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Apartment vacation rentals in San Donato

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Top-rated apartment rentals in San Donato

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

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Top guest favorite
Apartment in Poggibonsi

Case nell'aia Arco, apartment in Chianti and pool

L'appartamento Arco si trova in un tipico borgo toscano tra vigneti e oliveti. Appartamento arredato in stile rustico toscano, accogliente per farvi rilassare e visitare la zona. L'appartamento si affaccia sulla grande terrazza dove potete fare pranzi e cene all'aperto o aperitivi. Cucina, divano e punto TV, wifi, due camere matrimoniali, bagno, terrazza, piscina. Parcheggio auto nella proprietà . Ideale come punto di partenza per visitare Siena, Firenze, San Gimignano, sia in auto che in bici.

4.98 out of 5 average rating, 129 reviews
Top guest favorite
A heated pool maintains a temperature of 25°C and is surrounded by lush green grass and flowering plants. Rolling hills stretch into the distance, reflecting the warm light of the sunset, creating a serene outdoor environment.
Apartment in Castellina in Chianti

Visit Chianti, Siena, Florence, San Gimignano

Apartment into Borgo Sicelle Residence, in Castellina in Chianti area, between Florence, Siena, S.Gimignano. It's 60 sqm, 4 people, with a kitchen, sat tv, 2 double bedrooms (one with high window without view), bathroom with shower. It's on the first floor. Outside there are shared tables Heated pool up to 25 degrees in Spring and Autumn In front of the property there is a restaurant (Osteria Uscio e Bottega), closed on Wednesday. There is no public transport to reach the property.

4.92 out of 5 average rating, 102 reviews
Top guest favorite
A scenic view captures a lush landscape with rolling hills, vineyards, and olive trees under a colorful sunset. The traditional Tuscan casolare is visible in the background, surrounded by greenery, while the horizon features soft hues of orange and pink.
Apartment in Poggibonsi

Laura Chianti Vacanze

Laura Chianti Vacanze è la soluzione ideale per chi cerca pace e tranquillità immerso nelle campagne del Chianti. L'appartamento è a metà strada tra Firenze e Siena, si trova in una posizione strategica per raggiungere velocemente Firenze, Siena, San Gimignano , Volterra, nonché le meravigliose colline del Chianti. L'appartamento dispone di ampio parcheggio privato, due camere, cucina attrezzata, bagno privato, giardino privato, barbecue, ed una stupenda vista sulle colline del Chianti.

4.98 out of 5 average rating, 343 reviews
Top guest favorite
A restored stone mill stands surrounded by trees in a tranquil setting. The building features multi-level architecture with red window accents. A gravel pathway leads to the structure, while a vibrant green lawn and rustic stone borders enhance the natural landscape.
Apartment in Barberino Val d'Elsa

Appartamento nel Chianti al Mulino dell'Argenna

L’appartamento delle Rose è collocato all’interno della guest house Mulino dell’Argenna. La struttura è stata completamente restaurata nel 2015. Si tratta di un antico Mulino in pietra risalente al 1400, costruito lungo il corso del Borro dell’Argenna. Il Mulino è un luogo incantevole, immerso nel verde del bosco, con un bel parco di un ettaro e una grande piscina. Un posto ideale per trascorrere i vostri giorni in Toscana nella massima privacy, a pieno contatto con la natura.

4.99 out of 5 average rating, 154 reviews
Top guest favorite
An aerial view reveals the rustic stone farmhouse surrounded by lush greenery and vineyards. The inviting pool is set within a well-maintained garden, complemented by outdoor seating and barbecue areas, offering a peaceful retreat in the heart of the Tuscan countryside.
Apartment in Gavignano

Poggio Massiccioli

Accogliente appartamento per 4 persone arredato in stile toscano e con travi a vista immerso tra le dolci colline della campagna toscana. A disposizione degli ospiti giardino attrezzato,wi-fi gratuita,piscina condivisa attrezzata,forno a legna e barbecue,lavatrice. L'appartamento è stato ricavato da una graziosa casa colonica in pietra del 1800 recentemente ristrutturata secondo la tradizione toscana e suddivisa in tre comodi appartamenti

4.92 out of 5 average rating, 391 reviews
Guest favorite
A serene pool area is highlighted by lounge chairs set along a stone terrace. The water reflects a golden sunset, providing a tranquil atmosphere. Surrounding greenery adds to the natural beauty, creating a peaceful environment for relaxation.
Apartment in La Presura

Countryhouse 9 kms to Florence-3+2,free park, wine

We are a Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking We are a small organic farm producing our own wine Chianti Classico and extra virgen olive oil Only 1 hour driving to the most important city of Tuscany such as Pisa, Siena, San Gimignano, Pienza, Monteriggioni, Lucca and Arezzo. Public transportation to Florence and Greve in Chianti (bus stop at only 200 mt from us)

4.86 out of 5 average rating, 275 reviews
Top guest favorite
An outdoor swimming pool is framed by stone tiles and lush greenery, with a few umbrellas offering shade nearby. The serene atmosphere is enhanced by olive trees and cypress lining the background, creating a relaxing retreat surrounded by nature.
Apartment in La Presura

