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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Castelfiorentino vacation rentals

An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

1. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (87 reviews)
"Beautiful location, beautiful rooms. Host is very friendly and accommodating."
Australia
James
The price is NT$3,695
NT$4,207 total
includes taxes & fees
Oct 7 - Oct 8
B&B La Fonte del Machiavelli
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

2. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (90 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
The price is NT$1,692
NT$1,968 total
includes taxes & fees
Oct 7 - Oct 8
Camping Boschetto Di Piemma
An open wooden door leading to an outdoor patio with a table and chairs.

3. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (113 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 NT$3,347
NT$4,751 total
includes taxes & fees
Oct 8 - Oct 9
Palazzo al Torrione 2
A water park with a pool, slides, and a wooden deck area.

4. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (108 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is NT$1,531
NT$1,792 total
includes taxes & fees
Oct 7 - Oct 8
hu Firenze Certosa camping in town
A view from a window overlooking a rural landscape with fields and a distant mountain range.

5. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (65 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is NT$4,342
NT$4,954 total
includes taxes & fees
Oct 18 - Oct 19
B&B Palazzo Tortoli
An arched entrance with a lantern above, flanked by two potted plants.

6. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (105 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
The price is NT$7,794
NT$8,716 total
includes taxes & fees
Oct 13 - Oct 14
Villa il Fedino
A courtyard with a stone building featuring an arched entrance, potted plants, and outdoor seating.

7. 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 NT$2,415
NT$3,085 total
includes taxes & fees
Nov 1 - Nov 2
I Parigi Corbinelli
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

8. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (268 reviews)
"Very friendly and clean."
United States
Mohamed
The price is NT$4,441
NT$4,992 total
includes taxes & fees
Oct 21 - Oct 22
Relais Villa Olmo
A dining area with a table set for two, featuring a view of greenery through a window.

9. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (39 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is NT$5,388
NT$6,070 total
includes taxes & fees
Oct 28 - Oct 29
La Locanda di Pietracupa
A modern house with glass walls and a patio area.

10. Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (93 reviews)
"The Marignolle Relais & Charme is absolutely gorgeous. The rooms are beautifully decorated and everything is so clean. The grounds are well maintained and the pool area is stunning. We loved our two day stay and heartily recommend it. Stay here you’ll love it!!!"
Canada
Honey
The price is NT$6,506
NT$7,585 total
includes taxes & fees
Oct 22 - Oct 23
Marignolle Relais and Charme
A hotel room with a bed, a bedside table, a heater, a mirror, and a bathroom with a sink.

11. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,750 reviews)
"The property was very clean and there was so much to do without even leaving it. We stayed there for a few nights only"
Canada
Kseniia
The price is NT$1,750
NT$2,175 total
includes taxes & fees
Nov 4 - Nov 5
Hu Firenze Camping In Town
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

12. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (80 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is NT$8,635
NT$9,641 total
includes taxes & fees
Oct 16 - Oct 17
Terre di Baccio
Reception

13. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (131 reviews)
"Book this for our honeymoon and will definitely come back"
Canada
Kerby
The price is NT$6,191
NT$7,238 total
includes taxes & fees
Nov 1 - Nov 2
Teatro Luxury Apartments Firenze - Starhotels Collezione
A balcony with a glass table, white curtains, and a bottle of champagne.

14. Dimora Bandinelli Firenze

Dimora Bandinelli Firenze
Oltrarno
9.8 out of 10, Exceptional, (190 reviews)
"We had a wonderful experience with hotel owners. Great hospitality, beautiful room, perfect location. Breakfast included, good selection of breakfast options. Highly recommend this place if you’re visiting Florence"
United States
Marat
The price is NT$3,853
NT$4,666 total
includes taxes & fees
Nov 3 - Nov 4
Dimora Bandinelli Firenze
A train station platform with a tram stop, a pedestrian crossing, and a building with a sign reading "QUADRA KEY".

15. Quadra Key Easy Home In Florence

Quadra Key Easy Home In Florence
Florence
8.2 out of 10, Very good, (742 reviews)
"Fantastic location "
Malaysia
Mohd Mydin
The price is NT$2,862
NT$3,576 total
includes taxes & fees
Nov 1 - Nov 2
Quadra Key Easy Home In Florence
A terrace with a table set for breakfast, a chair, and a large umbrella.

16. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (259 reviews)
"Great location with a beautiful view."
United States
Erin
The price is NT$3,905
NT$4,581 total
includes taxes & fees
Nov 1 - Nov 2
Villa La Stella - Casa per Ferie
A room with a dining table, a vase of flowers, a lamp, and a view of a historic building through a window.

17. Mamo Florence - Le Farine Della Signoria Apartments

Mamo Florence - Le Farine Della Signoria Apartments
Historic Centre of Florence
8.8 out of 10, Excellent, (11 reviews)
"Great host, amazing location!"
United States
raxshaaz
The price is NT$4,081
NT$7,235 total
includes taxes & fees
Oct 28 - Oct 29
Mamo Florence - Le Farine Della Signoria Apartments
An open balcony with a table and chairs, a view of a tiled roof, and a door leading to the interior.

18. Bob W Florence Ponte Vecchio

Bob W Florence Ponte Vecchio
Historic Centre of Florence
9.0 out of 10, Wonderful, (264 reviews)
"The property was very clean with everything we needed for a short stay. The location is excellent putting you in easy reach of all the sights and all within a 20 min walk. I would highly recommend."
United Kingdom
Ian
The price is NT$3,151
NT$3,894 total
includes taxes & fees
Nov 5 - Nov 6
Bob W Florence Ponte Vecchio
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

Bernini Palace

Bernini Palace

10/10 Excellent
"Alexandro and Lorenzo were fantastic! Extremely helpful and gracious!"
CHRIS 3-night trip
Posted 6 hours ago
Bernini Palace

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:

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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 9 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 places in town to visit include Castle of Oliveto and Castello di Coiano.

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.