Il Castagno Vacation Rentals from CA $90: Short-Term Rentals for 2026

Q: What are some of the best vacation home rentals in Il Castagno?

Calanchi Apartments : You might want to consider this vacation home rental near Il Castagno, which 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 Il Castagno 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

CA $116 total

includes taxes & fees

Jul 25 - Jul 26

Riserva di Fizzano Residence

Castellina in Chianti

Janet

CA $401 total

includes taxes & fees

Jul 29 - Jul 30

Antica Dimora Leones

Palaia

Brendan

CA $115 total

includes taxes & fees

Jul 15 - Jul 16

Villa il Fedino

San Casciano in Val di Pesa

rose

CA $359 total

includes taxes & fees

Jul 13 - Jul 14

2 outdoor pools, pool umbrellas, sun loungers

La Lunaria di Lajatico

Lajatico

Julia

CA $466 total

includes taxes & fees

Jul 12 - Jul 13

Villa San Filippo

Barberino Tavarnelle

ALEXANDER

CA $142 total

includes taxes & fees

Jul 15 - Jul 16

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Monteriggioni

Alvaro

CA $299 total

includes taxes & fees

Jul 18 - Jul 19

Borgo San Giusto

Empoli

Paul

CA $169 total

includes taxes & fees

Jul 13 - Jul 14

Palazzo Pacini

Colle di Val d'Elsa

John

CA $209 total

includes taxes & fees

Jul 12 - Jul 13

Villa Cattleya

Casciana Terme

Stéphane S.

CA $204 total

includes taxes & fees

Jul 14 - Jul 15

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

San Casciano in Val di Pesa

Raymundo

CA $166 total

includes taxes & fees

Aug 10 - Aug 11

La Ripadoro

Chianni

CA $323 total

includes taxes & fees

Jul 13 - Jul 14

Affittacamere a 20 minuti da Firenze

Empoli

Joshua

CA $112 total

includes taxes & fees

Jul 13 - Jul 14

Chianti Village Morrocco

Barberino Tavarnelle

Chris

CA $158 total

includes taxes & fees

Jul 12 - Jul 13

Room Rent Morrona

Terricciola

CA $105 total

includes taxes & fees

Aug 1 - Aug 2

Antico Borgo il Cardino

San Gimignano

Craig

CA $196 total

includes taxes & fees

Jul 13 - Jul 14

Chianti Craft House Badia a Passignano

Barberino Tavarnelle

Oscar O.

CA $298 total

includes taxes & fees

Jul 13 - Jul 14

Mariani Bed & Breakfast

Castellina in Chianti

Chie

CA $158 total

includes taxes & fees

Jul 25 - Jul 26

Materia Rooms San Gimignano

San Gimignano City Centre

CA $204 total

includes taxes & fees

Jul 25 - Jul 26

Casa Vacanze Le Case

San Gimignano

Jackie

CA $198 total

includes taxes & fees

Aug 1 - Aug 2

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Top Il Castagno Hotel Reviews

Villa I Barronci Resort & Spa

10/10 Excellent

"Fantastic stay. Beautiful location. Very pleasant and helpful staff. Excellent!"

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 Il Castagno

Everything you need to know about Il Castagno 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 Il Castagno vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Il Castagno vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Il Castagno vacation rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Il Castagno vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Il Castagno vacation rentals we have selected for you start as low as CA $90 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Il Castagno rentals

At Expedia, we put the best Il Castagno 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 Il Castagno 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 Il Castagno 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 Il Castagno. 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 Il Castagno?

Yes, there are vacation rentals near top sights in Il Castagno, or you can select a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Il Castagno?

Calanchi Apartments: You might want to consider this vacation home rental near Il Castagno, which 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’s there to see and do in Il Castagno?

Explore the area and family-friendly sights such as Ra-Ma snc, or get out into nature at a spot like Alta Val d'Elsa River Park. In the larger area, you’ll find Monastery of San Vivaldo and Castelfalfi Golf Course.

What’s a vacation rental in Il Castagno like?

Vacation rentals are privately owned properties where you can stay for short or long periods in Il Castagno. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family trip.

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Check prices for these dates

Our top choices for Il Castagno vacation rentals

Affittacamere e Ristorante Ariete

Riserva di Fizzano Residence

Antica Dimora Leones

Villa il Fedino

La Lunaria di Lajatico

Villa San Filippo

Villa Montecastello

Borgo San Giusto

Palazzo Pacini

Villa Cattleya

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

La Ripadoro

Affittacamere a 20 minuti da Firenze

Chianti Village Morrocco

Room Rent Morrona

Antico Borgo il Cardino

Chianti Craft House Badia a Passignano

Mariani Bed & Breakfast

Materia Rooms San Gimignano

Casa Vacanze Le Case

Find vacation rentals that suit your style

Top Il Castagno Hotel Reviews

Villa I Barronci Resort & Spa

Castelfalfi

Mormoraia

Salvadonica - Borgo del Chianti

Hotel Sovestro

Poderi Arcangelo

Hotel Da Vinci

Villa Sabolini

Villa Petriolo

Find out more about Il Castagno

Frequently asked questions

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