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Holiday rentals in Usigliano

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Top-rated holiday rentals in Usigliano

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A window offers a scenic view of the rolling hills and lush greenery of the Tuscan countryside. A round wooden table is set with plates and glasses, complemented by wicker placemats, creating an inviting dining area under soft morning light.
Flat
5 out of 5 average rating, 35 reviews

Casa Billi

Accogliente appartamento di mq 90 con bellissimo panorama sulla campagna al secondo e ultimo piano (no ascensore) di antico edificio ristrutturato recentemente. Due camere da letto matrimoniali, soggiorno con cucina, uno studio, due bagni di cui uno con doccia e un ripostiglio. Uso esclusivo di una bella terrazza(non al piano dell'appartamento). Pochi minuti a piedi e sarete nel centro del vivace paese di Palaia dove troverete piccole botteghe per fare la spesa, ristoranti, pub e un Bar.

Top guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Apartment
5 out of 5 average rating, 339 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica e storica proprietà risalente al 1600 situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare servizio navetta e esperienze esclusive su misura per voi . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello colline e vigneti con tramonti unici.

Guest favourite
A modern chalet is surrounded by greenery, featuring a spacious covered porch with decorative foliage. Large windows invite natural light, while a cozy seating area is visible. A circular flower bed with vibrant blooms enhances the outdoor aesthetic, creating a calm connection to nature.
Home
4.94 out of 5 average rating, 33 reviews

Chalet i Poggetti,

Se vuoi sorprendere la persona che ami, o vivere un soggiorno in pieno relax , il nostro chalet rappresenta una soluzione ideale consentendoti di connetterti alla natura in un ambiente elegante e confortevole, in totale privasy in un contesto naturale unico, dotata di tutti i confort , a vostra disposizione una serra solare attrezzata di vasca idromassaggio e sauna ..con vista bosco. All'esterno una terrazza dove si può cenare o fare colazione adiacente zona solarium con sdraie ecc

Top guest favourite
An inviting kitchen area features a glass dining table surrounded by blue chairs. Stone walls complement modern cabinetry and appliances, illuminated by a contemporary circular light fixture. A warm ambiance is created by the rustic elements and soft lighting throughout the space.
Flat
4.98 out of 5 average rating, 40 reviews

Il Frantoio (Idromassaggio + Piscina)

✨ Rifugio romantico nel cuore della Toscana — perfetto in ogni stagione 🍂 Benvenuti a Palazzo Riccardi, uno storico edificio nel suggestivo borgo di Rivalto, dove l’autenticità toscana incontra il design moderno. Lasciati conquistare dal camino a legna, dal bagno con vasca idromassaggio e da un’atmosfera calda e avvolgente. Ideale per coppie in cerca di relax e charme, questo appartamento è un nido perfetto in ogni stagione ma è in autunno e inverno che diventa davvero magico 💫

Top guest favourite
A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.
Villa
4.99 out of 5 average rating, 136 reviews

Torre dei Belforti

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Top guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home
5 out of 5 average rating, 221 reviews

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Guest favourite
An expansive room features a wooden ceiling with exposed beams and large windows, providing ample natural light. A spacious bed and an additional white bed are visible. Decorative shelves with various items line the walls, enhancing the room's character.
Home
4.98 out of 5 average rating, 93 reviews

"IRIS" Rifugio Segreto nella natura

A un passo dalle città d'arte della Toscana e dal mare, siamo in una zona di grande interesse per la flora e la fauna selvatica e contornata da ville storiche, protetta dal vincolo paesaggistico; la strada che porta da noi, circa un Km, fa parte di questo patrimonio, non può essere asfaltata ed è un po' sconnessa. Per raggiungerci dovrete fare un un piccolo sforzo, affrontabile con una qualsiasi auto. Troverete in cambio silenzio, tranquillità e la nostra accoglienza.

Top guest favourite
A spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.
Apartment
5 out of 5 average rating, 52 reviews

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Guest favourite
Castle
4.96 out of 5 average rating, 24 reviews

Luxury Medieval Tower • Exclusive Chianti Stay

Benvenuti in una delle residenze più esclusive del Chianti: una torre medievale trasformata in un raffinato luxury retreat con vista sulle colline toscane. Design contemporaneo, arredi iconici, opere d’arte e comfort di lusso si fondono in un’esperienza unica. Un’oasi di quiete con giardino privato, dependance vetrata, Wi-Fi, area smart working. Servizi extra: chef privato, degustazioni in cantina, trattamenti benessere e tour tra i borghi più belli della Toscana.

Top guest favourite
A spacious terrace is surrounded by lush greenery, featuring terracotta pots filled with plants. Comfortable wooden chairs are positioned to invite relaxation, overlooking scenic hills in the distance. A soft canopy provides shade, enhancing the tranquil atmosphere of this outdoor space.
Home
4.99 out of 5 average rating, 143 reviews

House with a breathless view in Tuscany

Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

Guest favourite
The exterior of a two-story house is seen, featuring a white facade with dark red shutters. A flowering garden is visible in front, alongside a citrus tree bearing ripe oranges, enhancing the tranquil setting.
Home
4.86 out of 5 average rating, 157 reviews

Citrus House with View of Castle, countryside

Welcome to this charming and comfortable house, with a wide range of citrus fruits and a big garden where you can have a barbecue, sunbathe and relax in a peaceful atmosphere. It is composed of a hall, a balcony, a dining room, a kitchen, a bathroom, two large bedrooms with double beds and a bright and comfortable living room with a double sofa bed. There are two extra single beds in the bedrooms. The house can accommodate up to 6 people.

Top guest favourite
Casa particular
5 out of 5 average rating, 46 reviews

Palazzina Maresa - Loft 4

Palazzina Maresa is a 1920s building carefully restored to host eight independent apartments, each shaped by the vision of a different young local designer. The project reflects on early 20th-century aesthetics through a contemporary lens, blending architecture, design, and artistic research. Located in a quiet residential area with private and shared gardens, the building is just a short walk from Florence’s historic center.

Popular amenities for Usigliano holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Pisa
  5. Usigliano