
Montespertoli Rentals

- From $971 per night (USD)
VRBO
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)VRBO
- From $120 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 $120 per night (USD)Expedia
- From $170 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 $170 per night (USD)VRBO
- From $447 per night (USD)
Expedia
Stunning private villa for 9 guests with hot tub, WIFI, TV, patio, panoramic view and parking
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Property Summary Immerse yourself in the charm of "Villa il Giglio," a historical single-family house surrounded by lush ...
From $447 per night (USD)Expedia
- From $128 per night (USD)
VRBO
Beautiful villa with pool, WIFI, TV, patio, panoramic view and parking, close to Florence
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Property Summary Il Poggio is a 15th-century country house nestled among trees and fields in Scandicci,Italy, offering a ...
From $128 per night (USD)VRBO
- From $415 per night (USD)
Expedia
Cottage - The Hill Below - Imagine a place just for you
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
<p>Located in Montelupo Fiorentino, this welcoming cottage lets you experience it all. Jump into your car and make short ...
From $415 per night (USD)Expedia
- From $831 per night (USD)
VRBO
Villa Il Colle di Sotto - Imagine a place just for you
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 11
<p>You'll find golfing on site at this pet-friendly villa. With convenient onsite parking, you'll be ready to make the 7 ...
From $831 per night (USD)VRBO
- From $1722 per night (USD)
Expedia
Villa Majolica & Villa Bobolino
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 17
Enjoy glorious valley views from one of your two swimming pools at Villa Majolica and Bobolino, two charming villas set ...
From $1722 per night (USD)Expedia
- From $901 per night (USD)
VRBO
Wonderful private villa with private pool, WIFI, hot tub, A\/C, TV, patio, panoramic view and par...
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Property Summary Villa Silvana is a stunning single-family house located just 3 km from Tavarnelle Val di Pesa. This thr ...
From $901 per night (USD)VRBO
- From $157 per night (USD)
Expedia
Chiara- cozy Chianti lodging with private area
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
located on the ground floor of Casa Fallocchio, CHIARA is an open plan sitting/dining room with kitchen corner (fridge, ...
From $157 per night (USD)Expedia
- From $153 per night (USD)
VRBO
Lovely apartment in villa with pool, WIFI, patio, panoramic view and parking, close to San Gimig...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Agriturismo Vallone a Cabbiavoli is located 5 km (3 mi) from Castelfiorentino, Italy and only 25 km (15 mi) from San Gim ...
From $153 per night (USD)VRBO
- From $161 per night (USD)
Expedia
Lovely apartment in villa with WIFI, pool, panoramic view and parking, close to San Gimignano
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Agriturismo Vallone a Cabbiavoli is located 5 km (3 mi) from Castelfiorentino, Italy and only 25 km (15 mi) from San Gim ...
From $161 per night (USD)Expedia
- From $1698 per night (USD)
VRBO
Wonderful private villa with A\/C, private pool, WIFI, hot tub, TV, terrace, close to San Gimignano
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Castello Vallone a Cabbiavoli is located 6 km (4 mi) from Castelfiorentino, Italy and only 23 km (15 mi) from San Gimign ...
From $1698 per night (USD)VRBO
- From $112 per night (USD)
Expedia
Tuscany Chianti: 20 min to Florence wifi, wine, stunning view.!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Ideally located.Very peaceful. In the heart of Chianti hills,Near to Florence Siena San Gimignano Volterra. A charming s ...
From $112 per night (USD)Expedia
- From $156 per night (USD)
VRBO
Beautiful apartment in villa with pool, WIFI, panoramic view and parking, close to San Gimignano
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Agriturismo Vallone a Cabbiavoli is located 5 km (3 mi) from Castelfiorentino, Italy and only 25 km (15 mi) from San Gim ...
From $156 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Lovely apartment in villa with A\/C, WIFI, pool, panoramic view and parking, close to San Gimignano
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Agriturismo Vallone a Cabbiavoli is located 5 km (3 mi) from Castelfiorentino, Italy and only 25 km (15 mi) from San Gim ...
From $176 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Lovely apartment in villa with pool, WIFI, panoramic view and parking, close to San Gimignano
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Agriturismo Vallone a Cabbiavoli is located 5 km (3 mi) from Castelfiorentino, Italy and only 25 km (15 mi) from San Gim ...
