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Holiday Rentals in Castelfiorentino

Find the holiday rentals that appeal to you the most

The best holiday rentals in Castelfiorentino

Check out our pick of great holiday rentals in Castelfiorentino

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Villa Niccoli

Castelfiorentino

Featuring lake views, Villa Niccoli provides accommodation with a garden and a balcony, around 49 km from Santa Maria Novella.

D
David
From
United Kingdom
An amazingly generous host, a beautiful house in the most gorgeous place, and everything from the breakfast to the decor to the shampoo and soaps was of the very highest quality.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 116 reviews
Price from
US$104.63
1 night, 2 adults

Villetta dei Lecci

Castelfiorentino

Offering a seasonal outdoor swimming pool and garden view, Villetta dei Lecci is set in Castelfiorentino, 48 km from Strozzi Palace and 48 km from Palazzo Vecchio.

Z
Zsuzsanna
From
Hungary
It’s a very nice location, a bright and clean, family home.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 100 reviews
Price from
US$88.94
1 night, 2 adults

Agriturismo Le Docce

Castelfiorentino

Agriturismo Le Docce is set in Castelfiorentino and features a private pool and garden views. There is a private entrance at the farm stay for the convenience of those who stay.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 34 reviews
Price from
US$151.14
1 night, 2 adults

La Casa Rossa

Coiano (Near Castelfiorentino)

Located within 45 km of Santa Maria Novella and 45 km of Pitti Palace, La Casa Rossa offers rooms with air conditioning and a private bathroom in Coiano.

A
Anette
From
Sweden
La Casa Rossa is a beautiful and peaceful place, made even more special by the amazing hosts, Elonia and Jurgen. They were incredibly kind and helpful, making us feel right at home. The dinner in the evening was absolutely delicious — one of the highlights of our trip. A true hidden gem we’ll never forget!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 289 reviews
Price from
US$73.24
1 night, 2 adults

Podere Sanripoli

Montespertoli (Near Castelfiorentino)

Offering a garden and garden view, Podere Sanripoli is located in Montespertoli, 30 km from Santa Maria Novella and 30 km from Pitti Palace.

I
Ivan
From
Croatia
We enjoyed our stad here, host was amazing.We would love to come again.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 113 reviews
Price from
US$138.35
1 night, 2 adults

Villa Boccaccio

San Gimignano (Near Castelfiorentino)

Located in San Gimignano, 44 km from Piazzale Michelangelo, Villa Boccaccio features accommodation with a hot tub and spa facilities.

R
Richard
From
Canada
We loved everything about this property. It is just like the pictures, beautiful and spacious with stunning outdoor areas. A quick 5-10 min drive to Certaldo where we caught 1hr trains to both Florence and Pisa. Also very close to San Gimignano and Volterra (which was our favourite). We stayed in the 3 level apartment (with hot tub on the top level), which we highly recommend! Our host, Andrea, met us at the property and was very kind and helpful! Thanks again for everything, what a beautiful place to stay and enjoy the countryside. - Katie & Rick
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 141 reviews
Price from
US$571.56
1 night, 2 adults

Antica Torre del Borgo

Certaldo (Near Castelfiorentino)

Located within 37 km of Piazza Matteotti and 44 km of Piazzale Michelangelo, Antica Torre del Borgo provides rooms with air conditioning and a private bathroom in Certaldo.

S
Simon
From
United Kingdom
Loved everything the views, room and breakfast
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 188 reviews
Price from
US$103.47
1 night, 2 adults

Borgo La Casaccia

Montaione (Near Castelfiorentino)

Featuring two seasonal outdoor pools and a sun terrace with BBQ, Borgo La Casaccia is 1.5 km from the centre of Montaione. Offering free WiFi, the property is 30 km from Empoli.

P
Przemysław
From
Poland
swimming pools, perfect localization, Tuscan garden
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 419 reviews
Price from
US$326.19
1 night, 2 adults

B&B Osteria Del Vicario

Certaldo (Near Castelfiorentino)

Situated in Certaldo, in a historic building, 40 km from Piazzale Michelangelo, B&B Osteria Del Vicario is a bed and breakfast with a garden and terrace.

C
Caroline
From
United Kingdom
The location is spectacular, history and beauty along with great hosts and a wonderful restaurant. Views over the Chianti vineyards from the top of the hill surrounded by medieval buildings and wonderful weather who could ask for more.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 465 reviews
Price from
US$115.10
1 night, 2 adults

Borgo San Benedetto

Montaione (Near Castelfiorentino)

Offering two outdoor swimming pools, a tennis court and a restaurant, Borgo San Benedetto offers rooms and apartments in Montaione, a 30-minute drive from San Gimignano.

