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

Castelfiorentino Vacation Rentals

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Castelfiorentino vacation rentals

Outdoor dining

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

Agriturismo “Fattoria Bellosguardo”, apartment 'mangiatoia'
Castelfiorentino
$183 nightly
The price is $187
Sep 3 - Sep 4
Total with taxes and fees
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
$94 nightly
The price is $106
Sep 23 - Sep 24
Total with taxes and fees
DomuS Miniato
Property entrance

3. 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
$254 nightly
The price is $284
Aug 30 - Aug 31
Total with taxes and fees
Villa il Fedino
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
$134 nightly
The price is $153
Sep 6 - Sep 7
Total with taxes and fees
Palazzo al Torrione 2
Superior Mobile Home | Terrace/patio

5. 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
$47 nightly
The price is $55
Sep 29 - Sep 30
Total with taxes and fees
Camping Boschetto Di Piemma
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

6. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very Good, (261 reviews)
"Great location easy access to Firenze"
Canada
Donnie
$68 nightly
The price is $91
Aug 30 - Aug 31
Total with taxes and fees
Fattoria il Milione Agriturismo
Property grounds

7. 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
9.8 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.
$211 nightly
The price is $217
Sep 29 - Sep 30
Total with taxes and fees
san gimignano apartment in historical center, courtyard and fast free wifi
Exterior

8. Lebbiano Residence Bio Resort

Lebbiano Residence Bio Resort
3.0 star property
Scandicci
9.4 out of 10, Exceptional, (23 reviews)
"Vicino a Firenze e quindi alle principali via di scambi, ma in una tranquillità disarmante. Il silenzio è parte integrante della struttura, ma sia chiaro assolutamente positivo. La struttura è ubicata in una zona veramente bella e le stanze sono confortevoli, comode e con la possibilità di cucinare. Infine fatevi coccolare dalla colazione servita in compagnia di uno stupendo gattone rosso e dalla bella Camilla. ;-)"
Italy
Matteo
$226 nightly
The price is $255
Sep 4 - Sep 5
Total with taxes and fees
Lebbiano Residence Bio Resort
Exterior

9. 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
$156 nightly
The price is $178
Aug 30 - Aug 31
Total with taxes and fees
Antico Borgo il Cardino
Property grounds

10. country house with garden ,pool,children's play area ,Tuscany,15 from Florence

country house with garden ,pool,children's play area ,Tuscany,15 from Florence
Toscana
9.8 out of 10, Exceptional, (83 reviews)
"The hostess Sonia was fabulous."
United States
Kim
$247 nightly
The price is $252
Sep 2 - Sep 3
Total with taxes and fees
country house with garden ,pool,children's play area ,Tuscany,15 from Florence
Courtyard

11. 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
$98 nightly
The price is $121
Aug 30 - Aug 31
Total with taxes and fees
I Parigi Corbinelli
Superior Double Room, 1 King Bed | Premium bedding, down comforters, in-room safe, desk

12. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (301 reviews)
"The location and staff is amazing! The room was huge, great AC!!"
United States
Mersiha
$99 nightly
The price is $125
Aug 31 - Sep 1
Total with taxes and fees
La Torre Del Cestello
Restaurant

13. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (263 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
$175 nightly
The price is $196
Aug 30 - Aug 31
Total with taxes and fees
Relais Villa Olmo
Breakfast, lunch and dinner served

14. La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.6 out of 10, Exceptional, (38 reviews)
"Charming and very original. Great warmth from the staff and very helpful. Enjoyed the room and restaurant at and surrounding towns."
Australia
Con
$159 nightly
The price is $180
Sep 29 - Sep 30
Total with taxes and fees
La Locanda di Pietracupa
Property entrance

15. Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (211 reviews)
"The great location, kind service, and beautiful breakfasts! Our room was also ready early and they called drivers for us!"
United States
joseph
$99 nightly
The price is $123
Aug 31 - Sep 1
Total with taxes and fees
Corte Guelfa
Garden

16. 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
$109 nightly
The price is $134
Aug 31 - Sep 1
Total with taxes and fees
Serristori Palace Residence
Premium Studio | Laptop workspace, WiFi (free), bed sheets

17. Bob W Florence Ponte Vecchio

Bob W Florence Ponte Vecchio
Historic Centre of Florence
9.2 out of 10, Wonderful, (249 reviews)
"The location was so nice!"
United States
Rianna
$172 nightly
The price is $203
Sep 4 - Sep 5
Total with taxes and fees
Bob W Florence Ponte Vecchio
Outdoor pool

18. Enjoy breathtaking view and sunsets from the Swimming pool - Casa Magnolia LUNA

Enjoy breathtaking view and sunsets from the Swimming pool - Casa Magnolia LUNA
MORRONA, TERRICCIOLA
10.0 out of 10, Exceptional, (60 reviews)
"Such a wonderful place. Maurizio and Stephania greeted us with a warm welcome and were very knowledgeable about the area and the best routes to Florence, livorno and Pisa. We had such a wonderful week at Luna cottage and it is now so special to us as we got engaged on the terrace. We wished we had booked longer and will definitely be back. Thank you both "
United States
Bethan D.
$231 nightly
The price is $231
Sep 12 - Sep 13
Total with taxes and fees
Enjoy breathtaking view and sunsets from the Swimming pool - Casa Magnolia LUNA
Family Apartment | Living area | 40-inch flat-screen TV with digital channels, TV

19. Appartamenti degli Artisti by Mmega

Appartamenti degli Artisti by Mmega
Historic Centre of Florence
8.6 out of 10, Excellent, (44 reviews)
"We stayed with our children and the space was excellent and the location was close enough to walk to everything. "
United States
Juliet
$168 nightly
The price is $189
Aug 30 - Aug 31
Total with taxes and fees
Appartamenti degli Artisti by Mmega
Outdoor dining

20. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (252 reviews)
"It’s was great"
United States
Rocio
$97 nightly
The price is $116
Aug 31 - Sep 1
Total with taxes and fees
Villa La Stella - Casa per Ferie
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

Starhotels Tuscany

Starhotels Tuscany

10/10 Excellent
"Great location to be close to the airport but also get into the city center of Florence. Tram stop is in front of hotel so very easy to get luggage to airport for 2 euros/adult. Restaurant was great and very accommodating for kids. Room was clean and spacious."
Augustus 1-night trip
Posted 19 hours ago
Starhotels Tuscany

Find out more about Castelfiorentino

Everything you need to know about Castelfiorentino 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 Castelfiorentino 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 Castelfiorentino vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castelfiorentino vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castelfiorentino. 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 Castelfiorentino 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 $60 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 Castelfiorentino rentals

At Expedia, we put the best Castelfiorentino 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 Castelfiorentino 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 Castelfiorentino 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 Castelfiorentino. 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

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.