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Check prices for these dates

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22 Dec - 23 Dec
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23 Dec - 24 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Villa del Monte hotels

Outdoor dining
Hotel Il Castello

Hotel Il Castello

Hotel Il Castello
Certaldo Alto
9.6 out of 10, Exceptional, (7)
Positioned near Certaldo Station, this hotel offers complimentary breakfast and WiFi while placing you moments from Museum of Sacred Art and Casa del Boccaccio. After sightseeing, unwind at the inviting bar.
"What a great little hotel! The town is rather small and not much shops like San Gimignano, but this hotel is clean, rooms are roomy and the garden dining is out of this world. Beautiful with views of the sunset and amazing food. One of my favorite. The town has several restaurants too and some good museums. "
United States
Thomas
The price is NZ$248
includes taxes & fees
24 Dec - 25 Dec
Hotel Il Castello
Outdoor pool, pool umbrellas, pool loungers
Agriturismo Podere Diacceroni

Agriturismo Podere Diacceroni

Agriturismo Podere Diacceroni
Peccioli
9.4 out of 10, Exceptional, (20)
This countryside retreat offers local cuisine at La Cantina restaurant and refreshing drinks at the bar. Enjoy free WiFi and parking while exploring nearby Teatro del Silenzio and Castelfalfi Golf Course on your family-friendly Italian escape.
"It was an incredible stay! The staff were so polite and personable. "
Canada
Lynn
The price is NZ$260
includes taxes & fees
4 Jan - 5 Jan 2026
Agriturismo Podere Diacceroni
Daily buffet breakfast (EUR 5.00 per person)
Hotel Portavaldera

Hotel Portavaldera

Hotel Portavaldera
3.0 star property
Peccioli
8.8 out of 10, Excellent, (42)
Surrounded by the beauty of Tuscany, this hotel offers Italian cuisine at Alla Valdera restaurant and relaxing garden views. Explore Teatro del Silenzio and Peccioli Prehistoric Park nearby, with free WiFi and parking for convenient travel.
"Great hotel "
United States
Clara
Hotel Portavaldera
Exterior
Le Mammole

Le Mammole

Le Mammole
San Miniato
9.8 out of 10, Exceptional, (24)
Take a refreshing dip in the seasonal pool at this welcoming San Miniato B&B. Enjoy complimentary WiFi, parking, and daily buffet breakfast. Nearby attractions include Cerester Wine and Cosimo Maria Masini, with Galileo Galilei Airport just 41 minutes away.
"Cozy and quiet place in the midst of nature. Host was extremely welcoming and made sure we had a comfortable stay."
Canada
Karunya
The price is NZ$178
includes taxes & fees
23 Dec - 24 Dec
Le Mammole
Terrace/patio
B&B Poggiobonizio

B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
9.2 out of 10, Wonderful, (62)
Wake up to continental breakfast at this welcoming Poggibonsi retreat. Just 4 minutes from the train station, with free WiFi and parking. Explore nearby Archeodromo di Poggibonsi and Fountain of Fate during your business or leisure stay.
"Simone is a really nice person, he help us a lot, very friendly, room was clean, breakfast was good. "
United States
Odalis
B&B Poggiobonizio
Property entrance
Villa il Fedino

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
Enchanting affittacamere featuring a seasonal outdoor pool, relaxing massage services, and convenient bar. Located near Monastary of Sorelle Clarisse and Antinori nel Chianti Classico, with complimentary breakfast, WiFi, and parking for a perfect Italian countryside retreat.
"Great people, great location great service"
Canada
James
The price is NZ$268
includes taxes & fees
19 Jan - 20 Jan 2026
Villa il Fedino
Exterior
Relais Poggio Borgoni

Relais Poggio Borgoni

Relais Poggio Borgoni
San Casciano in Val di Pesa
9.8 out of 10, Exceptional, (57)
Sip local wines at this charming countryside retreat between Florence and Chianti. The seasonal outdoor pool, spa pool, and Osteria del Poggio restaurant create a relaxing Italian escape. Free breakfast, WiFi and parking complement the attentive service.
"Very personal, kind & sympathatic Staff. The Place is gorgeous."
Switzerland
Nils
The price is NZ$205
includes taxes & fees
23 Dec - 24 Dec
Relais Poggio Borgoni
Front of property
Hotel Albergo Italia

