Castelfiorentino, Tuscany Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Castelfiorentino, Tuscany on RentalSaver.com!

Castelfiorentino Rentals

From $1554 per night (USD)
VRBO
Villa in Castelfiorentino with 6 bedrooms sleeps 12
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
HARMONIC EMOTION In a casket of purity at the foot of historic Florence, stands an extraordinary residence: Villa del Du ...
From $1554 per night (USD)
VRBO
From $155 per night (USD)
Expedia
Villa Roberto - Fontanella ,Tuscany
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Charming small independent villa with private pool situated on the hills surrounding the small town of Cambiano, approx. ...
From $155 per night (USD)
Expedia
From $169 per night (USD)
VRBO
Belvilla by OYO Focolare
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Reside amid utter comfort in this rustic farmhouse in the Italian Castelfiorentino for a wonderful holiday with the fami ...
From $169 per night (USD)
VRBO
From $160 per night (USD)
Expedia
Apartment in Chianti with swimming pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Submit yourself to the true beauty of nature in this rural apartment in the Italian Castelfiorentino and enjoy a wonderf ...
From $160 per night (USD)
Expedia
From $193 per night (USD)
VRBO
Podere Boscone 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Typical Tuscan farmhouse surrounded by nature divided into 2 structures, both on 2 levels and of different sizes, to acc ...
From $193 per night (USD)
VRBO
From $193 per night (USD)
Expedia
Podere Boscone 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Typical Tuscan farmhouse surrounded by nature divided into 2 structures, both on 2 levels and of different sizes, to acc ...
From $193 per night (USD)
Expedia
From $216 per night (USD)
VRBO
Podere Boscone 5
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Typical Tuscan farmhouse surrounded by nature divided into 2 structures, both on 2 levels and of different sizes, to acc ...
From $216 per night (USD)
VRBO
From $227 per night (USD)
Expedia
Podere Boscone 4
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Typical Tuscan farmhouse surrounded by nature divided into 2 structures, both on 2 levels and of different sizes, to acc ...
From $227 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Podere Boscone 6
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Typical Tuscan farmhouse surrounded by nature divided into 2 structures, both on 2 levels and of different sizes, to acc ...
From $182 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Podere Boscone 7
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Typical Tuscan farmhouse surrounded by nature divided into 2 structures, both on 2 levels and of different sizes, to acc ...
From $205 per night (USD)
Expedia
From $314 per night (USD)
VRBO
Podere Boscone 8
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Typical Tuscan farmhouse surrounded by nature divided into 2 structures, both on 2 levels and of different sizes, to acc ...
From $314 per night (USD)
VRBO
Click For Pricing
Expedia
Santo Stefano - Barbialla ,Tuscany
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Santo Stefano is a beautiful, brand new villa apartment with a private pool near to Castelfiorentino in Tuscany. There a ...
Click For Pricing
Expedia
$Apartment \My Tuscan Suite\ in the heart of Tuscany | free WiFi, parking$
From $74 per night (USD)
VRBO
Apartment \"My Tuscan Suite\" in the heart of Tuscany | free WiFi, parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
<p>Located in Castelfiorentino, this welcoming apartment lets you experience it all. There's convenient onsite parking, ...
From $74 per night (USD)
VRBO
From $1762 per night (USD)
Expedia
Villa Luce in Tuscany by Fantasia Villas
Bedrooms:
10
Bathrooms:
9
Sleeps:
18
Villa Luce is the perfect place for holidays in Tuscany for groups. The villa with swimming pool near Florence has 9 do ...
From $1762 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Tuscan Romantic chic country house with private pool Villa dei Fiori
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The romantic Villa dei Fiori is perfect for people who would like to relax in a corner of nature. The exclusive swimming ...
From $349 per night (USD)
VRBO
From $665 per night (USD)
Expedia
Holiday Home 'Villa Dei Fiori' with Private Pool, Private Garden and Wi-Fi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The holiday home Villa dei fiori is located in Castelfiorentino and is the ideal accommodation for a relaxing getaway. T ...
From $665 per night (USD)
Expedia
From $95 per night (USD)
VRBO
Holiday home Apartment with air conditioning, Wi-Fi, washing machine and parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
The holiday home built in 1999, was renovated in 2024 and is furnished in a rustic, functional and typical country style ...
From $95 per night (USD)
VRBO
From $971 per night (USD)
Expedia
Villa in Chianti with private pool
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Elegant villa in Chianti in a panoramic position, fenced garden with private pool (exclusive use), playground for childr ...
From $971 per night (USD)
Expedia
Click For Pricing
VRBO
Cottage porta all'olmo
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Benvenuto al Cottage porta all'olmo! La struttura si trova in un borgo medievale che dista 40km da Firenze,Siena, Volte ...
Click For Pricing
VRBO
$\A CASA DI FRANCA\ PRIVATE VILLA IN CHIANTI\nA RURAL REFUGE FOR FAMILIES$
From $396 per night (USD)
Expedia
\"A CASA DI FRANCA\" PRIVATE VILLA IN CHIANTI\nA RURAL REFUGE FOR FAMILIES
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
PRIVATE VILLA IN CHIANTI A RURAL REFUGE FOR FAMILIES This villa in the countryside presents itself as a spacious, recent ...
