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Holiday home rentals in San Vincenzo

Find and book unique holiday home rentals on Airbnb

Top-rated holiday home rentals in San Vincenzo

Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A charming rustic farmhouse is set against a dramatic sky, framed by lush green trees. The exterior features warm-toned walls and a tiled roof, while a spacious yard includes seating arrangements for outdoor relaxation, inviting guests to enjoy the serene countryside.
Holiday home
4.92 out of 5 average rating, 228 reviews

Casa al Gianni - Oak

Hello, we’re Cristina and Carmelo! We look forward to welcoming you to ‘Casa al Gianni’, our farmhouse in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: there is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a holiday; it’s a return to our roots. This peaceful haven will stay with you forever. We look forward to welcoming you!

Top guest favourite
An aerial view captures the scenic landscape surrounding an ancient farm complex nestled within lush greenery. A swimming pool is visible at the center, surrounded by sun loungers, while rolling hills stretch into the distance under a soft evening light.
Holiday home
4.94 out of 5 average rating, 124 reviews

Podere La Castellina - No. 2 LECCETO

Stone and brick apartment inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The apartment located on the ground floor can comfortably accommodate 2 people and includes: - living room with TV - kitchen with oven and electric stove - master bedroom - bathroom with large shower - private outdoor table Available to guests is a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.

Guest favourite
An aerial view of a classic Tuscan farmhouse is presented, surrounded by lush vineyards and rolling hills. The property includes a landscaped garden, parking area, and outdoor seating. The warm tones of the rustic structure complement the vibrant green fields, highlighting the serene countryside setting.
Holiday home
4.94 out of 5 average rating, 193 reviews

Vittoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Top guest favourite
Holiday home
4.95 out of 5 average rating, 470 reviews

Breathtaking view from romantic nest in citycenter

Unique and charming attic in the middle of historic center with amazing breathtaking view on the city center. Perfect for a romantic stay in the heart of Florence. Fully windowed on 3/4 walls. Completely renewed with modern design furniture. Powerful A/C, fast wi-fi, fully equipped kitchen. Going downstairs you will immediately be absorbed in the most beautiful area of city center. Attention! Only for young-soul people: 5th FLOOR, NO LIFT, last 2 flights of stairs in a narrow spiral stair.

Guest favourite
A quaint courtyard is depicted, featuring a charming yellow building adorned with greenery and flowers. Potted plants line the cobblestone path leading towards the entrance. Sunlight casts a warm glow on the rustic stone surfaces, enhancing the peaceful ambiance of the setting.
Holiday home
4.94 out of 5 average rating, 110 reviews

Design apartment in Massa Marittima, "slow city"

A great 65 m2 - 2 bedroom Apartment, entirely renovated in freestone and exposed beams, with design touch. In the upper, medieval part of Massa Marittima, Siena in miniature, with a superb Romanesque cathedral. Central but quiet area. Many restaurants and oeno-gastronomic specialties. Magnificent freshwater lake, Lago dell'Accesa, 10 minutes by car. Sea at 20 minutes. Siena at 1:15 a.m. Massa, "Citta slow", offers many other activities: museums, wine cellars, horse riding, Bike Park, MTB

Top guest favourite
An aerial view captures the historic castle surrounded by lush green hills and vineyards. The impressive structure features tall towers and ornate architecture, set amid manicured gardens and tree-lined pathways, reflecting the beauty of the Chianti landscape.
Holiday home
5 out of 5 average rating, 118 reviews

Chianti Craft House Badia a Passignano

Ancient house in the historic village of Badia a Passignano, completely and finely restored in 2022. The house is located exactly in the center of the village of Badia a Passignano, overlooking the abbey castle and the Chianti vineyards. The house consists of 2 bedrooms air-conditioned: 1 double bedroom with service bathroom and 1 with 2 single beds and the possibility of a third with sofa chair; a full bathroom with shower, a full kitchen with washing machine and dishwasher, dining area

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
4.98 out of 5 average rating, 152 reviews

Breathe in Tuscany: 180° view of the hills

Please note that the second bedroom is divided from the hallway by a curtain and not by a door. Experience San Gimignano with a splendid view of the Tuscan hills! In the heart of San Gimignano, experience the city with a separate entrance, second floor and breathtaking views of the Tuscan hills. Private parking is available upon request. Entrance, living room, 2 double bedrooms, kitchen and large bathroom. city tax to be added to the price, €2.50 per person per night.

Top guest favourite
A charming outdoor space is presented with light-colored walls and two large wooden windows flanked by grey shutters. A small glass table with two folding chairs is set with refreshments, inviting relaxation in the private courtyard.
Holiday home
4.95 out of 5 average rating, 103 reviews

SMN Luxury Secret Garden View

Welcome to the central part of Florentine charm! This extraordinary apartment, located just 50 meters from Piazza Santa Maria Novella, offers you an unparalleled experience in the historic heart of Florence. Imagine crossing the threshold of a Renaissance Palace, a jewel of inestimable artistic and historical value, and being welcomed by an atmosphere that speaks of history and elegance. Two bedrooms, two complete bathrooms, living room with fully equipped kitchen.

Guest favourite
Holiday home
4.96 out of 5 average rating, 282 reviews

Palazzo Della Nave – AP 09

The apartment, located in the historic center, is located in a private internal courtyard overlooking the dome of the Cathedral. You can use the outside tables and chairs to relax and enjoy a unique view. From the entrance you can enjoy an exclusive view of the Dome; It's a pleasure in summer to leave the door open and curl up on the couch to plan your trip itinerary. And what about the master bedroom with its large window overlooking the Duomo?

Guest favourite
Holiday home
4.91 out of 5 average rating, 222 reviews

Charming farmhouse with garden, views & pool

Agriturismo Timignano is a beautiful farmhouse surrounded by stunning unspoilt countryside. The stone farmhouse has been restored over the years to create 3 totally separate apartments, each with independent entrance , private terraces and garden space. The farm is surrounded by unspoilt countryside with spectacular views and magnificent sunsets. It is a calm, relaxed place, an idyllic retreat away from the crowds ideal for couples.

Top guest favourite
An inviting entrance showcases a marble floor with a welcome mat. The open space is accentuated by a glass coffee table and built-in shelves, with a staircase leading to the upper level. Natural light fills the area, enhancing the modern, airy feel.
Holiday home
4.99 out of 5 average rating, 137 reviews

"at Gio's house"

Relax with the whole family in this quiet accommodation; a stone's throw from the city walls and the historic center, which can be reached on foot in five minutes. Area served by public transport with urban shuttle stop and bus line 30 meters away. Train station 1 km away. In the immediate vicinity you can find a shopping center with supermarket and pharmacy, restaurants, pubs, pizzerias and a fast-food restaurant.

Guest favourite
A spacious living area features a light-colored sofa with a decorative throw, complemented by wooden beams overhead. The open kitchen with modern appliances is visible in the background, alongside large windows that provide natural light and a view of the exterior.
Holiday home in Peccioli
4.88 out of 5 average rating, 241 reviews

Michelangelo: entire space in the heart of Tuscany

Come and take a vacation at our beautiful apartment in Peccioli, Tuscany! Enjoy a renovated space, beautifully decorated, with new appliances and furniture, Air conditioner in all spaces, high-speed internet, and all you need to enjoy your time in Italy. Peccioli is a gem in the heart of Tuscany, near all the big cities and touristic attractions.

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