Castelfalfi Vacation Rentals

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Our top choices for Castelfalfi vacation rentals

La Lunaria di Lajatico

La Lunaria di Lajatico
Lajatico
The price is CA $161
CA $276 total
includes taxes & fees
Apr 6 - Apr 7
La Lunaria di Lajatico

Tenuta Cantona

Tenuta Cantona
Casole d'Elsa
The price is CA $238
CA $353 total
includes taxes & fees
Apr 9 - Apr 10
Tenuta Cantona

Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (39 reviews)
"Lovely location and excellent staff. Restaurant on site is amazing! "
United Kingdom
Paul
The price is CA $112
CA $128 total
includes taxes & fees
Apr 2 - Apr 3
Borgo San Giusto

Antica Dimora Leones

Antica Dimora Leones
Palaia
9.0 out of 10, Wonderful, (16 reviews)
"Wonderful and unique place to stay. Staff were terrific. The church bells ring through the night so bring earplugs if you’re a light sleeper!"
Canada
Brendan
The price is CA $92
CA $107 total
includes taxes & fees
Apr 3 - Apr 4
Antica Dimora Leones

Laqua Vineyard

Laqua Vineyard
Terricciola
10.0 out of 10, Exceptional, (12 reviews)
"Love it here. Food was amazing as well! 2 bedroom apartment was perfect. "
United Kingdom
Eisaivan
The price is CA $306
CA $337 total
includes taxes & fees
Apr 8 - Apr 9
Laqua Vineyard

La Ripadoro

La Ripadoro
Chianni
The price is CA $183
CA $249 total
includes taxes & fees
Apr 2 - Apr 3
La Ripadoro

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
The price is CA $229
CA $258 total
includes taxes & fees
Apr 2 - Apr 3
Villa il Fedino

Tuscan House Relax in the heart of the Tuscan countryside

Tuscan House Relax in the heart of the Tuscan countryside
Montespertoli
The price is CA $144
CA $177 total
includes taxes & fees
Apr 2 - Apr 3
Tuscan House Relax in the heart of the Tuscan countryside

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is CA $235
CA $263 total
includes taxes & fees
Apr 3 - Apr 4
Villa Montecastello

Room Rent Morrona

Room Rent Morrona
Terricciola
9.0 out of 10, Wonderful, (6 reviews)
"Ottima struttura "
Italy
Marzia
The price is CA $129
CA $142 total
includes taxes & fees
Apr 2 - Apr 3
Room Rent Morrona

Antica Pieve B&B

Antica Pieve B&B
Barberino Tavarnelle
9.4 out of 10, Exceptional, (14 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is CA $174
CA $230 total
includes taxes & fees
Apr 21 - Apr 22
Antica Pieve B&B

Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is CA $121
CA $178 total
includes taxes & fees
Apr 21 - Apr 22
Borgo Antico Residence

B&B Il Moscondoro

B&B Il Moscondoro
Montopoli in Val d'Arno
8.0 out of 10, Very good, (8 reviews)
"B&b nella campagna toscana, esperienza piacevole, il plus è il silezio totale che ha accompagnato il mio sonno"
Italy
Davide
The price is CA $130
CA $143 total
includes taxes & fees
Apr 2 - Apr 3
B&B Il Moscondoro

Easy Space

Easy Space
2.0 star property
Bientina
8.4 out of 10, Very good, (30 reviews)
"We were able to easily check in early & and received friendly helpful service. "
Canada
NADINEM
The price is CA $130
CA $143 total
includes taxes & fees
Apr 3 - Apr 4
Easy Space

Colle di Val d'Elsa - Siena - Apt Pink - B

Colle di Val d'Elsa - Siena - Apt Pink - B
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (2 reviews)
"The host is excellent. Perfect English and Italian. Thoughtful and great communication. Parking instructions were accurate. The apartment was beautiful and the bed was comfortable. The apartment is walkable to dining and shopping. The street is steep and the nearby medievale hill town is steeper. While we loved walking up to the hill town everyday, we liked the variety of dining and shopping near the apartment."
United States
Tamara C.
The price is CA $111
CA $222 total
includes taxes & fees
Apr 7 - Apr 8
Colle di Val d'Elsa - Siena - Apt Pink - B

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
San Casciano in Val di Pesa
9.4 out of 10, Exceptional, (25 reviews)
"The beautiful place, very comfortable, the incredible attention, the breakfast felt like in Homewith a lot of love We hope to return one day"
Mexico
Raymundo
The price is CA $138
CA $158 total
includes taxes & fees
Apr 14 - Apr 15
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

La Mi Casina Toscana

La Mi Casina Toscana
Palaia
10.0 out of 10, Exceptional, (2 reviews)
"Very clean, owner is accommodating , area is safe "
United States
Lenjen
The price is CA $153
CA $185 total
includes taxes & fees
Apr 2 - Apr 3
La Mi Casina Toscana

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (34 reviews)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
The price is CA $158
CA $179 total
includes taxes & fees
Apr 16 - Apr 17
Tenuta Sant'Ilario

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is CA $128
CA $144 total
includes taxes & fees
Apr 19 - Apr 20
Palazzo Pacini

Apartment/ flat - Palaia

Apartment/ flat - Palaia
Palaia
9.8 out of 10, Exceptional, (29 reviews)
"The apartment is very clean and quite spacious. Elisa is very friendly and helpful. We just loved strolling around the village of Palaia. The small village life was a great experience and we miss it already. Thanks to Elisa!"
France
Isabelle R.
The price is CA $139
CA $173 total
includes taxes & fees
Apr 2 - Apr 3
Apartment/ flat - Palaia
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 Castelfalfi Hotel Reviews

Find out more about Castelfalfi

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Castelfalfi. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Castelfalfi?

Yes, we have vacation rentals close to top attractions in Castelfalfi, or you can select a more remote option if you want a relaxing place to stay. Castelfalfi is known for its golf courses and restaurants.

What are some of the best vacation home rentals in Castelfalfi?

Poggio Puccino Countryhouse: This vacation home rental outside of Castelfalfi is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

What can I see and do in Castelfalfi?

While exploring the area, visit family-friendly sights like Pasta Martelli, or get outside and enjoy nature at Casciana Thermal Baths. In the larger area, you’ll find Castelfalfi Golf Course and Monastery of San Vivaldo.

What are vacation rentals like in Castelfalfi?

Vacation rentals are private properties you can book for several days or more in Castelfalfi. Vacation rentals offer extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip.