Apartment vacation rentals in Castiglion Fiorentino

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.

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

A spacious bedroom features a double bed adorned with a yellow bedspread. Natural light floods in from wide glass doors leading to a balcony with views of the valley. A cozy seating area includes two armchairs and a small table, complemented by decorative curtains.

4.98 out of 5 average rating, 131 reviews

Stuart White Tea Central Panoramic & Garden

Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

5 out of 5 average rating, 121 reviews

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

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.

A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.

4.93 out of 5 average rating, 239 reviews

I Tramonti di Eramo, Montepulciano city center.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historical center offers a breathtaking view of the surrounding countryside, giving an authentic and unforgettable experience. You can leave the house and taste the historic atmosphere of Montepulciano. Within walking distance you will have the extraordinary Piazza Grande, high quality restaurants and services of all kinds. Tuscany awaits you to experience unique emotions.

4.98 out of 5 average rating, 327 reviews

A spacious bedroom features a comfortable bed with a soft grey headboard and neutral bedding. A small dining area with a wooden table and two dishes is visible. A large mirror and a flat-screen TV are mounted on the wall, reflecting natural light from a nearby window.

Apartment in Sinalunga

Resort Panoramic view - Free parking

Appartamento nuovo , potente Wi-Fi, SMART TV, bagno privato , Aria Condizionata, cucina privata , lavanderia , parcheggio privato gratuito . Sala da tea ad uso gratuito . Vista panoramica mozzafiato . Tra le Crete Senesi e la Val D’Orcia , a 800metri dal centro del paese , con ristoranti , bar e supermercati . Posto strategico per visitare le principali località in Toscana : Montalcino , Pienza , Siena , Arezzo , Rapolano Terme , Montepulciano .

Apartment in Monticchiello

Two comfortable chairs are positioned on a lush green lawn, complemented by a small wooden table. A basket of vibrant yellow flowers is nearby, set against a backdrop of rolling hills and cypress trees under a clear blue sky.

4.97 out of 5 average rating, 167 reviews

Casa Bonari - a paradise for the eyes

Casa Bonari is a single-level independent apartment inside a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, an equipped kitchen and a living room. The rooms are bright and furnished in Tuscan style, with old restored family furniture combined with contemporary elements. The kitchen is fully equipped and the apartment is surrounded on all sides by a large garden, so that all rooms boast a beautiful view of the countryside.

4.92 out of 5 average rating, 158 reviews

A tranquil outdoor pool is surrounded by well-maintained gardens and olive trees. Sun loungers are positioned along the poolside, providing space for relaxation. The stone-clad building in the background complements the landscape, contributing to the serene environment.

Apartment in La Presura

Country house 9 km to Florence-2+1g,free parking

We are a Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking We are a small organic farm producing our own wine Chianti Classico and extra virgen olive oil Only 1 hour driving to the most important city of Tuscany such as Pisa, Siena, San Gimignano, Pienza, Monteriggioni, Lucca and Arezzo. Public transportation to Florence and Greve in Chianti (bus stop at only 200 mt from us)

A spacious living area features a comfortable purple sofa and striped poufs, complemented by a classic wooden sideboard and elegant lamps. Warm colors adorn the walls, and a large artwork adds character. Natural light enters through multiple windows, enhancing the inviting ambiance.

4.97 out of 5 average rating, 178 reviews

CasaNella: bright, central and panoramic

Cozy, elegant and delightful apartment in the center of Cortona, with an enchanting view that sweeps from Lake Trasimeno to Valdichiana. Carefully furnished, it is the ideal place to spend a few days in this wonderful town. A short walk from the main road, but in a quiet and panoramic location. Free parking is a short distance away. Equipped with heating and air conditioning. High speed WiFi available. Great for smart working.

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.

4.97 out of 5 average rating, 392 reviews

Cortona Shabby Chic House - independent & balcony-

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

A sleeping area features a spacious bed with grey linens, positioned against a rustic stone wall. Natural light floods in through a window leading to a small balcony. A bedside lamp and a wooden table add warmth to the ambiance.

4.97 out of 5 average rating, 144 reviews

Signorelli

Come and enjoy our large and bright apartment in Tuscany charming and historical Cortona! You'll enjoy your own cozy and private lodging with a charming atmosphere, stone floors and artistic decor. You will be close to world class views of Cortona' valley a and lake.

