
Places to stay near Abbey of Monte Oliveto Maggiore
Book unique vacation rentals, homes, and more on Airbnb
Top-rated vacation rentals near Abbey of Monte Oliveto Maggiore
Guests agree: these stays are highly rated for location, cleanliness, and more.

Casa al Gianni - Hut
Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth 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 vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!
4.93 out of 5 average rating, 292 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with incomparable sunsets.
5.0 out of 5 average rating, 352 reviews
Pink like the sunset sky
The apartment is located on the 2nd floor, consisting of 2 bedrooms (possibility of making double or single beds depending on the needs of the customer), a bathroom, large living room and kitchen equipped for cooking. TV, (for those who request it, a washing machine is available from 9 a.m. to 8 p.m. in our laundry room). To come to us, a car is recommended, to be independent, and to visit the Tuscan countryside. Convenient location for visiting Tuscany I look forward to showing you the real Tuscany!
4.99 out of 5 average rating, 235 reviews
Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.
4.96 out of 5 average rating, 142 reviews
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
Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.
4.97 out of 5 average rating, 250 reviews
Wp Relais Borgo Vignalunga
Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.
4.95 out of 5 average rating, 146 reviews
Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking
4.93 out of 5 average rating, 334 reviews
Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.
5.0 out of 5 average rating, 116 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.
4.98 out of 5 average rating, 107 reviews
Tuscan rural home in Mascagni Farmhouse Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?
5.0 out of 5 average rating, 162 reviews
Tuscan Barn Apartment for 6 with panoramic pool
Panoramic Tuscan apartment converted from an old barn, with direct access to the garden and a shared panoramic swimming pool overlooking the Senese hills. Ideal for families or small groups of friends looking to enjoy for an authentic rural experience, privacy and relax. The apartment features three double bedrooms each with private bathroom, air-conditioning and WI-FI. A perfect place to enjoy nature, silence and unforgettable Tuscan sunsets.
4.89 out of 5 average rating, 100 reviewsPopular amenities for vacation rentals near Abbey of Monte Oliveto Maggiore
Other top sights near Abbey of Monte Oliveto Maggiore
Condo rentals with wifi

[9 minutes from Montalcino] Elegant House Mafalda
4.97 out of 5 average rating, 317 reviews
La Casetta di Brunello,very panoramic with terrace
4.9 out of 5 average rating, 324 reviews
The walnut tree view, Montepulciano
5.0 out of 5 average rating, 137 reviews
Suite "Note di Paesaggio"
4.95 out of 5 average rating, 144 reviews
Palazzo Bichi Ruspoli-Historical Home-Very Central
4.97 out of 5 average rating, 409 reviews
Residenza In cerca d'Autore
4.97 out of 5 average rating, 345 reviews
Amazing Apartment near Piazza Grande w/ Terrace
4.92 out of 5 average rating, 189 reviews
Casa Gioia
4.92 out of 5 average rating, 149 reviewsFamily-friendly house rentals

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni
4.99 out of 5 average rating, 232 reviews
Casa Dolce Toscana | Panoramic Suite with a View
4.98 out of 5 average rating, 184 reviews
Borgo Ripostena – n. 9 Frantoio
4.94 out of 5 average rating, 118 reviews
House Rigomagno Siena
4.96 out of 5 average rating, 125 reviews
Cercis - La Palmierina
4.96 out of 5 average rating, 146 reviews
Conca d'Oro villa with private pool, sleeps 4
4.92 out of 5 average rating, 173 reviews
Domus Nannini - Loggia Salimbeni SPA
4.96 out of 5 average rating, 156 reviews
Casa Rosmarino Eco-Wellness Country Home
4.99 out of 5 average rating, 273 reviewsApartment rentals with air conditioning

Castel Brunello - 2 doublebed rooms + terrace
4.99 out of 5 average rating, 118 reviews
Stunning Tuscan apartment in 14 Century Palazzo
5.0 out of 5 average rating, 368 reviews
Luxury frescoed apartment in the historical center
4.97 out of 5 average rating, 116 reviews
Renaissance Apartment
4.89 out of 5 average rating, 270 reviews
Mimosa Apartment - Poggio al Vento
4.99 out of 5 average rating, 112 reviews
Panoramic Country Suite Montalcino
4.9 out of 5 average rating, 406 reviews
La Dimora del Luca
4.98 out of 5 average rating, 171 reviews
I Tramonti di Eramo, Montepulciano centro.
4.91 out of 5 average rating, 310 reviewsOther great vacation rentals near Abbey of Monte Oliveto Maggiore

Stone farmhouse in Val D'Orcia
4.97 out of 5 average rating, 159 reviews
In Toscana Camere
4.96 out of 5 average rating, 137 reviews
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
4.99 out of 5 average rating, 116 reviews
Old hayloft on the Chianti hills
4.99 out of 5 average rating, 481 reviews
Wine Experience Villa in Montepulciano
4.97 out of 5 average rating, 126 reviews
Tuscan farmhouse stay with restaurant and pool
4.94 out of 5 average rating, 107 reviews
A Big Dream in a Little Tower.
4.95 out of 5 average rating, 221 reviews
Tower Penthouse in small castle near Florence
4.96 out of 5 average rating, 139 reviewsDestinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Lake Bolsena
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Cala Violina
- Parco Regionale Della Maremma
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino





