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Dec 12 - Dec 13
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Dec 13 - Dec 14
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Dec 12 - Dec 14
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Dec 19 - Dec 21

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Our top choices for Villa hotels

Front of property
Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (478)
Experience Tuscan charm at this hillside hotel with outdoor pool and poolside bar. Enjoy local cuisine at Ristorante Cortefreda after a day of massages at the spa. Near Abbey of Passignano and Casa Sola Winery with helpful staff to enhance your stay.
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is ￥14,788
￥17,362 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Borgo di Cortefreda Relais
2 restaurants, breakfast, lunch, dinner served; international cuisine
COMO Castello Del Nero

COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
Barberino Tavarnelle
9.6 out of 10, Exceptional, (132)
Surrounded by rolling hills, this elegant hotel offers two restaurants serving international cuisine. Enjoy complimentary breakfast before exploring nearby Castello di Barberino Val d'Elsa or unwinding with hot stone massages and Ayurvedic treatments at the spa.
"Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). "
United States
Matthew
The price is ￥123,499
￥137,306 total
includes taxes & fees
Dec 20 - Dec 21
COMO Castello Del Nero
Aerial view
La Certosa di Pontignano

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (502)
Soak in Tuscany from the rooftop terrace at this charming Castelnuovo Berardenga retreat. The on-site restaurant serves Italian cuisine throughout the day, while the garden setting creates a peaceful atmosphere. Terra di Seta and free perks like WiFi, parking, and breakfast add value.
"Excellent place to stay even for the next time. "
Canada
Xuejie
The price is ￥15,654
￥17,948 total
includes taxes & fees
Dec 23 - Dec 24
La Certosa di Pontignano
Exterior
L'Antico Pozzo

L'Antico Pozzo

L'Antico Pozzo
3.0 star property
San Gimignano City Centre
9.2 out of 10, Wonderful, (263)
Located in the heart of San Gimignano, this hotel offers easy access to Archaeological Museum and Piazza delle Erbe. Unwind with a drink at the bar or enjoy a bite at the on-site cafe. The garden terrace and attentive staff create a memorable Tuscan experience.
"Beautiful hotel "
United Kingdom
Julie
The price is ￥18,674
￥21,636 total
includes taxes & fees
Dec 21 - Dec 22
L'Antico Pozzo
Garden
Hotel Toscana Ambassador

Hotel Toscana Ambassador

Hotel Toscana Ambassador
4.0 star property
Poggibonsi
8.0 out of 10, Very Good, (314)
This business-friendly hotel offers 24-hour room service with easy access to Poggibonsi-San Gimignano Station. Unwind at the bar or coffee shop after exploring nearby attractions like Archeodromo di Poggibonsi and Poggio Imperiale Fortress.
"Wonderful breakfast. Good location!"
Canada
Karen
The price is ￥10,666
￥11,732 total
includes taxes & fees
Dec 21 - Dec 22
Hotel Toscana Ambassador
Couples treatment rooms, sauna, hot tub, Turkish bath, body treatments
Hotel Palazzo San Lorenzo & SPA

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, (432)
This luxurious hotel offers indulgent spa services including massages and body wraps, plus a relaxing hot tub and sauna. Enjoy free breakfast at the café, then explore nearby Art in Color and the Archeological Museum, just minutes away.
"Beautiful hotel and spa. Excellent amenities and modern luxuries. "
United States
George
Hotel Palazzo San Lorenzo & SPA
Bar (on property)
Hotel Leon Bianco

Hotel Leon Bianco

Hotel Leon Bianco
3.0 star property
San Gimignano City Centre
9.4 out of 10, Exceptional, (574)
Overlooking Piazza della Cisterna, this elegant hotel offers a rejuvenating hot tub and fitness center for relaxation after exploring medieval streets. Unwind with drinks at the bar while enjoying exceptional staff service just steps from local museums.
"Great breakfast, clean room, great staff, and great value overall"
Canada
Brandon
The price is ￥23,088
￥26,492 total
includes taxes & fees
Dec 27 - Dec 28
Hotel Leon Bianco
Free daily continental breakfast
JOIVY Together Urban Resort

JOIVY Together Urban Resort

JOIVY Together Urban Resort
4.0 star property
Bagno a Ripoli
8.6 out of 10, Excellent, (147)
Experience serenity at this Bagno a Ripoli hotel offering complimentary breakfast, WiFi, and parking. Rejuvenate in the hot tub after a workout in the fitness center, then savor international cuisine at Together Restaurant, just minutes from iconic Florentine attractions.
"The place was very clean, staff very nice and helpful. Highly recommend!!"
Canada
Iwona
JOIVY Together Urban Resort
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Albergo Del Chianti

