
House vacation rentals in Sestino
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Top-rated house rentals in Sestino
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Casa Lucy
House located on the Cortonese hill, completely renovated, consisting of 3 double bedrooms, 2 bathrooms and an open space kitchen and dining room. It is located 5 minutes from the historic center of Cortona and in an excellent position to reach the most beautiful and characteristic places of Tuscany and Umbria such as Pienza, Montepulciano, Castiglione del Lago up to cities that are cradles of art such as Florence, Arezzo, Siena and Perugia. Mandatory tourist tax to be paid on site (€2.50 per person for 4 days)
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Infinity view
Completely renovated location with breathtaking views of the Valdarno. The ground floor consists of a living room with two windows overlooking the patio, fireplace, sofa bed, bathroom with large shower and modern kitchen with steel island, with three French windows to access the outdoor dining area with BBQ. The second floor consists of two double bedrooms each with its own bathroom with shower. The garden is well-kept, there are various relaxation corners, a sundeck and an infinity pool with hydrolysis
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House "Independent" close to the Historic Center
This independent house, located a few steps from the walls surrounding the historic center of the Republic of San Marino, is the top place for those seeking relax, privacy and a breathtaking view of the surrounding mountains. The house, modern and with attention to detail, is perfect for families, couples or small groups who want to live an unforgettable experience. Large and well-organized spaces are designed for your every comfort. Free parking a few steps from the front door. Pets are welcome
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House Rigomagno Siena
Apartment with beamed ceilings and terracotta floors, this apartment is set in a 19th-century farmhouse located in the hills of Siena in Rigomagno Toscana. From the solarium next to the swimming pool in the middle of the olive trees, you can admire the panorama of the Sienese hills and the medieval village of Rigomagno ... all this characterizes the ideal holiday for couples or families who want to relax. Solarium, garden, terrace, swimming pool are exclusively for guests of the apartment.
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The house on the bridge
You will live in a house hundreds of years ago, built on the Romanesque bridge of the country. Large walls, oak beams, terraces under the arches of the bridge, and pebbles on the street in the warm embrace of a medieval village. Madie, pastries, wisely renovated chest of drawers to leave all the flavor of the crafts that still belong to us. Breakfast with the best traditional pastries and pleasant breaks by the fireplace. Time will seem to be stopping with you.
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Jenny's Barn
The ancient barn, now finely restored, is located in the heart of the Valdichiana a few steps from the characteristic medieval village of Scrofiano. From the house you can enjoy a breathtaking view of the green Sienese hills where centuries-old olive trees and vineyards alternate from which the prestigious Chianti is obtained. Ideal for 2 people looking for a relaxing stay away from the chaos of the city. On request it is possible to add a baby bed and a cot.
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The Aurora Residence inside the Castle of Gradara
Intimate and charming 90-meter house inside the romantic Castle of Paolo and Francesca, in the hinterland of the Marche and Romagna Riviera. The privileged location: inside the walls of the Castle and in the heart of the charming medieval village, among shops, bars, taverns, restaurants and the convenience of being 10 minutes from the sea. The comfort of a real home inside the castle of the legendary love story. Parking is also available and pet-friendly!
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Tofanello Turquoise Luxury with Outdoor Pool
Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our orange apartment. Orange: https://www.airbnb.com/rooms/plus/9429730
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Conca d'Oro villa with private pool, sleeps 4
Just 2 km from the village, cozy typical Tuscan farmhouse, tastefully furnished and equipped. The farmhouse is located in a panoramic position immersed in the peaceful Tuscan countryside. Guests have access to a beautiful infinity pool for their exclusive use, equipped with sun loungers, and a lovely garden with a patio furnished for outdoor dining and enjoying fantastic sunsets. A strategic location for tourists. Free high-speed satellite Wi-Fi
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Il Vecchio Mulino
Bongiorno! Il Vecchio Mulino is a restored mill in the Anghiari area. Set in the valley surrounded by sunflower fields and a stream behind the villa, Il Vecchio Mulino is a quiet oasis from the metropolitan cities of Florence and Rome. Take a cooling dip in your own private pool (pool opens mid-May and is closed during the winter), stroll about the lawned gardens and enjoy the rural setting – this is the perfect place to relax and unwind.
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PoggiodoroLoft, Tuscan dream e relax
Welcome to Poggiodoro Loft, 16th century stones' villa located in the countryside of Anghiari. Stunning views, charming and furnished interiors providing all type of comforts, the relaxing sauna, the private garden where you can enjoy the open air and lunch under the pergola, BBQ, fantastic in the warm seasons, lounge with brazier a panoramic swimming pool to spend great moments with friends, to be shared with the hamlet guests.
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Casa Rosmarino Eco-Wellness Country Home
Price includes: - Infrared Sauna - Wood for Fireplace - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Treats during your stay Pool & parking lot are shared areas. We have 6 units for rent Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.
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Popular amenities for Sestino house rentals
House rentals with a pool

Hidden gem in Tuscany
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Little Corticellitta in Toscana
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Podere Bocci residence in Casentino - Entire Villa
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Palazzolo Resort
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Villa with Private Pool in the Tuscan Countryside
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Santa Flora Home • Swimming pool • Gym
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Il Podere - Rustic charm in Tuscany
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Casentino Villa Antonella
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Weekly house rentals

Nature Retreat | Peace & Relax in the Hills
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Galasterna, at the foot of the mountain
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Little house in the woods, Il Palazzo – peace and tranquility
LocationFamilyLong stay

Breathtaking views: Historic House w/Terrace & BBQ
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Podere Chiappasonno
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Casa Primo Stylish-townhouse w/ patio & jetted tub
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18th-century farmhouse in Cortona, garden, and 4 bathrooms
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Montana House in Stone-Garden-Panorama-Jacuzzi
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Private house rentals

Terrace on the Borghetto
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Vacation home
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Sode del Mardello Farm
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Casale S. Stefano
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Casa Cicetta Accommodation 1296
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Nido Visone Apartment
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Villa Gaia • Relax in Tuscany with a garden
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Terrace overlooking the park (La Legnaia)
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Destinations to explore
- Lake Trasimeno
- Pinarella Di Cervia
- Mirabilandia
- Fiera Di Rimini
- Misano World Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Del Chianti
- Senigallia Beach
- Basilica of St Francis
- Frasassi Caves
- Palacongressi Della Riviera Di Rimini
- Italia in Miniatura
- Oltremare
- Avignonesi Winery Fattoria Le Capezzine
- Furlo Gorge Nature Reserve
- Eremo Di Camaldoli
- Fiabilandia
- Parco Naturale del Monte San Bartolo
- Val di Chiana
- Papeete Beach
- Mount Subasio
- Valdichiana Outlet Village
- Gola del Furlo
- Rocca Roveresca





