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Borgo Gerlino

Stone pathways lead from this lovingly-restored Italian home to a vivid blue swimming pool that overlooks a nearby forest. Inside, rustic brick arches divide spacious rooms featuring finely-crafted furniture and relaxed ambience. At the shaded, viewpoint garden table, guests can plan trips to the medieval village of Rapale, generations-old family trattorias, and Siena’s world-famous piazza. Sunrise at Borgo Gerlino bathes the surrounding woodland, plantations and olive trees in golden light, before spreading across the traditional tiled roof and rich, mottled stone exterior of the home. Guests are served with a delicious breakfast courtesy of the home’s fully equipped kitchen, with a selection of airy alfresco dining spots in the garden. Easily prepare for the day with the home’s 9 ensuite bathrooms, complete with ample space and tiled elegance. As the morning heats up, a comprehensive heating / cooling system ensures the ideal climate is retained. After a full day exploring the locality, relax in the garden with a sunset banquet of local dishes and vibrant wine. The culinary wealth and visual appeal of rural Tuscany is yours to experience from Borgo Gerlino. The hilltop village of Rapale, replete with quiet lanes and fairytale stone towers, is within walking distance. A short drive through lush countryside and olive plantations will bring guests to pleasant roadside restaurants and wineries, where the region’s bounty can be savored. Drink in the frescos and ancient convent at Monte San Savino, or take in the antique splendor of the UNESCO-listed Piazza del Campo in Siena.   Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM Main House • Bedroom 1: Queen size bed, Ensuite bathroom with stand-alone shower, Television • Bedroom 2: Queen size bed, Ensuite bathroom with stand-alone shower, Television • Bedroom 3: Queen size bed, Ensuite bathroom with stand-alone shower, Television • Bedroom 4: Queen size bed, Twin size bed, Ensuite bathroom with stand-alone rain shower, Television, Desk • Bedroom 5: Queen size bed, Twin size bed, Ensuite bathroom with stand-alone shower, Television, Desk • Bedroom 6: Queen size bed, Ensuite bathroom with stand-alone shower, Television, Desk • Bedroom 7: Queen size bed, Ensuite bathroom with stand-alone rain shower, Television, Desk Annex • Bedroom 8: Queen size bed, Ensuite bathroom with stand-alone shower, Television • Bedroom 9: Queen size bed, Ensuite bathroom with stand-alone shower, Television FEATURES & AMENITIES • Floor cooling system OUTDOOR FEATURES • Swimming pool - heating at extra cost • Security cameras - outward facing STAFF & SERVICES Included: • Gardener/caretaker • Daily breakfast Extra cost (advance notice may be required): • Extra cleaning service • Linen change • House heating system • Lunch and dinner services • Extra virgin oil products

Villa Rinascimento

Perched atop the hills of Firenze, this villa acts more like your own boutique hotel with 1 large pool and space for 36 guests. The alfresco dining area on the terrace is perfect for large gatherings, and the sweeping view of the city below is an unbeatable backdrop. To truly relax, visit the brick-walled spa in the basement and slide into the rejuvenating whirlpool. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM The main villa • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 3: 2 Twin size beds (can be converted to a king), Ensuite bathroom with stand-alone shower • Bedroom 4: King size bed, Ensuite bathroom with bathtub • Bedroom 5: 2 Twin size beds (can be converted to a king), Ensuite bathroom with stand-alone shower The Fattoria • Bedroom 6: 2 Twin size beds (can be converted to a king), Ensuite bathroom with stand-alone shower • Bedroom 7: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 8: Queen size bed, Ensuite bathroom with stand-alone shower • Bedroom 9: Twin size bed, Ensuite bathroom with stand-alone shower The Bottega • Bedroom 10: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 11: King size bed, Ensuite bathroom with bathtub The Studio • Bedroom 12: Double size bed, Ensuite bathroom with stand-alone shower • Bedroom 13: Double size bed, Ensuite bathroom with stand-alone shower • Bedroom 14: Double size bed, Jack & Jill bathroom shared with Bedroom 15 • Bedroom 15: Twin size bed, Jack & Jill bathroom shared with Bedroom 14 The Frantoio • Bedroom 16: Twin size bed, Jack & Jill bathroom shared with Bedroom 17 • Bedroom 17: Twin size beds (can be converted to a king), Jack & Jill bathroom shared with Bedroom 16 • Bedroom 18: Twin size beds (can be converted to a king), Ensuite bathroom with stand-alone shower • Bedroom 19: Double size bed, Ensuite bathroom with stand-alone shower • Bedroom 20: Double size bed, Ensuite bathroom with stand-alone shower OUTDOOR FEATURES • Whirl pool - unheated STAFF & SERVICES Included • Linen change - twice per week • Concierge service (9 AM – 7 PM) • Daily Breakfast

