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Holiday Rentals with Pools in Siena

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    Travellers to Siena are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    96 Matching Rentals in SienaView all 272 rentals
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    Villa private pool, tennis, relaxing, luxury in Siena, Chianti, Tuscany, Italy1 / 46
    (9)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Villa with Pool and Jacuzzi private Deal 20191 / 25
    (2)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Independent villa with private pool in Siena countryside - 3 bedrooms1 / 57
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    TuscanFlat1 / 18
    (23)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2019
    Unbeatable position overlooking Siena skyline. All as advertised, very well fitted out and everything worked. Simone was very helpful and happy to accommodate our slightly later...
    Reviewed 17 July 2019
    My wife and I stayed for 10 days in June 2019 and loved Tuscan Flat- especially the fantastic views from the roof terrace! There was also an enclosed former balcony with good...
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    About this property
    This very stylish 430-square-foot apartment a few minutes walk from Piazza del Campo. You will not need anymore to walk up 66 steps to access this apartment,because now there is a new elevator to lift you on two amazing terraces and their spectacular views. The main living space here is a large,...
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    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Borgo dei Fondi - Il Forno ground floor1 / 19
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2019
    We have been to Borgo dei Fondi in July 2019 with our 2 kids (7 / 5 yrs). There we had the ground floor apartment which has a modern kitchen and bathroom, one separeted sleeping...
    Reviewed 8 August 2017
    Quiet, beautiful location, all the amenities you need, we were on a 4 week holiday so the washing machine was a life saver. Each part of the villa/apartment has a separate...
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    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Bright, spacious villa with pool near Siena1 / 40
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2019
    A great spot with good facilities and location. We had a fabulous week and hope that it isn't another 16 years until we are back in Tuscany again. Thoroughly recommend this...
    Reviewed 26 June 2019
    We had a wonderful stay at your location. Not only well situated and beautiful surroundings, but a wonderful, helpful hostess. We are more than gracious for your warm welcome...
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    About this property
    Key points: large apartment (140 m2) in a farmhouse renovated with taste and attention to details. Terrace and independent entrance into the courtyard of the property, large pool with view and garden-park with olive grove. Fully equipped kitchen, comfortable living room, bedrooms with exposed...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Abbadia di Siena1 / 31
    (2)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2016
    Delightful villa and fabulous swimming pool. Ideal for large family. Very close to Siena, so perfect base for exploring both the city and the countryside. Helpful, charming hosts.
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    About this property
    Abbadia di Siena is a large residence on two floors, capable of holding up to 7 persons with 3 double bedrooms and a single sofa bed in a study. It has 3 complete bathrooms, air conditioning in the living room and in the kitchen on ground floor, Wi-Fi in the living room and on the terrace. Guests...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Tuscany Villa with pool - Villa le Capanne holday in private villas1 / 38
    (72)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Certificate of Excellence
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    • Washer
    • Cable/satellite TV
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2019
    Our stay at Le Capanne way exceeded our expectations. The villa was perfect, spotlessly clean and well equipped. Upon arrival our hosts met us with a very warm welcome. There...
    Reviewed 25 July 2019
    Where do i start to review this amazing villa?! I spent a long time choosing a villa and am so glad i picked this one! I wanted stunning views, peace and quiet but crucially...
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    About this property
    Villa with private pool located in Tuscany near Siena and Volterra. This private tuscan villa has been recently renovated in rustic style. Villa le Capanne is particularly suitable for those who love nature, privacy and relax. From the villa you can enjoy beautiful sunsets! The holiday Villa is...
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    Location Information
    56041, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Beautiful  tuscan Villa not far from Siena 14+2pax1 / 52
    (4)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Patio
    • Washer
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 June 2018
    We booked the whole villa for 3 nights in mid-May. We were a family group of 17 and were very comfortable in the 9 bedrooms in the 3 wings. The villa (built in 1840), is a...
