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Apartment holiday rentals in Pieve Santo Stefano

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Top-rated apartment rentals in Pieve Santo Stefano

Guests agree: These apartments are highly rated for location, cleanliness and more.

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Top Guest favourite
A small balcony is featured with two black woven chairs flanking a round table. On the table, a bottle and two glasses are set against a backdrop of panoramic views of rolling hills and terracotta rooftops under a partly cloudy sky.
Apartment in Cortona
4.99 out of 5 average rating, 187 reviews

Cortona’s Rooftop Nest

The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It accommodates 4 people. Fans in the bedrooms The apartment is located in the historic center right in front of the wonderful church of St. Francis and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can accommodate up to 4 people. Fans in the rooms.

ValueFamilyWi-Fi

Top Guest favourite
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
5.0 out of 5 average rating, 154 reviews

Piazza Grande Boutique Apartment

Overlooking the most beautiful square in the historic center of Arezzo, where the re-enactment of the Giostra del Saracino takes place, the Piazza Grande Boutique Apartment is located on the second floor of a medieval building, overlooking the beautiful palaces and the Vasari Loggias and is a unique location of its kind. The decor, the work of Countess Cesaroni Venanzi, was created with beautiful antique furniture reinterpreted in a modern way and enriched with contemporary influences.

ValueLocationAir conditioning

Top Guest favourite
A dining table is set on a balcony, featuring decorative plates, a coffee pot, and colorful mugs. Potted plants adorn the railing, complemented by a view of the lush countryside and distant hills under a clear sky.
Apartment in Montalpero
4.97 out of 5 average rating, 118 reviews

[Tuscany Home] Garden Retreat w/ Parking & BBQ

Enchanting apartment in the heart of the Tuscan countryside, strategically located between Chianti, Florence and Arezzo. ✔ Up to 6 guests ✔ Welcome Book with professional tips and recommendations ✔ Private parking on site ✔ Just 5 min by car to Figline Valdarno train station · 35 min to Florence ✔ 2 double bedrooms + 1 bedroom with bunk beds · Spacious living room ✔ 50" UltraHD 4K Smart TV, fast Wi-Fi, air conditioning and heating ✔ Brick barbecue for unforgettable outdoor meals

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Guest favourite
A spacious outdoor area features a clear swimming pool surrounded by lounge chairs. The stone house is positioned on a green hillside, offering views of the surrounding landscape. Shrubs and potted plants enhance the natural setting, contributing to a serene atmosphere.
Apartment in Subbiano
4.88 out of 5 average rating, 25 reviews

Ginepro apartment, panoramic view with swimming pool

Apartment in a large hillside house, with a panoramic pool. Immersed in the green of the Casentino hills, Il Rifugio del Moro is located on a hill and is the ideal place for those looking for nature and without sacrificing comfort. The apartment "Ginepro" consists of 3 rooms: kitchen/living room with double sofa bed and 2 double bedrooms, in addition to the bathroom and a private patio. The apartment is arranged entirely on the ground floor, with independent access.

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Guest favourite
Apartment in Sansepolcro
4.94 out of 5 average rating, 32 reviews

The house of grandparents Checco and Corinna

This is my grandparents' house, where I spent the carefree summers of my childhood watching my grandmother make handmade pasta and playing cards with my grandfather. It is the ideal place for those looking not only for accommodation, but an experience: a dip in the memory that tastes of family, tradition and authenticity. The accommodation has two comfortable and quiet double bedrooms. A bathroom with shower. A complete and fully equipped kitchen.

ValueLocationNearby

Top Guest favourite
A charming stone building is seen surrounded by lush greenery, featuring a terracotta roof. The outdoor area includes a stone patio with wooden chairs and tables, accented by blooming purple flowers and potted plants, with rolling hills visible in the background.
Apartment in Pelago
5.0 out of 5 average rating, 53 reviews

Barn

Located in Fontisterni, a small village in Pelago near Pontassieve, the Fienile holiday apartment offers a relaxing stay. The 50 m² property has a living room with sofa bed for 2, a fully equipped kitchen, 1 bedroom, and 2 bathrooms, accommodating up to 4 guests. The open-plan layout uses partial walls to provide some privacy. Amenities include fast Wi-Fi (suitable for video calls) with workspace, TV, washing machine, baby cot, and air conditioning.

LocationFamilyCheckout

Guest favourite
Apartment in Sansepolcro
5.0 out of 5 average rating, 8 reviews

[Bridgerton Atmosphere] Historic residence in the village

Welcome to my beautiful new home in Sansepolcro! Just completely renovated, it's as fresh as a daisy, but with a bit of a Bridgerton style, so it's historical, themed, and classic 😃 ​🌿 An oasis of natural freshness: Located in a historic building in the center of Sansepolcro, the apartment boasts thick original stone walls. This traditional insulation keeps the house beautifully cool and pleasant (around 24°C) even on the hottest summer days.

LocationFamilyQuiet

Top Guest favourite
A historic tower is visible amidst lush greenery in the garden area. Surrounding plants, including trees and shrubs, create a serene atmosphere. A stone seating area is positioned at the center, providing an inviting spot for relaxation in this tranquil outdoor space.
Apartment in Poppi
4.97 out of 5 average rating, 32 reviews

Country chill in the heart of a medieval village

Historic structure from the 1600s, located in the center of the medieval village of Poppi, with a large garden available. The apartment offers three double bedrooms, a living room, a kitchen, and a bathroom. We can add one small single bed in one of the bedrooms if necessary. The apartment is part of a larger property that extends in the heart of the town's historic center, yet it is completely surrounded by greenery.

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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.
Apartment in Cortona
4.96 out of 5 average rating, 419 reviews

Cortona Shabby Chic House - independent & balcony-

This is an apartment cared for by a Superhost who lives in Cortona every day. My place is located in the heart of the historic center just a few steps from the main squares and streets This cute apartment is recently renovated and sleeps up to 3 people. Independent apartment with single entrance all on one floor, with balcony. Thoughtfully furnished, equipped with all the comforts for total relaxation

LocationFamilyLaundry

Guest favourite
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, 167 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.

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Guest favourite
A spacious bed with an intricately designed headboard features soft, neutral bedding accented with decorative pillows. Two bedside lamps illuminate the space, each adorned with a delicate shade. A small tray with tea cups and a book is positioned on the bed, adding a touch of comfort.
Apartment in Arezzo
4.91 out of 5 average rating, 114 reviews

Scacciapensieri Guest House in Arezzo's historic center

Description: Scacciapensieri Guest House is a characteristic three-story townhouse located a stone's throw from Piazza Grande, the heart of Arezzo's historic center. An optimal location for visiting the city and its treasures, very close to the station, which can be easily reached in less than a 10-minute walk.

LocationValueHospitality

Top Guest favourite
A rustic stone house is situated among lush greenery, framed by old trees displaying autumn foliage. The building features multiple windows and a welcoming presence, surrounded by a mostly open landscape with gentle slopes and natural stone elements.
Apartment in Pratovecchio Stia
4.99 out of 5 average rating, 117 reviews

Podere La Quercia

Immersed in the woods of Casentino, surrounded by firs, oaks and hazels and protected by a secular oak that surrounds it, our most beloved house is the ideal place for those who want to spend a few days in a warm and welcoming atmosphere and to take refuge in nature in an area rich in art and mysticism.

LocationFamilyBackyard

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