From $179 per night (USD)VRBO
- From $155 per night (USD)
Expedia
Nice apartment in villa with WIFI, pool, patio, panoramic view and parking, close to San Gimignano
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Agriturismo Vallone a Cabbiavoli is located 5 km (3 mi) from Castelfiorentino, Italy and only 25 km (15 mi) from San Gim ...
From $155 per night (USD)Expedia
- From $152 per night (USD)
VRBO
Beautiful apartment in villa with pool, WIFI, panoramic view and parking, close to San Gimignano
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Agriturismo Vallone a Cabbiavoli is located 5 km (3 mi) from Castelfiorentino, Italy and only 25 km (15 mi) from San Gim ...
From $152 per night (USD)VRBO
- From $154 per night (USD)
Expedia
Lovely apartment in villa with pool, WIFI, patio, panoramic view and parking, close to San Gimig...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Agriturismo Vallone a Cabbiavoli is located 5 km (3 mi) from Castelfiorentino, Italy and only 25 km (15 mi) from San Gim ...
From $154 per night (USD)Expedia
- From $141 per night (USD)
VRBO
Apartment 'LEGNAIA' at IL BACIO Farmhouse
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Housed in an old woodshed and restored in traditional Tuscan style, with stone walls and terracotta floors, this apartme ...
From $141 per night (USD)VRBO
- From $142 per night (USD)
Expedia
ALBà in the heart of Tuscany, with garden and pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
<p>A short distance from fishing, hunting, and more, this pet-friendly apartment lets you experience it all. With conven ...
From $142 per night (USD)Expedia
- From $1543 per night (USD)
VRBO
Unique castle in the Chianti region. 6 bedrooms, A\/C, Wi-Fi and swimming pool
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Every building in the Tuscan landscape is pervaded of the many cultures that inhabited it throughout the centuries. Abou ...
From $1543 per night (USD)VRBO
- From $230 per night (USD)
Expedia
The Ladders \"Under the Tuscan Sun\"
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Le Scalette is a 16th century old farm complex. in the Tuscans hills just 10 miles outside of Florence. It has been comp ...
From $230 per night (USD)Expedia
- From $1695 per night (USD)
VRBO
Villa Collarina B: An elegant and welcoming two-story ancient tuscan country house surrounded by the greenery, with Free WI-FI.
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 11
Villa Collarina B is an elegant and welcoming two-story ancient tuscan country house surrounded by the greenery. It slee ...
From $1695 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Fienile (4+2) beautiful apartment with pool in Chianti between Florence and Siena
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
<p>A short distance from ecotours, birdwatching, and more, this family-friendly vacation home lets you experience it all ...
From $206 per night (USD)Expedia
- From $774 per night (USD)
VRBO
Villa with pool in the Chianti hills between Florence and Siena 14 people
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 14
Family-friendly farm stay with an outdoor pool and a hot tub This farm stay features an outdoor pool, a hot tub, and con ...
From $774 per night (USD)VRBO
- From $234 per night (USD)
Expedia
Apartment With Private Pool framed with stunning view
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
AGRITURISMO GIULIA Apartment converted from an old furnace with ceiling "a volte" made with bricks and floorsmade with ...
From $234 per night (USD)Expedia
- Click For Pricing
VRBO
VILLA BORRI COUNTRY SUITES - APP. TO 9
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Public transport to Florence and Siena is 150 meters from the house, while if you want to reach Florence by car, the cen ...
Click For PricingVRBO
- From $317 per night (USD)
Expedia
Il Girasole is a cosy 2 bedroom holiday villa in Tuscany with private pool and panoramic view of...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Il Girasole is located close to the main villa, (where he landlords live), but has a completely independent position. Th ...
From $317 per night (USD)Expedia
- From $184 per night (USD)
VRBO
2bedrooms apartment with pool in the Chianti area, organic farm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Torre is located on the first floor of Casa Fallocchio. This large apartment has 2 double rooms (one is the tower bedroo ...
From $184 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Timo - Vacation Rental with swimming pool in Chianti, Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lovely apartments with swimming pool, located in the Tuscan countryside, 35km from Florence. The property is composed of ...
