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Monastero Rentals

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2,266 Houses

Villa Caprera. Tinaio

Monastero farmhouse

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$135

Great rentals within 20 miles that match your search

Villa La Ripa - Ghiri

San Gimignano villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$257

Tuscany Apartment in Old Chianti Farmhouse

Castellina In Chianti apartment

2 bedrooms / 1 bathroom / sleeps 8

Price per night from

$146

Villa La Ripa - Padronale

San Gimignano villa

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$193

Villa La Ripa - Barn

San Gimignano villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$257

Casa Crevole in Val di merse

Murlo house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$206

Price per night from

$220

Casa Bonorli Apt BEATRICE

Barberino Val d'Elsa apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$116

Relax at the gates of Chianti

Bucine house

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$77

CASA ALADINA: STUDIO RIGHT IN THE CITY S.GIMIGNANO

San Gimignano apartment

/ 1 bathroom / sleeps 3

Price per night from

$90

Bed and Breakfast Le Tre Perle Near Siena

Colle di Val d'Elsa b&b

5 bedrooms / 5 bathrooms / sleeps 11

Price per night from

$110

Apartment Joshua - Farmhouse Molinuzzo - Florence

Barberino Val d'Elsa apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 1 minutes

Price per night from

$251

Delightful Apartment In Tuscany Coutryside

Castelnuovo Berardenga house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$110

Apartment Lisa - Farmhouse Molinuzzo - Florence

Barberino Val d'Elsa apartment

4 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 1 hour 1 minutes

Price per night from

$299

b&b il Glicine, San Gimignano, Toscana

Tuscany b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$103

Apt. 12

Figline e Incisa Valdarno apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$129

Apt. 6

Figline e Incisa Valdarno apartment

1 bedroom / 1 bathroom / sleeps 1

Price per night from

$133

Apt. 8

Figline e Incisa Valdarno apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$139

Apt. 11

Figline e Incisa Valdarno apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$127

Apt. 13

Figline e Incisa Valdarno apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$130

Apt. 7

Figline e Incisa Valdarno apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$130

Apt. 5

Figline e Incisa Valdarno apartment

1 bedroom / 1 bathroom / sleeps 1

Price per night from

$136

Apt. 4

Figline e Incisa Valdarno apartment

1 bedroom / 1 bathroom / sleeps 1

Price per night from

$133

2 Bedroom Apartment at Campochiarenti in Tuscany

San Gimignano apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$162

Casa Anna

Terranuova Bracciolini apartment

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$366

Villa il Castellaccio in Greve in Chianti Flat #2

Greve in Chianti house

2 bedrooms / 3 bathrooms / sleeps 5

Price per night from

$129

Chianti Luxury Suite, Radda in Chianti - Siena

Radda in Chianti cottage

1 bedroom / 1 bathroom / sleeps 2

“Dreams do come true in Radda” We spent a month in Europe and Radda was the last leg of our journey and the absolute best part of our trip. Besides the breath taking vistas that abound in all directions, the accommodations are spectacular. A comfortable bed, a gorgeous bathroom and a quaint sitting area with sink and fridge. Evenings we would enjoy a glass of wine on the terrace overlooking the orchard. The gardens are filled with rows and rows of lavender. Exquisite! The entire villa is like a setting from a romantic movie about Italy. To be really decadent, we had a massage poolside that Mila arranged for us. It was heaven. It really is a place to find peace and tranquility, away from the noise of life. Mila is a charming hostess and a fountain of knowledge re the neighboring villages and history. She was fascinating to listen to and not the least bit intrusive. If we needed her she was there, otherwise she respected our privacy. My one wish would be, to have the opportunity to return again to this paradise. Thank you Mila for a wonderful experience in Chianti.

Price per night from

$296

Beautiful Country House near Arezzo, Tuscany

Monte San Savino house

2 bedrooms / 1 bathroom / sleeps 4

“Perfect holiday setting” High standard of accommodation in a beautiful setting. Close enough to walk into nearest village. The house was comfortable, clean and the garden delightful. All our meals outside sitting in the sheltered area looking out over the olive trees with wonderful views. Good local amenities and not too far to travel before reaching places of interest. We loved everything about this house and are planning the next trip for later in the year. There is nothing negative to say - perfect.

Price per night from

$193

Le Pratola Luxury Villa in Chianti with Heated Pool, top rated reviews.

Gaiole in Chianti villa

5 bedrooms / 6 bathrooms / sleeps 13

“Unforgettable Vacation!” My family and I (six of us) stayed at Le Pratola for a week in June. We had such a great time. The villa is beautiful and comfortable, and the views of the Tuscan hills are stunning. The team at Le Pratola is amazing. Laura, the cleaning lady, is a doll. The cooking class with Barbara is so much fun! Elena and Monica's (the personal chefs) meals are delicious. The villa is beautifully decorated and so comfortable. We all had the best vacation! We will definitely recommend the villa to family and friends. It was the best trip we've ever been on! We would like to thank the team at Le Pratola for making our vacation to Tuscany so special.