Farmhouse 9 kms to Florence-2+1

We are a Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking We are a small organic farm producing our own wine Chianti Classico and extra virgen olive oil Only 1 hour driving to the most important city of Tuscany such as Pisa, Siena, San Gimignano, Pienza, Monteriggioni, Lucca and Arezzo. Public transportation to Florence and Greve in Chianti (bus stop at only 200 mt from us)

4.92 out of 5 average rating, 120 reviews
Top guest favorite
An outdoor pool area is surrounded by olive trees and vineyards, with sun loungers and shaded umbrellas arranged on the deck. Soft sunlight bathes the scene, highlighting the peaceful setting. A gravel path leads around the pool, inviting relaxation amid the natural landscape.
Apartment in Monteriggioni

Comfort Apartment tra i vigneti del Chianti

Appartamento al piano superiore della struttura caratterizzato da una vista meravigliosa sulle colline del Chianti, uliveti o sul patio. Ristrutturato mantenendo il fascino delle loro antiche mura ma aggiungendo ogni comfort. Comprende soggiorno, angolo cottura, una camera da letto matrimoniale, un bagno privato con doccia, aria condizionata.

4.93 out of 5 average rating, 455 reviews
Top guest favorite
An aerial view captures the medieval village of Certaldo, featuring terracotta rooftops and winding streets. The lush greenery surrounding the village adds a natural touch, while historic buildings stand prominently, showcasing varied architectural styles. The placement of the highlighted property is evident within the quaint atmosphere.
Apartment in Certaldo

Casa in torre medioevale con vista a Certaldo

Casa vacanze situata nel cuore del borgo medioevale di Certaldo. Appartamento al secondo piano senza ascensore costituito da cucina con sala da pranzo, camera con TV al plasma e terrazza, bagno con cabina doccia, cameretta con divano letto, zona relax e vista panoramica. Ampio giardino con barbecue! Posti letto complessivi 4. Free WiFi!!!

4.98 out of 5 average rating, 138 reviews
Guest favorite
A large shared pool is set against a backdrop of rolling hills and open skies. Several lounge chairs are arranged around the pool, offering a space for relaxation. The clear turquoise water reflects the surrounding landscape and clouds above.
Apartment in Badia a Passignano

Chianti, Country house with pool

Peace and relax in the heart of Chianti between Florence and Siena, close to Badia a Passignano (4 km dirt road not too much easy if you drive a sportive car) . In an old farmhouse complex, the apartment "Sangiovese" was recently restored by retrieving the characteristics of the Tuscan rural tradition. Large shared pool (01/05 - 30/09) .

4.92 out of 5 average rating, 141 reviews
Guest favorite
Aerial view of a countryside villa surrounded by lush green hills and vineyards. The outdoor swimming pool is visible alongside a well-kept garden. Olive trees and various plants create a natural landscape, reflecting the serene environment of the property.
Apartment in Greve in Chianti

Beautiful medieval tower in Chianti

This is a lovely flat in an ancient farm, restored, in the heart of Chianti Classico , with an amazing panoramic view on the hills, surrounded by our vineyards as well as olive trees, where you will have an unforgettable holiday discovering Tuscany. CINIT048021B5LTBDVFE3

4.83 out of 5 average rating, 127 reviews
Top guest favorite
An outdoor terrace is featured, offering a shaded area with a large umbrella and a table surrounded by chairs. A scenic view of rolling hills and greenery extends in the background, framed by a railing with decorative balusters.
Apartment in San Donato

Loft nel cuore del Chianti.

Posto al piano terra di un Palazzo di fine '800, nel Centro Storico di San Donato in Poggio, ideale per chi viaggia da solo o in coppia, consente il facile accesso alle principali attività del Paese.

4.97 out of 5 average rating, 119 reviews

Popular amenities for San Donato apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Guest favorite
A bright and airy seating area features large glass windows that frame an impressive view of the Duomo and the surrounding cityscape. Potted plants and a lamp add subtle touches to the space, while a comfortable chair invites relaxation.
Apartment in San Marco

The house of Love

4.85 out of 5 average rating, 387 reviews
Top guest favorite
A modern dining area features a large wooden table surrounded by sleek black chairs, with expansive glass walls offering views of the surrounding hills and city. The space is well-lit by hanging pendant lights, creating a bright and inviting environment.
Apartment in Florence

Rooftop with Breathtaking Views. Short Walk to The Duomo.