From $195 per night (USD)Expedia
- From $512 per night (USD)
VRBO
Private villa with unique view in the Chianti area. Infinity pool with Jacuzzi!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A charming old barn, perfectly located, exquisitely renovated and with breath taking 360° views. The owners of Villa Mo ...
From $512 per night (USD)VRBO
- From $323 per night (USD)
Expedia
Glicini 3 - Holiday Rental with swimming pool on the hills of Chianti, Tuscany
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Former barn which was carefully restored preserving its original architectural features, situated in quiet location on t ...
From $323 per night (USD)Expedia
- From $251 per night (USD)
VRBO
Glicini 2 - Holiday Rental with swimming pool on the hills of Chianti, Tuscany
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Former barn which was carefully restored preserving its original architectural features, situated in quiet location on t ...
From $251 per night (USD)VRBO
- From $149 per night (USD)
Expedia
Glicini 1 - Holiday Rental with swimming pool on the hills of Chianti, Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Former barn which was carefully restored preserving its original architectural features, situated in quiet location on t ...
From $149 per night (USD)Expedia
- From $259 per night (USD)
VRBO
Corbezzolo - Vacation Rental with swimming pool in Chianti, Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Lovely apartments with swimming pool, located in the Tuscan countryside, 35km from Florence. The property is composed of ...
From $259 per night (USD)VRBO
- From $259 per night (USD)
Expedia
Giaggiolo - Vacation Rental with swimming pool in Chianti, Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Lovely apartments with swimming pool, located in the Tuscan countryside, 35km from Florence. The property is composed of ...
From $259 per night (USD)Expedia
- From $259 per night (USD)
VRBO
Melissa - Vacation Rental with swimming pool in Chianti, Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Lovely apartments with swimming pool, located in the Tuscan countryside, 35km from Florence. The property is composed of ...
From $259 per night (USD)VRBO
- From $259 per night (USD)
Expedia
Tamerice - Vacation Rental with swimming pool in Chianti, Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Lovely apartments with swimming pool, located in the Tuscan countryside, 35km from Florence. The property is composed of ...
From $259 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Ginepro - Vacation Rental with swimming pool in Chianti, Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lovely apartments with swimming pool, located in the Tuscan countryside, 35km from Florence. The property is composed of ...
From $179 per night (USD)VRBO
- From $259 per night (USD)
Expedia
Lentisco - Vacation Rental with swimming pool in Chianti, Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Lovely apartments with swimming pool, located in the Tuscan countryside, 35km from Florence. The property is composed of ...
From $259 per night (USD)Expedia
- From $244 per night (USD)
VRBO
Glicini 3, holiday home with pool 30' from Florence
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to I Glicini, a corner of paradise in the heart of Chianti. Nestled among the rolling Tuscan hills and surround ...
From $244 per night (USD)VRBO
- From $138 per night (USD)
Expedia
Glicini 1, holiday home with pool 30' from Florence
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to I Glicini, a corner of paradise in the heart of Chianti. Nestled among the rolling Tuscan hills and surround ...
From $138 per night (USD)Expedia
- From $96 per night (USD)
VRBO
Belvilla by Oyo Prato
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Authentic apartment in a farmhouse, located in Castelfiorentino. It comes with a shared swimming pool surrounded by gree ...
From $96 per night (USD)VRBO
- From $128 per night (USD)
Expedia
Belvilla by OYO Camino
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
Resting in the Tuscan hills and atmosphere, this is a 1-bedroom holiday home in San Casciano in Val di Pesa. The holiday ...
From $128 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Belvilla by OYO Loggia
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Our endless passion for Tuscany and wine inspires us to do our best to welcome tourists from all over the world, offerin ...
From $174 per night (USD)VRBO
- From $341 per night (USD)
Expedia
Belvilla by OYO Cozy Holiday home with BBQ
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 9
Tastefuly preserved in Tuscan style, this is a holiday home with 3 bedrooms in San Casciano in Val di Pesa. The holiday ...
From $341 per night (USD)Expedia
- From $84 per night (USD)
VRBO
The House of Swallows
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
<p>Located in Montelupo Fiorentino, this welcoming apartment lets you experience it all. With convenient onsite parking, ...
From $84 per night (USD)VRBO
- From $856 per night (USD)
Expedia
Chianti family villa, 5 bedrooms, infinity pool, A\/C, EV charger, BBQ, 360° view
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Altipertoli is an historic residence in a superb location, ideal for both a peaceful family gathering and for an active ...
