Apartment vacation rentals in Castiglion Fiorentino

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.

4.99 out of 5 average rating, 171 reviews

Cortona’s Rooftop Nest

L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer 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 can host up to 4 people. Fan in the rooms.

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, 124 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 wooden table is set with two cream-colored cups and a small vase filled with dried wheat and decorative grasses. The white brick wall creates a warm backdrop, enhancing the inviting atmosphere of the dining area.

4.99 out of 5 average rating, 273 reviews

Montepulciano Centro Storico

Grazioso appartamento di 60 mq situato nel corso principale del paese. Si trova al secondo ed ultimo piano di un palazzo storico. L'ingresso è situato sul corso principale della cittadina mentre le finestre si affacciano verso l'esterno delle mura offrendo un vista mozzafiato. L'appartamento è composto da: ingresso, soggiorno con divano letto matrimoniale, camera da letto, cucina, bagno con finestra a tetto. E' dotato di forno a microonde, forno grande, lavastoviglie, lavatrice e wi-fi.

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, 134 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, 128 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 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: luminosa, centrale e panoramica

Accogliente, elegante e delizioso appartamento nel centro di Cortona, con un panorama incantevole che spazia dal Lago Trasimeno alla Valdichiana. Accuratamente arredato, è il luogo ideale per trascorrere qualche giorno in questa meravigliosa cittadina. A due passi dalla strada principale, ma in una posizione silenziosa e panoramica. Parcheggio gratuito a breve distanza. Dotato di riscaldamento ed aria condizionata. Disponibile WiFi ad alta velocità. Ottimo per smartworking.

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, 245 reviews

I Tramonti di Eramo , Montepulciano centro.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

A small round table is set on a balcony, accompanied by two white chairs. A bottle of wine and two glasses are positioned on the table. The railing features decorative ironwork, framing a panoramic view over the terracotta rooftops and the valley below.

4.97 out of 5 average rating, 167 reviews

I Terrazzini apt.1

In one of the most beautiful old buildings of the hystorical center, completely refurbished very sunny and scenic: a balcony with a spectacular view over Cortona roofs,Valdichiana, Trasimeno Lake and mountains far away. Living,attic,dinig,kitchen,bathroom,two bedrooms. Just few steps down the street and you are in Ruga Piana or Signorelli Square "movida"

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.

4.96 out of 5 average rating, 395 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

È un piccolo appartamento, porzione della casa colonica dove vivo. È situato a piano terra, con accesso indipendente, in collina, in mezzo agli olivi, ad un km da Cortona. C'è possibilità di parcheggio, accesso privato, usufruire del giardino "superpanoramico''

Apartment in Castiglion Fiorentino

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, 106 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, 95 reviews

A spacious bedroom features a large bed adorned with soft linens. Natural light enters through a window, complemented by warm lamplight. Stone walls and wooden beams add rustic charm. A dresser and side table provide functional decor, and framed images line the walls, enhancing the elegant atmosphere.

Apartment in Pogi

Borgo Iesolana Suite Superior

An aerial view captures a historic farmhouse set amidst expansive olive groves. Lush greenery surrounds the property, with neatly arranged trees and a sparkling swimming pool visible. The outdoor space features a well-maintained garden, ideal for relaxation and leisure.

5 out of 5 average rating, 14 reviews

Casale La Cedrina(Il Melograno)

4.95 out of 5 average rating, 60 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

Appartamento Il Sasso

Apartment in Castiglion Fiorentino

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

Vue imprenable sur la vallée en plein centre

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, 71 reviews

Casa Tòrta - comfort room

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, 14 reviews

Casa AlMa: aria condizionata e terrazza privata

Apartment in Castiglion Fiorentino

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, 10 reviews

casa Sonia

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

Apartment in Castiglione del Lago

A rustic stone farmhouse is surrounded by rolling hills and lush trees, featuring a swimming pool with sun loungers nearby. The expansive landscape showcases golden fields under a clear blue sky, highlighting the tranquil setting in the countryside.

4.91 out of 5 average rating, 153 reviews

Ulivo - Charming apartment in the countryside

Apartment in Figline Valdarno

The exterior of an ancient stone farmhouse is displayed, surrounded by lush greenery and a gravel pathway leading to the entrance. The building features multiple windows and wooden doors, set against a backdrop of rolling hills and a clear blue sky.

4.95 out of 5 average rating, 81 reviews

Agriturismo Casavecchia, le Rose

Apartment in Monte San Savino

A covered outdoor dining area is visible, featuring a simple table set for two and a bottle of wine. The view opens to a spacious garden with lush greenery and trees, creating a serene atmosphere for relaxation.

5 out of 5 average rating, 20 reviews

Il Portico Toscano

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, Crepuscolo app. 60 mq

4.98 out of 5 average rating, 80 reviews

A spacious bedroom features a comfortable queen size bed with fresh linens. Original wooden beams are visible overhead, adding character. A bedside lamp provides soft lighting, while a window allows natural light to fill the room. Tastefully restored furniture complements the inviting atmosphere.

Apartment in Viciomaggio

[L'Antico Frantoio] Relax 5* w/ Private Parking

A charming balcony features a wooden table set for outdoor dining, accompanied by two folding chairs. Blooming plants are arranged in wall-mounted planters, adding a touch of greenery. The adjacent glass door illuminates the cozy interior, where light and warm tones create an inviting atmosphere.

4.83 out of 5 average rating, 47 reviews

Casa Samuela

4.83 out of 5 average rating, 30 reviews

The view from a balcony showcases historic buildings and a prominent bell tower. The architecture features a mix of textured walls and wooden shutters, while greenery is visible in the courtyard below. Overcast skies add depth to the urban scene.

Apartment in Arezzo

[balcone con vista] a due passi da Piazza Grande

Apartment rentals with a hot tub

A whirlpool tub is positioned in a tiled bathroom, surrounded by soft lighting from candles and decorative elements. Elegant glass panels, featuring floral patterns, create a serene ambiance. Refreshments are set nearby, enhancing the relaxing environment.

4.96 out of 5 average rating, 57 reviews

Il Vicolino, sauna e vasca idromassaggio

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

4.88 out of 5 average rating, 105 reviews

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

Apartment with garden in the heart of Tuscany

5 out of 5 average rating, 31 reviews

A rustic stone building with a warm terracotta roof is set amidst lush olive trees in a serene landscape. The façade features multiple windows and is framed by a spacious outdoor area that invites relaxation.

Apartment in Castelmuzio

Appartamento bel Tramonto

4.78 out of 5 average rating, 51 reviews

Aerial view of a villa surrounded by lush greenery and vineyards. A serene pool is shaped organically, nestled among olive trees, while the two-story villa is highlighted by its terracotta roof and rustic stone facade. The landscape extends to rolling hills in the background.

Apartment in Lucignano

Podere Pozzangone - Your Tuscany Home

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

4.81 out of 5 average rating, 98 reviews

A serene landscape features a lush green lawn dotted with wildflowers in shades of pink and white, leading towards a rustic stone building. Olive trees and distant hills provide a tranquil backdrop under a clear blue sky.

Apartment in Arezzo

Terrace with beautiful view ! Swimming pool open

A bright kitchen area features modern white cabinetry and a wooden countertop, complemented by a dining table with four white chairs. Large windows allow natural light to fill the space, providing a scenic view of the outdoors. A patterned backsplash adds visual interest.