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Castelfalfi vacation rentals

Vacation rentals in Castelfalfi by owner — compare homes, condos and cabins, message verified hosts and book direct. See every charge before you pay.

Explore Castelfalfi, set amid the picturesque rolling hills of the Tuscan countryside, offering proximity to Golf Club Castelfalfi, the medieval castle of Monteriggioni, and the vibrant city of Florence. Visitors indulge in wine tours and culinary adventures, enjoy markets and art galleries, and relax at nearby thermal baths. Houfy connects you directly with local hosts in Castelfalfi. Choose from a variety of vacation rentals, including villas, farmhouses, and apartments, with easy access to San Gimignano and Siena. Summer months are ideal for vineyard tours and sampling local Chianti wines.

Recommended Homes in Castelfalfi

Handpicked properties we think you'll love in Castelfalfi.

La Pergola

1 bd·1 ba

La Terrazza

2 bd·3 ba

Wohnung La Loggia

2 bd·3 ba

Why visit Castelfalfi

Discover what makes Castelfalfi a perfect vacation rental destination.

Explore Medieval Castles

Visit the Castelfalfi Castle built in the 8th century.

Castelfalfi Castle offers a glimpse into medieval architecture. Located just in the town center, it's a must-see for history enthusiasts visiting the region.

Tuscan Countryside Views

Stunning landscapes are all around you.

Enjoy hikes and scenic drives through the rolling Tuscan hills. Don't miss the nearby Valdera area, just 10 miles away, for a perfect day trip.

Savor Local Cuisine

Try authentic Tuscan dishes at La Rocca di Castelfalfi.

Indulge in local flavors at La Rocca di Castelfalfi, known for its traditional Tuscan menu. It's located right within the resort area.

World-Class Golfing

Play at the Castelfalfi Golf Club.

Challenge yourself on the prestigious Castelfalfi Golf Course, just 1 mile from the town center. It's perfect for golf enthusiasts of all skills.

Where to stay in Castelfalfi

The best areas and neighborhoods for your vacation rental in Castelfalfi.

Castelfalfi Resort

A luxurious area offering villas and apartments with stunning views and access to golf courses and a spa.

Best for: luxury, golfing, spa relaxation

Montecatini Val di Cecina

A charming village known for its historical mining area and picturesque countryside routes.

Best for: history lovers, nature walks, small-town charm

Volterra

Famous for Etruscan sites and alabaster workshops, Volterra offers a rich cultural experience.

Best for: cultural history, Etruscan heritage, art

Palaia

A quaint village with stunning views, perfect for explorations of rural Tuscan life and vine landscapes.

Best for: vineyard tours, rural exploration

Castelfalfi vacation rentals with free WiFi, air conditioning or kids friendly

Free WiFi, air conditioning, kids friendly and more — every Castelfalfi vacation rental here is listed by a verified host and bookable direct, with the price the host set.

Top attractions in Castelfalfi

All within driving distance of Castelfalfi vacation rentals.

Castelfalfi Castle

An ancient fortress that dominates the town center with its striking medieval architecture. · 0 miles

Valdera

A scenic region known for its beautiful landscapes and vineyards, ideal for a day trip. · 10 miles

La Rocca di Castelfalfi

This restaurant offers authentic Tuscan cuisine and stunning views over the hills. · 0 miles

Castelfalfi Golf Club

A world-class golf course offering challenges for players of all levels. · 1 mile

Volterra

Home to significant Etruscan history and charming streets, perfect for a cultural day out. · 16 miles

Prehistoric Park in Peccioli

A dinosaur-themed park ideal for a fun day with kids and family. · 12 miles

Getting to and around Castelfalfi

Castelfalfi is best accessed by car due to its rural location; nearby airports serve the area well.

Airports
PISA INTERNATIONAL AIRPORT
Located about 37 miles from Castelfalfi, offers flights from major European cities.
FLORENCE AIRPORT
Approximately 36 miles away, providing connections to various national and international destinations.
Driving
CAR RENTAL
Available at Florence and Pisa airports, recommended for exploring the Tuscan countryside.
Biking
BIKE RENTALS
Ideal for short trips around the village and the surrounding countryside trails.

Similar vacation rentals near Castelfalfi

Homes within 60 miles of Castelfalfi, from verified hosts.

Villa dei 2 Ulivi (Abbadia Isola)

6 bd·4 ba
5· 239

€1,642.00 EUR total for 3 nights

Nov 12 – 15, 2026

Al Soffio del Sole | Marina Apartment

1 bd·1 ba
4.82· 11

€418.35 EUR total for 3 nights

Nov 12 – 15, 2026

Al Soffio del Sole | Amalfi Apartment

1 bd·1 ba
5· 15

€335.70 EUR total for 3 nights

Nov 12 – 15, 2026

Bettini House – House with terrace near Florence

2 bd·1 ba
5· 10

€360.00 EUR €306.00 EUR total for 3 nights

Nov 12 – 15, 2026

Casa Ettore - Historic Palazzo

3 bd·3 ba
5· 26

$1,228.00 USD $1,070.50 USD total for 3 nights

Nov 12 – 15, 2026

La Chiave di Sol

1 bd·1 ba
4.88· 43

€403.50 EUR total for 3 nights

Apr 1 – 4, 2027

La Chiave di Sol 2

2 bd·1 ba
5· 21

€463.50 EUR total for 3 nights

Apr 1 – 4, 2027

€558.00 EUR €510.60 EUR total for 3 nights

Jun 1 – 4, 2027

Fronte Mare, Altaluna

2 bd·1 ba
4.75· 4

€260.00 EUR total for 3 nights

Nov 12 – 15, 2026

€180.00 EUR €162.00 EUR total for 3 nights

Nov 12 – 15, 2026

Premium - Orange

1 bd·1 ba
4.5· 2

€563.68 EUR total for 5 nights

Nov 12 – 17, 2026

$355.00 USD total for 7 nights

Nov 12 – 19, 2026

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