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Smoking Allowed Holiday Rentals in Province of Siena

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    709 Matching Rentals in Province of SienaView all 4,535 rentals
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    VILLINO DEL GRILLO1 / 126
    (31)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Valdorcia1 / 16
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Agriturismo Podere San Giusto1 / 10
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    LA VALIANA Luxury Villa Rental (Montepulciano) - HEATED POOL Incl./ FREE WI-FI1 / 89
    (36)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Mountain Views
    • Housekeeping Included
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 October 2018
    La Valiana is the perfect place for a small group of friends or family to vacation in Tuscany. This beautiful villa is located in a rural setting with a panoramic view of the...
    Reviewed 1 October 2018
    Look no further. You’ve found your dream villa. If you care about hospitality, accommodations, recommendations and beautiful views, you must book! Cecilia and her family took...
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    About this property
    LA VALIANA is glad to welcome you in the very heart of Tuscany, right midway among Montepulciano, Cortona and Trasimeno Lake. This elegant villa has been thought as ideal accommodation for independent travellers (max. Occupancy 8) desiring to experience the more authentic Tuscan lifestyle, for a...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    La Casina Toscana, central with parking and wi-fi1 / 21
    (56)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Balcony
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Patio
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 2018
    We loved the villa and found it to be a picture perfect setting, very close to town, grocery and centrally located to many hill top towns in Tuscany and Umbria. The villa was...
    Reviewed 17 March 2018
    05th March to 14th March 2018 La Casina Toscana is everything you would wish for a stay in the beautiful countrysideof Montepulciano - The house is beautiful-,clean & cozy...
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    About this property
    Placed in the countryside of Montepulciano, near the most important historical towns such as Pienza, Montalcino and Bagno Vignoni, the Casina Toscana is a historical residence of the nineteenth century, which allows guests to enjoy the tranquility and relaxation that this place offers. The Casina...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Cottage with pool for 2 couples - Interesting promotions for September weeks..1 / 36
    (14)Very good
    2 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2017
    As wonderful as expected - even better; in any way: Location, facilities, rooms...Perfect for trips on the countrysideVery kind ownersalso recommendable for families with...
    Reviewed 16 June 2017
    My family and i had a fantastic and absoultely relaxed holiday at PetrAlexa. You only hear the birds, when you wake up. You feel so free in the big garden and the Chianti Hills...
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    About this property
    Ciao from Petra &Alexa and thank you for stopping by! * September weeks at 40% off: only 1.150 Euro for 1 week! PLEASE BE AWARE!: We only accept WEEKLY bookings with change-over day on SATURDAYS: so 7 nights or multiple of 7 (7-14-21… nights). Otherwise we need to CANCEL the booking. An arrival...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 5
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    Secret Tuscany property1 / 8
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 September 2015
    I booked this apartment for my parents and sister prior to my wedding at Terre di Nano. By all accounts they were very happy with the property, the host was very welcoming and...
    Reviewed 2 January 2015
    Many times we have stayed in Barbara's lovely Maribelle apartments - the smaller, Maribelle 2 is our favourite, fine for a couple and with doors from the bedroom opening onto a...
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    About this property
    Located in UNESCO's heritage out of normal touristics tour Monticchiello is a special place where the the time is stop on Reinassance.The apartment is completly restored, and has every falicilities to enjoy the pleasure to have storical Tuscany house dated back XVII century joint to good food ,...
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    53026, Monticchiello, Pienza
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Casa San Piero Rental in Chianti1 / 31
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • Patio
    • Housekeeping Included
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 November 2016
    We are very grateful to the owners.They advised us the best places in the Chiantishire.Great location at a reasonable price.Andrew WilliamAmsterdam
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    53019, Pianella, Castelnuovo Berardenga
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Experience the 'Chiantishire' at villa LisiDor - September is at 25% OFF!1 / 70
    (13)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2018
    We spent 2 weeks at Villa LisiDor during July 2018 hosting family and friends in this wonderful, spacious villa. For years, I've been searching for the perfect villa with a...
    Reviewed 5 October 2016
    Villa LisiDor is located in the heart of Tuscany, near Gaiole in Chianti. The property is enclosed in one of the most beautiful regions of Italy, overlooking surrounding wine...