Hotel Albergo Italia

Hotel Albergo Italia
2.0 star property
Poggibonsi
8.4 out of 10, Very good, (46)
Built in 1880, this Poggibonsi accommodation sits just 3 minutes from the train station. Explore nearby Fountain of Fate and Archeodromo attractions, then unwind with drinks at the cosy bar after your adventures.
"When I arrived the hotel was closed. I have had to sleep in the car"
United States
Martin
Hotel Albergo Italia
Exterior
Hotel Villa San Giorgio

Hotel Villa San Giorgio

Hotel Villa San Giorgio
3.0 star property
Poggibonsi
9.0 out of 10, Wonderful, (105)
Immerse in Poggibonsi's charm at this welcoming hotel featuring poolside dining at Villa Aurora restaurant. Enjoy the spa pool and children's pool after exploring nearby Castello di Monsanto. Just a 12-minute drive from the train station for Tuscan adventures.
"Loved the breakfast amazing !!! Such a beautiful place woujd love to go in summer and lay by the pool "
Australia
Kylie
The price is NZ$107
includes taxes & fees
23 Dec - 24 Dec
Hotel Villa San Giorgio
Garden
Hotel Toscana Ambassador

Hotel Toscana Ambassador

Hotel Toscana Ambassador
4.0 star property
Poggibonsi
8.2 out of 10, Very good, (317)
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 NZ$124
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel Toscana Ambassador
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Agriturismo Nerbona

Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (18)
Discover rural Tuscan charm at this countryside retreat with a refreshing seasonal pool, free bike rentals, and volleyball court. Perfectly positioned near Archaeological Museum and Il Palagio Winery, with convenient parking for day trips.
"Very nice place"
United States
JULISSA
The price is NZ$189
includes taxes & fees
24 Dec - 25 Dec
Agriturismo Nerbona
Terrace/patio
Hotel Ristorante Alcide

Hotel Ristorante Alcide

Hotel Ristorante Alcide
4.0 star property
Poggibonsi
8.0 out of 10, Very good, (478)
Savour regional specialities 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 NZ$94
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Ristorante Alcide
Breakfast, lunch and dinner served
Villa San Lucchese

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (336)
Escape to this historic family-friendly hotel offering free breakfast and parking. Enjoy the seasonal outdoor pool and tennis courts, then unwind at the bar. Conveniently located near San Lucchese Convent and local Tuscan villages with train station access.
"Beautiful place Great service "
United States
patricia
Villa San Lucchese
Deluxe Room, Patio
Tenuta Sant'Ilario

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (33)
Escape to this Gambassi Terme affittacamere with Italian dining at Trattoria Toscana SIlario. Enjoy the seasonal outdoor pool with poolside bar or relax on the rooftop terrace with panoramic countryside vistas. Free WiFi and parking included.
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario
Seasonal outdoor pool, pool umbrellas, pool loungers
Tenuta Asmara Luxury Resort

Tenuta Asmara Luxury Resort

Tenuta Asmara Luxury Resort
San Miniato
9.8 out of 10, Exceptional, (19)
Discover Tuscan charm at this San Miniato inn near the train station. After a dip in the seasonal outdoor pool, enjoy a drink at the bar. Rooms include sofa beds and refrigerators, while free breakfast and WiFi enhance your stay near Santuario della Madre dei Bambini.
"Great place at a perfect location (right between Florence and Livorno)"
Germany
Anonymous traveller
The price is NZ$505
includes taxes & fees
8 Jan - 9 Jan 2026
Tenuta Asmara Luxury Resort
Seasonal outdoor pool, pool umbrellas, pool loungers
Le Sodole Country Resort & Golf

Le Sodole Country Resort & Golf

Le Sodole Country Resort & Golf
4.0 star property
Pontedera
9.4 out of 10, Exceptional, (48)
Escape to this countryside spa hotel near Pontedera featuring a 9-hole golf course, local cuisine at Le Sodole restaurant, and rejuvenating treatments. Enjoy the outdoor pool, fitness centre, and bar after exploring nearby Piaggio Museum.
"Definitely off the beaten path, very nice for attending the Theater of Silence "
United States
Raymond
The price is NZ$295
includes taxes & fees
7 Jan - 8 Jan 2026
Le Sodole Country Resort & Golf
Aerial view
Il Borgo Di Villa Castelletti