    Reviewed 8 July 2012
    Very comfortable house with the necessary gadgets(dishwasher,2 washing machines,tv,a bathroom for each bedroom,table tennis etc., )very clean.The owners were very gentle people...
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    About this property
    Description Podere incrociati Is a mid 19th century Leopoldian Villa a few KMS from Siena surrounded by gorgeous typical Tuscan countryside. The building has been recently renovated and we have been able to combine 200 years of architecture and the most modern facilities both indoors and aoutoors,...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 16
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    OUR LAST MINUTE SPECIAL OFFER : - BEST RATES ON MAY! - OVER 30% DISCOUNT ON WEEKLY RATES ALL YEAR!! - OUR RATES ARE PROUNDLY ALL INCLUDED....no extra expenses,no final cleanings, no damage deposit, city tax included, the rate you see it's what you will pay! ALL PROPERTY IS FOR YOUR EXCLUSIVE USE...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Parking
    • Wi-Fi
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very nice farmhouse of the end of 1700 (already surveyed in the first land register of the Grand Duchy of Tuscany in 1812) consists of two apartments with independent entrance and well separated, "La Loggia" and "the oven". Furthermore, the apartment's oven is divided on two floors (first floor and...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Exclusive Tuscan Villa with pool,hot tub,A/C,5 bd, free wi-fi,15 km from Siena1 / 186
    (54)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    I LOVE LOVE LOVE this place, my wife and I invited a bunch of our friends to come stay with us at Le Caggia. We spent most days sight seeing, wine tasting, cheese tasting...
    Reviewed 27 September 2019
    From the first moment of booking to our final farewell, this villa provided the perfect setting for 4 couples to experience both the local culture and the peace and tranquillity...
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    About this property
    OUR LAST MINUTE SPECIAL OFFER : - BEST RATES ON MAY! - OVER 30% DISCOUNT ON WEEKLY RATES ALL YEAR!! - OUR RATES ARE PROUNDLY ALL INCLUDED....no extra expenses,no final cleanings, no damage deposit, city tax included, the rate you see it's what you will pay! ALL PROPERTY IS FOR YOUR EXCLUSIVE USE...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
    Tuscan/Siena Villa 22 pax  Fenced Pool, Hot tub, WiFi,A/C, Outdoorkitchen1 / 49
    (1)Excellent
    11 Bedrooms, 11 Bathrooms, Sleeps 22 Quick View
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 November 2018
    I rented the villa for my daughter's wedding. The villa and grounds were beautiful. All of the guests had their own bedroom and bathroom. There was enough room for everyone...
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    About this property
    Podere incrociati Is a mid 19th century Leopoldian Villa a few KMS from Siena surrounded by gorgeous typical Tuscan countryside. The building has been recently renovated and we have been able to combine 200 years of architecture and the most modern facilities both indoors and aoutoors, where you...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 11 Bedrooms, 11 Bathrooms, Sleeps 22
    Apartment in Historic Farmhouse with pool1 / 27
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Parking
    • Grill
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2017
    Everything about Le Muricce was wonderful. It is a beautiful villa in a perfect location. Easy to get to Siena, Volterra, San Gimignano, Greve and many other places in Tuscany...
    Reviewed 26 July 2016
    Beautiful views all around. Very convenient to Siena and the countryside. Host very flexible as we were there during off season. Kitchen was well stocked. Shower stall was...
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    About this property
    The apartment (80m2) is on two floors. The entrance is on the ground floor through a glassdoor. The main room include a living area with a double sofa bed, a fully equipped kitchen and dining table, all renewed on January 2014. The bathroom is equipped with shower cabin. Single bed situated at the...
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    Location Information
    53035, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Borgo dei Fondi -La Loggia-1 / 20
    (9)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Terrace
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 September 2019
    I stayed in the upper apartment (La Loggia) of this three-apartment location and loved every minute! I booked for a week, but extended another week and a half. The furnishings...
    Reviewed 14 November 2017
    We stayed here four four nights during our trip to Tuscany. It was the perfect location to visit the nearby towns (including Siena) while enjoying the quiet setting of a...