From $396 per night (USD)
Expedia
From $1500 per night (USD)
VRBO
Villa Santa Virginia By Halldis
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
The property (275 sqm), spread over 2 floors and tastely furnished, can accommodate up to 12 people for a total of 6 bed ...
From $1500 per night (USD)
VRBO
From $1551 per night (USD)
Expedia
Villa La Tabaccaia By Halldis
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The property (90 sqm), spread on one single floor and tastely furnished, can accommodate up to 6 people for a total of 3 ...
From $1551 per night (USD)
Expedia
From $116 per night (USD)
VRBO
Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in Certaldo, the holiday home Sandra House has everything you need for a relaxing holiday. The 70 m² property co ...
From $116 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Podere Vallino in Castelnuovo D'elsa
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
===== Exterior ===== Podere Vallino is a typical Tuscan farmhouse immersed in the tranquility of the Tuscan hills, a fe ...
From $348 per night (USD)
Expedia
From $844 per night (USD)
VRBO
Villa San Miniato Corniano: Iconic 5 Bedrooms Farmhouse with Pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Nestled in the heart of Tuscany, in the picturesque hamlet of San Miniato, world-renowned for its exquisite Truffles, th ...
From $844 per night (USD)
VRBO
From $113 per night (USD)
Expedia
Entire ground floor apartment in quiet hamlet in the center of Tuscany
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
<p>Located in Castelfiorentino, this 2-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the ...
From $113 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Apartment 'Holiday Home In Tuscany' with Mountain View, Private Terrace and Wi-Fi
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
The holiday apartment Holiday Home In Tuscany in Castelfiorentino is the ideal accommodation for a relaxing holiday with ...
From $228 per night (USD)
VRBO
From $106 per night (USD)
Expedia
Casolare Bretulla by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Cosy country house "Casolare Bretulla", detached, surrounded by trees and fields. 3 apartments in the property. 6.5 km f ...
From $106 per night (USD)
Expedia
From $76 per night (USD)
VRBO
Casolare Bretulla by Interhome
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cosy country house "Casolare Bretulla", detached, surrounded by trees and fields. 3 apartments in the property. 6.5 km f ...
From $76 per night (USD)
VRBO
From $194 per night (USD)
Expedia
L' Ulivo by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
House "L'Ulivo". 3 km from the centre of Castelfiorentino, 11 km from the centre of San Miniato, 40 km from the centre o ...
From $194 per night (USD)
Expedia
From $1322 per night (USD)
VRBO
Fonte di Pillo by Interhome
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Very beautiful, comfortable villa "Fonte di Pillo", surrounded by fields and vineyards. Property composed of main house ...
From $1322 per night (USD)
VRBO
From $160 per night (USD)
Expedia
Francigena by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful, cosy country house "Francigena", surrounded by trees and fields. 9 apartments in the residence. 6 km from the ...
From $160 per night (USD)
Expedia
From $249 per night (USD)
VRBO
Francigena by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful, cosy country house "Francigena", surrounded by trees and fields. 9 apartments in the residence. 6 km from the ...
From $249 per night (USD)
VRBO
From $160 per night (USD)
Expedia
Francigena by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful, cosy country house "Francigena", surrounded by trees and fields. 9 apartments in the residence. 6 km from the ...
From $160 per night (USD)
Expedia
From $189 per night (USD)
VRBO
Francigena by Interhome
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful, cosy country house "Francigena", surrounded by trees and fields. 9 apartments in the residence. 6 km from the ...
From $189 per night (USD)
VRBO
From $139 per night (USD)
Expedia
Francigena by Interhome
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful, cosy country house "Francigena", surrounded by trees and fields. 9 apartments in the residence. 6 km from the ...
From $139 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Casolare Bretulla by Interhome
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Cosy country house "Casolare Bretulla", detached, surrounded by trees and fields. 3 apartments in the property. 6.5 km f ...
From $188 per night (USD)
VRBO
From $84 per night (USD)
Expedia
Casolare Bretulla by Interhome
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cosy country house "Casolare Bretulla", detached, surrounded by trees and fields. 3 apartments in the property. 6.5 km f ...
From $84 per night (USD)
Expedia
From $783 per night (USD)
VRBO
Pillo di Sopra by Interhome
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Very cosy, comfortable country house "Pillo di Sopra", surrounded by trees and fields. 4 km from the centre of Gambassi ...
From $783 per night (USD)
VRBO
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Expedia
Torre di Meo by Interhome
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Very old, rustic house "Torre di Meo", 120 m a.s.l., 4 storeys, surrounded by fields and vineyards. In the centre of Cas ...
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Expedia
From $1793 per night (USD)
VRBO
Exclusive, luxurious Villa. Unique location near Certaldo
Bedrooms:
10
Bathrooms:
9
Sleeps:
18
Splendid 19th century villa situated on the top of a hill a few steps from the ancient village of Certaldo and halfway b ...
