Photo by Vanessa Sgaravizzi

Castelfiorentino Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jun 30 - Jul 1
Tomorrow
Jul 1 - Jul 2
This weekend
Jul 4 - Jul 6
Next weekend
Jul 11 - Jul 13

Vacation Rentals in Castelfiorentino

Holiday Home 'Villa Dei Fiori' with Private Pool, Private Garden and Wi-Fi
Pool

Holiday Home 'Villa Dei Fiori' with Private Pool, Private Garden and Wi-Fi

The price is ￥622,185
￥663,866 total
includes taxes & fees
Jul 12 - Jul 13
Holiday Home 'Villa Dei Fiori' with Private Pool, Private Garden and Wi-Fi
Modern Eco House among flowers & olives with pool
Pool

Modern Eco House among flowers & olives with pool

The price is ￥33,222
￥44,578 total
includes taxes & fees
Jul 13 - Jul 14
Modern Eco House among flowers & olives with pool
Holiday Home 'Agorà' with Private Terrace and Wi-Fi
Interior

Holiday Home 'Agorà' with Private Terrace and Wi-Fi

The price is ￥54,572
￥65,416 total
includes taxes & fees
Jul 1 - Jul 2
Holiday Home 'Agorà' with Private Terrace and Wi-Fi
Room 'Countryhometuscany - Courtyard' with Shared Pool, Private Terrace and Wi-Fi
Pool

Room 'Countryhometuscany - Courtyard' with Shared Pool, Private Terrace and Wi-Fi

The price is ￥42,170
￥46,645 total
includes taxes & fees
Jul 13 - Jul 14
Room 'Countryhometuscany - Courtyard' with Shared Pool, Private Terrace and Wi-Fi
Apartment 'Country Home In Tuscany' with Shared Pool, Private Terrace and Wi-Fi
Outdoor dining

Apartment 'Country Home In Tuscany' with Shared Pool, Private Terrace and Wi-Fi

The price is ￥83,344
￥91,953 total
includes taxes & fees
Jul 12 - Jul 13
Apartment 'Country Home In Tuscany' with Shared Pool, Private Terrace and Wi-Fi
LaCollinaTuscany between San Gimignano and Volterra near Pisa, Siena & Florence
Exterior

LaCollinaTuscany between San Gimignano and Volterra near Pisa, Siena & Florence

The price is ￥16,272
￥30,171 total
includes taxes & fees
Jul 26 - Jul 27
LaCollinaTuscany between San Gimignano and Volterra near Pisa, Siena & Florence
Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi
Dining

Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi

The price is ￥14,057
￥16,803 total
includes taxes & fees
Jul 20 - Jul 21
Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi
Holiday Home 'Il Mirtillo' with Wi-Fi & A/C
Exterior

Holiday Home 'Il Mirtillo' with Wi-Fi & A/C

10.0 out of 10, Exceptional, (2)
"Great experience to stay there , super cool"
The price is ￥30,510
￥30,510 total
includes taxes & fees
Jul 12 - Jul 13
Holiday Home 'Il Mirtillo' with Wi-Fi & A/C
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
Terrace/patio

APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

The price is ￥45,595
￥72,037 total
includes taxes & fees
Jul 1 - Jul 2
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.
Fridge, microwave, oven, stovetop

Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.

10.0 out of 10, Exceptional, (12)
"Monteriggioni is the perfect location between Siena, San Gimignani, and roads to Chianti. The hosts Marcela, Enzo, and Alessandro really made us feel at home and comfortable. The property is beautiful, quiet, with unforgettable sunsets! Time at the pool is refreshing and relaxing, with beautiful views of the surrounding countryside. The authentic Italian kitchen was perfect for creating your own breakfasts and dinners. The bathrooms with showers have all you need, and the beds are really...
The price is ￥45,595
￥63,392 total
includes taxes & fees
Jul 1 - Jul 2
Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.
Immersed in the magic of Tuscany
Outdoor dining

Immersed in the magic of Tuscany

The price is ￥12,204
￥15,255 total
includes taxes & fees
Jul 1 - Jul 2
Immersed in the magic of Tuscany
Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi
2 bedrooms, free WiFi, bed sheets

Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

10.0 out of 10, Exceptional, (2)
"Schöne Zimmer, Dusche sehr modern und sehr sauber, Fernseher mit Internet-Anschluss sehr gut"
The price is ￥66,974
￥74,549 total
includes taxes & fees
Jul 3 - Jul 4
Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi
Superb "Tuscan" style cottage dominates a magical landscape, welcomes families.
Smart TV

Superb "Tuscan" style cottage dominates a magical landscape, welcomes families.