Price per night from

$1,742

La Canonica

Colle di Val d'Elsa apartment

3 bedrooms / 4 bathrooms / sleeps 5

Price per night from

$366

Villa il Castellaccio in Greve in Chianti Flat #3

Greve in Chianti house

2 bedrooms / 3 bathrooms / sleeps 6

“A lovely place!” We had a really lovely holiday. The location is excellent, being in the heart of Chianti, a peaceful place sorrounded by vineyards and olive grooves, but not far from the most beautiful town and villages. The apartment was really characteristic but also full of comfort; we had everything we need... and don't forget to ask Leonardo, the very nice owner, some information on the history of Florence or suggestion on the best Tuscany wines!!

Price per night from

$142

Villa il Castellaccio farmhouse chianti with pool

Greve in Chianti villa

5 bedrooms / 8 bathrooms / sleeps 10

Price per night from

$540

House with private garden in the Chianti region. I Gigli, 2 bedrooms with pool!

San Gusme villa

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$213

Tuscany, Siena - Farmhouse I Pianelli

Murlo villa

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$116

2 Bedroom Stone Cottage Rental in Chianti Countryside

Castellina In Chianti cottage

2 bedrooms / 2 bathrooms / sleeps 4

“Beautiful” We had a excellent stay. It was very clean, comfotable and beautifull.

Price per night from

$135

"Il Giardino" - 3BR/3BA apartment on Tuscan Estate in the Chianti

Castellina In Chianti apartment

3 bedrooms / 3 bathrooms / sleeps 9

“Lovely home cooking courses” My wife and I came to Chianti for our honeymoon, and spent a thoroughly enjoyable evening doing a cookery course with Ulrike. The meals were traditional Tuscan fare and delicious, whilst easy enough to follow so that we will have confidence to do them again. It also made a big difference that the cooking was very hands on - Ulrike encouraged us to get stuck in and enjoy ourselves. All in all - good company and good value, recommended.

Responds fast! avg. 59 minutes

Price per night from

$297

Siena San Fabiano climatized villa with outdoor heated pool

Monteroni d'Arbia villa

9 bedrooms / 6 bathrooms / sleeps 18

“Perfect combo of charm, location & comfort in glorious Tuscany!” We first dicovered San Fabiano in summer 2003 and have made it a point to return with family and friends as often as we can ever since! The location is ideal for exploring Siena, all the hill towns of southern tuscany, the Chianti and even great for easy day trips to Florence. Besides the charm of this renovated farmhouse - it also has modenr comforts like ac, screened windows, kitchenettes in all the rooms and wireless internet - plus a swimming pool! We love walking into the little town of Monteroni for our morning cappucinos and hiking the trails around this lovely farm estate. Great for kids and family gatherings as well as couples. We get through New England winters by dreaming of returning to San Fabiano. Highly recommended!

Price per night from

$1,284

Cosy 1BR/1 BA suite/ studio

Castellina In Chianti apartment

1 bedroom / 1 bathroom / sleeps 3

“Relaxing in the Tuscan Sun” Ulrike was a fab host, and made everyone feel very welcome during the welcome dinner. The complex was expansive and the views were outstanding. We liked being on our terrace at night star gazing with some vino. It was a bit hard to find, however if you had a sat nav no issues. The accommodation was exactly what was expected, and in Tuscany you are out all day and most nights we found, so just needed place to kip and wash. The pool was perfect, private and allowed for engagement with other families and children. Our five year old learned how to swim on holiday, and this was brilliant. our daughter was fascinated with the sheep, cats, dogs and bugs around the property. The village close, Castillina in Chianti was the prettiest one we encountered, with friendly restaurants and shops. A must is gettin a couple scoops of gelato from the shop in the village, it is a favourite. Easy access - 25 mins to Florence and Siena. It was nice to have Ulrike make us breakfast to start our day, and in summer would recommend site seeing in am, then the pool in afternoon as it does get hot. We enjoyed some wine tasting and tour about 10 mins away at a lovely vineyard, Casa Emma and brought home some lovely vino. A dont miss is Panzano, and Dario the famous butcher...anyone in the village can direct you to his shop- the pork and salami are to die for and make good lunches w/bread and cheeses. We will be returning and was one of the best holidays we have had. plus the guaranteed sun is great coming from the UK

Responds fast! avg. 59 minutes

Price per night from

$122

Viewing 38 of 2,266
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