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    About this property
    Ciao from Petra & Alexa! We warmly welcome you in our unbeatable location, discover more ... SEPTEMBER PROMOTION 25% OFF! It's harvest time! And September weeks are at 2.900 Euro instead of 3.900 Euro! PLEASE BE AWARE!: We can only accept WEEKLY bookings with change-over day on SATURDAYS: so 7...
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    53010, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Lovely 2 bedroom holiday apartment in Tuscany near Termal Places 'THEIA' open1 / 35
    (11)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Shared Garden
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2017
    I spent a week here in July with my husband and 2 children ( 8 & 10 ).Olimpia and her family are the perfect hosts. So friendly, helpful and fun! The villa is stunning...
    Reviewed 6 July 2017
    Fantastic location, amazing views, big garden with lots of activities for kids, beautifully arranged pergola for each appartment and very nice pool at the back with sunbeds...
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    About this property
    The apartment Tino is 55 Square meters and accommodates up to 4 people. First floor is composed of sitting/dining room with cooking area (dishwasher) and fireplace, 2 bedrooms, 1 bathroom with shower. sofabed for one people in living room for a child. In the garden , gazebo with table and chairs,...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    CASALE ROSANNA1 / 21
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 November 2017
    Beautiful place in a lovely setting , just the right distance from San Gimignano for a good hike, or to veiw it's iconic towers from afar . Sadly they had closed the pool , as...
    Reviewed 19 October 2016
    Perfect location for visiting all of Southeast Tuscany. Lovely and welcoming hosts (no English spoken but you're in Italy so talk with your hands!). Stunning panoramic views of...
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    53037, San Gimignano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Incredible, large Tuscan villa boasts jacuzzi, private outdoor pool, billiard room, tennis court, tripadvisor Certificate of Excellence1 / 48
    (78)Excellent
    12 Bedrooms, 9 Bathrooms, Sleeps 26 Quick View
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    • DVD Player
    • Central Heating
    • Mountain Views
    • Wi-Fi
    • Children's Pool
    • Hot Tub
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    I’ve been waiting to write this review until we received our pictures back from our photographer so I can showcase the details of Sonja’s work. We chose Villa Scopotello to have...
    Reviewed 28 September 2018
    We rented the entire villa for our wedding earlier this month. We had 21 people staying for 6 days, 5 nights. There was plenty of space for all of our guests, lots of...
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    About this property
    Villa Scopetello is the perfect holiday home for large groups and families who wish to spend their holidays together. (Between September and May it is also possible to rent just a portion of the Villa or even one bedroom) The 1000 square meter large Villa with 12 bedrooms, 8 bathrooms, 2 kitchens,...
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    53048, Sinalunga, Province of Siena
    Holiday Rental House - 12 Bedrooms, 9 Bathrooms, Sleeps 26
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    Casa del Giardino1 / 42
    (19)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Wi-Fi
    • Grill
    • Washer
    • Air Conditioning
    • Parking
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2018
    Conveniently situated within the town's walls so easy to walk to restaurants/shops etc. Private car-parking space outside the town walls (separate from the public car parks...
    Reviewed 4 July 2018
    My husband and I stayed here for part of our honeymoon in Italy. We were greeted by Cristina and her father outside of the city walls. We decided to leave our car outside of...
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    About this property
    'Garden house' ......a flowering oasis inside the medieval walls .. The owners Mario and Donella would like to offer you an unforgettable holiday in San Gimignano. The accommodation This unique and luxurious apartment is situated on the ground floor of a medieval building in the historic center...
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    53037, San Gimignano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Tuscan-style apartment in spectacular surroundings, shared outdoor pool, sleeps up to 61 / 22
    (7)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Wi-Fi
    • Parking
    • DVD Player
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2014
    This place is for relaxing and enjoying the simple life.It has a pool with stunning views. The property is in pristine condition. It is a new construction with the flavor of the...
    Reviewed 6 July 2014
    My husband and I stayed here with our 2 children and mother. Villa fit our needs perfectly - three bedrooms and two bathrooms plus a kitchen area. The villa is clean, well...
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    About this property
    Podere Torricchi is in a typical tuscan landscape characterised by hills with olive trees and mediterrenean bush. Podere Torricchi is a group of converted farm buildings. The apartment has been newly restored in a traditional Tuscan style. Gambassi Terme and San Gimignano are only few kilometers...