10.0 out of 10, Exceptional, (1)
"Molto pulito Tutto ordinato Una bellissima casa"
The price is ￥37,290
￥52,545 total
includes taxes & fees
Jul 1 - Jul 2
Superb "Tuscan" style cottage dominates a magical landscape, welcomes families.
Holiday Home 'La Casina Di Borgo Mommialla' with Shared Pool, Wi-Fi and Air Conditioning
Dining

Holiday Home 'La Casina Di Borgo Mommialla' with Shared Pool, Wi-Fi and Air Conditioning

10.0 out of 10, Exceptional, (2)
"Pros: Very warm welcome by the accomodating host who was always helpful with tips for the . Very nice appartment with beautiful view and community pool."
The price is ￥69,764
￥86,810 total
includes taxes & fees
Jul 9 - Jul 10
Holiday Home 'La Casina Di Borgo Mommialla' with Shared Pool, Wi-Fi and Air Conditioning
Holiday Home 'Borgo Mommialla Casa Alessandra' with Shared Pool, Wi-Fi and Air Conditioning
Fridge, microwave, oven, stovetop

Holiday Home 'Borgo Mommialla Casa Alessandra' with Shared Pool, Wi-Fi and Air Conditioning

The price is ￥103,250
￥126,496 total
includes taxes & fees
Jul 9 - Jul 10
Holiday Home 'Borgo Mommialla Casa Alessandra' with Shared Pool, Wi-Fi and Air Conditioning
Medieval tower experience with rooftop, San Gimignano
Interior

Medieval tower experience with rooftop, San Gimignano

10.0 out of 10, Exceptional, (4)
"You can't be shy of small spaces and a lot of stairs. If you are ok with that and are into unique experiences in fairy tale fashion, then stay here and have the private chef dinner at sunset."
The price is ￥94,919
￥118,479 total
includes taxes & fees
Jul 2 - Jul 3
Medieval tower experience with rooftop, San Gimignano
Casa Vacanze Le Case
Outdoor pool

Casa Vacanze Le Case

9.0 out of 10, Wonderful, (7)
"Situata in una posizione ideale per trascorrere un momento di relax accompagnati da una vista eccezionale. Davvero bella location."
The price is ￥18,298
￥20,974 total
includes taxes & fees
Jul 20 - Jul 21
Casa Vacanze Le Case
Two-room apartment in the countryside with private outdoor space "the Tinaio"
Outdoor dining

Two-room apartment in the countryside with private outdoor space "the Tinaio"

The price is ￥10,170
￥20,679 total
includes taxes & fees
Jul 3 - Jul 4
Two-room apartment in the countryside with private outdoor space "the Tinaio"
La TOSCANELLA - Terricciola house -House with garden
2 bedrooms, iron/ironing board, WiFi, bed sheets

La TOSCANELLA - Terricciola house -House with garden

The price is ￥44,070
￥61,054 total
includes taxes & fees
Jul 7 - Jul 8
La TOSCANELLA - Terricciola house -House with garden
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
Fridge, oven, stovetop, dishwasher

Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

10.0 out of 10, Exceptional, (1)
"Pros: Tutto Cons: Niente"
The price is ￥15,255
￥21,101 total
includes taxes & fees
Jul 3 - Jul 4
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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?

QK Costa58 Home Tower: This vacation home rental outside of Castelfiorentino is located in the historical district and offers a terrace, air-conditioning, and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Another good choice for your trip to Castelfiorentino is Lovely Barn with Private Poolnear San Gimignano, between Florence and Siena..

How many vacation rentals are there in Castelfiorentino?

Expedia has 43 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 Uffizi Gallery.

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.