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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Castelfiorentino vacation rentals

An outdoor dining area with a table set for breakfast, surrounded by greenery and a flowering bush.

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

Agriturismo “Fattoria Bellosguardo”, 'mangiatoia' apartment
Castelfiorentino
Agriturismo “Fattoria Bellosguardo”, 'mangiatoia' apartment
An arched entrance with a lantern above, flanked by two potted plants.

2. 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 AED 833
AED 933 total
includes taxes & fees
2 Oct - 3 Oct
Villa il Fedino
A table with breakfast items and a view of rolling hills.

3. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
United States
Winonah
The price is AED 267
AED 302 total
includes taxes & fees
13 Oct - 14 Oct
Chianti Village Morrocco
A view from a window overlooking a rural landscape with fields and a distant mountain range.

4. 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 AED 481
AED 550 total
includes taxes & fees
23 Oct - 24 Oct
B&B Palazzo Tortoli
An open wooden door leading to an outdoor patio with a table and chairs.

5. 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 AED 391
AED 555 total
includes taxes & fees
2 Oct - 3 Oct
Palazzo al Torrione 2
A narrow alleyway with brick walls, wooden barrels, and potted plants.

6. 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 AED 462
AED 691 total
includes taxes & fees
1 Nov - 2 Nov
San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

7. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is AED 464
AED 518 total
includes taxes & fees
1 Nov - 2 Nov
Palazzo Pacini
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

8. 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 AED 180
AED 210 total
includes taxes & fees
19 Oct - 20 Oct
Camping Boschetto Di Piemma
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

9. 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 AED 498
AED 560 total
includes taxes & fees
1 Nov - 2 Nov
Relais Villa Olmo
A water park with a pool, slides, and a wooden deck area.

10. 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 AED 161
AED 189 total
includes taxes & fees
12 Oct - 13 Oct
hu Firenze Certosa camping in town
A courtyard with a stone building featuring an arched entrance, potted plants, and outdoor seating.

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
The price is AED 282
AED 360 total
includes taxes & fees
1 Nov - 2 Nov
I Parigi Corbinelli
A swimming pool with lounge chairs and a flag.

12. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.2 out of 10, Very good, (266 reviews)
"Great location easy access to Firenze"
Canada
Donnie
The price is AED 212
AED 291 total
includes taxes & fees
1 Nov - 2 Nov
Fattoria il Milione Agriturismo
A modern house with glass walls and a patio area.

13. 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 AED 759
AED 885 total
includes taxes & fees
21 Oct - 22 Oct
Marignolle Relais and Charme
A dining area with a table set for two, featuring a view of greenery through a window.

14. 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 AED 629
AED 709 total
includes taxes & fees
28 Oct - 29 Oct
La Locanda di Pietracupa
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

15. 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 AED 1,096
AED 1,222 total
includes taxes & fees
23 Oct - 24 Oct
Terre di Baccio
Reception

16. 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 AED 593
AED 702 total
includes taxes & fees
1 Nov - 2 Nov
Teatro Luxury Apartments Firenze - Starhotels Collezione
Room

17. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (334 reviews)
"Great location easy to park car with car service they offer"
United States
Joanna
The price is AED 437
AED 539 total
includes taxes & fees
1 Nov - 2 Nov
La Torre Del Cestello
A modern bedroom with a wooden ceiling, a bed with a white headboard, a beige sofa, and a glass-enclosed shower area with marble walls.

18. Residenza La Musa Amarcord

Residenza La Musa Amarcord
Historic Centre of Florence
9.8 out of 10, Exceptional, (178 reviews)
"Very good place. Walkable distance to every where. Clean and large room. Very comfortable."
United States
Yujia
The price is AED 640
AED 754 total
includes taxes & fees
26 Oct - 27 Oct
Residenza La Musa Amarcord
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

19. Palazzo Alfieri Residenza d’epoca

Palazzo Alfieri Residenza d’epoca
Historic Centre of Florence
9.2 out of 10, Wonderful, (840 reviews)
"Beautiful rooms and great location"
Canada
Taylor
The price is AED 928
AED 1,079 total
includes taxes & fees
1 Nov - 2 Nov
Palazzo Alfieri Residenza d’epoca
A balcony with a table, wine glasses, and a bottle, overlooking a historic building with a clock tower and another tower.

20. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (878 reviews)
"great staff. Very accessible and close to very good restaurants and gelaterias."
Canada
Melika
The price is AED 483
AED 581 total
includes taxes & fees
1 Nov - 2 Nov
Relais Piazza Signoria
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

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

10/10 Excellent
"Great spot"
Juan 2-night trip
Posted 4 hours ago
The Social Hub Florence Lavagnini

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.