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    50050, San Gimignano, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    CASALE TOSCANO VICINO A MONTALCINO PER FAMIGLIE1 / 17
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Shared Garden
    • Outdoor Dining Area
    • Central Heating
    • Grill
    • Parking
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2016
    We rented Casa di Maria for four nights and it was perfect for our family of 5 (three teenagers 14,16, and 19). We wished we could have stayed longer. We met Angela - along...
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    podere raffaello1 / 16
    (3)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Parking
    • Shared Garden
    • Central Heating
    • Wi-Fi
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53045, Montepulciano, Province of Siena
    Private Room - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Podere Zelmira  Appartamento LA VALLE1 / 16
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Children's Pool
    • DVD Player
    • Hot Tub
    • Balcony
    • Washer
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2016
    Lovely, spacious accommodation set within beautiful surroundings. Very well kept garden area with comfortable outside seating and two hammocks which the children loved. Very...
    Reviewed 10 August 2014
    We're Italian but since we went here and knew that the most of guests come from foreign countries I would prefer to leave my comments in English as anyone could easily...
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    53040, Sinalunga, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Lovely detached cottage with view of San Gimignano1 / 26
    (25)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Secure Parking
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2018
    Great place, spacious, clean, and comfortable, with idyllic atmosphere and surroundings. And, above all, the great hospitality of the owner family!!!
    Reviewed 1 October 2017
    a real home from home nothing missing. good location good base to visit all of tuscany very family frendly.
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    About this property
    Surrounded by idyllic countryside, this pretty holiday home contains flat-screen TV, free Wi-Fi and a barbeque. Parking is available onsite as is gas central heating. Decorated in a typical country-style using rustic furniture and bright terracotta floors, the airy home contains 2...
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    53037, San Gimignano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    A Casa di Vasco - Chianti, Tuscany1 / 35
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 April 2018
    I stayed in the apartment with my husband and child. Very nice Tuscan countryside. The apartment is gorgeous and clean. Very friendly the owner, she answers your mails in real...
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    53019, Castelnuovo Berardenga, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    La Stalla di San Lazzero, adorable house in Siena1 / 17
    (16)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • Grill
    • Washer
    • Shared Garden
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    3 of us stayed here while visiting Siena and found it to be all that it said it was. It had a lovely fresh airy feel and was situated deep in the countryside but only a short...
    Reviewed 1 October 2018
    This Villa made our stay in Siena absolutely amazing. It had everything we could possibly ask for and is very modern while still having a traditional look to it. The bus stop is...
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    About this property
    The 'Stalla di San Lazzero', adorable country house a few steps from Siena center, is the perfect starting point to discover Tuscany! The house is spacious with high ceilings, large windows, a lovely garden and a beautiful view of the countryside. One large queen sized bedroom and a smaller...
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    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Pietra del Diavolo1 / 24
    (5)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Grill
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2018
    We spent 3 weeks at the villa with varying friends and relatives coming and going. It was a magical time! Silvia, the host, went overboard to ensure our happiness. The villa...
    Reviewed 27 August 2017
    The villa was great. Five large and beautifulle decorated bedrooms, with huge and very comfortable beds. It was very clean and the pool was lovely.
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    About this property
    Villa Pietra del Diavolo, recently restored, is situated in one of the most beautiful and panoramic hill around Montepulciano. “Pietra del Diavolo” is named after a stone composed of tufa layers particularly common in the local area. The property is situated in the heart of the “Croce di Febo”...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Appartamenti Tinacci - Casa Giovanna1 / 10
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Central Heating
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53037, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Tuscan Villa, Il Coccio1 / 17
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Washer
    • Patio
    • Balcony
    • DVD Player
    • Grill
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2018
    Peaceful and relaxing Villa in quiet hill town, yet very near Pienza, Montalpulciano, and Montalcino for exploring. Poolside setting is heaven for morning coffee or to take a...
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    About this property
    Il Coccio was designed in the traditional Tuscan style, and its highlights include a stunning 20m infinity swimming pool with amazing views and a large terrace with panoramic views of the Tuscan countryside and olive grove (40 olive trees which are pressed for olive oil and used in the property...
