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Holiday rentals in Monteoliveto

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Top-rated holiday rentals in Monteoliveto

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Top guest favourite
The image showcases a view of the Torre del Diavolo framed by lush greenery. Two bottles of wine are positioned in the foreground, enhancing the peaceful garden setting. Historic buildings with textured stone facades are visible, complementing the charming medieval atmosphere.
Flat in San Gimignano
4.97 out of 5 average rating, 181 reviews

Apartment at ground floor with garden

A refined and very central setting, between Piazza della Cisterna and Piazza del Duomo. The house has the rare value of combining a comfortable ground floor, with independent entrance, to a stunning view of the famous Devil's tower.The exclusive garden, equipped to dine outdoors, read or stay between flowers and towers, is an extraordinary oasis of peace and silence, just around the corner of the two lively main squares.Parking available in a private garage at a cost of €9.00 per day,6 min walk.

Top guest favourite
A bright living area features a light wooden dining table surrounded by four white chairs. A dark blue sofa is positioned against the wall, and two windows allow natural light to enhance the space. The view outside includes hints of greenery.
Flat in San Gimignano
4.99 out of 5 average rating, 187 reviews

Il Sogno Toscano-moderno in centro a San Gimignano

Il Sogno Toscano, appartamento esclusivo nel centro storico di San Gimignano! Questo appartamento di 100 m²,situato a pochi passi dalle celebri torri medievali, è la base ideale per esplorare il borgo patrimonio UNESCO. L’appartamento dispone di ampi spazi luminosi, una cucina completamente attrezzata, soggiorno con vista panoramica sui colli toscani, due camere da letto eleganti e due bagni spaziosi. Godetevi una vista spettacolare e rilassatevi al tramonto con un buon bicchiere di vino locale.

Top guest favourite
A bright bedroom features a spacious bed with crisp white linens and a decorative pillow. A vivid landscape painting hangs above, while a window with wooden frames reveals a scenic view of the Tuscan hills, complemented by soft natural light filtering through sheer curtains.
Holiday home in San Gimignano
4.98 out of 5 average rating, 162 reviews

Respira la Toscana: vista a 180° sulle Colline

Please note that the second bedroom is divided from the hallway by a curtain and not by a door. inVivi la tua esperienza a San Gimignano con una splendida vista sulle colline toscane! Nel cuore di San Gimignano, vivi la città con ingresso indipendente, primo piano e panorama mozzafiato sulle colline toscane. Disponibile su richiesta il posto auto privato. Ingresso, salotto, 2 camere matrimoniali, cucina e ampio bagno. city tax da aggiungere al prezzo, 2,5€ per ogni persona per ogni notte.

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Home in Barberino Tavarnelle
5.0 out of 5 average rating, 4 reviews

Esclusiva Villa con Piscina nel Chianti Classico

Villa privata nel Chianti, a soli 30 minuti da Firenze; ideale per famiglie e gruppi di amici che desiderano vivere la Toscana insieme, tra natura, relax e momenti di condivisione. Piscina panoramica, ampi spazi esterni, una deliziosa pergola per pranzi e cene all’aperto, cucina completamente attrezzata e ambienti accoglienti pensati per stare insieme mantenendo la giusta privacy. La proprietà dispone di 5 camere matrimoniali con aria condizionata e 6 bagni, parcheggio privato interno.

Top guest favourite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.97 out of 5 average rating, 192 reviews

Casa al Gianni - Il Fienile di Simignano

Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

Top guest favourite
The image showcases the exterior of an ancient stone building within the historical walls of San Gimignano. Sunlight illuminates the textured facade, highlighting the charming architectural details, including windows and balconies. A quiet pathway leads to the entrance, surrounded by greenery.
Home in San Gimignano
4.97 out of 5 average rating, 132 reviews

Casa Maurino

"Casa Maurino”, nel centro storico di San Gimignano, è un delizioso appartamento incastonato nelle antiche mura di cinta della città. Luogo ideale in cui trascorrere brevi soggiorni, immergendosi nella suggestiva atmosfera del borgo medioevale. Situato in posizione tranquilla e silenziosa con terrazzo panoramico sulle colline toscane per concedersi romantici momenti di relax. Ingresso indipendente da caratteristica scalinata in pietra, terrazzo panoramico. Adatto per coppie.

Top guest favourite
Flat in San Gimignano
5.0 out of 5 average rating, 12 reviews

Private Courtyard | 3BR/3BA | Garage

Welcome to Casa Costarella.<br><br>Wake up in San Gimignano’s historic center and step into your own private courtyard — a rare feature within the city walls.<br><br>This 120 m² / 1,290 sqft residence spans two levels and blends preserved historic character with modern comfort.<br><br>☞ Enclosed private courtyard<br>☞ 3 bedrooms / 3 full bathrooms<br>☞ Free covered garage for 1 car (5-minute walk)<br>☞ Underfloor heating & cooling<br>☞ High-speed Wi-Fi<br>☞ Self check-in<br><br>

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 in San Gimignano
5.0 out of 5 average rating, 64 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
The image presents an aerial view of a rustic villa surrounded by rolling hills and vineyards. A rectangular swimming pool is situated in the foreground, and the greenery of the surrounding gardens enhances the serene landscape. The property showcases traditional architecture with terracotta roofs.
Flat in San Gimignano
4.81 out of 5 average rating, 64 reviews

Il Castro Luxury San Gimignano. Michelangelo Suite

Il Castro è un gruppo di appartamenti finemente recuperati da un'attenta ristrutturazione, che ha lasciato inalterati i segni del passato. L'arredo classico, decorato in modo scrupoloso da artigiani locali, si coniuga in perfetta armonia con elementi di pregiato design, conferendo un effetto minimalista e ricercato. Straordinarie le finiture dei bagni dove la ricerca del dettaglio e la qualità dei materiali trasformano l'ambiente in qualcosa di unico nel suo genere.

Top guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 105 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Top guest favourite
Apartment in Colle di Val d'Elsa
5.0 out of 5 average rating, 27 reviews

Florence & Siena • Terrace • Private Parking • A/C

Imagine waking up to sunlight filling the apartment and enjoying breakfast overlooking the Tuscan hills. Bright top-floor apartment with elevator, panoramic terrace and 180° open views, between Florence and Siena, in a quiet private area with no through traffic. Perfect for families, with parking, air conditioning, fast Wi-Fi, fully equipped kitchen and all the comforts to explore Tuscany’s villages, wineries, art cities and iconic landscapes.

Top guest favourite
Apartment in San Gimignano
4.99 out of 5 average rating, 79 reviews

Rustic apartment with shared pool and garden

Appartamento indipendente al primo piano di una casa di campagna in pietra. Vicino al centro storico di San Gimignano e a tutti i servizi, ma in una zona tranquilla e silenziosa. Giardino con gazebo e spazio per mangiare fuori, piscina condivisa con un solo appartamento (max 4 persone) Al piano terra c'è un altro appartamento (anche questo adibito agli affitti turistici).

Popular amenities for Monteoliveto holiday rentals