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    About this property
    Very nice farmhouse of the end of 1700 (already surveyed in the first cadastre of the Granducato of Tuscany in 1812) consists of two apartments with independent entrance and well separated, “La Loggia” and “Il Forno”. Furthermore , the apartment 'Il Forno' is divided on two floors (first floor and...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Private Tuscany Villa Centopino with pool jacuzzi for honeymoon & summer holiday1 / 23
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Certificate of Excellence
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Cable/satellite TV
    • Washer
    • Central Heating
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 October 2018
    Location is private and peaceful. Lots to see and visit in the area with useful advice from the very friendly and helpful owners, Gina & Franco. Villa had everything we needed...
    Reviewed 19 August 2018
    We often travel in Tuscany, in this villa we spent our honeymoon 5 years ago, we decided to stay in this country villa again and we had a great time. The private villa and the...
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    About this property
    Private villa with swimming pool and jacuzzi ideal for those love nature and privacy and at the same time they love to visit the art cities of Tuscany, the Villa Centopino is located between Siena, Volterra and Florence. The villa furnished in rustic style has a large lawn around the pool,...
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    Location Information
    56040, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    6 Bedrooms, 7 Bathrooms, Sleeps 13 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Grill
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    OUR LAST MINUTE SPECIAL OFFER : - BEST RATES ON MAY! - OVER 30% DISCOUNT ON WEEKLY RATES ALL YEAR!! - OUR RATES ARE PROUNDLY ALL INCLUDED....no extra expenses,no final cleanings, no damage deposit, city tax included, the rate you see it's what you will pay! ALL PROPERTY IS FOR YOUR EXCLUSIVE USE...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 13
    4 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    OUR LAST MINUTE SPECIAL OFFER : - BEST RATES ON MAY! - OVER 30% DISCOUNT ON WEEKLY RATES ALL YEAR!! - OUR RATES ARE PROUNDLY ALL INCLUDED....no extra expenses,no final cleanings, no damage deposit, city tax included, the rate you see it's what you will pay! ALL PROPERTY IS FOR YOUR EXCLUSIVE USE...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 7 Bathrooms, Sleeps 10
    Villa Del Cielo1 / 11
    (4)Very good
    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Private Garden
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2018
    We had a most wonderful week at Villa del Cielo (Villa Pace). The house was perfect for our three German, Norwegian and Australian families (6 adults and 7 children). The villa...
    Reviewed 1 March 2015
    This was our first time to rent a villa in the Tuscany region. We contacted Rent-A-Villa and spoke to Nicole, who is now a good friend. She took our needs and location and...
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    About this property
    Located just five kilometers from Siena, this villa offers an ideal combination of elegant simplicity and historical charm and comes complete with its own chapel, all which create a unique experience. Along with the private swimming pool, this holiday accommodation is nestled within the Tuscan...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Washer
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a spectacular villa set in wonderful Pianella, Pievasciata which is only 14 kms from Siena. Just a short drive from the picturesque town Siena and sitting at the top of one of the rolling hills that are typical of the Tuscan landscape, this magnificent 5-bedroom property offers...
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    Location Information
    55100, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oliveto, a lovely holiday house, is situated on a hill just 5 km from Siena. There are a total of 10 holiday houses and apartments on the property. The houses are surrounded by vineyards, olive trees and fruit trees, with a panoramic view of the Tuscan hills. Limonaia is a holiday house with a...
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    Location Information
    53100, Costalpino, Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • Balcony
    • Terrace
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oliveto, a lovely holiday house, is situated on a hill just 5 km from Siena. There are a total of 10 holiday houses and apartments on the property. The houses are surrounded by vineyards, olive trees and fruit trees, with a panoramic view of the Tuscan hills. Limonaia is a holiday house with a...
