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Holiday rentals in Sestino

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Top-rated holiday rentals in Sestino

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home
4.97 out of 5 average rating, 35 reviews

Villa overlooking Rimini and San Marino

A rustic villa overlooking the Romagna Riviera and San Marino. Access the swimming pool just 900 metres away by car, with an adjacent restaurant and special rates. (The swimming pool is not part of the house) Three spacious bedrooms, two bathrooms with two showers, a large living room with a sofa, and a fully equipped kitchen. Immerse yourself in nature and make the most of the porch on starry nights. Visit San Marino, Verucchio, Santarcangelo di Romagna, San Leo, Rimini and Riccione in just a few minutes. Cin: IT099028C1V8NP8K8F

Guest favourite
The image features a contemporary house positioned near a serene lake, surrounded by lush greenery. The building's large windows reflect beautifully on the water's surface, while tall trees frame the scene, creating a peaceful atmosphere in nature.
Cottage
4.95 out of 5 average rating, 20 reviews

House on the lake Springs in the woods

House by the lake in a unique and evocative environment in close contact with nature and the surrounding greenery. New construction with all the comparisons to ensure a fairytale stay. The location is secluded and quiet, it transmits relaxation and peace even if only 1 km from the state road to Gubbio. A well-equipped kitchen where you can cook and dine with a view of the lake, in a beautifully appointed space. It will be the setting for an unforgettable holiday. Dogs are welcome, and they stay for free.

Top guest favourite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay
4.99 out of 5 average rating, 508 reviews

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Guest favourite
Home
4.98 out of 5 average rating, 176 reviews

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

Top guest favourite
The farmhouse entrance is framed by two potted plants and orange pumpkins. A stone facade features a wooden door with gray shutters, complemented by a tiled roof. Natural surroundings are visible in the background, emphasizing the peaceful rural setting.
Home
4.98 out of 5 average rating, 143 reviews

Tofanello Orange Luxury and Modern Comfort 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 turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

Guest favourite
Farm stay
5 out of 5 average rating, 8 reviews

Relaxing-unspoiled country place La Valle...

A panoramic retreat surrounded by greenery, with open views of the valley and the castle. Warm and thoughtfully designed atmosphere, with wooden beams, a fireplace, and modern comforts — ideal for a relaxing stay immersed in the authentic beauty of the Tuscan-Umbrian countryside.The apartment "La Valle" is located on the ground floor of a villa – Rocca di Pierle – nestled in the rolling green hills of the Val di Pierle, just a few kilometers from Cortona.

Top guest favourite
A stone terrace is framed by arched supports, illuminated by gentle lighting. Wooden furniture is arranged for relaxation, with potted plants adding natural elements. The backdrop showcases the medieval bridge, seamlessly integrating the outdoor space with the historic architecture.
Home
4.96 out of 5 average rating, 54 reviews

The house on the bridge

You will live in a house hundreds of years ago, built on the Romanesque bridge of the village. Large walls, oak beams, terraces under the arches of the bridge and bowls on the road in the warm embrace of a medieval village. Madies, pastry chefs, chests wisely renovated to leave all the flavor of the crafts that still belong to us. Breakfast with the best traditional desserts and pleasant breaks by the lit fireplace. Time will seem to stop with you.

Top guest favourite
The bedroom features a spacious double bed adorned with soft linens and cushions, complemented by subtle bedside lamps. Exposed wooden beams highlight the ceiling, while natural light filters through a window, adding warmth to the serene, neutral color palette.
Flat
4.97 out of 5 average rating, 414 reviews

Cortona Shabby Chic House - independent & balcony-

Questo è un appartamento curato da una Superhost che vive Cortona ogni giorno. Il mio alloggio è situato in pieno centro storico a soli pochi passi dalle piazze e vie principali. Questo grazioso appartamento è di recente ristrutturazione e può ospitare fino a 3 persone. Appartamento indipendente con entrata singola tutto in un solo piano, con balcone. Arredato con cura, dotato di tutti i comfort per un totale relax

Top guest favourite
The outdoor pool area is surrounded by neatly trimmed cypress trees and colorful gardens. A gentle slope leads to the pool, with views of the rolling green hills in the background. Sun loungers and umbrellas are placed around the pool, creating a serene atmosphere.
Farm stay
5 out of 5 average rating, 49 reviews

Tuscan dream lux 2-bed, pool, private balcony

Explore Tuscany in a beautifully decorated 2-bedroom, 2 bathroom apartment with all amenities & a log fire. Welcome to your luxurious home in the heart of Tuscany, Italy, where every moment will be a new adventure. This beautifully designed and well-furnished apartment is located in a restored farmhouse, surrounded by olive groves, vineyards, and rolling hills, offering you the best of Italian living.&

Top guest favourite
A rustic living area features a wooden table surrounded by two elegant armchairs and a beige sofa. A stone fireplace, stocked with logs, stands as a focal point, while wooden beams adorn the ceiling. An inviting atmosphere is created by warm, natural colors and soft furnishings.
Home
4.99 out of 5 average rating, 266 reviews

Casa Rosmarino Eco-Wellness Country Home

Price includes: - Infrared Sauna - Wood for Fireplace - Fire starters - 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.

Superhost
The rustic stone building is illuminated softly in the evening, revealing warm lights from the windows. A spacious courtyard is visible, featuring a planted area and paths leading to the entrance. Nearby trees and greenery frame the serene outdoor space.
Holiday home
4.8 out of 5 average rating, 15 reviews

The Three Sources

This enchanting vacation home is housed inside a stone farmhouse with a rustic profile cared for in every detail nestled in the Tuscan countryside in an unspoiled environment overlooking the rows of vines placed at the foot of the Sasso Simone massif. A haven of peace and tranquility for those who wish to get away from the hustle and bustle of daily life.

Top guest favourite
A rustic stone house is surrounded by lush greenery, featuring wooden shutters and a tiled roof. A shaded outdoor dining area is visible, complemented by potted plants. The serene garden setting invites relaxation and enjoyment of the natural landscape.
Home
4.97 out of 5 average rating, 110 reviews

Tuscany House | View Breathtaking

Casa Belvedere is 10 minute drive from the center of Cortona. Is located along an old Roman road and enjoys a spectacular view of Cortona. Equipped cooking, 2 double room, 2 bathrooms, sofa bed, large garden with provides all the comforts to relax, sunbathe and have lunch under the pergola, enjoying the view of Cortona and the Val di Chiana.

Popular amenities for Sestino holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Arezzo
  5. Sestino