A serene outdoor space is framed by tall, leafy trees, creating a natural canopy. Within the gravel area, terracotta pots with greenery are visible, offering a sense of tranquility. The expansive view stretches across the hills and valleys of the surrounding landscape.

4.96 out of 5 average rating, 177 reviews

Casa Le Contesse

It's a small apartment, part of the farmhouse where I live. It's located on the ground floor, with independent access, on a hill amidst olive trees, one km from Cortona. Parking, private access, and use of the very scenic garden are available.

Superhost

The image features a spacious living area with an elegant sofa adorned with greenery-patterned cushions. An archway reveals a cozy sleeping area with a well-placed bed, highlighted by warm lighting and soft decor. The wooden ceiling beams add a touch of character to the room.

4.84 out of 5 average rating, 104 reviews

❤️ of Castiglion Fiorentino, Studio with Courtyard

• Walk Score 85 (‘Very Walkable’) • Courtyard • 20min walk to train station • Extremely safe neighborhood • Fully equipped kitchen • Washer on-site • Ideal for visitors of Santa Chiara Study Center

Popular amenities for Castiglion Fiorentino apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.95 out of 5 average rating, 59 reviews

A spacious building is set within a lush green garden, surrounded by olive trees. The facade features arched balconies and large windows. A pathway leads through the well-maintained grass, enhancing the tranquil outdoor environment.

Apartment in Camucia

Il Sasso Apartment

Superhost

A well-lit bedroom features a spacious bed adorned with light-colored linens and two blue accent pillows. Large windows provide a view of a church tower and the lush hills beyond. Natural light fills the room, highlighting the wooden ceiling beams.

4.84 out of 5 average rating, 19 reviews

Stunning views of the valley in the center

Apartment in Fratta-Santa Caterina

The spacious living area features exposed wooden beams and brick arches, with a warm-toned terracotta floor. A wooden table and chairs are visible, alongside a cozy seating arrangement in yellow fabric. Natural light enters through large windows, enhancing the inviting ambiance.

4.93 out of 5 average rating, 14 reviews

Charming Apartment with Small Gardens, Pool Access

Apartment in Monticchiello

A cozy room features a spacious bed against a white wall, complemented by rustic wooden beams and an inviting reading chair. A dining table is set with floral arrangements and tableware. Natural light is seen streaming through the open door leading to the garden.

5 out of 5 average rating, 67 reviews

Casa Tórta - comfort room

A living area features a comfortable gray sofa accompanied by a bright decorative cushion. Light wood flooring complements the simple dining table and chairs. The walls are adorned with framed artwork and mirrors, providing a welcoming ambience.

5 out of 5 average rating, 8 reviews

casa Sonia

4.97 out of 5 average rating, 89 reviews

An outdoor dining area features a large table set for four under a spacious umbrella. Two lounge chairs are positioned nearby, surrounded by stone pavers and potted plants. The charming facade of the villa can be seen in the background, enhancing the peaceful ambiance.

Apartment in Arezzo

Villa Medici Donnini Deluxe Apartment

The living area features a spacious sectional sofa, a modern television on a low cabinet, and a round dining table surrounded by four chairs. A map artwork adorns the wall, complemented by shelf plants, enhancing the open feel of the apartment.

4.93 out of 5 average rating, 74 reviews

Modern apartment in the heart of Tuscany

The living room features a light, airy ambiance with soft natural light flowing through large windows. A stylish sofa is positioned facing a modern television. Accompanying plants and decorative arrangements add a touch of warmth. Artworks hang on the wall, enhancing the room's inviting space.

5 out of 5 average rating, 23 reviews

Happy Nest Tuscany Between Florence and Rome

Private apartment rentals

4.88 out of 5 average rating, 16 reviews

A warm and inviting kitchen-dining area features rustic stone walls and a wooden table surrounded by chairs. A classic chandelier hangs above, while modern kitchen appliances and cooking tools are organized on shelves. Soft seating in the corner offers a cozy spot for relaxation.

