusively yours but the unrented bedrooms will be locked off.
For example, a 5 bedroom villa that offers a 3 bedroom rate will be the exclusive use of the guest but two bedrooms and their en-suite bathrooms will be locked off. Capacity is capped at 2 guests per bedroom.
Are we protected from fraud? click to open
Yes. Isle Blue stands behind you throughout your entire vacation. Unlike other companies, each property we offer has been hand picked to ensure that our standards are met. All property managers are vetted and payments are required to be held in escrow. Our primary obligation is to ensure your satisfaction and to have an exceptionally memorable vacation.
Can you explain the reservation process? click to open
Once a reservation request is received, Isle Blue will request a contract from the property manager for your dates of interest. Once the dates are confirmed and contract is received from the property manager, a payment will be required to confirm your reservation.
Once a reservation is confirmed, a concierge will welcome you to the planning stages of your vacation to assist with arrival logistics, rental cars, transfers, and a host of concierge services.
Can we arrange an early check in? click to open
Early check in may be possible but is at the sole discretion of the property manager. Early check in permission may not be granted until 24 hours prior to arrival.
Can we arrange a late check out? click to open
A late check out is rarely granted due to the turnover needs of a villa. A late check out may only be granted 24 hours prior to your departure from the property and only when there is no check in scheduled on the day of your check out. If a late check out is urgently needed please contact us.
Are transfers to the property included? click to open
Select villas may include a one way or roundtrip airport transfer while others may provide an escort or meeting point. Arrival logistics will be handled by your dedicated concierge as well as other concierge needs. The property's transfer policy will be listed under the Policies section.
What to expect upon arrival? click to open
In general, a villa orientation will be provided along with a key turnover. During the orientation, information and instructions for the property will be provided. Emergency contact information will be provided. We are available 7 days a week to assist with any urgent needs.
The arrival procedures vary from villa to villa, select villas may include welcome provisioning while other properties will provide basic arrival information.
What is the cancellation policy? click to open
Since these vacation homes are one of a kind properties, the cancellation policy is strict. We highly recommend considering trip/travel insurance to protect against any unexpected cancellations or issues that may arise.
For more details, please visit Travel Protection
What happens if the property becomes unavailable after I reserve? click to open
In the unlikely event, the rented property becomes unavailable due to a major issue that may affect a guest's experience or a transfer of ownership, Isle Blue will coordinate with the property manager to find an alternate property of equal or superior standard that is subject to the guest's approval. If an alternate property is not acceptable to the guest, the guest will receive a full refund.
Do you accept credit cards (American Express, Mastercard, or Visa)? click to open
Yes, we accept all major credit cards. American Express, Visa, Mastercard and Discover are accepted. Please note that credit card charges may be subject to additional fees. There are no fees with payment by wire transfer or check.
In the near future, we expect to accept a greater variety of payment methods and currencies via Stripe.
Is housekeeping included? click to open
Housekeeping tends to be a standard among vacation homes but the frequency may vary greatly depending on the property manager’s standards. Most properties will offer daily housekeeping (except Sunday and Christmas/New Year holidays) while other villas may only provide a mid-week cleaning. Please refer to the Staff section to learn about the housekeeping frequency of the property.
Are towels and linens provided? click to open
Yes. The property will provide bath and pool towels along with linens. Towels and linens will be refreshed as needed.
Are toiletries and tissues provided? click to open
A property may supply an initial supply of soap, shampoo, toilet paper and paper towels but replenishment of supplies once exhausted may be the responsibility of the guest. Each property varies in their handling of toiletries and paper products.
Is a hair dryer available? click to open
A hair dryer should be available at the property. Upon arrival, please check the bathrooms or closet. Typically, a hair dryer is included in each bathroom.
Is an iron included? click to open
Typically yes, irons tend to be standard equipment for vacation homes. Please ask the property representative upon orientation for the location of the iron.
PROMOTIONS

  • Earn up to a US$500 concierge credit on qualifying bookings

    The Endless Summer Escape applies to all new reservations booked between May 12 and August 31, 2026.

    • Reservations with a total booking value of US$15,000 or more will receive a US$500 concierge credit.
    • Reservations with a total booking value between US$6,000 and US$14,999 will receive a US$200 concierge credit.

    Terms and conditions
    Credit is based on total booking value before taxes and fees. Credit applies to experiences only and cannot be used toward villa rental, taxes, or fees. Credit must be used during the booked stay and expires at checkout. Cannot be combined with other offers and has no cash value. Valid only on new reservations made within the booking window. Concierge service must be booked directly through our website and does not apply to third-party providers or external websites.

    Offer ends: August 31, 2026
    Offer cannot be combined with other offers | Offer based on availability | Minimum night stay required | Non-transferrable | No cash value | Promotion is only valid on new reservations | Black-out dates may apply | Rates subject to tax and service charge | Credit can only be used on one selected service and cannot be split between multiple services.
(Updated Daily)
Date Unavailable Availability calendar may not reflect up to date reservation information.
Availability subject to change.

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WHAT OUR GUESTS ARE SAYING

"Isle Blue is everything they say they are. They were a pleasure to deal with and were very responsive and informative. The pictures on their website are exactly what you end up getting and they provide full concierge service throughout your stay. My family and I had an amazing time and before we even returned home, we went to the Isle Blue website to check out their inventory for our next vacation. They really are just that good!"
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Emvie
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