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    53020, Petroio, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Farmhouse near Siena, private pool, brilliant views1 / 50
    (18)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Central Heating
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2017
    We did a lot of research to find this ideal farmhouse and we were not disappointed. The location is peaceful, unspoilt and beautiful. The grounds and pool are well maintained...
    Reviewed 13 October 2015
    I truly enjoyed my stay. Fernando was most helpful and kind. The grounds are beautiful, freshly refilled, heated Jaccuzzi, and beautiful infinity pool with wonderful vies...
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    About this property
    Farmhouse 'I Moraioli' is in Montebenichi in the heart of the Chianti hills. A unique panorama, a breathtaking view over a valley among the most beautiful and unspoilt ones of Tuscany and ... the view goes as far as the south of Crete Senesi with a view of the whole Province of Siena to Monte...
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    53019, Castelnuovo Berardenga, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property is located in a beatifull medioeval village between Pienza and Montepulciano in UNESCO'S Heritage The house is dates back XI century , you will feel the history in the meantime you will have every confort. The building is on 3 levels like a little tower as the medioeval architecture...
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    Location Information
    53026, Monticchiello, Pienza
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    CASALE TOSCANO  VISTA PANORAMICA DELLE CRETE SENESI E VAL D'ORCIA1 / 15
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Grill
    • Outdoor Dining Area
    • Washer
    • Shared Garden
    • Mountain Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Granaio - Villa Vignacce1 / 22
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 May 2018
    We never wanted to leave Anna Licia and her dog Billy when our stay was up at their villa.Nestled in a beautiful valley surrounded by olive trees and gorgeous roses, this little...
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    About this property
    Villa Vignacce is a delightful villa in the countryside of Siena, a few minutes walk from the village of Bettolle in the area between the Crete Senesi and the Val d' Orcia. The villa offers 3 comfortable self-catering apartments that can accommodate up to 4 people each. The apartments can be...
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    53048, Bettolle, Sinalunga
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Bright and Spacious Apartment in the heart of town1 / 27
    (13)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Secure Parking
    • Terrace
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 October 2018
    Had a fantastic stay in San Gimignano. The apartment was a traditional italian family home. We were met by Margarita, who was a absolute delight and provided very informative...
    Reviewed 29 July 2018
    San Gimignano came highly recomended by a very well travelled feiendbof mine. I had enough time to look for a nice place to stay so I started about 8 months prior our trip. I...
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    About this property
    Holiday in San Gimignano ... a journey into the heart of Tuscany. Dear Guests, we are the sisters Stefania and Margherita and we are the owners of Appartamento Margherita. We decided to rent the apartment where we were born about 15 years ago, when we understood that it was a too special place to...
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    29, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedroom Stone Cottage Rental in Chianti Countryside1 / 19
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Washer
    • Hot Tub
    • Central Heating
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 November 2017
    What a lovely place to spend a week, the house has everything that you could need. It was clean. To look around day after day was so very pleasant. It is central, with easy day...
    Reviewed 12 July 2017
    Casanuova di Pietrafitta lovely cottage worked very well for us as a base to explore the beautiful Tuscany region. Day after day of exploring nearby villages when we came back...
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    About this property
    Farmhouse in the heart of Chiantishire at 3 kms minutes distance from the historical township of Castellina in Chianti. 23 kms from Siena and 37 kms from Florence. The villa is set at an altitude of 600 meters. We are surrounded by vineyards and oak woods a perfect place to run away from busy city...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Amazing Tuscan holiday apartment in the historical Town centre of Colle di Val d'Elsa, sleeps 41 / 35
    (33)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Terrace
    • Central Heating
    • Washer
    • Private Garden
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2017
    In the old part of Colle this apartment could not be more convenient.Fabulous internal facilities, we were very at home.Would have been too tight for 4 adults, but a...
    Reviewed 9 October 2016
    We stayed at Dietra Le Mura for a week. The two bedrooms apartment, each with its own bathroom, was perfect for our needs. Antonella and her husband were wonderful hosts, and...
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    About this property
    The Dietro Le Mura holiday home has been completely renovated and is located in the historical town centre of Colle di Val d'Elsa, a characteristically medieval town steeped in history. The apartment is on the first floor, has its own entrance and possible parking at just a few dozen metres away....