Albergo Del Chianti

Albergo Del Chianti
3.0 star property
Greve in Chianti
8.6 out of 10, Excellent, (188)
Experience authentic Italian hospitality in the heart of Greve in Chianti. This hotel offers a relaxing seasonal outdoor pool, soothing hot tub, and convenient bar/lounge. Just steps from Piazza Matteotti and Wine Museum, enjoy Tuscan charm with modern comforts.
"Very friendly hotel, in a beautiful square. "
United Kingdom
Keith
Albergo Del Chianti
Dinner served, Regional cuisine
Villa Castiglione

Villa Castiglione

Villa Castiglione
2.0 star property
Impruneta
8.6 out of 10, Excellent, (256)
Escape to this family-friendly hotel featuring an outdoor pool, children's splash area, and poolside bar. Just 15 minutes from Florence attractions like Pitti Palace and Ponte Vecchio, with free breakfast, WiFi, and parking.
"Nice and cute place. Great price. "
United States
Jozsef
The price is ￥10,601
￥12,208 total
includes taxes & fees
Dec 14 - Dec 15
Villa Castiglione
Front of property
Hotel Borgo San Luigi

Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (403)
Set among Monteriggioni's rolling hills, this Tuscan hotel offers Italian dining at LA BIANCA RESTAURANT and a poolside bar. Tennis courts, free breakfast, and helpful staff create a memorable stay near Le Caldane Thermal Baths.
"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "
United States
Allyson
Hotel Borgo San Luigi
Exterior
Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (200)
Experience Tuscan charm at this wine resort with an attached winery and Osteria di Fonterutoli restaurant serving Italian cuisine. Located in Castellina in Chianti near Mazzei Winery and Walls of Monteriggioni, guests love the helpful staff.
"Clean room, courteous staff, and good winery"
United States
Sangchun
The price is ￥28,925
￥32,546 total
includes taxes & fees
Dec 15 - Dec 16
Castello di Fonterutoli Wine Resort
Terrace/patio
Hotel Ristorante Alcide

Hotel Ristorante Alcide

Hotel Ristorante Alcide
4.0 star property
Poggibonsi
8.0 out of 10, Very Good, (478)
Savor regional specialties at Ristorante Alcide, just an 11-minute walk from Poggibonsi-San Gimignano Station. This hotel offers a welcoming bar, terrace, and room service, with Archeodromo di Poggibonsi and Fountain of Fate nearby.
"I highly recommended "
Canada
George
The price is ￥7,159
￥7,874 total
includes taxes & fees
Dec 14 - Dec 15
Hotel Ristorante Alcide
2 indoor pools, seasonal outdoor pool
Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
5.0 star property
Castelnuovo Berardenga
8.8 out of 10, Excellent, (144)
Surrounded by Tuscan countryside, this elegant hotel offers two restaurants and a rejuvenating spa with thalassotherapy. Golf lovers can play adjacent courses while enjoying free breakfast and parking. Villa a Sesta Polo Club is nearby.
"Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back"
Canada
John
The price is ￥88,508
￥99,181 total
includes taxes & fees
Dec 20 - Dec 21
Castel Monastero - The Leading Hotels of the World
Outdoor spa tub
Poggio Baronti B&B

Poggio Baronti B&B

Poggio Baronti B&B
Bagno a Ripoli
10.0 out of 10, Exceptional, (155)
This charming B&B in Bagno a Ripoli offers a relaxing hot tub, lush garden, and serene terrace. Just a short drive from Uffizi Gallery and Piazzale Michelangelo, guests praise the attentive staff and daily buffet breakfast.
"Our stay was perfect - the area is beautiful, the breakfast was lovely and the staff is extremely welcoming"
Ireland
Renata
Poggio Baronti B&B
Breakfast, dinner served; Regional cuisine, garden views
Poderi Arcangelo

Poderi Arcangelo

Poderi Arcangelo
San Gimignano
9.0 out of 10, Wonderful, (326)
Immerse yourself in authentic Tuscany at this San Gimignano farm stay featuring 3 refreshing outdoor pools. Sample regional cuisine at the on-site restaurant after exploring nearby Casa del Boccaccio. Enjoy free WiFi, convenient parking, and service from the highly-praised staff.
"The staff was very knowledgeable and fantastic. The location is beautiful and we will definitely be booking again. "
United States
justin
The price is ￥19,012
￥21,825 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Poderi Arcangelo
Winery
Hotel Sovestro

