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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

Timeless Elegance: 16th-Century Tuscan Farmhouse

Welcome to Cuvée's Tuscan Farmhouse Estate, an iconic, restored 16th-century farmhouse boasting that quintessential Tuscan charm with all todays' modern amenities, including an infinity pool, a helipad, estate chickens and hens, an olive grove, and stunning views of the surrounding vineyards and Vertine Castle. Tucked in the vineyards in the heart of Chianti Classico, the restored farmhouse is a magical and luxurious Tuscan experience. Stomp your own grapes, walk to a Medieval castle, wake up

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.

Quercia Rubra Lusso in Toscana

Regions come together around this restored farmhouse. Espreguiçadeiras vermelhas rodeiam a piscina infinita, realçando os verdes dos campos e das montanhas. Portas e janelas com frisos vermelhos dão acesso a quartos recheados de texturas acolhedoras — madeira recuperada, soalho de pedra, tapetes luxuosos e pufes em pele. A localização, fora de Pieve Santo Stefano, situa‑se na interseção da Toscana, Umbria, Romagna e Marche! Copyright © Luxury Retreats. All rights reserved.

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.

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 Il Poggino

Recently renovated, this 17th-Century farmhouse enjoys an authenticity that most vacation rentals simply cannot possess. Spend your days gazing out over the rolling hills of Tuscany, exploring endless pathways, and relaxing in the pool or hot tub. You could also set out to explore Siena and Pienza or go on a truffle hunting tour. 

Sole del Chianti

Halfway between Florence and Siena, among the verdant hills and the vineyards of Tuscany, stands the resort “Sole del Chianti”, where the sound of nature prevails along with silence and privacy. Here it’s still possible to experience the country life of times gone by.

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.

Farmhouse on top wine estate in Montepulciano

Please note this Host requires a supplemental contract to be signed at the time of booking.

Le Pratola

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