Il Borgo Di Villa Castelletti

Il Borgo Di Villa Castelletti
3.0 star property
Signa
9.6 out of 10, Exceptional, (354)
Surrounded by Italian countryside near Signa Station, this family-friendly retreat offers a restaurant, bar, and garden. Guests praise the helpful staff and appreciate the free WiFi and parking while exploring nearby Villa Medicea.
"Great staff, brilliant breakfast!"
United Kingdom
John
Il Borgo Di Villa Castelletti
Food court
Leonardo

Leonardo

Leonardo
Vinci
9.6 out of 10, Exceptional, (15)
Set amidst rolling Tuscan hills, this B&B neighbors a golf course in Vinci. Guests enjoy 2 restaurants, an inviting outdoor pool, and complimentary WiFi. Leonardo Museum and Tenuta Santini are just minutes away, with free parking for day trips.
"Lovely location just outside town, great pool, good restaurant, good value breakfast, stylish room with great shower, friendly staff. Would stay again "
United Kingdom
stephen
The price is NZ$175
includes taxes & fees
23 Dec - 24 Dec
Leonardo
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 NZ$168
includes taxes & fees
23 Dec - 24 Dec
Villa il Poggiale - Dimora Storica
2 outdoor pools, pool umbrellas, pool loungers
Borgo Di Colleoli Resort

Borgo Di Colleoli Resort

Borgo Di Colleoli Resort
Palaia
9.0 out of 10, Wonderful, (92)
Surrounded by rolling Tuscan countryside, this Palaia resort invites you to unwind in 2 outdoor pools including a children's pool. Savour Regional specialities at I Secoli restaurant and enjoy drinks at the bar. Free WiFi and parking enhance your stay.
"Gorgeous stay in a beautiful location! "
United Kingdom
Vicki
Borgo Di Colleoli Resort
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 del Monte Hotel Reviews

Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "
Allyson 3-night trip
Posted 3 weeks ago
Hotel Borgo San Luigi

More cheap accommodation in Villa del Monte

Villa Castiglione

Villa Castiglione

Via Colle Ramole 20 Impruneta FI
The price is NZ$136 per night from 23 Dec to 24 Dec
NZ$136
23 Dec - 24 Dec
includes taxes & fees
8.6/10 Excellent! (255 reviews)

Frequently asked questions

What's the best place for a stay in Villa del Monte?
Located 8.3 mi (13.4 km) from the heart of Villa del Monte, Hotel Borgo di Cortefreda Relais is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Fattoria il Milione Agriturismo and Hotel Ristorante Alcide. See all available top hotels, or vacation rentals in Villa del Monte.
What are some of the best holiday rentals that Villa del Monte has to offer?
Villa with large garden in the Chianti hills: This holiday home rental outside of Villa del Monte is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books. See all vacation rentals in Villa del Monte.
If I need to cancel my hotel reservation in Villa del Monte, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If your reservation is non-refundable, you might still have the option to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Villa del Monte.
What are some accommodation options with pools in Villa del Monte?
Hotel Borgo di Cortefreda Relais: Features a children's pool, a seasonal outdoor pool and a full-service spa. Fattoria il Milione Agriturismo and Villa Petriolo are two additional hotels that offer an on-site pool. View all hotels with pools in Villa del Monte.
How is it to stay in Villa del Monte?
Travellers to Villa del Monte will find plenty to explore and enjoy. In Villa del Monte, there are 6 hotels and other accommodation options to choose from. Find out more about Villa del Monte.
What should I see while I'm in Villa del Monte?
Places to visit in the wider area include Casa del Boccaccio, Tenuta Torciano Winery and Vernaccia di San Gimignano Wine Museum. You'll also find Podesta's Palace and Piazza Duomo in the area. Take a look at what more there is to see and do in Expedia's Villa del Monte guide.
What's the seasonal weather in Villa del Monte?
The hottest months are usually August and July, with an average temperature of 23°C, while the coldest months are January and February, with an average of 7°C. Average annual precipitation for Villa del Monte is 1067 mm.

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