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    Location Information
    53100, Costalpino, Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Central Heating
    • Balcony
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oliveto, a lovely holiday house, is situated on a hill just 5 km from Siena. There are a total of 10 holiday houses and apartments on the property. The houses are surrounded by vineyards, olive trees and fruit trees, with a panoramic view of the Tuscan hills. Limonaia is a holiday house with a...
    View all property information
    Location Information
    53100, Costalpino, Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Gated Luxury Estate “LaChiusa” Prime Chianti Classico! Exquisite Privacy & Views1 / 42
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • DVD Player
    • Housekeeping Included
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 October 2016
    The house was fantastic and the owner, Michael, was extremely helpful in the run up to the trip. His recommendations were spot on and the four of us had a lovely time staying...
    Reviewed 25 October 2016
    Such a beautiful location! The interior decoration was perfect as well. The back patio was very nice and there was lots of running around room for the kids! Different paths for...
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    About this property
    Appointed luxury in the Chianti Countryside! “LaChiusa” is the given name of this classic home. “LaChiusa-in-Chianti” near Siena and Florence. American owner makes this his private residence, though leases to guests certain periods from May through October. Set securely behind gates atop a private...
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    Location Information
    53019, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
    accogliente agriturismo1 / 29
    (12)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Private Garden
    • Grill
    • Cable/satellite TV
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2019
    Website description accurate for those wanting to get away from it. Isolated in the hills, with beautiful scenery and an ideal base for walkers or anyone wanting to explore this...
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    Location Information
    53018, Costalpino, Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Siena San Fabiano  climatized villa with  outdoor heated pool1 / 48
    (12)Excellent
    9 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • DVD Player
    • Grill
    • Patio
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 2018
    something for everyone from grandkids to grandparents. Great location, close to Sienna, 50minutes to Florence. Quaint little town short walk away. Hosts , and staff kind...
    Reviewed 1 October 2016
    San Fabiano is a great place to visit and have fun with your family. You've got everything you need for the young and old: sports facilities, specials sites to visit like Siena...
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    About this property
    Villa San Fabiano is located 12 km south of Siena,in Tuscany.a perfect location in a gorgeous farmestate! Beautifully restored, it has every amenity, including air conditioning and WI-FI., outdoor heated swimming pool, and screens to all windows. The villa can hold up to 18 people. There is a...
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    Location Information
    53014, Siena, Province of Siena
    Holiday Rental House - 9 Bedrooms, 6 Bathrooms, Sleeps 18
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious holiday home for up to six people is located in a fully restored 17th century farmhouse. A stone staircase will take you to the first floor where you'll find the front door to your apartment. The beautiful solid wood ceiling beams, wooden floors and cosy furnishings here make for...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Central Heating
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious holiday home is part of several houses that are located in a fully restored farmhouse from the 17th century, amidst olive trees and grapevines. You enter this holiday home at the front of the house via the terrace. Upon entry you will be met by the typical Tuscan atmosphere that is...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Castello di Montalto - 3 Bedroom Villa in Chianti1 / 19
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Central Heating
    • Grill
    • Internet Access
    • Washer
    • Mountain Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 May 2018
    This is a special place with stunning views, more than a thousand years old, in the country but near Siena, in the Chianti wine region. The staff and the owner were most...
    Reviewed 31 October 2013
    Firstly, I Have traveled all over the world and have only stayed at Chateau Relais or 5 star hotels.Staying at Montalto has been the most wonderful,romantic,amazing experience...
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    About this property
    Montalto is a true medieval castle located in the beautiful Chianti region of Tuscany, near Siena. The owners live here all year round and offer the houses of the little hamlet as vacation villa rentals. There are two 3-bedroom villas for rent, each suitable for 6 people:'Casa del Guardia' and...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This holiday home, for two or three people, is located at the rear of a fully restored 17th-century farmhouse; it is nestled among the olive trees and grapevines. You enter from the lawn at the front of the house and once you step inside, you will be embraced by the Tuscan atmosphere that is...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Detached apartment (120 m2) in an elegant Residence in typical Tuscan style, with nice pool attached. Entrance and terrace with loggia and garden independent. The nearest village is Villa a Sesta (600 meters, even walkable) with two restaurants and a bar. At 7 km there's the town of Castelnuovo...