San Gerolamo

Situated on a hilltop with 360-degree views, San Gerolamo, situated in Crete Senesi, the heart of Tuscany, has been carefully restored and crafted to weave luxury and comfort into a genuine Italian experience. With over 5,500 sq. feet of living space, San Gerolamo has been designed with flexibility in mind to comfortably host groups of up to 10 guests providing ample living spaces, allowing guests opportunities to come together and share, or retreat and relax. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower & bathtub, Bidet, Dual vanity, Lounge area, Safe • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower & bathtub, Bidet, Dual vanity, Lounge area, Safe • Bedroom 3: 2 Double size beds (can be converted to king), Ensuite bathroom with stand-alone rain shower, Bidet, Dual vanity, Lounge area, Safe • Bedroom 4: King size bed, Ensuite bathroom with stand-alone rain shower & bathtub, Bidet, Dual vanity, Lounge area • Bedroom 5: King size bed, Ensuite bathroom with stand-alone rain shower & bathtub, Bidet, Dual vanity, Lounge area, Safe OUTDOOR FEATURES • Garden • More under “What this place offers” below STAFF & SERVICES Included: • Concierge service Extra Cost (advance notice may be required): • Activities and excursions

Villa Montemaggio

This booking is a chance to stay in a real Tuscan Farmhouse that is situated inside an actual vineyard. Its a private property of the owners of the estate, completely refurbished to give every possible comfort but still live in the middle of nature. The setting is absolutely breathtaking amongst the rolling tuscan hills, far away from the noise of the concrete jungle and busy streets. Here the only noise you will hear is the chirping of the birds or faraway hum of the tractor in the fields.

Villa Chianti Fornace

Experience the epitome of Tuscan luxury at Villa Chianti Fornace — a meticulously restored historic villa nestled between Florence and Siena. This exquisite retreat features expansive gardens, a private spa, and a panoramic pool with sweeping views of rolling vineyards. Whether you're planning a romantic escape or a family holiday, immerse yourself in the authentic charm and serene beauty of the Chianti countryside at this unparalleled haven.

Tuscany Farmhouse Estate | Vineyard Views & Pool

Welcome to Cuvée's Tuscan Farmhouse Estate, an iconic restored 16th-century farmhouse with quintessential Tuscan charm and modern amenities including an infinity pool, helipad, estate chickens, olive grove, and views of surrounding vineyards and Vertine Castle. Tucked in Chianti Classico's heart, experience designer elegance, restored architecture, and breathtaking Tuscan views. Walk to a Medieval castle, wake to farm-fresh eggs.

Villa di Tizzano between Chianti and Florence

Surrounded by olive trees and vineyards in the Chianti Classico region, this stunning property is adorned with a tower, a romantic park, and French gardens that enjoy sweeping views of the rolling Italian hillside. When you’re not relaxing by the pool or enjoying alfresco meals on the terrace, venture out on day trips to Florence, Siena, Pisa, and other incredible Tuscan cities. Copyright © Luxury Retreats. All rights reserved.

Villa Vianci RBO, your home away in Tuscany

Imagine relaxing in the heart of the Tuscan countryside, staying in a charming villa where history meets comfort. Ideal for families and groups, you'll love the bright, airy rooms and the villa's convenient location close to top sights. Enjoy the delicious local food and create memories to last a lifetime at this delightful getaway.

Villa Marcellina

Part of the Ville La Marcellina estate (20-acres estate), this villa is an expansive property with all modern amenities making it perfect for big group holidays.

Il Casolese di Vignamaggio

Villa con 9 camere da letto con bagno privato e piscina. Perfetta per le famiglie e i gruppi di amici che vogliono passare del tempo insieme

Tenuta Ceccatelli

Explore the Elegance of Tenuta Ceccatelli: A 17th-Century Tuscan Estate Blending Italian Sophistication with Barefoot Luxury

Le Pratola

Note: The property has gates and security cameras. All security cameras are external.