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Apartment holiday rentals in Sestino

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Sestino

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.
Flat in Cortona
4.99 out of 5 average rating, 175 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.

Top guest favourite
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.
Flat in Montepulciano
4.97 out of 5 average rating, 152 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 or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

Top guest favourite
The exterior of a rustic stone building is captured, showcasing a two-story structure with multiple shuttered windows. A small balcony is visible on the upper level. Lush green grass and a few decorative plants frame the entrance, while a vehicle is parked nearby.
Flat in Urbino
4.96 out of 5 average rating, 204 reviews

Appartamento in antico casale a 4 km da Urbino

Grazioso Appartamentino di 45 Mq in antico casale finemente ristrutturato. Sulle colline, a 5 minuti di macchina da Urbino, l’alloggio è dotato di cucina e soggiorno attrezzati, bagno privato con doccia e letto matrimoniale. Terzo letto presente sul soppalco. Wi-Fi, Tv, parcheggio gratuito in loco, zanzariere, ventilatore, biblioteca, materiale informativo per la scoperta del territorio. La colazione viene offerta per i primi 2 giorni di soggiorno, dopo sará cura del cliente provvedervi.

Top guest favourite
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.
Flat in Montepulciano
4.98 out of 5 average rating, 161 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.

Superhost
Flat in Urbania
4.83 out of 5 average rating, 154 reviews

San Cristoforo - beautiful self-catering apartment

Peaceful apartment with terrace and beautiful mountain views San Cristoforo is a charming cottage in the Marche countryside. Beautiful views and lovely fresh air. Pretty terrace for out of doors dining and relaxing. Well furnished. Charming fireplace. Central heating. Quiet spot. Ideal for visitors to local attractions such as Urbino, Urbania, Gubbio, San Sepolcro, artists, families with children, walkers, lovers of the countryside and local gastronomy. Romantic views.

Top guest favourite
The exterior of a two-story apartment is shown, featuring cream-colored walls and brown wooden shutters. Flower pots with vibrant blooms line the entrance, complemented by a gravel pathway. Lush greenery surrounds the property, offering a peaceful setting.
Flat in Montesoffio
5 out of 5 average rating, 286 reviews

A Casa di Adria

Appartamento di recente ristrutturazione, sito a 7 Km dal centro di Urbino, si affaccia sulle campagne del Montefeltro, ideale per chi vuol trascorrere un periodo di relax passeggiando nel verde. L'alloggio è costituito da cucina, soggiorno e un bagno al piano terra, e da una camera matrimoniale, una camera con due letti singoli e un bagno al primo. Inoltre, su richiesta, è disponibile anche un lettino per neonati. L'appartamento dispone d'ingresso e parcheggio privato.

Top guest favourite
A charming entryway is framed by wooden double doors with decorative handles. A terracotta-tiled step leads to a alcove featuring a colorful artwork, surrounded by white walls and a tall decorative vase with dried branches. Light filters through arched windows above.
Flat in Monticchiello
5 out of 5 average rating, 103 reviews

Casa “La Vittoria”

Il mio e' uno splendido appartamento ad uso esclusivo in centro a Monticchiello. Dotato di ogni confort,cucina attrezzata. Biancheria. Luminoso soggiorno e due comode camere da letto, una delle quali affaccia in una delle piazze principali del paese e gode di vista sulla Val d Orcia e sul Monte Amiata. A due passi dal mio Ristorante Daria, uno dei migliori in zona dove poter gustare i buoni piatti della tradizione rivisitati in maniera impeccabile. Vi aspetto! Deborah

Superhost
Flat in Montepulciano
4.82 out of 5 average rating, 116 reviews

Casa Evelina - Incredible View, Central Location

Benvenuti nel cuore del centro storico di Montepulciano. Questa casa esclusiva unisce spazio, comfort e un’autenticità rara: un luogo ideale per famiglie, gruppi di amici o ospiti in cerca di un soggiorno memorabile in una delle città più affascinanti della Toscana. Qui potrete vivere Montepulciano da una prospettiva privilegiata: uscire di casa e trovarvi immediatamente immersi tra palazzi rinascimentali, botteghe artigiane, cantine storiche e ristoranti tipici.

Superhost
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.
Flat in Montepulciano
4.91 out of 5 average rating, 282 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.

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.
Flat in Cortona
4.97 out of 5 average rating, 413 reviews

Cortona Shabby Chic House - independent & balcony-

Questo è un appartamento curato da una Superhost che vive Cortona ogni giorno. 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

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.
Flat in Pieve Santo Stefano
4.95 out of 5 average rating, 163 reviews

Monolocale “Elsa” sul cammino di S. Francesco

Il monolocale “Angolo di Elsa” si trova sul percorso del Cammino di S. Francesco, a 2 minuti a piedi dal Museo e Archivio del Diario di Pieve Santo Stefano. Facilmente raggiungibile sia in auto, sia in autobus, è situato al piano terra. Potrai trascorrere dei giorni rilassanti e praticare splendide gite giornaliere per conoscere natura, storia ed arte dell’Alta Valle del Tevere.

Top guest favourite
An open living space is characterized by exposed stone walls and wooden ceiling beams. A red sofa is positioned near two windows, providing natural light. A wooden dining table surrounded by chairs invites communal meals, while a wooden cabinet adds practical storage.
Flat in Gubbio
4.86 out of 5 average rating, 362 reviews

Medieval Suite

An amazing apartment in the historical building of "Bargello" in the heart of Gubbio. Just a few steps away from Piazza Grande. It accommodates up to 5 people in a double bedroom, a double sofa-bed and a single mattress in the living room. Baby crib available upon request. The fireplace unfortunately cannot be used .

Popular amenities for Sestino apartment rentals

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  2. Italy
  3. Tuscany
  4. Arezzo
  5. Sestino
  6. Flat rentals