Apartment in Lucignano

Il Giardino - Gorgeous Getaway in a Tuscan Town

4.96 out of 5 average rating, 68 reviews

A serene outdoor space is revealed, showcasing a glimmering swimming pool surrounded by lush greenery. Comfortable lounge chairs are positioned near the water, with an umbrella providing shade. The charming house in the background features wooden window shutters and a well-maintained garden.

Apartment in Arezzo

The Tavern in the Hills

A well-lit living space features natural wood beams overhead and a cozy brown sofa, complemented by a decorative cabinet and a round wall mirror. A small dining table is placed nearby, with ample light entering through the window adorned with white shutters.

5 out of 5 average rating, 13 reviews

Casa AlMa: air conditioning and private terrace

5 out of 5 average rating, 43 reviews

A serene terrace space is presented, featuring a round glass table surrounded by white iron chairs. Greenery and blooming flowers are placed in terracotta pots, complemented by a trellis above providing shade. A charming view of terracotta rooftops and clear blue sky is visible in the background.

Apartment in Pienza

Live Like a Local & Private Concierge Service

Apartment in Castiglione d'Orcia

A rustic stone farmhouse is surrounded by colorful flower pots, adding charm to the entryway. The structure features a mix of wooden shutters and terracotta accents. A gravel driveway leads to the entrance, framed by lush greenery and vibrant blooms.

4.99 out of 5 average rating, 77 reviews

Mimosa Apartment - Poggio al Vento

The lounge room features a charming design with pale pink walls and a richly decorated ceiling. An ornate chandelier hangs above, illuminating an antique wooden cabinet and a comfortable seating arrangement with light-colored sofas. A round, decorative coffee table sits at the center, adding functionality.

4.9 out of 5 average rating, 50 reviews

Casa Nobile

5 out of 5 average rating, 46 reviews

A spacious terrace is shown, featuring comfortable seating arrangements, including lounge chairs and a small dining table. The area is partially shaded by awnings, with a view of the surrounding landscape. A table is set with fresh strawberries and beverages, inviting relaxation.

Apartment in Siena

Terrace on the walls of Siena

Apartment in Loro Ciuffenna

4.95 out of 5 average rating, 21 reviews

I dream of a view of the Tuscan rooftops

Apartment rentals with a hot tub

Apartment in San Giovanni d'Asso

A bright living area features a wooden table with a wine bottle and glass in the foreground. Large glass doors open to a patio, revealing countryside views and two outdoor chairs facing the tranquil landscape.

5 out of 5 average rating, 23 reviews

Podere Ferranino #Cimabue Townhouse

4.96 out of 5 average rating, 76 reviews

An indoor pool is surrounded by rustic stone walls and a vaulted brick ceiling. Soft lighting enhances the tranquil ambiance. A shallow section of the pool is visible, along with steps leading to another area. Cozy cushions are placed nearby, inviting relaxation.

Apartment in Monteleone

Elegant historic Palazzo, views of Tuscan valley

Superhost

A sunlit outdoor area features comfortable lounge chairs in vibrant colors beside a hot tub. Olive trees and shrubs surround the space, providing a serene backdrop. A gentle slope of green grass continues toward distant hills, enhancing the tranquil atmosphere.

Apartment in Montevarchi

4.88 out of 5 average rating, 105 reviews

Apartment with garden in the heart of Tuscany

Apartment in Monteroni d'Arbia

A warm evening scene captures a heated whirlpool with soft purple lighting. Olive trees frame the area, and a rustic villa is visible in the background, surrounded by tall cypress trees against a gently fading sky.

4.96 out of 5 average rating, 70 reviews

San Giovanni in Poggio, Twilight app. 60 sqm

Apartment in Castelnuovo Berardenga

A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.

4.93 out of 5 average rating, 167 reviews

Villa di Geggiano - Perellino Suite

4.94 out of 5 average rating, 124 reviews

Apartment in Siena

Domus Nannini - L'Angolo di Paradiso Spa (Spa)

An ancient stone well is positioned in the foreground, showcasing intricate carvings and a circular top. In the background, an impressive stone building features a tower and windows, accented by flags. The scene captures the historical charm of Montepulciano's central square under a clear blue sky.

4.92 out of 5 average rating, 150 reviews

Charming House in Montepulciano