Find hotels in Castelfalfi from ฿2,553

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Tonight
16 Dec - 17 Dec
Tomorrow
17 Dec - 18 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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Our top choices for Castelfalfi 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 ฿4,063
฿4,654 total
includes taxes & fees
17 Dec - 18 Dec
Hotel Il Castello
Exterior
Calzaiolo

Calzaiolo

Calzaiolo
2.0 star property
San Casciano in Val di Pesa
8.2 out of 10, Very good, (16)
"Clean and friendly staff. Public transportation is very poor, need to rent a car if you want to be mobile."
United States
Hang
The price is ฿2,254
฿2,553 total
includes taxes & fees
7 Jan - 8 Jan 2026
Calzaiolo
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 ฿4,411
฿4,852 total
includes taxes & fees
4 Jan - 5 Jan 2026
Agriturismo Podere Diacceroni
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, hot tub, 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 ฿3,053
฿3,506 total
includes taxes & fees
17 Dec - 18 Dec
Relais Poggio Borgoni
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
Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, pool loungers
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
Exterior detail
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 ฿4,617
฿5,226 total
includes taxes & fees
7 Jan - 8 Jan 2026
Villa il Fedino
Food and drink
Villa Sestilia

Villa Sestilia

Villa Sestilia
Montaione
9.6 out of 10, Exceptional, (17)
Set in Montaione near Castelfalfi Golf Course, this family-friendly B&B offers 2 outdoor pools including one for children. Enjoy local cuisine at Casa Masi restaurant, play tennis, and unwind at the bar after exploring nearby Castello di Coiano.
"This is a lovely country property, perfect for relaxing and resting"
United States
Christian
The price is ฿4,514
฿5,076 total
includes taxes & fees
18 Dec - 19 Dec
Villa Sestilia
Lunch, dinner served; local cuisine, pool views
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 ฿3,045
฿3,387 total
includes taxes & fees
18 Dec - 19 Dec
Villa il Poggiale - Dimora Storica
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 ฿2,859
฿3,182 total
includes taxes & fees
25 Dec - 26 Dec
Leonardo
Birthday party area
Il Piastrino

Il Piastrino

Il Piastrino
Vinci
9.4 out of 10, Exceptional, (42)
Located next to a golf course, this Vinci farmstay offers 2 restaurants where you can savour Italian cuisine after a swim in the outdoor pool. Visit nearby Leonardo Museum while enjoying free WiFi and parking during your countryside escape.
"Area"
Canada
Donnabelle
The price is ฿2,859
฿3,256 total
includes taxes & fees
25 Dec - 26 Dec
Il Piastrino
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 ฿2,997
฿3,297 total
includes taxes & fees
17 Dec - 18 Dec
Le Mammole
Exterior detail
Agriturismo Streda Wine & Country Holiday

Agriturismo Streda Wine & Country Holiday

Agriturismo Streda Wine & Country Holiday
Vinci
8.6 out of 10, Excellent, (54)
Set among Vinci's vineyards, this charming country retreat offers a seasonal outdoor pool and hot tub for relaxation after wine tasting. The restaurant, terrace, and garden create a true Tuscan escape near Fratelli Taccini and Golf Club Bellosguardo.
"Claudio the owner was very friendly and accommodating. The entire staff made us feel warm and welcome. The property was beautifully situated in the Tuscan hills. We had two dinners at their restaurant. Both were exceptionally delicious. We were fortunate to be there during grape harvesting and to also enjoy some of the best Chianti wine I have ever tasted. I would highly recommend Agriturismo Streda to anyone wanting to tour Tuscany!"
United States
Gregory
Agriturismo Streda Wine & Country Holiday
Terrace/patio
Bellavalle Rooms

Bellavalle Rooms

Bellavalle Rooms
Vinci
10.0 out of 10, Exceptional, (16)
Escape to this serene retreat adjacent to a golf course in Vinci, offering complimentary WiFi and parking. Explore nearby Leonardo Museum while enjoying hiking trails, a garden, and terrace. Just 15 minutes from Empoli Station for day trips.
"Wonderful place !! Highly recommend everyone a stay here. "
Sweden
Kristin
Bellavalle Rooms
Outdoor pool, open 8 AM to 7 PM, pool loungers
Tenuta Decimo