I
Ioana Cezara
From
Romania
- nice and clean room, beautiful, unique decorum in the whole house where we stayed - very tasty breakfast, nice selection of meats and cheese, delicious pastries - a lot of nature surrounding the place - exceptional Casa Masi restaurant
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 120 reviews
Price from
US$147.05
1 night, 2 adults
All holiday rentals in Castelfiorentino

Most booked holiday rentals in Castelfiorentino and surroundings in the past month

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Popular with guests booking holiday rentals in Castelfiorentino

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 26 reviews

Popular with guests booking holiday rentals in Castelfiorentino

Popular with guests booking holiday rentals in Castelfiorentino

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 54 reviews

Popular with guests booking holiday rentals in Castelfiorentino

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 100 reviews

Popular with guests booking holiday rentals in Castelfiorentino

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 40 reviews

Popular with guests booking holiday rentals in Castelfiorentino

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 151 reviews

Popular with guests booking holiday rentals in Castelfiorentino

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 113 reviews

Popular with guests booking holiday rentals in Castelfiorentino

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 33 reviews

Popular with guests booking holiday rentals in Castelfiorentino

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 69 reviews

Popular with guests booking holiday rentals in Castelfiorentino

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 116 reviews

Holiday Rentals with swimming pools in Castelfiorentino and nearby

La Casa Rossa

Coiano
Swimming pool
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 290 reviews

Located within 45 km of Santa Maria Novella and 45 km of Pitti Palace, La Casa Rossa offers rooms with air conditioning and a private bathroom in Coiano.

From US$72.20 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 189 reviews

Set within 39 km of Santa Maria Novella and 39 km of Pitti Palace in Borsecchio, Torre Rasa provides accommodation with seating area.

From US$166.25 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 107 reviews

Set 36 km from Fortezza da Basso - Convention Center, Tenuta i Massini offers accommodation with a patio, as well as a seasonal outdoor swimming pool and an open-air bath.

From US$148.81 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 355 reviews

With a large outdoor pool and panoramic views over the Tuscan countryside, Podere Benintendi offers free Wi-Fi and air conditioned rooms.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 119 reviews

Offering two outdoor swimming pools, a tennis court and a restaurant, Borgo San Benedetto offers rooms and apartments in Montaione, a 30-minute drive from San Gimignano.

From US$212.58 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 88 reviews

Set in a renovated historical villa from the early 20th century surrounded by a 10-hectare park, Villa Sestilia Guest House is 4 km from Montaione. It offers a swimming pool and a tennis court.

From US$204.56 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 69 reviews

Featuring garden views, Borgo Amarrante in Montaione features accommodation and an open-air bath.

From US$249.96 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 7 reviews

Located in Montespertoli and only 30 km from Piazzale Michelangelo, Nido di Rondine provides accommodation with garden views, free WiFi and free private parking.

From US$220.89 per night

These holiday rentals in Castelfiorentino and nearby have options with free cancellation

Agriturismo Corte Dainelli

Montaione
Free cancellation options available
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 82 reviews

Featuring garden views, Agriturismo Corte Dainelli in Montaione offers accommodation and a garden. The apartment features rooms with air conditioning, free private parking and free WiFi.

From US$104.63 per night

Casa il Castello

Gambassi Terme
Free cancellation options available
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 472 reviews

Housed in a historic building, the recently renovated Casa il Castello offers accommodation with a bar and free WiFi.

From US$93.59 per night

Casa Del Principe

Gambassi Terme
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 1,142 reviews

Located within 49 km of Piazzale Michelangelo and 49 km of Piazza Matteotti in Gambassi Terme, Casa Del Principe provides accommodation with seating area.

From US$81.38 per night

B&B Il Poggetto

Montespertoli
Free cancellation options available
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 18 reviews

Situated just 30 km from Piazzale Michelangelo, B&B Il Poggetto features accommodation in Montespertoli with access to pool with a view, a garden, as well as bicycle parking.

From US$220.89 per night

Casa Anna

San Giovanni a Corazzano
Free cancellation options available
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 132 reviews

Set 40 km from Montecatini Train Station, 50 km from Fortezza da Basso - Convention Center and 50 km from Santa Maria Novella, Casa Anna provides accommodation situated in San Giovanni a Corazzano.

From US$88.78 per night

Villa Milani - Tenuta la Gigliola

Montespertoli
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 4 reviews

Set 30 km from Piazzale Michelangelo, Villa Milani - Tenuta la Gigliola has an outdoor pool, free WiFi, and free private parking for guests who drive. 32 km from Pitti Palace and 32 km from Strozzi...

From US$1,540.63 per night

Fattoria la Gigliola - La Torre

Montespertoli
Free cancellation options available
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 2 reviews

Set 30 km from Piazzale Michelangelo, Fattoria la Gigliola - La Torre has an outdoor pool, free WiFi, and free private parking for guests who drive. 31 km from Pitti Palace and 32 km from Strozzi...

