Castelfalfi Vacation Rentals

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Nov 16 - Nov 17
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Nov 17 - Nov 18
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Nov 21 - Nov 23
In two weeks
Nov 28 - Nov 30

Vacation Rentals in Castelfalfi

Outdoor pool, pool umbrellas, sun loungers
Chianti Village Morrocco

Chianti Village Morrocco

3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (108)
"Really enjoyed our short stay. The studio has all we needed, and we were given ine with a wraparound balcony with views of the stunning countryside!"
United Kingdom
Heike
$71 nightly
The price is $81
Dec 16 - Dec 17
Total with taxes and fees
Chianti Village Morrocco
2 bars/lounges
Camping Boschetto Di Piemma

Camping Boschetto Di Piemma

3.0 star property
San Gimignano
8.8 out of 10, Excellent, (85)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
Camping Boschetto Di Piemma
Outdoor pool
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

San Casciano in Val di Pesa
10.0 out of 10, Exceptional, (124)
"The accommodations were excellent with plenty of space for our group. The hosts were more than accommodating and helped with rental car arrangements and tour companies. They also were excellent cooks and we enjoyed many meals prepared by them. "
United States
David L.
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Pool
Tuscan life style with great view, park,pool,relax,hiking & bike trails

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

Chianni
9.6 out of 10, Exceptional, (109)
"We have just returned from our wonderful holiday in Tuscany. We were two families with four children aged 4 to 10. The house was very comfortable and well equipped. The pool was just fantastic and enjoyable for both kids and adults. The garden was in full bloom and sitting there was a well-deserved nerve therapy. Some days we just stayed at the pool and enjoyed the sun and peace around, some days we travelled to see all those wonderful little Tuscany villages and towns within an hour-drive from...
United Kingdom
Katerina K.
Tuscan life style with great view, park,pool,relax,hiking & bike trails
Outdoor pool
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

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

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)
"The Leoni Villa is the perfect spot for a family vacation. There were 14 of us from 2 years old to 65 years old and we all had a great time! The rooms are great as well as the grounds which offers lemon, plum and olive trees. The Villa also has a spectacular pool with great views. Marco the caretaker was wonderful and helped us with anything we needed."
United States
Cynthia B.
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
Outdoor pool, an infinity pool
Beautiful apartment in San Gimignano - RoccaiaCasa'70

Beautiful apartment in San Gimignano - RoccaiaCasa'70

San Gimignano
9.8 out of 10, Exceptional, (48)
"Quiet place to stay"
United States
mark e.
Beautiful apartment in San Gimignano - RoccaiaCasa'70
Outdoor dining
san gimignano apartment in historical center, courtyard and fast free wifi

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

San Gimignano City Centre
9.6 out of 10, Exceptional, (36)
"Amazing place with great location "
Canada
ANGELA C.
$186 nightly
The price is $192
Dec 2 - Dec 3
Total with taxes and fees
san gimignano apartment in historical center, courtyard and fast free wifi
Interior detail
Castello di Montegufoni

Castello di Montegufoni

Montespertoli
8.0 out of 10, Very Good, (31)
"Advertised as a stay in castle, given an apartment outside the castle at the car park! Last night of stay and the next morning No hot water! No cleaning for 7 days, no change of the sheets or towels. Tree cutting at 8am. Apartment smells like damp. Cleaners while cleaning other apartments talking loudly like they were arguing. The outside look it is amazing, beautiful scenery!"
United Kingdom
Liridon
Castello di Montegufoni
A heated pool
Holiday house with private pool and fenced garden

Holiday house with private pool and fenced garden

Volterra
10.0 out of 10, Exceptional, (63)
"This property exceeded our expectation and was fantastic. Juergen and Gabi were the best hosts anyone could hope to have when staying abroad. Every recommendation for food, touring or wine tasting was absolutely spot on. We will be back and have already been recommending to our friends and family. "
United States
Todd L.
Holiday house with private pool and fenced garden
Pool
Le Macine, a wonderful ancient restored watermill with Pool

Le Macine, a wonderful ancient restored watermill with Pool

Volterra
9.6 out of 10, Exceptional, (82)
"House was so cute, owner was there when we arrived and was very responsive to any questions. Great location to many of the surrounding towns."
United States
Susan A.
Le Macine, a wonderful ancient restored watermill with Pool
Seasonal outdoor pool, pool umbrellas, sun loungers
Castello Del Nero - Podere San Filippo

Castello Del Nero - Podere San Filippo

Barberino Tavarnelle
9.8 out of 10, Exceptional, (38)
"We loved our stay here. The rooms were clean and updated. All the amenities you need are provided. The pool and the views by it are amazing and the area is quiet. The small town nearby has great food options. Would definitely stay again."
United States
Vincent
Castello Del Nero - Podere San Filippo
Terrace/patio
Country House & Spa - Inside Nature with panoramic views, Art Surrounded

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

Volterra
9.8 out of 10, Exceptional, (65)
"A wonderful house in an outstanding area of natural beauty. Our group had an excellent holiday with the most charming hosts. We will certainly try to repeat the experience."
United Kingdom
Michael M.
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
Duplex | Living area | Flat-screen TV
Easy Space

Easy Space

2.0 star property
Bientina
8.4 out of 10, Very Good, (30)
"Nos dieron una habitación poco limpia y con olor a caño terrible. El baño olía a podrido todo el tiempo. Pedimos que nos cambiaran de habitación pero nunca lo hicieron. No recomiendo este hotel "
Colombia
ANGELA
$92 nightly
The price is $102
Nov 18 - Nov 19
Total with taxes and fees
Easy Space
Exterior detail
La Casa di Ines

La Casa di Ines

San Gimignano City Centre
9.4 out of 10, Exceptional, (6)
"Amazing property and family ! "
Canada
Mary
$114 nightly
The price is $131
Nov 18 - Nov 19
Total with taxes and fees
La Casa di Ines
Pool
Your panoramic house in Tuscany between vineyards and olive groves.

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.
Outdoor pool
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.

San Gimignano
10.0 out of 10, Exceptional, (118)
"My husband and I spent 2 weeks at Villa Iris with our adult children and their spouses. The villa location is ideal and the views are even better in person, just breathtaking. The outdoor space is where we most of our living, and the pool is exceptional. Centrally located to Florence, Siena, Lucca and such easy access to San Gimignano for dinner, we all agreed it was ideal location. The chef services made us feel like royalty! If we can be back, we will! "
United States
maureen f.
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
Outdoor pool
Casa Vacanze Le Case

Casa Vacanze Le Case

San Gimignano
9.0 out of 10, Wonderful, (8)
"Situata in una posizione ideale per trascorrere un momento di relax accompagnati da una vista eccezionale. Davvero bella location."
Italy
Alex
Casa Vacanze Le Case
Outdoor pool
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

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
Property entrance
Palazzo Pacini

Palazzo Pacini

Colle di Val d'Elsa
9.8 out of 10, Exceptional, (98)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
$140 nightly
The price is $157
Nov 23 - Nov 24
Total with taxes and fees
Palazzo Pacini
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

Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany

10/10 Excellent
"Amazing hotel - friendly staff - top of hotel world "
Bingjian 1-night trip
Posted 4 days ago
Castello di Casole, A Belmond Hotel, Tuscany

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 $81 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.

Explore a world of travel with Expedia

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?

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