From $856 per night (USD)Expedia
- From $1221 per night (USD)
VRBO
Holiday villa in the Chianti near Florence and Siena
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
This beautiful, spacious, traditional Italian vacation villa is set in a wonderfully quiet position halfway between Flor ...
From $1221 per night (USD)VRBO
- From $873 per night (USD)
Expedia
Villa Feudo, incredible villa with private pool and park, located in Cerbaia, in the Tuscan coun...
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Located in Cerbaia, Villa Feudo is a beautiful farmhouse with a private pool. The villa is surrounded by tall cypress t ...
From $873 per night (USD)Expedia
- From $120 per night (USD)
VRBO
\"PERGOLA\" 'ROMANTIC APARTMENT IN CHIANTI in the center of TUSCANY
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
In the Chianti region, nestled between rolling hills of vineyards and olive groves, is the 'Il Bacio' farmhouse of Sonia ...
From $120 per night (USD)VRBO
- From $147 per night (USD)
Expedia
Lovely apartment with WIFI, pool, A\/C, panoramic view and parking, close to Greve In Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Former barn which was carefully restored preserving its original architectural features, situated in quiet location on t ...
From $147 per night (USD)Expedia
- From $911 per night (USD)
VRBO
Tenuta Cambiano - Holiday Villa Rental with swimming pool in Chianti, Tuscany
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 17
Beautiful property with swimming pool and tennis court located roughly 40km from Florence. The property is a part of a ...
From $911 per night (USD)VRBO
- From $248 per night (USD)
Expedia
Nice apartment with WIFI, pool, A\/C, panoramic view and parking, close to Greve In Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Former barn which was carefully restored preserving its original architectural features, situated in quiet location on t ...
From $248 per night (USD)Expedia
- From $318 per night (USD)
VRBO
Cosy apartment with WIFI, pool, A\/C, panoramic view and parking, close to Greve In Chianti
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Former barn which was carefully restored preserving its original architectural features, situated in quiet location on t ...
From $318 per night (USD)VRBO
- From $1366 per night (USD)
Expedia
3th Century Castle Retreat with Private Pool, AC, and Dedicated Staff
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Embark on a journey to the enchanting Cabbiavoli Estate, just 30 km from Florence and 50 km from Pisa or Siena. This exq ...
From $1366 per night (USD)Expedia
- From $102 per night (USD)
VRBO
Belvilla by OYO Lago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
You are most welcome to stay in this rural apartment in the Italian Castelfiorentino for a wonderful holiday with the fa ...
From $102 per night (USD)VRBO
- From $254 per night (USD)
Expedia
Beautiful apartment for 4 people with A\/C, WIFI, pool, TV and parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Lovely apartments with swimming pool, located in the Tuscan countryside, 35km from Florence. The property is composed of ...
From $254 per night (USD)Expedia
- From $193 per night (USD)
VRBO
Beautiful apartment for 2 people with A\/C, pool, WIFI, TV and parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lovely apartments with swimming pool, located in the Tuscan countryside, 35km from Florence. The property is composed of ...
From $193 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Cosy apartment for 2 guests with pool, WIFI, A\/C, TV and parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lovely apartments with swimming pool, located in the Tuscan countryside, 35km from Florence. The property is composed of ...
From $176 per night (USD)Expedia
- From $726 per night (USD)
VRBO
Archipettoli - a historical manor house with stunning panoramic views
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Archipettoli state (of Sotto) is located between Florence and Siena, in the heart of Chianti. Its oldest part dates fro ...
From $726 per night (USD)VRBO
- From $254 per night (USD)
Expedia
Nice apartment for 4 guests with WIFI, pool, TV and parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Lovely apartments with swimming pool, located in the Tuscan countryside, 35km from Florence. The property is composed of ...
From $254 per night (USD)Expedia
- From $176 per night (USD)
VRBO
Lovely apartment for 2 people with pool, WIFI, TV and parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lovely apartments with swimming pool, located in the Tuscan countryside, 35km from Florence. The property is composed of ...
From $176 per night (USD)VRBO
- From $193 per night (USD)
Expedia
Beautiful apartment for 2 guests with A\/C, WIFI, pool, TV and parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lovely apartments with swimming pool, located in the Tuscan countryside, 35km from Florence. The property is composed of ...