From US$513.54 per night

Fattoria la Gigliola - La Terrazza

Montespertoli
Free cancellation options available
Scored out of 10, guest rating 7.2
Good - What previous guests thought, 7 reviews

Located 30 km from Piazzale Michelangelo, Fattoria la Gigliola - La Terrazza has an outdoor pool, free WiFi, and free private parking for guests who drive. 31 km from Pitti Palace and 32 km from...

From US$616.26 per night

Enjoy breakfast in Castelfiorentino and nearby

Casa Gori

Certaldo
Breakfast options
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 684 reviews

Casa Gori, a property with a terrace, is situated in Certaldo, 41 km from Piazzale Michelangelo, 41 km from Pitti Palace, as well as 42 km from Piazza Matteotti.

From US$82.54 per night
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 188 reviews

Located within 37 km of Piazza Matteotti and 44 km of Piazzale Michelangelo, Antica Torre del Borgo provides rooms with air conditioning and a private bathroom in Certaldo.

From US$126.72 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 466 reviews

Situated in Certaldo, in a historic building, 40 km from Piazzale Michelangelo, B&B Osteria Del Vicario is a bed and breakfast with a garden and terrace.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 138 reviews

Located within 37 km of Montecatini Train Station and 46 km of Fortezza da Basso - Convention Center, Collebrunacchi B&B provides rooms with air conditioning and a private bathroom in San Miniato.

From US$104.63 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Featuring accommodation with a private pool, Holiday Home Tassinaia by Interhome is located in Castelfiorentino. This property offers access to a terrace, free private parking and free WiFi.

Lovely Home In Castelfiorentino -Fi- is located in Castelfiorentino, 45 km from Santa Maria Novella, 45 km from Pitti Palace, and 45 km from Palazzo Vecchio.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 41 reviews

Located in Gambassi Terme, 49 km from Piazza Matteotti, Agriturismo Poggio ai Grilli offers accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a terrace.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2 reviews

Offering barbecue facilities and inner courtyard view, Agriturismo Giulia is located in Castelfiorentino, 36 km from Piazzale Michelangelo and 37 km from Strozzi Palace.

Highly rated holiday rentals in Castelfiorentino and nearby

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 18 reviews

Featuring air-conditioned accommodation with a balcony, Casa Mili Certaldo is located in Certaldo. Free WiFi is provided throughout the property and private parking is available on site.

From US$220.89 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 26 reviews

Set in San Gimignano, I Girasoli San Gimignano Apartments offers accommodation with pool with a view, free WiFi and free private parking for guests who drive.

From US$196.48 per night

Viva House

Montaione
8.0+ review score
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 17 reviews

Located in Montaione, Viva House offers a patio with mountain and pool views, as well as a year-round outdoor pool, solarium and open-air bath.

From US$232.52 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 89 reviews

Situated in Certaldo, 38 km from Piazzale Michelangelo, Casale del Vacanziere features accommodation with pool with a view, free private parking, a fitness centre and an indoor pool.

From US$93.01 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 38 reviews

Offering garden views, Appartamento nella Campagna di Certaldo Il Ciliegio is an accommodation set in Certaldo, 38 km from Pitti Palace and 38 km from Piazza Matteotti.

From US$200.38 per night
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 72 reviews

Offering a garden and garden view, Il Mandorlo nella Campagna di Certaldo is located in Aia Murata, 38 km from Pitti Palace and 38 km from Piazza Matteotti.

From US$214.15 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 16 reviews

Appartamento I Pini, a property with a terrace, is set in Montespertoli, 29 km from Strozzi Palace, 29 km from Santa Maria Novella, as well as 29 km from Pitti Palace.

From US$102.31 per night

Poggio Giulia

Montaione
8.0+ review score
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 227 reviews

Located in Montaione, the recently renovated Poggio Giulia provides accommodation 48 km from Strozzi Palace and 48 km from Santa Maria Novella.

FAQ about holiday rentals in Castelfiorentino

Holiday rentals that guests love in Castelfiorentino

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Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 116 reviews
The B&B had a wonderful little terrace with a table, and we were able to cook in the fully-stocked kitchen and eat our dinner out on the terrace. Also, Sabrina went out of her way to prepare a vegan breakfast for me, which was much appreciated! The villa is a little further from shops and the hustle and bustle of town, which is exactly why we loved it. Just make sure you pop by the local Lidl on your way in.
Guest review by
Tamara
Young couple
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 69 reviews
Fabulous fabulous Great location and beautiful villa on the hill to make your stay memorable - highly recommend as Anna and family so warm and welcoming. Close to Florence and Pisa and close Enoch’s to cinque Terre - wonderful markets Saturday on township - swimming pool kept us cool as weather warmed and very private
Guest review by
Linda
Group