Tenuta Decimo

Tenuta Decimo
San Gimignano
8.2 out of 10, Very good, (47)
Surrounded by the rolling hills of San Gimignano, this charming farm stay offers a tranquil retreat with an outdoor pool and massage services. Enjoy dinner at Locanda del Borgo, sip drinks at the bar, or explore nearby Fattoria Il Palagio Winery and Castelvecchio.
"The amenities are great- pool, spa, wine tasting. The staff are friendly and were very helpful getting reservations set up."
United States
Lindsay
Tenuta Decimo
2 outdoor pools, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers
Borgo san Benedetto

Borgo san Benedetto

Borgo san Benedetto
Montaione
9.4 out of 10, Exceptional, (50)
Immerse yourself in the Tuscan countryside at this colonial hotel with 2 sparkling outdoor pools and a seasonal swimming area. Enjoy regional specialities at Casa Masi restaurant, play tennis, or explore nearby Castelfalfi Golf Course and Castello di Coiano.
"Lovely grounds, beautiful apartment, grocery stores close by, great jumping off point for exploring Tuscany!"
United States
Suzana
Borgo san Benedetto
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Agriturismo Macinatico 1

Agriturismo Macinatico 1

Agriturismo Macinatico 1
San Gimignano
10.0 out of 10, Exceptional, (9)
Discover countryside charm at this farm stay featuring a rooftop terrace and seasonal pool. Explore on-site hiking trails before visiting nearby Tenuta Torciano Winery. Rooms offer convenient refrigerators and microwaves, with free WiFi and parking included.
"Great family vacation home in a beautiful setting. We stayed for 2 weeks with the family and parents and have a wonderful time. Very friendly and helpful staff, clean property, plenty of amenities."
Belgium
Olivier
Agriturismo Macinatico 1
Outdoor pool
Colle Alberti Country House

Colle Alberti Country House

Colle Alberti Country House
Cerreto Guidi
10.0 out of 10, Exceptional, (52)
Unwind at this Cerreto Guidi farm stay featuring a winery for local wine tastings, refreshing outdoor pool, and complimentary breakfast. Just minutes from Medici Villa and Museo della Memoria Locale, with free WiFi and parking for added convenience.
"Amazing experience all around. Friendly attentive staff, great dining experiences and the perfect atmosphere. "
Canada
Steven
The price is ฿3,269
฿3,670 total
includes taxes & fees
21 Dec - 22 Dec
Colle Alberti Country House
Exterior detail
Riparbella Country Suite

Riparbella Country Suite

Riparbella Country Suite
Riparbella
9.2 out of 10, Wonderful, (9)
Tucked into the scenic Italian countryside, this charming hotel offers free WiFi and parking plus daily buffet breakfast. Adventure seekers will love the nearby hiking and mountain biking trails, while La Regola winery awaits just minutes away. Riparbella Station is a quick 10-minute walk.
"Es war alles super. Zu erst hatten wir ein wenig Angst, weil sie nicht so viele Bewertungen haben auch Vorort hatten wir angst weil es sehr abgelegen ist. Doch es war wunder bar. Personal war top die Zimmern waren die besten kn ganz Italien. Wir sind sehr sehr sehr zufrieden und werden immer wieder dort hingehen um abzuschalten. Eine einzige Sache könnte besser sein - Informationen für WIFI sollte im Zimmer ausgehängt werden. Wir mussten nachdem wir angekommen und unsere Pyjamas an hatten...
Germany
Zisan
The price is ฿2,220
฿2,442 total
includes taxes & fees
17 Dec - 18 Dec
Riparbella Country Suite
Food court
Palazzo al Torrione