Hotel Sovestro

Hotel Sovestro
3.0 star property
San Gimignano
9.6 out of 10, Exceptional, (287)
Experience the allure of this Italian getaway with 2 outdoor pools and a poolside bar. After wine tasting at neighboring Sovestro in Poggio Winery, enjoy Italian cuisine at Da Pode restaurant, then unwind on the rooftop terrace as the Tuscan sunset fades.
"Magical place! "
United States
Marieliz
The price is ￥19,213
￥22,227 total
includes taxes & fees
Dec 13 - Dec 14
Hotel Sovestro
Seasonal outdoor pool, open 8:30 AM to 7:30 PM, pool umbrellas
Poderi Arcangelo Glamping

Poderi Arcangelo Glamping

Poderi Arcangelo Glamping
San Gimignano
Experience vineyard living at this captivating farm stay offering complimentary breakfast, Wi-Fi, and parking. Take a refreshing dip in the seasonal outdoor pool, then enjoy drinks at the pool bar. Museum of Sacred Art and Certaldo Station are minutes away.
The price is ￥57,405
￥64,057 total
includes taxes & fees
Dec 13 - Dec 14
Poderi Arcangelo Glamping
Breakfast, lunch, dinner served; Regional cuisine
Hotel Villa Cesi

Hotel Villa Cesi

Hotel Villa Cesi
4.0 star property
Impruneta
8.6 out of 10, Excellent, (70)
Unwind at this Tuscan retreat featuring regional cuisine at Ristorante Sassi Neri and a welcoming bar. The 24-hour fitness center keeps routines intact while easy access to Florence's Piazzale Michelangelo and Pitti Palace ensures perfect sightseeing opportunities.
"We had a wonderful stay."
United Kingdom
Kanhaiya
Hotel Villa Cesi
Front of property
Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (145)
Escape to this historic villa with panoramic countryside views, an outdoor pool, and inviting coffee shop. Rejuvenate with hot stone massages while enjoying easy access to Florence attractions and free breakfast, WiFi, and parking.
"Wonderful stay."
United States
Nancy
The price is ￥48,873
￥53,943 total
includes taxes & fees
Dec 29 - Dec 30
Villa il Poggiale - Dimora Storica
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 Villa Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Excellent hotel, very helpful staff, highly recommended "
Vikram 3-night trip
Posted 5 days ago
Hotel Athena

More cheap stays in Villa

Villa Castiglione

Villa Castiglione

Via Colle Ramole 20 Impruneta FI
The price is ￥10,601 per night from Dec 14 to Dec 15
￥10,601
￥12,208 total
Dec 14 - Dec 15
includes taxes & fees
8.6/10 Excellent! (255 reviews)

Frequently asked questions

Where is the best place for a stay in Villa?
Hotel Athena, located 12.6 mi (20.3 km) from the heart of Villa, is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are Villa La Borghetta Resort and Borgo Grondaie. See all available top hotels, or vacation rentals in Villa.
What are some of the best vacation home rentals in Villa?
Agriturismo La Ferrozzola: You might like this vacation home rental near Villa. It offers a terrace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and kitchenware. You and your friends and family can relax into your vacation with amenities like a selection of games. See all vacation rentals in Villa.
If I need to cancel my hotel reservation in Villa, will I receive a refund?
Yes! The majority of hotel room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Villa.
Where can I learn more about changing or cancelling my trip to Villa?
To find more details about picking new dates or cancelling your trip to Villa, head over to our customer service page.
What are some hotels with pools in Villa?
Villa La Borghetta Resort: Offers a full-service spa, an outdoor pool, and a sauna. Borgo Grondaie and Hotel Borgo di Cortefreda Relais are two additional hotels with an onsite pool. View all hotels with pools in Villa.
What's it like staying in Villa?
History buffs will enjoy exploring Villa, and visitors give high marks for the array of wineries, abundant coffeehouses, and local tours. Welcoming and rural, this city also attracts tourists with its cathedral. In Villa, there are 6 hotels and other accommodations to choose from. Find out more about Villa.
What is there to see in Villa?
Places to visit in the wider area include Castello di Radda Winery, Castello di Albola, and Borgo di Vescine - Tenute di Castelvecchi. You'll also find Badia a Coltibuono and Meleto Castle in the area. Check out what more to see and do in Expedia's Villa guide.
What's the seasonal weather like in Villa?
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 Villa is 37 inches.

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