Castelfalfi Holiday Rentals

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Holiday Rentals in Castelfalfi

Chianti Village Morrocco

3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (108)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco

Camping Boschetto Di Piemma

3.0 star property
San Gimignano
8.8 out of 10, Excellent, (85)
"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."
United States
Martha
Camping Boschetto Di Piemma

CHRISTMAS OFFER!10% DISCOUNT! Charming Villa Torre in Chianti, 8ensuite bedrooms

San Casciano in Val di Pesa
10.0 out of 10, Exceptional, (124)
"Our stay at Villa Torre in Chianti was perfecto! The Villa is very comfortable and well kept. The hosts were so delightful and helpful. The meals they prepared were delicious. We would definitely stay again and recommend. "
United States
liz C.
CHRISTMAS OFFER!10% DISCOUNT! Charming Villa Torre in Chianti, 8ensuite bedrooms

Tuscan life style with great view, park,pool,relax,hiking & bike trails

Chianni
9.6 out of 10, Exceptional, (109)
"We had a 10/10 week in beautiful Toscana. We loved the stay. Claudia is a perfect host and and a lovely person. Thank you! The outdoor kitchen with indoor facilities were perfect since we did all our dishes there the whole week. Pool area is beautiful. "
Sweden
Jan L.
Tuscan life style with great view, park,pool,relax,hiking & bike trails

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

San Gimignano
10.0 out of 10, Exceptional, (106)
"Great villa in a lovely location. We (8 adults and 2 children) really enjoyed our trip. It had everything we needed and a beautiful view from the pool! Thank you to Allesandro for helping us book things in the local area too. "
United Kingdom
Catherine T.
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi

Montespertoli
9.4 out of 10, Exceptional, (66)
"Check in smoothHost helpfulBeds comfortable.Perfect for a 2 week vacation for 21 family members.Close to major tourist attractions.Pool area very frequently used,the kids loved it.Evenings spent talking in the court yard were lovely.Chef Loradena's cooking class at the house in the industrial kitchen was a hit with all.P"
United States
Elisabeth R.
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi

san gimignano apartment in historical center, courtyard and fast free wifi

San Gimignano City Centre
9.6 out of 10, Exceptional, (36)
"Great experience in a medieval villa converted to apartments. We were there for one night and enjoyed it very much!"
United States
Matthew E.
The price is NZ$313
includes taxes & fees
2 Dec - 3 Dec
san gimignano apartment in historical center, courtyard and fast free wifi

Castello di Montegufoni

Montespertoli
8.0 out of 10, Very good, (31)
"This was a stunning castle to stay in. The frescoed ceilings were gorgeous. Loved every minute that we were there. The staff were wonderful. The only thing i would recommend is to add a vending machine and maybe to offer pastries in thr morning. "
United States
Cheryl
Castello di Montegufoni

Castello Del Nero - Podere San Filippo

Barberino Tavarnelle
9.8 out of 10, Exceptional, (38)
"Much nicer stay then the rooms at the Como"
United States
Anonymous traveller
Castello Del Nero - Podere San Filippo

Holiday house with private pool and fenced garden

Volterra
10.0 out of 10, Exceptional, (63)
"it was a great holiday, with a beautiful house, beautiful view and a very friendly welcome from Jurgen."
Netherlands
frank l.
Holiday house with private pool and fenced garden

Le Macine, a wonderful ancient restored watermill with Pool

Volterra
9.6 out of 10, Exceptional, (82)
"A lovely stay, good quality air con in bedrooms, Alex is a great host. Make sure you go to one of the meals he hosts because the food was divine. Good location to Volterra, property is right next to a road but gated. "
United Kingdom
Anna W.
Le Macine, a wonderful ancient restored watermill with Pool

Country House & Spa - Inside Nature with panoramic views, Art Surrounded

Volterra
9.8 out of 10, Exceptional, (65)
"Villanovia is as wonderful as it looks online. Marco and Laura are exceptional hosts and took care of us with kindness and made sure our every need was well taken care - we had a lovely stay! Thank you Marco and Laura!"
United States
Sarah R.
Country House & Spa - Inside Nature with panoramic views, Art Surrounded

