Rolling hills, vineyards, and scattered buildings in a hilly landscape.

Castelfiorentino Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Castelfiorentino vacation rentals

Outdoor dining

1. Agriturismo “Fattoria Bellosguardo”, apartment 'mangiatoia'

Agriturismo “Fattoria Bellosguardo”, apartment 'mangiatoia'
Castelfiorentino
The price is ￥14,697
￥29,213 total
includes taxes & fees
Sep 6 - Sep 7
Agriturismo “Fattoria Bellosguardo”, apartment 'mangiatoia'
Exterior

2. DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (2 reviews)
"Super clean, felt brand new with a beaaautiful view on the terrace! Quite a few stairs (heavy luggage :D) but definitely worth it! Sadly we only stayed two nights"
United Kingdom
Celesta
The price is ￥15,553
￥17,471 total
includes taxes & fees
Sep 20 - Sep 21
DomuS Miniato
Superior Mobile Home | Terrace/patio

3. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (89 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
The price is ￥7,430
￥8,717 total
includes taxes & fees
Sep 22 - Sep 23
Camping Boschetto Di Piemma
Balcony

4. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (112 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is ￥16,992
￥24,135 total
includes taxes & fees
Oct 5 - Oct 6
Palazzo al Torrione 2
View from room

5. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is ￥12,614
￥14,238 total
includes taxes & fees
Sep 6 - Sep 7
Chianti Village Morrocco
Property entrance

6. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (103 reviews)
"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...
United States
Nilesh
The price is ￥36,103
￥40,439 total
includes taxes & fees
Oct 5 - Oct 6
Villa il Fedino
Property grounds

7. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
San Gimignano City Centre
9.8 out of 10, Exceptional, (42 reviews)
"Authentic 13th century building with so much character and charm. The room was very unique and opened to a lovely courtyard. The location was great, and very close to the gate. A full Italian breakfast buffet was offered at a reasonable cost. Laundry service was also available. And the hosts were very friendly and helpful."
United States
Marilyn H.
The price is ￥25,802
￥36,507 total
includes taxes & fees
Sep 5 - Sep 6
San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
Restaurant

8. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (264 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is ￥31,606
￥35,310 total
includes taxes & fees
Oct 5 - Oct 6
Relais Villa Olmo
Courtyard

9. I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (170 reviews)
"Beautiful setting, stunning views, incredible pool and gardens and so easy to jump on the bus into the city."
United Kingdom
Jacqui
The price is ￥16,192
￥19,988 total
includes taxes & fees
Sep 20 - Sep 21
I Parigi Corbinelli
Exterior

10. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (85 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is ￥24,468
￥27,821 total
includes taxes & fees
Oct 4 - Oct 5
Antico Borgo il Cardino
Chalet | In-room safe, cribs (surcharge), bed sheets

11. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,727 reviews)
"Clean room and great proximity to town."
United States
KEVIN
The price is ￥12,533
￥15,074 total
includes taxes & fees
Oct 4 - Oct 5
Hu Firenze Camping In Town
Free daily buffet breakfast

12. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is ￥48,100
￥53,637 total
includes taxes & fees
Sep 25 - Sep 26
Terre di Baccio
Breakfast, lunch and dinner served

13. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (38 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is ￥25,779
￥29,083 total
includes taxes & fees
Oct 5 - Oct 6
La Locanda di Pietracupa
Exterior

14. Il Castello di San Ruffino

Il Castello di San Ruffino
Casciana Terme Lari
9.2 out of 10, Wonderful, (36 reviews)
"Really cool experience to stay at a castle. Perfect destination for celebrations."
United States
daniel
The price is ￥16,776
￥19,180 total
includes taxes & fees
Sep 22 - Sep 23
Il Castello di San Ruffino
Classic Townhome, 2 Twin Beds, Non Smoking, Private Bathroom | 1 bedroom, desk, WiFi (free)