4.96 out of 5 average rating, 399 reviews
Top guest favorite
The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.
Apartment in Siena

Luxury frescoed apartment in the historical center

4.97 out of 5 average rating, 117 reviews
Guest favorite
A cozy terrace features two green chairs adorned with tropical-patterned cushions. A small round table sits between them, while a collection of potted plants adds greenery. The rustic stone walls and tiled roofs of neighboring buildings can be seen, illuminated by soft lighting from the setting sun.
Apartment in San Donato

La tua casa nel Chianti

4.92 out of 5 average rating, 59 reviews
Top guest favorite
Apartment in Barberino Val d'Elsa

Lorenzo Charme nel Chianti

5.0 out of 5 average rating, 28 reviews
Top guest favorite
A charming yellow house is situated within a natural landscape, featuring a red-tiled roof and brown shutters. Tall trees provide shade, while a small terrace is visible on one side. The surrounding hills offer a serene backdrop, under a partly cloudy sky.
Apartment in Barberino Tavarnelle

Chianti between Florence and Siena

5.0 out of 5 average rating, 52 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

4.98 out of 5 average rating, 89 reviews
Top guest favorite
A serene outdoor area features a spacious pool surrounded by neatly trimmed green lawns and several umbrella-covered seating areas. Lush cypress trees and rolling hills form the backdrop, while distant mountains are visible under a clear sky.
Apartment in San Casciano In Val di Pesa

Suite Luna at Villa Santa Lucia Nuova

5.0 out of 5 average rating, 29 reviews

Private apartment rentals

Top guest favorite
Apartment in San Gimignano

Private Courtyard | 3BR/3BA | Garage

5.0 out of 5 average rating, 15 reviews
Top guest favorite
The living area features a gray sofa adorned with a soft throw, complemented by decorative cushions. A small side table holds a tray with champagne glasses and a bottle. Natural light filters through large glass doors leading to the garden, framed by light curtains.
Apartment in Greve in Chianti

Casa di Gilda

4.98 out of 5 average rating, 82 reviews
Guest favorite
A well-equipped kitchen features wooden cabinetry and exposed beams. Copper pots are hung on a rack, complementing tile countertops. A doorway opens to outdoor views, allowing natural light to illuminate the space.
Apartment in Castellina in Chianti

Appartamento T4

4.87 out of 5 average rating, 79 reviews
Guest favorite
Apartment in Cavriglia

Apartment Comfort | Quiet Escape in Tuscany

4.94 out of 5 average rating, 62 reviews
Guest favorite
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.
Apartment in San Gimignano

Il Castro Luxury San Gimignano. Michelangelo Suite

4.81 out of 5 average rating, 64 reviews
Guest favorite
A delicate glass of rosé wine is prominently displayed on a dining table set outdoors. The sun shines in the background, illuminating various dishes and condiments. Soft red napkins and silverware are neatly arranged, inviting a relaxed dining experience in a scenic setting.
Apartment in San Casciano In Val di Pesa

Timo Apartment

4.89 out of 5 average rating, 35 reviews
Top guest favorite
Apartment in Barberino Tavarnelle

"In due al nove" Double Room in Chianti

4.93 out of 5 average rating, 15 reviews
Top guest favorite
Apartment in Certaldo

Appartamento Giglio- Az. Agricola Sotto il Masso

5.0 out of 5 average rating, 7 reviews

Apartment rentals with a hot tub

Top guest favorite
A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.
Apartment in Castelnuovo Berardenga

Villa di Geggiano - Perellino Suite

4.94 out of 5 average rating, 188 reviews
Guest favorite
An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.
Apartment in Monteroni d'Arbia

Appartamento "Red Rose" con vista su Siena.

4.94 out of 5 average rating, 288 reviews
Superhost
Apartment in Florence

Healthy Home | Duomo • Jacuzzi & Green Oasis

4.89 out of 5 average rating, 102 reviews
Top guest favorite
An expansive terrace features a large table surrounded by black chairs, offering a panoramic view of the city. Bright green lounge chairs provide a spot for relaxation. Decorative tiles enhance the visual appeal against a backdrop of historic architecture and blue skies.
Apartment in Florence

At the top faboulous terrace Florence

4.83 out of 5 average rating, 166 reviews
Guest favorite
A serene garden scene features a table set with a floral-patterned teapot and matching cups. Lush greenery surrounds the area, with terracotta pots and vibrant flowers enhancing the natural setting. The space is bathed in soft sunlight, providing a tranquil outdoor retreat.
Apartment in Florence

Apartment with garden and parking

4.89 out of 5 average rating, 371 reviews
Guest favorite
Apartment in Siena

Modern Design + Jacuzzi in Central Siena

4.85 out of 5 average rating, 128 reviews
Guest favorite
A rectangular swimming pool with a shallow and deep end is surrounded by a stone patio and lush greenery. A villa sits on a hillside in the background, featuring a terrace with windows and shutters. Poolside lights are placed around the pool for evening ambiance.
Apartment in Siena

Villa’Colombaiolo di Marciano',28

4.91 out of 5 average rating, 149 reviews
Top guest favorite
A living area is presented with a light-colored sofa and a glass coffee table on a patterned rug. Walls are adorned with framed artwork, and a large television is positioned in a wooden cabinet. Double doors lead to an outdoor space, enhancing natural light.
Apartment in Florence

Fully renovated exclusive apartment in Villa

4.99 out of 5 average rating, 102 reviews

Destinations to explore