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Castelfalfi Vacation Rentals

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Our top choices for Castelfalfi vacation rentals

Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (17 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 $103
CA $120 total
includes taxes & fees
Jul 5 - Jul 6
Antica Dimora Leones

Villa Cattleya

Villa Cattleya
Casciana Terme
10.0 out of 10, Exceptional, (1 review)
The price is CA $146
CA $204 total
includes taxes & fees
Jul 3 - Jul 4
Villa Cattleya

Villa Montecastello

Villa Montecastello
Monteriggioni
7.0 out of 10, Good, (2 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is CA $250
CA $279 total
includes taxes & fees
Jul 15 - Jul 16
Villa Montecastello

Affittacamere e Ristorante Ariete

Affittacamere e Ristorante Ariete
Ponsacco
8.8 out of 10, Excellent, (3 reviews)
"This place is a bit further out from Pisa, but we still had a really nice stay and made the most of it. It’s great value for money, which was a big plus. The hotel itself is a little old-fashioned, but honestly, the staff more than made up for it—they were super friendly and welcoming the whole time. The restaurant was also a highlight, with really tasty food that we enjoyed a lot. It’s a good spot if you’ve got a car and want to explore the nearby villages and surrounding area."
United Kingdom
Martina
The price is CA $103
CA $113 total
includes taxes & fees
Jul 18 - Jul 19
Affittacamere e Ristorante Ariete

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (43 reviews)
"Good location between to San Gimignano and Florence, lose to the highway."
United States
ALEXANDER
The price is CA $123
CA $145 total
includes taxes & fees
Jul 7 - Jul 8
Villa San Filippo

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (115 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is CA $100
CA $113 total
includes taxes & fees
Jul 2 - Jul 3
Chianti Village Morrocco

Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.2 out of 10, Wonderful, (10 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is CA $175
CA $201 total
includes taxes & fees
Aug 1 - Aug 2
Casa Vacanze Le Case

Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (42 reviews)
"Lovely location and excellent staff. Restaurant on site is amazing! "
United Kingdom
Paul
The price is CA $215
CA $242 total
includes taxes & fees
Jul 16 - Jul 17
Borgo San Giusto

La Ripadoro

La Ripadoro
Chianni
The price is CA $307
CA $354 total
includes taxes & fees
Jul 2 - Jul 3
La Ripadoro

Room Rent Morrona

Room Rent Morrona
Terricciola
9.0 out of 10, Wonderful, (6 reviews)
"Ottima struttura "
Italy
Marzia
The price is CA $96
CA $105 total
includes taxes & fees
Aug 1 - Aug 2
Room Rent Morrona

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 $298
CA $334 total
includes taxes & fees
Jul 4 - Jul 5
Villa il Fedino

La TOSCANELLA - Terricciola house -House with garden

La TOSCANELLA - Terricciola house -House with garden
Selvatelle
The price is CA $730
CA $940 total
includes taxes & fees
Jul 4 - Jul 5
La TOSCANELLA - Terricciola house -House with garden

Blueyes House Tuscany

Blueyes House Tuscany
Montespertoli
The price is CA $187
CA $248 total
includes taxes & fees
Jul 19 - Jul 20
Blueyes House Tuscany

Affittacamere a 20 minuti da Firenze

Affittacamere a 20 minuti da Firenze
Empoli
8.4 out of 10, Very good, (23 reviews)
"Great location between Florence and Pisa. Also only a 5 minute walk to the train station that will take you to both cities. Great place to stay if looking for something quite and away from the crowds."
United States
Joshua
The price is CA $97
CA $112 total
includes taxes & fees
Jul 6 - Jul 7
Affittacamere a 20 minuti da Firenze

Ancient medieval cottage

Ancient medieval cottage
Vicopisano
The price is CA $94
CA $259 total
includes taxes & fees
Jul 3 - Jul 4
Ancient medieval cottage

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
9.2 out of 10, Wonderful, (27 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 $144
CA $164 total
includes taxes & fees
Jul 17 - Jul 18
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

Il Castello di San Ruffino

Il Castello di San Ruffino
Casciana Terme Lari
9.4 out of 10, Exceptional, (31 reviews)
"Really cool experience to stay at a castle. Perfect destination for celebrations."
United States
daniel
The price is CA $222
CA $250 total
includes taxes & fees
Jul 19 - Jul 20
Il Castello di San Ruffino

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location and beautiful room. Staff weren't that friendly but I think it would have been better if we spoke Italian."
Canada
Sophie
The price is CA $150
CA $214 total
includes taxes & fees
Jul 5 - Jul 6
Palazzo al Torrione 2

50 special apartment

50 special apartment
Pontedera
10.0 out of 10, Exceptional, (1 review)
The price is CA $156
CA $208 total
includes taxes & fees
Jul 4 - Jul 5
50 special apartment

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is CA $70
CA $80 total
includes taxes & fees
Jul 19 - Jul 20
Sportland
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?

Calanchi Apartments: This vacation home rental outside of Castelfalfi offers an outdoor pool, a rooftop terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the garden in this rental home to help you unwind.

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.