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Vacation rentals in Sansepolcro

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Top-rated vacation rentals in Sansepolcro

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Top guest favorite
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 in Ruscello
4.99 out of 5 average rating, 462 reviews

Farmhouse Fattoria La Parita

Provencal style apartment surrounded by vineyard and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 from the highway. The singing of the acorn and cuckoo will be the soundtrack to the living room while the roe deer burn among the olive trees. A basic Italian breakfast (coffee, tea, milk, biscuits, etc.) is included, but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 for 5 to 15 years, free for children under 5 years). EV wallbox available.

Top guest favorite
An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.
Apartment in Montepulciano
4.97 out of 5 average rating, 119 reviews

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

Guest favorite
A spacious living area is highlighted by rustic wooden beams and a cozy fireplace. A light-colored sofa is positioned near large windows, allowing natural light to fill the space. A dining table is set with fresh produce and a decorative vase, enhancing the inviting atmosphere.
Home in Anghiari
4.89 out of 5 average rating, 147 reviews

Poggiodoro, your charming villa in Tuscany

Welcome to Poggiodoro, our 16th century stones' villa located in the countryside of Anghiari. The House offers stunning views, charming and furnished interiors providing all type of comforts: a beautiful fireplace that will keep the ambient warm even in winter, a big private garden where you can enjoy the open air and have lunch under the shade of pergola, with BBQ, fantastic in the warm seasons, a panoramic pool to spend great moments with friends, to be shared with the hamlet guests

Top guest favorite
A spacious living area is showcased with wooden beams overhead and warm wooden flooring. A cozy sofa is positioned near a traditional fireplace. A dining table with chairs is centrally located, and natural light filters through sheer curtains over the window.
Apartment in Sansepolcro
4.97 out of 5 average rating, 61 reviews

Pretty and cozy house with a Tuscan flavor

La Casina is in the historic center of Sansepolcro, a stone's throw from the main street, the civic museum, the Duomo and Piazza Torre di Berta. It is a typical Tuscan house with exposed beams and high ceilings. Casina is a small house in name only, in fact the rooms are spacious and welcoming and will all be for you. La Casina is located in front of the Auditorium of Santa Chiara and next to the vegetable gardens and orchards on the walls, a few steps from free parking.

Top guest favorite
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 in Anghiari
4.99 out of 5 average rating, 250 reviews

Casa Rosmarino Eco-Wellness Country Home

Price includes the WELLNESS & COMFORT package as follow: - Organic Wooden Fired Hot Tub w/Jacuzzi (1 water filling good for 4 days of use) - Infrared Sauna - Wood for Fireplace & Hot Tub - Fire starters - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Italian Ground Coffee - Treats during your stay Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.

Top guest favorite
An aerial view captures the property nestled in a scenic landscape, surrounded by rolling hills and cultivated fields. Olive groves line the winding road, with cypress trees dotting the surroundings, showcasing the natural beauty of the Tuscan countryside.
Condo in Asciano
4.97 out of 5 average rating, 319 reviews

Green – The meadows in Tuscany

Apartment consisting of 1 double bedroom, equipped kitchen, large living room, and bathroom TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. in our laundry room to those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and wifi Convenient location to visit Tuscany and Umbria.

Top guest favorite
A stone exterior is showcased, with a staircase leading up to the entrance. A shaded area features outdoor seating, including a table and chairs. Potted plants line the pathway, and greenery provides a serene backdrop, enhancing the outdoor living space.
Home in Prato
4.99 out of 5 average rating, 130 reviews

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

Guest favorite
A historic stone farmhouse is framed by lush trees, showcasing its rustic exterior. The structure features multiple windows with wooden shutters and a welcoming entrance. A grassy area surrounds the home, reflecting the tranquility of the countryside landscape.
Condo in Sansepolcro
4.87 out of 5 average rating, 23 reviews

"L'ippocastano" apartment

Located in the hills just outside Sansepolcro beautiful portion of restored farmhouse maintaining the original historical features of the typical Tuscan country house. Originally castle dated 1300 within the village of Cignano. Beautiful views of the valley and Lake Montedoglio. The apartment with independent entrance is surrounded by 2 gardens for the exclusive use of guests, gazebo where you can dine out in the summer evenings and wood oven.