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    53034, Colle di Val d'Elsa, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    antico casale delle more1 / 27
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Parking
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53048, Bettolle, Sinalunga
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Chic Tuscan villa in the heart of the countryside, staffed property with shared pool and private garden space, sleeps 41 / 24
    (6)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Patio
    • Washer
    • Mountain Views
    • Central Heating
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 October 2013
    My sister, husband and I stayed at the charming Cipresso Apartment, surrounded by beautiful landscape. The apartment was spacious and well equipped; wooden interiors made the...
    Reviewed 27 June 2013
    My wife and I were obliged to stay for a week in Agriturismo Piettorri while our local summer house was undergoing alterations.We had previously passed by this group of...
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    About this property
    Very chic villa on the ground floor of the smaller farmhouse in a bigger setting in the heart of the Tuscan countryside. Great for a family of four or for two couples of friends. Large master bedroom with canopy bed and a second bedroom with twin beds, which can be combined. Big living room with...
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    53031, Casole d'Elsa, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Beautiful Tuscan countryside, Siena1 / 54
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Internet Access
    • Parking
    • Terrace
    • Balcony
    • Washer
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the splendid setting of the most celebrated and internationally known Crete Senesi and the typical Tuscany hills, apartment in semi-detached building on two levels suitable for a maximum of 6 people. Located in the quaint village of Mucigliani , an ancient castle replaced more recently by...
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    Location Information
    53041, Torre A Castello, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Antico Molino della Tuoma San Quirico D'Orcia1 / 61
    (16)Very good
    5 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Private Garden
    • Wi-Fi
    • Parking
    • Hot Tub
    • Grill
    • Shared Garden
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2018
    If you are looking for peace and quiet, this is the place. All by itself between fields and woods, serenity abounds. We saw some kind of wildlife every time we rode up the long...
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    53027, San Quirico d'Orcia, Province of Siena
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Villa Vignacce your holiday home in Tuscany. Villa Vignacce is located in southern Tuscany at walking distance to the Village of Bettolle. The house is divided into 5 apartments one is for me and for my dear dog Billy another one is for my son Giovanni and 3 of them are available for...
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    Location Information
    53048, Bettolle, Sinalunga
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    LA CASETTA NEL BOSCO1 / 34
    (1)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 2017
    This place was so beautiful and huge! We stayed for one week with 4 adults, 2 kids and 1 dog and loved the tranquility of the place. The property is completely locked off with...
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    53048, Sinalunga, Province of Siena
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 8
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    Casanova dei Boschi1 / 29
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 October 2017
    Last stop to relax with friends for a couple nights, after 2 weeks of touring Rome & Florence, before heading home. It was perfect. Beautiful views from every window. Very...
    Reviewed 9 December 2015
    I cannot express how deeply satisfied we were with the villa and support received from Mr Franco. Our expectations were exceed at every turn; from the grounds to the expansive...
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    53011, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Balcony
    • Mountain Views
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Featuring a seasonal outdoor pool, Villa Vignacce is located in Bettolle, just 40.2 km from Siena. Perugia is 48.3 km from the property. Free private parking is available on site. Some units have a sitting and/or dining area. There is also a kitchen in some of the units fitted with a dishwasher....
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    53048, Bettolle, Sinalunga
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    PODERE SAN PIETRO1 / 16
    (7)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2018
    Our family of 4 have just spent 11 lovely nights at Podere San Pietro. It is an easy 2hr car journey from Pisa Airport with all but 15 mins on motorway/Autostrade. Montepulciano...
    Reviewed 13 January 2017
    A group of 6 women, we stayed at the house for 5 nights. The house was immaculate, well situated and safe. The host was polite and readily available and offered valuable...
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    About this property
    Podere san Pietro is an ancient country house held in brick and stones with a living surface of 350 sqm. for a total of 3bathroom and 4 bedrooms, which accommodate up to 10 people , in addition to private swimming pool of 11X5 mt The house has been recently restored (2007) and brought to its...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Villa Del Cielo with Caminetto1 / 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 1 August 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 2 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
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Washer
    • Grill
    • Wi-Fi
    • Patio
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just South of Siena, The Val d’Orcia is UNESCO World Heritage. Its enchanting towns and villages like Montalcino and Pienza are surrounded by a sea of vines and olives whose slopes intermittently give way to deep forest of pines, chestnuts and oaks, cool and refreshing. And amongst these strikingly...