From $193 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Leccio - Vacation Rental with swimming pool in Chianti, Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lovely apartments with swimming pool, located in the Tuscan countryside, 35km from Florence. The property is composed of ...
From $179 per night (USD)VRBO
- From $259 per night (USD)
Expedia
Lavanda - Vacation Rental with swimming pool in Chianti, Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Lovely apartments with swimming pool, located in the Tuscan countryside, 35km from Florence. The property is composed of ...
From $259 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Beautiful apartment for 4 guests with pool, WIFI, TV and parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Lovely apartments with swimming pool, located in the Tuscan countryside, 35km from Florence. The property is composed of ...
From $254 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Mirto - Vacation Rental with swimming pool in Chianti, Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lovely apartments with swimming pool, located in the Tuscan countryside, 35km from Florence. The property is composed of ...
From $195 per night (USD)Expedia
- From $141 per night (USD)
VRBO
BLU 2 - apartment in Chianti wine farm with pool use
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Large elegant apartment located on the first floor of Fallocchio house. BLU4 has 1 large bedroom, 1 bathroom, 1 living r ...
From $141 per night (USD)VRBO
- From $151 per night (USD)
Expedia
BLU2 - cozy apartment in the Chianti area with pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Tastefully furnished with 1 large double bedroom, a living room with kitchenette and dining area, 1 bathroom. The apart ...
From $151 per night (USD)Expedia
- From $180 per night (USD)
VRBO
Wonderful private villa for 6 guests with A\/C, WIFI, pool, TV, terrace and parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Property Summary House "L'Ulivo" is a stunning vacation rental property located just 3 kilometers from the center of Cas ...
From $180 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Casa Cassiodoro E: A welcoming two-story ancient tuscan country house surrounded by vineyards and olive groves, with Free WI-FI.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Casa Cassiodoro E is a welcoming two-story ancient tuscan country house surrounded by vineyards and olive groves. It sle ...
From $200 per night (USD)Expedia
- From $228 per night (USD)
VRBO
Casa Cassiodoro C: A welcoming apartment surrounded by meadows and by green hills, with Free WI-FI.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Casa Cassiodoro C is a welcoming apartment surrounded by meadows and by green hills. It sleeps six people. It is approxi ...
From $228 per night (USD)VRBO
- From $727 per night (USD)
Expedia
HISTORICAL RESIDENCE CHIANTI private swimming pool 30 km from FLORENCE
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 14
In the heart of Chianti, located on a small hill and surrounded by a two-hectare park with a splendid panorama and priva ...
From $727 per night (USD)Expedia
- Click For Pricing
VRBO
Castello Lorenzo, Heart of Tuscany, Renaissance Villa with Pool
- Bedrooms:
- 11
- Bathrooms:
- 13
- Sleeps:
- 24
Castello Lorenzo is all you could ask for in an historic villa for a truly exceptional Tuscany Holiday for family and/or ...
Click For PricingVRBO
- From $563 per night (USD)
Expedia
Villa Salivolpe - on top of a Chianti hill - Private swimming pool
- Bedrooms:
- 8
- Bathrooms:
- 9
- Sleeps:
- 16
The villa spreads into 3 independent non- communicating apartments, each one with an independent entrance. The apartment ...
From $563 per night (USD)Expedia
- From $899 per night (USD)
VRBO
Stunning private villa with private pool, WIFI, sauna, hot tub, TV, terrace, panoramic view, parking
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 17
Beautiful property with swimming pool and tennis court located roughly 40km from Florence. The property is a part of a ...
From $899 per night (USD)VRBO
- From $1438 per night (USD)
Expedia
Castello di Renai is a wonderful historical castle in Tuscany for rent, located near the ancient...
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Located in the Tuscan countryside, Castello di Renai is a magnificent property just 30' away from Florence. Surrounded b ...
From $1438 per night (USD)Expedia
- From $133 per night (USD)
VRBO
The country house in the middle of a small green valey
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
CASA DEGLI OLMI (House of the elms) in the heart of the tuscany countryside at just a few kilometres from Florence,Pisa, ...