15. florence medali rooms

florence medali rooms
Santa Maria Novella
9.2 out of 10, Wonderful, (29 reviews)
"Very clean. The host was very responsive. Would stay here again."
United States
Stephanie
The price is ￥13,928
￥17,497 total
includes taxes & fees
Sep 6 - Sep 7
florence medali rooms
Suite | Egyptian cotton sheets, premium bedding, in-room safe, desk

16. Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1,163 reviews)
"Staff is very friendly and the location is close to everything."
United States
JINGUO
The price is ￥38,418
￥44,799 total
includes taxes & fees
Sep 25 - Sep 26
Palazzo Mannaioni Suites
Superior Double Room, 1 King Bed | Premium bedding, down comforters, in-room safe, desk

17. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (304 reviews)
"Clean room friendly staff definitely be back"
United States
IVAN
The price is ￥22,369
￥27,146 total
includes taxes & fees
Sep 6 - Sep 7
La Torre Del Cestello
Property entrance

18. Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (214 reviews)
"Amazing little hotel , amazing staff ! Will be back"
United States
ANDREW
The price is ￥40,173
￥46,367 total
includes taxes & fees
Sep 6 - Sep 7
Corte Guelfa
Garden

19. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (229 reviews)
"Great location, perfect for 2-3 people. Nice kitchen area, garden sitting area. Recommend!"
United States
Eileen
The price is ￥25,823
￥30,583 total
includes taxes & fees
Sep 7 - Sep 8
Serristori Palace Residence
Laptop workspace, iron/ironing board, WiFi (free)

20. Garibaldi Palace

Garibaldi Palace
Prato
8.8 out of 10, Excellent, (33 reviews)
"Wonderful place, I'd stay again"
Canada
Kaitlyn
The price is ￥12,784
￥26,205 total
includes taxes & fees
Sep 6 - Sep 7
Garibaldi Palace
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 Castelfiorentino Hotel Reviews

Hotel Albani Firenze

Hotel Albani Firenze

10/10 Excellent
"The room was well decorated and very clean. Breakfast was served very nicely and the omelettes were super good. Staff held our luggage for us while our room was getting ready and they moved the luggage to our room once it was ready so when we got back to the hotel everything was set up for us! Such an amazing experience, will definitely come again next time im in Florence!"
Rachel 3-night trip
Posted less than an hour ago
Hotel Albani Firenze

Find out more about Castelfiorentino

Search for holiday rentals in Castelfiorentino on Expedia! You can easily find your home rentals, villas, holiday apartments in Castelfiorentino using one of the methods below:

  • View our selection of featured holiday rentals in Castelfiorentino
  • Use the map to find apartments and other holiday homes in the Castelfiorentino neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Castelfiorentino while they last

Look no further and take a look at our great range of rental properties in Castelfiorentino!

Frequently asked questions

Can I find a vacation rental in Castelfiorentino?

Yes, we give you a choice of vacation rentals near top attractions in Castelfiorentino, or you can choose a secluded option if you want a relaxing place to stay. Our travelers say Castelfiorentino has a good selection of restaurants. Make sure you have time to check out the theaters and wineries during your trip.

What are some of the best vacation home rentals in Castelfiorentino?

Villa La Stella - Casa per Ferie: This vacation home rental outside of Castelfiorentino is located near the airport and has a garden, a library, and air-conditioning to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Castelfiorentino?

Expedia has 10 vacation rentals for your stay in Castelfiorentino.

What can I see and do in Castelfiorentino?

Cultural attractions to visit include Benozzo Gozzoli Museum and Teatro del Popolo. Other popular places to visit in the area include Piazza di Santa Maria Novella and Cathedral of Santa Maria del Fiore.

What are vacation rentals like in Castelfiorentino?

Vacation rentals are privately owned accommodations you can stay in for a few days or a quick weekend in Castelfiorentino. Vacation rentals offer amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for families.