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    53026, Monticchiello, Pienza
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Apartment 'Casa Laura'1 / 22
    (6)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Central Heating
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2015
    I have just spent two fabulous days with my wife Alison and friend Jim in this lovely part of Tuscany. We rented a two bedroom apartment which had every amenity who could want...
    Reviewed 20 October 2013
    8 km from Siena, few more from San Gimignano, Monteriggione at hand, Chanti very close - ,what can a Tuscany traveller want more. If you want the top tourist places as well as...
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    About this property
    Casa Laura is an independent apartment in a restored farmhouse Agriturismo la Magione that is situated on an agricultural estate on a hilltop at about 300 meters above sea level. It offers a wonderful panorama of the surrounding countryside with fields, olive groves, vineyards and woodlands. The...
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    Location Information
    53035, Monteriggioni, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Agriturismo Cantagalli - Appartamento Cedrone1 / 30
    (18)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 October 2017
    Lovely apartments very well equipped! The location is lovely and quiet; only 1.5km from the village of San Querico d'Orcia. Village is charming too with a selection of shops...
    Reviewed 3 October 2017
    My husband and I stayed at this property over the weekend with his mom and her cousin for a getaway in Tuscany. We have stayed many times in Tuscany as we live in Florence, and...
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    53027, San Quirico d'Orcia, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Deluxe vacation rental in Tuscany in San Gimignano1 / 64
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Patio
    • Parking
    • Central Heating
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2018
    A lovely Tuscan home perfect for 5-6 people. Our hosts, Concetta and Paolo, were exactly what you would wish for - friendly, helpful and attentive when needed. The house is...
    Reviewed 25 August 2017
    My family had a wonderful holiday in Italy. The house was excellent in all aspects and we had a great time, particularly at the swimming pool which was kept in a very good...
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    About this property
    Luxury and charm located on the outskirts of San Gimignano, tennis court and large garden areaDeluxe vacation rental in Tuscany near the wonderful cities of San Gimignano and Siena.Three large and charming bedrooms each with an en suite bathroomFully equipped kitchen including clothes washer,...
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    Location Information
    53037, Castel San Gimignano, San Gimignano
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    Chianti, La Pruneta, Raffaello Apartment1 / 18
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Washer
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 September 2018
    I stayed in this lovely place for some rest and recuperation. Beautiful scenery and lovely hills to walk in on the doorstep. Also an easy trip into Florence. Would strongly...
    Reviewed 10 May 2017
    A lovely place in the heart of the Chianti region. Rebecca and her husband Massimo are the sweetest and super helpful providing everything you might need. The cottage is...
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    About this property
    A beautiful old farmhouse in the heart of Tuscany, 20 minutes from Radda in Chianti, set amongst olive trees and vines covering 6 hectares of land on slopes overlooking the Arno Valley. Raffaello is a beautifully restored one bedroom apartment with antique furniture, wooden-beamed ceilings,...
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    Location Information
    52022, Radda in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Internet Access
    • Patio
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    These holiday apartments in Tuscany are part of an estate situated in the Chianti Classico area, just 13 km from Siena, surrounded by vineyards and olive groves, in a peaceful place far from the traffic and bustle. The origins of the Castle date back to 1070, but following the battles between Siena...
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    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Central Heating
    • Shared Garden
    • Parking
    • Terrace
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This wonderful flat (50sqm) is on the ground floor and has a small terrace facing the garden, as well a wood-oven. It consists of a living room with a single sofa bed, kitchenette and dining area, a double bedroom with a wonderful and original red brick vaulted roof, a bathroom with shower. This...
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    Location Information
    53049, Torrita di Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Biancospino is set on the first floor. It has two double bedrooms, a bathroom, and a living room with a fireplace and kitchenette. The swimming pool (14m x 7m, da 1.2m a 2.4m) is open from mid April until mid October and is shared with other guests of the Estate. From here guests can relax and...
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    Location Information
    53040, Montefollonico, Torrita di Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Siena Residenza le Logge1 / 19
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Washer
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 April 2018
    Our experience with Martina was amazing! She is a super kind girl and residenza Le Logge is exactly what we were looking for our relatives: well located, comfortable, clean and...
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    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Appartamenti Tinacci - Casa Aurora1 / 7
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53037, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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