Vacation rentals in Abbadia Isola

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Top-rated vacation rentals in Abbadia Isola

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Top guest favorite

An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.

Cottage in Geggiano

Villa di Geggiano - Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

4.99 out of 5 average rating, 155 reviews

Top guest favorite

Home in Siena

Private House for 4P- La Capanna Di Azzurra

Ideale per famiglie, coppie o amici in cerca di una dimora elegante e accogliente, questa casa è pensata per chi vuole vivere la campagna toscana senza rinunciare alla comodità della città. Immaginate una colazione guardando il profilo di Siena, giornate tra arte, vino e natura, e il rientro al tramonto, quando la luce scalda la pietra e il silenzio restituisce il ritmo autentico di questi luoghi. Un rifugio pratico, con charme e scenografico, perfetto per visitare Siena e i suoi dintorni!

4.96 out of 5 average rating, 27 reviews

Guest favorite

Villa in Monteriggioni

Villa dei 2 Ulivi (Abbadia Isola)

FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)

4.97 out of 5 average rating, 174 reviews

Top guest favorite

Home in Monteriggioni

Toscana-Monteriggioni- Chianti- Francigena-

L’appartamento è una porzione di casale tipico toscano, anticamente Mulino (la parte più antica risale al 1200 circa) è immerso nella natura e in posizione strategica sulla via Francigena, a 2 km da Monteriggioni, 10 km da Siena e vicino a San Gimignano, Volterra e Firenze. L'appartamento è composto da cucina a vista attrezzata, bagno con doccia, camera con letto matrimoniale e camera con due letti singoli. La zona giorno, dispone di comodo divano letto con tv, wi-fi e aria condizionata

4.98 out of 5 average rating, 41 reviews

Top guest favorite

An aerial view of the historic Monteriggioni Castle showcases its medieval architecture surrounded by lush countryside. The fortified walls encircle the village, which is dotted with trees and buildings, while rolling hills extend into the distance under a sunset sky.

Cottage in Monteriggioni

Monteriggioni Castello, holiday house in Tuscany

Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

4.95 out of 5 average rating, 298 reviews

Top guest favorite

A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.

Farm stay in Simignano

Casa al Gianni - Capanna

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

4.93 out of 5 average rating, 294 reviews

Top guest favorite

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

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.

4.98 out of 5 average rating, 107 reviews

Top guest favorite

Condo in Colle di Val d'Elsa

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.

5.0 out of 5 average rating, 32 reviews

Top guest favorite

A panoramic view reveals rolling hills adorned with vineyards and olive groves, stretching under a dramatic sky. The tan-coloured buildings of the property are nestled among lush greenery, while a serene pool reflects the surrounding landscape.

Apartment in Quercegrossa

Tuscany jem: La Casa del Fattore del Chianti

Questo meraviglioso appartamento appena ristrutturato conserva il fascino dei casolari del Chianti e le comodità di un appartamento moderno. La casa è situata all'interno del complesso della Fattoria di Petroio, azienda vitivinicola del Chianti Classico. Potrete godere della bellezza e della tranquillità delle colline del Chianti, mentre vi immergete nella vita dinamica di un'azienda dedita alla produzione di vini di qualità.

4.98 out of 5 average rating, 88 reviews

Top guest favorite

The villa's exterior features a two-story structure with a yellow facade and numerous wooden window shutters. A manicured lawn surrounds the building, providing an open space for relaxation. A small terrace is visible, as well as a tower with a flag, enhancing the charming setting.

Villa in Monteriggioni

Tenuta Uzielli an elegant countryside villa

Located amidst olive groves and vineyards, just 7.5 km away from the enchanting thirteenth-century village of Monteriggioni, Villa Tenuta Uzielli, initially built in 1843, has recently undergone renovation. Tenuta Uzielli is the perfect place to relax and explore the Chianti region for a family and friends vacation. Monteriggioni, Siena, San Gimignano, Montalcino, and Florence are all easily accessible destinations by car.

5.0 out of 5 average rating, 20 reviews

Top guest favorite

The charming barn features a rustic stone exterior, framed by lush greenery. A spacious patio can be seen, adorned with vibrant flowers and equipped with outdoor seating and a shaded area. The structure is surrounded by well-maintained lawn and trees, enhancing the tranquil atmosphere.

Barn in Monteriggioni

Charming Barn with Pool - Chianti Area

Live the most authentic Tuscany experience in our original Barn from XVII Century. The house, fully renovated according to Tuscan rustic style, has everything you need to live the holiday of your dreams: a fully equipped kitchen, master and double bedrooms, bathroom with tub+shower and courtesy products, a private patio to sunbath or plan a barbecue night or a pizza night thanks to its original pizza oven.

4.98 out of 5 average rating, 65 reviews

Guest favorite

An aerial view captures the expansive countryside, dotted with vineyards and olive groves. The large swimming pool is framed by lush greenery, while the villa's garden offers a serene atmosphere. Gentle hills roll in the background under a clear, blue sky.

Villa in Poggibonsi

Villa with pool in Chianti Area

Amazing Entire Tuscan apartment in an indipendet part of our family Villa in the Chianti! Panoramic 360° view, independent entrance, parking, private garden with BBQ, big SWIMMING POOL, 4 Bedrooms, large living area with big tuscan fireplace, equipped kitchen and laundry. High speed WIFI. Between Siena and Florence in a strategic position close to the main Chianti roads and many characteristic villages!!

4.95 out of 5 average rating, 73 reviews