Lilliano Vacation Rentals from $52: Search Short-Term Rentals

Q: What's the top vacation rental that Lilliano has to offer?

Borgo Argiano : Visitors like this Lilliano vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an espresso maker. You can relax into your vacation with a garden and a library.

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In two weeks

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Our top choices for Lilliano vacation rentals

1. Riserva di Fizzano Residence

Castellina in Chianti

Janet

$203 nightly

Sep 8 - Sep 9

Total with taxes and fees

2. Mariani Bed & Breakfast

Castellina in Chianti

Chie

$84 nightly

Aug 19 - Aug 20

Total with taxes and fees

3. Palazzo Pacini

Colle di Val d'Elsa

John

$112 nightly

Sep 2 - Sep 3

Total with taxes and fees

4. Casa Vacanze Squarcialupi

Castellina in Chianti

Jeffrey

$136 nightly

Aug 25 - Aug 26

Total with taxes and fees

5. Villa San Filippo

Barberino Tavarnelle

Nadia

$83 nightly

Sep 17 - Sep 18

Total with taxes and fees

6. Chianti Village Morrocco

Barberino Tavarnelle

Chris

$80 nightly

Sep 1 - Sep 2

Total with taxes and fees

Villa, Air conditioning, Courtyard View | Exterior

7. Villa Montecastello

Monteriggioni

Alvaro

$192 nightly

Aug 29 - Aug 30

Total with taxes and fees

8. Terre di Baccio

Greve in Chianti

"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"

Julia

$299 nightly

Aug 31 - Sep 1

Total with taxes and fees

9. Borgo Argenina

Gaiole in Chianti

Sabatino

$195 nightly

Aug 20 - Aug 21

Total with taxes and fees

Studio, Patio, Ground Floor | Terrace/patio

10. Fullino Nero

Siena

Christian

$98 nightly

Aug 23 - Aug 24

Total with taxes and fees

Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers

11. Residenzia del Sogno

Castellina in Chianti

Katherine

$110 nightly

Aug 30 - Aug 31

Total with taxes and fees

12. Siena Vip

Siena City Centre

Luis

$126 nightly

Aug 20 - Aug 21

Total with taxes and fees

13. La Locanda di Pietracupa

Barberino Tavarnelle

Con

$171 nightly

Aug 31 - Sep 1

Total with taxes and fees

14. Ca' Bianca Tuscany Relais

Siena

Talha

$269 nightly

Aug 26 - Aug 27

Total with taxes and fees

15. Sportland

Colle di Val d'Elsa

Giorgio

$46 nightly

Sep 6 - Sep 7

Total with taxes and fees

16. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Peggy

$165 nightly

Aug 27 - Aug 28

Total with taxes and fees

Suite | Premium bedding, Select Comfort beds, minibar, in-room safe

17. La Terrazza Sul Campo Rooming House

Siena City Centre

Margaret

$133 nightly

Sep 10 - Sep 11

Total with taxes and fees

Premium bedding, down comforters, pillowtop beds, desk

18. Tuscasì Aparthotel

Sovicille

Sergey

$91 nightly

Aug 24 - Aug 25

Total with taxes and fees

19. B&B Il Corso

Siena City Centre

Katherine

$117 nightly

Aug 23 - Aug 24

Total with taxes and fees

20. Villa Curina Resort

Castelnuovo Berardenga

Mary

$181 nightly

Aug 24 - Aug 25

Total with taxes and fees

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Top Lilliano Hotel Reviews

Hotel Athena

10/10 Excellent

"We had a superior room, which was very comfortable. We had dinner in the restaurant several times, and the food and drink was excellent. One evening we just enjoyed the cocktail bar, and the staff were fun! Breakfast buffet has everything one could want, and was always fresh. Free parking! You will have an uphill walk to the town centre, but no matter where you go in Siena it’s either up or down. Highly recommended."

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

10/10 Excellent

"Our family of 18 stayed at the Villa this July (2026) and could not have been more pleased with everything associated with our stay. Jacopo and Beatrice truly are first class hosts. They helped us book 3 vehicles that were dropped off and picked up directly at the Villa which was a great time saver. They also provided a grocery shopping service so that we had drinks and snacks at the villa when we arrived.The meal service was truly fantastic! We opted for the Welcome dinner and the Florentine BBQ, both of which were great. We visited a lot of places while in Italy but the family dinners at sunset were among our favorites.The Villa was beautiful and spacious. The grandkids really enjoyed the open spaces and the pool. The views from the back deck of the surrounding Tuscan countryside were also very special. We even got to see hot air balloons on a few occasions. The relative close proximity to Firenze was also clutch for day trips on high-speed trains. There is a good reason why this Villa won the VRBO Vacation Rental of the Year. You simply cannot go wrong here. I am very thankful for the memories that will last a lifetime and role this villa and the hosts played in making that happen!"

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming without ever feeling intrusive, and the food was consistently excellent. One of the biggest advantages is its location. Siena is only a short drive away - you can even see the city's campanile while having breakfast - so it was easy to combine days by the pool with exploring one of Tuscany's most beautiful cities (and, inevitably, a bit of shopping to keep our teenage daughter happy). A fantastic place to stay, and one we'd happily recommend."

Castello di Leonina Relais

8/10 Good

"The view from the dining area was perfect. The included breakfast was amazing and the complimentary ebike rentals were perfect to get around outside of the hotel to catch more amazing views! The food at dinner was perfect. The only thing that was lacking was the bathroom showers. Ours was leaking. Other than that it was a perfect stay."

Find out more about Lilliano

Everything you need to know about Lilliano vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lilliano vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lilliano vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lilliano vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lilliano. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Lilliano in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $52 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lilliano rentals

At Expedia, we put the best Lilliano vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Lilliano rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lilliano vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lilliano. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Lilliano?

Yes, you can find vacation rentals near popular sights in Lilliano, or you can choose a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Lilliano has to offer?

Borgo Argiano: Visitors like this Lilliano vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an espresso maker. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Lilliano?

Expedia has 3 vacation rentals for your stay in Lilliano.

What can I see and do in Lilliano?

While exploring the area, visit family-friendly sights like Chianti Observatory, or get outside and enjoy nature at Alta Val d'Elsa River Park. In the larger area, you’ll find Lilliano Estate Winery and City Hall Castellina In Chianti.

What are vacation rentals like in Lilliano?

Vacation rentals are private accommodations you can reserve for several days or more in Lilliano. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family getaway.

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Check prices for these dates

Our top choices for Lilliano vacation rentals

1. Riserva di Fizzano Residence

2. Mariani Bed & Breakfast

3. Palazzo Pacini

4. Casa Vacanze Squarcialupi

5. Villa San Filippo

6. Chianti Village Morrocco

7. Villa Montecastello

8. Terre di Baccio

9. Borgo Argenina

10. Fullino Nero

11. Residenzia del Sogno

12. Siena Vip

13. La Locanda di Pietracupa

14. Ca' Bianca Tuscany Relais

15. Sportland

16. Residenza d'Epoca Palazzo Borghesi

17. La Terrazza Sul Campo Rooming House

18. Tuscasì Aparthotel

19. B&B Il Corso

20. Villa Curina Resort

Find vacation rentals that suit your style

Top Lilliano Hotel Reviews

Hotel Athena

Villa Scacciapensieri Boutique Hotel

Hotel Chiusarelli

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

Borgo Scopeto Wine & Country Relais

Castello di Spaltenna- Small Luxury Hotels of the World

La Certosa di Pontignano

Hotel Borgo San Luigi

Castello di Leonina Relais

Find out more about Lilliano

Frequently asked questions

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