From $133 per night (USD)VRBO
- Click For Pricing
Expedia
Torretta Villa Borri Chianti Classico
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The apartment is the Torretta of an eighteenth-century villa located in a village of the fifteenth century immersed in t ...
Click For PricingExpedia
- From $100 per night (USD)
VRBO
House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Situated in a rural area, this welcoming vacation home brings all of San Casciano in Val di Pesa within your reach. J ...
From $100 per night (USD)VRBO
- From $105 per night (USD)
Expedia
Lovely apartment in villa with pool, WIFI, TV, patio, pets allowed, panoramic view and parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Property Summary Casolare Bretulla is a charming country house located in a serene location surrounded by fields and tre ...
From $105 per night (USD)Expedia
- Click For Pricing
VRBO
La Vecchia Pieve by Interhome
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
This old rural house, carefully renovated, is located in the countryside, in the middle of vineyards and olive trees. Be ...
Click For PricingVRBO
- From $506 per night (USD)
Expedia
CHARMING DETACHED VILLA WITH A LARGE GARDEN, PRIVATE POOL AND STUNNING VIEW
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 12
A lovely, comfortable house [200m2] situated in a wonderful hilltop position,reached by a private road and surrounded by ...
From $506 per night (USD)Expedia
- From $113 per night (USD)
VRBO
Il Poggio by Interhome
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
San Vincenzo a Torri 2 km from Ginestra Fiorentina: Near Florence, ideally situated for excursions to the most important ...
From $113 per night (USD)VRBO
- From $413 per night (USD)
Expedia
VILLA CHIANTI, your Secret 4 Bedrooms Retreat with View over the Vineyards in Marcialla
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The spirit of Tuscan craftsmanship and rich Italian heritage runs through this resplendent countryside villa. A panorami ...
From $413 per night (USD)Expedia
- From $533 per night (USD)
VRBO
Antica Sosta, Castelfiorentino, Florence and Chianti
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 6
A staging post for passing travellers set just off the road linking Florence to the hilltop town of Volterra. This villa ...
From $533 per night (USD)VRBO
- From $408 per night (USD)
Expedia
La Fornace, San Casciano in Val di Pesa, Florence and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Unique, stylish and made for two, La Fornace is far from your conventional Tuscan villa. In a previous life, it was a sm ...
From $408 per night (USD)Expedia
- Click For Pricing
VRBO
Harmony and tranquility between Florence and Siena: AIA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Private house immersed in the Tuscan countryside with the comforts of being close to the town center. The location is st ...
Click For PricingVRBO
- From $637 per night (USD)
Expedia
House with garden
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Independent villa with private pool, situated in hilly countryside, 3 km far from Castelfiorentino (firenze), in a strat ...
From $637 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $119 per night (USD)
Expedia
WINDMILL apartment with private terrace
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Apartment holiday home divided into three apartments (max 12 people) with separate entrance a double bedroom, a bedroom ...
From $119 per night (USD)Expedia
- From $91 per night (USD)
VRBO
\"LA MEZZANA\" apartment with private terrace and stunning views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Apartment in holiday home composed by three apartaments( max 12 guests) situated in a splendid panoramic position on top ...
From $91 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Charming apartment in country house with shared pool garden with stunning views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The apartment is part of a famhouse composed by three apartments (12 guests maximum). This is the largest apartment of t ...
From $227 per night (USD)Expedia
- Click For Pricing
VRBO
Agriturismo 'Casanova' in the heart of Tuscany, between Florence, Siena and Pisa
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
The farm of the Casanova Agricultural Company is nestled in the Chianti hills, a few kilometers from Florence, Siena and ...
Click For PricingVRBO
- From $337 per night (USD)
Expedia
Florentine Hills THE STAIRWAYS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Located on the beautiful Florentine hills just 15 km from the center of Florence Part of a rural complex of 1600 has bee ...
From $337 per night (USD)Expedia
- From $597 per night (USD)
VRBO
Maggiano – Country house in Chianti
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Large stone villa in the Tuscan countryside in Lucardo, on the edge of Chianti. Furnished in characteristic rustic count ...
From $597 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Casale LA FORNACE in Chianti 15 km from Florence, \"La Loggia\"
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Immersed in the green Tuscan countryside, in the Chianti area, in a small valley 3 km from San Casciano in Val di Pesa, ...
From $217 per night (USD)Expedia