From $1793 per night (USD)
VRBO
$Lovely apartment for 4 guests with A\/C, WIFI and parking$
From $221 per night (USD)
Expedia
Lovely apartment for 4 guests with A\/C, WIFI and parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Property Casa Del Sole is a nice property (54 sq m) that includes air conditioning and WiFi internet. The property can ...
From $221 per night (USD)
Expedia
From $202 per night (USD)
VRBO
Italian Experience - Casa Del Sole
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Casa del Sole in Corazzano is the perfect retreat for those seeking relaxation and comfort in the heart of the Tuscan co ...
From $202 per night (USD)
VRBO
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Expedia
Vacation Resort Borgo Della Meliana
Bedrooms:
36
Bathrooms:
2
Sleeps:
34
<p>Located in Gambassi Terme, this welcoming apartment lets you experience it all. With convenient onsite parking, you'l ...
Click For Pricing
Expedia
From $134 per night (USD)
VRBO
Spacious Apartment in the Heart of Tuscany
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
<p>Nestled in Castelfiorentino, this 2-bedroom, 2-bathroom apartment brings it all within your reach. Fans of nature and ...
From $134 per night (USD)
VRBO
From $107 per night (USD)
Expedia
Comfortable house immersed in the Florentine Chianti vineyards pets welcome
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A quiet accommodation, in full relaxation, in the green Tuscan countryside. Located in a strategic point 3 km from the v ...
From $107 per night (USD)
Expedia
From $243 per night (USD)
VRBO
PANORAMIC PRIVATE VILLA GELLO with landscaped pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This idyllic villa, stands on top of a hill with breathtaking views of olive groves and vineyards, this is "sublime Tusc ...
From $243 per night (USD)
VRBO
From $118 per night (USD)
Expedia
Amazing Chianti Site Olivo Shared Pool, Castelfiorentino, Italy
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy cultural days out exploring some of Tuscany’s greatest cities or simply unwind and relax by the pool – this charac ...
From $118 per night (USD)
Expedia
From $153 per night (USD)
VRBO
Amazing Chianti Site Olmo Shared Pool, Castelfiorentino, Italy
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy lazy days by the pool, alfresco dining and cultural days out exploring some of Tuscany’s greatest cities – this ch ...
From $153 per night (USD)
VRBO
From $3050 per night (USD)
Expedia
Villa in San Quirico with 5 bedrooms sleeps 10
Bedrooms:
10
Bathrooms:
5
Sleeps:
10
Villa Altini, Tuscany, "Contemporary classic-chic interiors and a spectacular Tuscan landscape for a luxurious retreat ...
From $3050 per night (USD)
Expedia
From $1785 per night (USD)
VRBO
Spectacular villa with view
Bedrooms:
8
Bathrooms:
9
Sleeps:
18
Accomodate up to 18 people. The perfect place for holidays in Tuscany for groups. 9 bedrooms and 9 bathroom Beautiful ...
From $1785 per night (USD)
VRBO
From $177 per night (USD)
Expedia
Amazing Chianti Site Fienile Shared Pool, Castelfiorentino, Italy
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Relax and unwind by the pool, enjoy lazy alfresco meals and cultural days out exploring some of Tuscany’s greatest citie ...
From $177 per night (USD)
Expedia
From $2066 per night (USD)
VRBO
Villa Certaldo Summar
Bedrooms:
10
Bathrooms:
9
Sleeps:
18
Summary: Villa Certaldo is a great villa for large groups of family or friends. It can sleep up to 18 guests in total in ...
From $2066 per night (USD)
VRBO
From $119 per night (USD)
Expedia
Belvilla by OYO Fontana
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Reside comfortably in this rural apartment in the Italian Castelfiorentino for a wonderful holiday with the family. Ther ...
From $119 per night (USD)
Expedia
From $317 per night (USD)
VRBO
La Vecchia Pieve by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful country house "La Vecchia Pieve", 3 storeys, semi-detached, renovated. In a quiet, sunny position on top of a ...
From $317 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Wonderful private villa for 6 people with WIFI, pool, TV, terrace, panoramic view and parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Property Summary La Vecchia Pieve is a beautifully renovated, semi-detached country house with three stories, situated i ...
From $391 per night (USD)
Expedia
From $582 per night (USD)
VRBO
Villa 'Antica Sosta Renai' with Private Pool, Private Terrace and Wi-Fi
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
The villa Antica Sosta Renai is located in Castelfiorentino and is perfect for an unforgettable holiday with your loved ...
From $582 per night (USD)
VRBO
From $538 per night (USD)
Expedia
Cozy home in Castelfiorentino
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Please note that: Bed linen and towels are included in the room rate in 2025. Consumption costs are included in the ...
From $538 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Apartment 'Le Caprine' with Shared Garden, Wi-Fi and Air Conditioning
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Located in Gambassi Terme, the holiday apartment Fattoria le Caprine has everything you need for a relaxing holiday. The ...
From $225 per night (USD)
VRBO

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Castelfiorentino Rentals

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Results: 259 Rentals