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    Location Information
    53019, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Costs overview: Mandatory extra costs: Energy use Mandatory services to be paid to the local service provider: Tourism Fee: EUR 2.00 per person per day (pay at location (obligatory)) Cleaning Fee: EUR 60.00 per stay Apartment on the 1st floor of a villa dating back to the start of the 20th...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Private Villa,Pool, Hot tub,A/C,WiFi,5BR,15km from Siena1 / 134
    (8)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Hot Tub
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 December 2015
    I rented Le Caggia for a yoga retreat. The hosts, Jacopo & Fabio are simply amazing. They asked me to tell them what I wanted, offered suggestions, and then came up with an...
    Reviewed 5 August 2015
    From the beginning, when we decided to book this property everyone in our group felt in love with this home. Now I am so happy that we chose this Villa Our week there was...
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    About this property
    We make real your dream vacation in tuscany : THE PROPERTY IS FOR YOUR EXCLUSIVE USE, IT IS NOT SHARED WITH OTHER GUESTS OR OWNERS. OUR RATES ARE PROUDLY ALL INCLUDED: No extra expenses No limitation on heating AC or similar No final cleanings No damage deposit - City tax included!! - Free...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
    Authentic large 4BR farmhouse with  community pool between siena + florence1 / 37
    (14)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Shared Indoor Pool
    • DVD Player
    • Washer
    • Sauna
    • Patio
    • Central Heating
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2018
    We were greeted on arrival by the charming son of Ulrike E. He showed us to our Villa and gave us a quick tour. There were starter goodies, coffee, tea, etc. Ulrike prepared a...
    Reviewed 28 September 2017
    The location was perfect. Only 1.3 miles from town ( Castellena ).Every restaurant was excellent. Easy access to all the Hill Towns of Tuscany.The owner was delightful and...
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    About this property
    'Casa Pineta' is part of the 76 ha large property of Poderi Val Verde and lies inbedded in 2 ha of parklike welcared gardens - The farmhouse offers the rare flair of an authentic Tuscan country home of more then 400 years , combined with modern comfort. More then 200 sqm offer plenty of space...
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    ITALY, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Capannina was the former granary of this large estate situated in the Siena countryside. It has been totally renovated and transformed into a delightful holiday home for lovers of rural Tuscany. Located to the east of Siena, it is surrounded by large olive groves, vineyards and tilled fields....
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Bellaria. IL BOSCHETTO villetta con piscina e giardino privato1 / 42
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Parking
    • Balcony
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2017
    The location of this beautiful Tuscan villa is amazing. The road towards the villa is very nice, once you reach the house you will find a beautiful Tuscan villa surrounded by...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 4
    Abbadia di Siena 121 / 41
    (4)Average
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2019
    Need to point out what happened to me, in this accommodation, second day had a bath, we had downstairs bedroom, bath looked okay but don’t think anyone had used it for winter...
    Reviewed 4 June 2019
    Unfortunately the Villa was freezing cold, every room, every bed absolutely stone cold, I don’t think this place had been heated for months, if only the heating had been on for...
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    About this property
    Abbadia di Siena 12 is a large residence on two floors, capable of holding up to 12 persons with 5 double bedrooms, an extra bed and a single sofa bed in a study. It has 4 complete bathrooms, air conditioning in the living room and in the kitchen, Wi-Fi in the living room and on the terrace. Guests...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Parking
    • Central Heating
    • Internet Access
    • Outdoor Dining Area
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Montalto is a true medioeval castle located in the beautiful Chianti region of Tuscany, near Siena. The owners live here all year round and offer the houses of the little hamlet as vacation villa rentals. There are three 1-bedroom villas for rent, each suitable for 1 or 2 people: 'San Martino' is...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Villa Siena Pool&Spa1 / 50
    (3)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Housekeeping Included
    • Hot Tub
    • Sauna
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 September 2018
    Marco gave us a great reception and tended to all our questions. The villa was located in a fantastic location, it was very spacious, well equipped, outdoor area was amazing...