Top guest favorite
The exterior of the stone annexe is showcased, surrounded by lush greenery. A shaded seating area is highlighted in front, with a small table and chairs beneath an umbrella. A pathway leads up to the entrance, nestled in a serene natural landscape.
Guesthouse in Perugia
4.99 out of 5 average rating, 136 reviews

Ethical house in Umbria

It is a 60 sqm annex suitable for couples who want to visit our region. We don't have a swimming pool but we have the truffle ground, the stream, the roe deer, porcupines, wild boars, our cats and the little dog Moti. In the garden, you will find herbs, fruit, and garden produce. Inside the cottage we rent, you will have our olive oil and helichrysum liqueur that we produce. We also produce saffron, but we sell it! Of course, pets are welcome!

Guest favorite
The rustic exterior of a restored mill is framed by blooming lilac flowers. The two-story building features stone walls with wooden doors and windows, surrounded by lush greenery and a gravel pathway. Sunlight illuminates the quaint structure, reflecting the peaceful rural setting.
Home in Anghiari
4.9 out of 5 average rating, 102 reviews

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.

Guest favorite
A charming rural building is set against a backdrop of lush greenery at dusk. Soft lighting highlights the stone exterior and terracotta roof, while the surrounding trees and landscaped grounds enhance the tranquil environment.
Farm stay in Anghiari
4.95 out of 5 average rating, 109 reviews

Mafuccio Farmhouse - "Casa di Rigo"

Casa di Rigo is the smallest apartment of Agriturismo Mafuccio, a farmhouse immersed in unspoiled nature in the Sovara Valley, a stone's throw from the Rognosi Mountains nature reserve and nestled at the foot of Monte Castello. A quiet and peaceful place like the streams that cross the valley, where you can find peace, and fully experience nature... in the company of the Valley Kids!

Guest favorite
A spacious room features two large windows adorned with light curtains, allowing natural light to fill the space. A double bed is dressed in a patterned quilt, accompanied by a wooden chair and a simple desk. A shelf holds books and decor items, enhancing the cozy environment.
Apartment in Pieve Santo Stefano
4.95 out of 5 average rating, 158 reviews

Studio apartment "Elsa" on the path of St. Francis

The “Angolo di Elsa” studio apartment is located on the path of the Cammino di S. Francesco, a 2-minute walk from the Museum and Archives of the Diary of Pieve Santo Stefano. Easily reachable by car or bus, it is located on the ground floor. You can spend relaxing days and enjoy wonderful day trips to learn about the nature, history and art of the Upper Tiber Valley.

Popular amenities for Sansepolcro vacation rentals

When is the best time to visit Sansepolcro?

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Avg. priceG$16,938 GYDG$15,474 GYDG$16,310 GYDG$17,774 GYDG$17,774 GYDG$16,729 GYDG$18,401 GYDG$19,447 GYDG$18,401 GYDG$16,520 GYDG$16,938 GYDG$16,520 GYD
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Frequently Asked Questions

  • How much does it cost to stay in apartment rentals in Sansepolcro?

    Experience the best of Sansepolcro with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for Apartment Rentals in Sansepolcro?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in Sansepolcro?

    Sansepolcro has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Sansepolcro have a kitchen?

    Absolutely! We offer over 20 apartment rentals with a kitchen in Sansepolcro. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Sansepolcro?

    Four-legged friends are welcome in Sansepolcro. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Sansepolcro?

    Yes! Work meets play with ease at over 20 vacation rentals in Sansepolcro featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Sansepolcro vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Sansepolcro, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Sansepolcro have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Sansepolcro. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Sansepolcro

  • Total vacation rentals

    Explore 50 vacation rentals in Sansepolcro

  • Nightly prices starting at

    Sansepolcro vacation rentals start at G$8,364 GYD per night before taxes and fees

  • Verified guest reviews

    Over 630 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Sansepolcro vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Sansepolcro rentals

  • 4.7 Average rating

    Sansepolcro stays receive an average rating of 4.7 out of 5 from guests

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