Beautiful apartment in San Gimignano - RoccaiaCasa'70

San Gimignano
9.8 out of 10, Exceptional, (48)
"We really enjoyed our stay. It was in a very quiet, out of the way picturesque place. Our host was great - had everything we needed and very helpful and great communication. Would definitely recommend and would stay here again. "
Canada
Danielle H.
Beautiful apartment in San Gimignano - RoccaiaCasa'70

Easy Space

2.0 star property
Bientina
8.4 out of 10, Very good, (30)
"We were able to easily check in early & and received friendly helpful service. "
Canada
NADINEM
The price is NZ$213
includes taxes & fees
22 Nov - 23 Nov
Easy Space

Your panoramic house in Tuscany between vineyards and olive groves.

Barberino Val d'Elsa
9.8 out of 10, Exceptional, (43)
"The property was absolutely charming. It really had that homey, Italian, Tuscan charm about it. The kids and my husband loved it too. I wish I had planned for more days there. We didn’t have time to partake in the cooking class or truffle hunting, but I guess that just leaves a reason to come back. The location was great too because it’s in the country away from the busy cities, but a close enough drive to all the various Tuscan sites.The owners were very nice and spoke good enough English....
United States
Gwen L.
Your panoramic house in Tuscany between vineyards and olive groves.

La Casa di Ines

San Gimignano City Centre
9.4 out of 10, Exceptional, (6)
"Love this town. Location is great "
United States
William
The price is NZ$176
includes taxes & fees
19 Dec - 20 Dec
La Casa di Ines

- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi

San Gimignano
10.0 out of 10, Exceptional, (108)
"We Highly recommend this Beautiful Gem. Very convenient to explore nearby villages then return for afternoon swimming. Barbara was an excellent host and chef who prepared some fabulous al fresco dinners for us.We hope to return many times!"
United States
FIONA L.
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

San Gimignano
10.0 out of 10, Exceptional, (113)
"We had a lovely stay at the villa. The villa was comfortable, well furnished and had a beautiful view of San Gimignano. The owner was very helpful and responsive. We will definitely stay there again if we visit San Gimignano."
United States
Alice N.
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

Palazzo Pacini

Colle di Val d'Elsa
9.8 out of 10, Exceptional, (98)
"Such a beautiful gem of a hotel. Steeped in Florentine style. Comfortable and classy. Definitely would recommend "
United States
George
The price is NZ$276
includes taxes & fees
23 Nov - 24 Nov
Palazzo Pacini

Villa San Filippo

4.0 star property
Barberino Tavarnelle
8.4 out of 10, Very good, (40)
"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."
United Kingdom
Andrew
Villa San Filippo
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

Everything you need to know about Castelfalfi holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Castelfalfi holiday rental for you. At Expedia, you can take your pick from private holiday 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 Castelfalfi holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Castelfalfi holiday 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 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 Castelfalfi holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castelfalfi holiday rentals we have selected for you start as low as NZ$176 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Castelfalfi rentals

At Expedia, we put the best Castelfalfi holiday 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 holiday.

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 holiday rentals in Castelfalfi?

Yes, there are holiday rentals close to the most popular sights in Castelfalfi, or you can select a more secluded option if you're looking for a relaxing stay. Castelfalfi is known for its golf courses and restaurants.

What are some of the best holiday rentals that Castelfalfi has to offer?

Casa Vacanze Le Case: This holiday home rental outside of Castelfalfi offers an outdoor pool, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a stovetop and kitchenware can make your holiday run smoothly. You and your friends and family can relax into your holiday with amenities such as a garden.

What can I see and do in Castelfalfi?

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

What are holiday rentals like in Castelfalfi?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castelfalfi. Holiday rentals offer amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for small groups.