    Reviewed 4 July 2017
    A wonderful experience in Tuscany. Marco, our host, was kind and gracious, ensuring our stay was perfect in every way. We appreciated the attention to fine detail throughout the...
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    About this property
    This beautiful villa in Siena with Pool&SPA and air conditioning is situated on the hills with a breathtaking view over the vineyards up to Siena. An ideal accommodation for all those seeking peace and quiet but also a perfect point of departure for visiting the beautiful attractions of the...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 10
    agriturismo La torre di monsindoli1 / 28
    (17)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Shared Garden
    • Wi-Fi
    • Washer
    • Parking
    • Grill
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2016
    Our family of 4 had a lovely week staying in one of a small number of apartments in the Tuscan hills, only a few minutes drive from the outskirts of Siena. The setting was...
    Reviewed 29 October 2015
    Wow 13th century home minutes from Siena. Wonderful stay at a beautiful property. It was great to be away from people and just enjoy this beautiful part of Italy.the owner could...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53041, Isola d'Arbia, Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    7 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Parking
    • DVD Player
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    “Villa la Strega” dates back to the 18th century and has been refurbished recently keeping its sober Tuscan elegance. The view of the city that can be enjoyed from here is unique, an ideal choice for a group of friends who want to visit Siena alternating it with excursions to the more famous...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 12
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Housekeeping Included
    • Wi-Fi
    • Patio
    • DVD Player
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Anna and Frank are very happy to welcome you to their home Casa Giulia located on the hills just outside Siena, in a quiet, panoramic setting in the country side. 'Casa Giulia B&B' is a lovely 400 year old tuscan farmhouse. Our house is the perfect location for all people on the move that will feel...
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    Location Information
    53018, Siena, Province of Siena
    Private Room - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    Il piccolo ulivo1 / 20
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Patio
    • Parking
    • Shared Indoor Pool
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53041, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The villa lies in the hills of southern Tuscany (with a beautiful panorama) around 3 Kms from Radicofani. It forms an ideal starting point for enjoying the peace of the surrounding hills and on the other hand making trips by car (the highway A1 Florence-Rome is 25 Kms far away) to sparkling towns...
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    Location Information
    53040, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Podere Vesta is a small hamlet consisting of 4 adjacent buildings, where are located the apartments and common areas. For nature lovers, look out every window offers an incomparable view, by the landscapes of the Val d'Orcia, the Crete Senesi glimpse of Siena to the view of the pool. The apartment...
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    Location Information
    53041, Isola d'Arbia, Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Very nice apartment close to center of Siena1 / 14
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2019
    We loved our stay at this very charming place. The views were amazing and the staff were most helpful and made our stay enjoyable. We would love to return one day and stay...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Private Villa with a wonderful view and private pool, close to Siena1 / 14
    (1)Average
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 November 2018
    The villas was convenient, but there were some issues. The house needed an exterminator regularly, since there was spiders, wasp and ladybugs inside. The bedrooms only were...
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    About this property
    Spacious living room with sitting area and fireplace. Kitchen with dining area. 5 bedrooms: 1 with two single beds. 3 with a double bed. 1 with a single bed. In total 3 complete bathrooms: 2 bathrooms with shower and toilet, a bathroom with Jacuzzi tub and toilet. Washing machine. Dishwasher....
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Washer
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This wonderful country house is immersed in a large private estate only 15 minutes from the pretty town of Siena. Its fields produce a variety of cereals and its vineyards and olive groves produce the wonderful Colli Senesi red wine and olive oil. A long winding country road leads to this...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: final cleaning; linens; towels; Wi-Fi Internet connection; electricity. Available for a fee, if desired:heating (when needed);chef/cook. Casa Argo A is an elegant and welcoming two-story apartment that is part of a villa situated a few...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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