Castelfalfi Vacation Rentals from $63: Search Short-Term Rentals

Q: 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.

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Our top choices for Castelfalfi vacation rentals

Affittacamere e Ristorante Ariete

Ponsacco

"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."

Martina

$73 nightly

Aug 14 - Aug 15

Total with taxes and fees

Antica Dimora Leones

Palaia

Brendan

$65 nightly

Jul 15 - Jul 16

Total with taxes and fees

Camping Boschetto Di Piemma

San Gimignano

Anonymous traveler

$54 nightly

Jul 16 - Jul 17

Total with taxes and fees

Chianti Village Morrocco

Barberino Tavarnelle

Chris

$87 nightly

Jul 21 - Jul 22

Total with taxes and fees

Villa San Filippo

Barberino Tavarnelle

ALEXANDER

$107 nightly

Jul 19 - Jul 20

Total with taxes and fees

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Monteriggioni

Alvaro

$186 nightly

Jul 29 - Jul 30

Total with taxes and fees

Sportland

Colle di Val d'Elsa

Giorgio

$50 nightly

Jul 26 - Jul 27

Total with taxes and fees

Comfort Room | Premium bedding, free WiFi

Room Rent Morrona

Terricciola

Marzia

$67 nightly

Aug 1 - Aug 2

Total with taxes and fees

2 outdoor pools, pool umbrellas, sun loungers

La Lunaria di Lajatico

Lajatico

Julia

$388 nightly

Jul 20 - Jul 21

Total with taxes and fees

Deluxe Apartment, 1 Bedroom | Minibar, in-room safe, laptop workspace, soundproofing

Borgo San Giusto

Empoli

Paul

$133 nightly

Jul 19 - Jul 20

Total with taxes and fees

Il Castello di San Ruffino

Casciana Terme Lari

daniel

$109 nightly

Jul 15 - Jul 16

Total with taxes and fees

Antico Borgo il Cardino

San Gimignano

Craig

$140 nightly

Jul 17 - Jul 18

Total with taxes and fees

Villa Cattleya

Casciana Terme

Stéphane S.

$143 nightly

Jul 15 - Jul 16

Total with taxes and fees

Apartment, Patio | Living area | Flat-screen TV

La Ripadoro

Chianni

$221 nightly

Jul 20 - Jul 21

Total with taxes and fees

Palazzo Pacini

Colle di Val d'Elsa

John

$133 nightly

Jul 19 - Jul 20

Total with taxes and fees

B&B Il Moscondoro

Montopoli in Val d'Arno

Davide

$87 nightly

Jul 16 - Jul 17

Total with taxes and fees

La Torre Grossa | In-room safe, desk, laptop workspace, free WiFi

Materia Rooms San Gimignano

San Gimignano City Centre

$119 nightly

Aug 1 - Aug 2

Total with taxes and fees

Il Melograno, Chianti apartment in farmhouse for 4 people with garden

Montespertoli

Affittacamere a 20 minuti da Firenze

Empoli

Joshua

$68 nightly

Jul 19 - Jul 20

Total with taxes and fees

Blueyes House Tuscany

Montespertoli

$158 nightly

Jul 19 - Jul 20

Total with taxes and fees

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Top Castelfalfi Hotel Reviews

Villa I Barronci Resort & Spa

10/10 Excellent

"An amazing place to stay and relax in Florence. Highly recommend if you want a place to relax and away from the crowds . The staff was very respectful, polite and accommodating. Breakfast was amazing especially the chocolate croissants. Great value for the price. Thank you villa I Barronci!"

Castelfalfi

10/10 Excellent

"Possibly the best hotel in the world. Beautiful location, wonderful food and friendly staff who go above and beyond. Our son loved the heated swimming pool and nearby adventure park. The kids club was also great. My wife has food allergies and normally finds it tricky in hotels; however, the staff in every restaurant were able to suggest alternatives and specially prepared dishes for her. Food and wine is wonderful throughout the hotel. Rosmarino restaurant in particular is amazing: try the grilled tuscan chicken with a tomato salad on the side, you won’t regret it! I honestly can’t think of any negatives. We will certainly be back again!"

Mormoraia

10/10 Excellent

"Unforgettable experience! Gorgeous scenery, we spent so much time just relaxing by the stunning pool and taking advantage of the poolside bar. The best hotel breakfast we had in Italy, included daily. The staff were so helpful and kind. They truly go the extra mile. My only minor critique is that the air conditioning was weaker than expected but we were also there during a heat wave! Staff helped remedy the situation with a fan- thank you! We will be back!"

Villa Sabolini

10/10 Excellent

"We came to this hotel unexpectedly and were so happy we found it. The staff are truly exceptional, friendly, attentive, accommodating, effective, welcoming. We arrived due to my wife having emergency surgery in Siena, we were supposed to be in Venice, and this hotel staff went to work making sure we were taken care of. The grounds are stunning as well, an amazing place to recover after surgery. The pool is beautiful and the restaurant is fantastic. I truly have enjoyed each meal I have had. The lunch I ordered of sliced beef with rocket, pecorino and tomato was perfectly cooked and so tasty. The bartender Bruno makes a fantastic Negroni and I have had the chance to taste it with 3 different small gins all from this region. The front office staff from Silvia, Valentina and each person we interacted with have been amazing. We were looking forward to the basset hounds as well, we have seen them lounging about but hope to get to meet them before our stay ends. A wonderful place to stay in the Tuscan countryside, and only a 20 minute drive to Siena."

Find out more about Castelfalfi

Everything you need to know about Castelfalfi vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Castelfalfi vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castelfalfi vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castelfalfi vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castelfalfi. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Castelfalfi in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $63 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Castelfalfi rentals

At Expedia, we put the best Castelfalfi vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Castelfalfi rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castelfalfi vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castelfalfi. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

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Our top choices for Castelfalfi vacation rentals

Affittacamere e Ristorante Ariete

Antica Dimora Leones

Camping Boschetto Di Piemma

Chianti Village Morrocco

Villa San Filippo

Villa Montecastello

Sportland

Room Rent Morrona

La Lunaria di Lajatico

Borgo San Giusto

Il Castello di San Ruffino

Antico Borgo il Cardino

Villa Cattleya

La Ripadoro

Palazzo Pacini

B&B Il Moscondoro

Materia Rooms San Gimignano

Il Melograno, Chianti apartment in farmhouse for 4 people with garden

Affittacamere a 20 minuti da Firenze

Blueyes House Tuscany

Find vacation rentals that suit your style

Top Castelfalfi Hotel Reviews

Villa I Barronci Resort & Spa

Tenuta di Artimino Member of Meliá Collection

Castelfalfi

Mormoraia

Riparbella Country Suite

Salvadonica - Borgo del Chianti

Poderi Arcangelo

Villa Sabolini

Villa Petriolo

Find out more about Castelfalfi

Frequently asked questions

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