Palazzo al Torrione

Palazzo al Torrione
San Gimignano City Centre
8.8 out of 10, Excellent, (56)
Romantic B&B situated close to Historical Torture Museum and Museum San Gimignano 1300. This charming accommodation offers free WiFi and daily housekeeping, creating a perfect base for exploring the medieval town's treasures.
"The area of San Gimignano was surprising and beautiful."
United Kingdom
Philip
The price is ฿3,969
฿4,551 total
includes taxes & fees
12 Jan - 13 Jan 2026
Palazzo al Torrione
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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Stay near popular Castelfalfi attractions

Castelfalfi Golf Course

4.5/5 (2 reviews)
Enjoy a round of golf in Castelfalfi at Castelfalfi Golf Course. Discover the beautiful countryside in this relaxing area.
See properties

Top Castelfalfi 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 13 days ago
Hotel Borgo San Luigi
Castelfalfi

Castelfalfi

10/10 Excellent
"Beautiful property "
steven 2-night trip
Posted 1 month ago
Castelfalfi

More cheap stays in Castelfalfi

Calzaiolo

Calzaiolo

Via Cassia Per Siena 32 San Casciano in Val di Pesa FI
The price is ฿2,254 per night from 7 Jan to 8 Jan
฿2,254
฿2,553 total
7 Jan - 8 Jan 2026
includes taxes & fees
8.2/10 Very Good! (16 reviews)

Frequently asked questions

Where is the best place to stay in Castelfalfi?
Based on our traveller data, Castelfalfi is one of the top choices for your stay. This hotel offers a winery and a full-service spa. Other good choices for your visit to the area are Hotel Borgo di Cortefreda Relais and Villa Petriolo. See all available top hotels, or vacation rentals in Castelfalfi.
If I need to cancel my hotel reservation in Castelfalfi, will I receive a refund?
Yes! The majority of room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Castelfalfi.
What's the best family accommodation in Castelfalfi?
Castelfalfi is a hotel with a children's club and 5 restaurants, and it's a top choice on Expedia for families. Also, attractions in the area such as Pasta Martelli and Piscina Comunale Pontedera are fun for children of all ages. Find more child-friendly accommodations in Castelfalfi.
What is the favourite LGBTQ-friendly accommodation in Castelfalfi?
Castelfalfi is a top LGBTQ-friendly hotel that features a winery and a full-service spa. See all available hotels listed as LGBTQ-friendly in Castelfalfi.
What's the best dog-friendly place to stay in Castelfalfi?
Castelfalfi is a top hotel for people travelling with their pets, and offers 5 restaurants and a full-service spa for its human guests. See more pet-friendly hotel accommodations in Castelfalfi.
What's the best luxury place to stay in Castelfalfi?
Castelfalfi is a luxury hotel with a winery and 5 restaurants, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Another upscale choice for your trip is Castelfalfi. Find more luxury hotels in Castelfalfi.
What are some accommodation options with pools in Castelfalfi?
Castelfalfi: Features 5 restaurants, a seasonal outdoor pool and a full-service spa. Hotel Borgo di Cortefreda Relais and Villa Petriolo are two additional hotels that feature an on-site pool. View all hotels with pools in Castelfalfi.
What is the best spa hotel in Castelfalfi?
Castelfalfi is a top luxury spa hotel featuring 5 restaurants, a vineyard, a rooftop terrace and a 24-hour fitness centre. Treat yourself to a facial, body scrub or deep-tissue massage at the on-site spa. See all spa hotels in Castelfalfi.
What is staying in Castelfalfi like?
Visitors can enjoy all that Castelfalfi has to offer, including the golf courses and restaurants. This city also attracts tourists with its relaxing and welcoming setting. In Castelfalfi, there are 23 hotels and other accommodation options to choose from. Find out more about Castelfalfi.
What should I do while I'm visiting Castelfalfi?
A favourite place to visit is Castelfalfi Golf Course. You'll also find Monastery of San Vivaldo and Teatro del Silenzio in the area. Take a look at what more there is to see and do in Expedia's Castelfalfi guide.
What's the seasonal weather like in Castelfalfi?
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 Castelfalfi is 1072 mm.

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