Vacation rentals in Pieve Santo Stefano

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Top-rated vacation rentals in Pieve Santo Stefano

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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, 451 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

A charming green cottage is nestled amidst trees, surrounded by well-maintained greenery. The building features wooden shutters and a rustic stone pathway leading to a private entry. Sunlight filters through the leaves, creating a serene atmosphere in the garden area.

Tiny home in Novafeltria

5 out of 5 average rating, 109 reviews

A house with every comfort surrounded by greenery

Ideal house for those looking for intimacy and relaxation. Only one!Well-kept environment equipped with every comfort. It accommodates two people and a child up to 3 years old. An English bathtub in the double bedroom. Perfect home for bikers with a bicycle garage. Outside, a large fully fenced garden and an exclusive patio where breakfast is served. Barbecue available. Adjacent to the Marecchia River bike path, which can be reached from the garden. Ideal accommodation for exploring the Marecchia Valley.

Top guest favorite

A charming stone house is framed by lush greenery, featuring an inviting outdoor dining area with a wooden table and chairs. The second floor balcony overlooks the patio, adorned with potted plants. The rustic architecture harmonizes with the natural surroundings, creating a serene outdoor space.

Home in Toppole

5 out of 5 average rating, 10 reviews

Little Corticellitta in Tuscany

This private, stylish 2-bed, 2 bath house on a 15 hectares estate, surrounded by vineyards & Tuscan hills, is beautifully decorated; has access to the swimming pool, (2025 two pools) & private outside patio. The house has an open sitting/dinning Kitchen, 2 double bedrooms & 2 bath, WiFi & everything you need for a luxurious, relaxing Tuscan holiday. Lots of hiking routes & nature; the ancient Anghiari is only 5 minutes drive, a perfect spot for a perfect Italian holiday. ADULTS OVER 18 ONLY.

Top guest favorite

The open-concept loft features exposed stone walls and a cozy sleeping area with a spacious bed draped in crisp linens. Natural light floods the room from large windows, while modern furnishings create a minimalist aesthetic, enhancing the tranquil environment.

Loft in Poppi

4.91 out of 5 average rating, 116 reviews

PIPPO'S LITTLE RESORT/2

Immerse yourself in the quiet of Tuscany with the lush green countryside,an unforgettable meals,and the ultimate relax!Pippo's Little Resort/2 is located in the National Park of Casentino,3km away from POPPI with a middle age Castle and local Bio food produced by the local farmers.The loft has been carefully renovated and furnished minimally, using reworked industrial furniture mixed with modern design pieces.Join us this Spring Summer season with a generous glass of wine, great food and more!

Top guest favorite

A spacious piazza is surrounded by elegant medieval architecture, featuring a central hexagonal area with open-air seating. Stone pathways lead to various shaded spots, while umbrellas provide shelter for patrons. Beautiful clouds drift overhead, enhancing the vibrant scene of daily life in the historical center.

Apartment in Arezzo

5 out of 5 average rating, 115 reviews

Piazza Grande Boutique Apartment

Affacciato sulla più bella piazza del centro storico di Arezzo, dove si svolge la rievocazione della Giostra del Saracino, il Piazza Grande Boutique Apartment è situato al secondo piano di un palazzo medievale, con vista sui bellissimi palazzi e le Logge Vasariane ed è una location unica nel suo genere. L'arredamento, opera della contessa Cesaroni Venanzi è stato realizzato con bellissimi mobili antichi reinterpretrati in chiave moderna ed arricchiti da contaminazioni contemporanee.

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, 144 reviews

Poggiodoro, your Tuscan villa with Infrared Sauna

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

Superhost

A view of the village square, framed by gently sloping mountains and lush greenery. The apartment building stands prominently with balconies overlooking the street. Several parked cars line the road, and trees provide a natural backdrop to the serene setting.

Condo in Rimbocchi

4.81 out of 5 average rating, 115 reviews

Cozy apartment in stunning National Park forest

This cosy apartment immersed in one of Italy's largest National Parks offers a breath of fresh air. Perfect for hikers - many paths begin direct from the door, ideal for those walking to La Verna. Just a 5min minute walk away are waterfalls and natural pools. In a unique area of the Casentino the tranquil village of Rimbocchi invites you to escape the chaos of urban life. Although remote, it's also a convenient base to visit many historic cultural towns all within an hour by car.

Guest favorite

The exterior of a rustic stone house is featured, showcasing a sloping roof with terracotta tiles and a wooden door. A white plastic chair is positioned on a gravel area in front, with small windows visible on the upper levels. The surrounding landscape is open, revealing distant hills.

Apartment in Pieve Santo Stefano

5 out of 5 average rating, 15 reviews

Piero's house

Relax with the whole family, as a couple or just on your own in this quiet accommodation. We are in a small village of five houses near the Casantino forest and the Franciscan route. Apartment with garden, kitchen, private shower bathroom, bedroom with double bed and living room with sofa bed. Seven kilometers away you can reach the center of Pieve Santo Stefano by car where you can find everything you need such as a pharmacy and supermarket, as well as restaurants and bars.

Top guest favorite

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 in Prato

4.98 out of 5 average rating, 138 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 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

4.86 out of 5 average rating, 21 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

A rural landscape showcases a villa nestled among lush greenery and tall cypress trees, surrounded by rolling hills. The area is dotted with olive trees and other vegetation, enhancing the natural beauty of the countryside.

Villa in Anghiari (Arezzo)

4.99 out of 5 average rating, 101 reviews

In a sunny, quiet and rustic area.

The villa is located between Anghiari and Arezzo in a sunny area, absolutely quiet, with a beautiful and panoramic view on the surrounding hills. Through the accurate restoration, the house is well equipped to ensure to just a few guests absolute confidentiality, independent and comfortable stay. Exposed to the south, with independent entrance and direct access to the garden that's exclusively for our guests. Please enjoy yourself.

Top guest favorite

The spacious living room features high ceilings with exposed wooden beams and ornamental frescoes on the walls. Two soft sofas are arranged around a wooden coffee table. A fireplace is located against one wall, adorned with decorative items and a charming artwork.

Apartment in Anghiari

5 out of 5 average rating, 21 reviews

House of the Nuns

Spacious, bright & charming 1 bedroom apartment in a wonderful historical environment. Anghiari is the most beautiful small town in Italy awarded by Travel+Leisure and CNN. The apartment has a lovely outdoor space, fits 2 Adults + 2 kids (sleeping on 2 couches). Free Parking available on the street and in the Parking Lot nearby (2 min. waking distance). EXTRA FEE - Heater 20 euro/night