
House vacation rentals in Pelago
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Top-rated house rentals in Pelago
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Casa al Gianni - The Simignano Barn
Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!
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Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.
ValueFamilyBackyard

Love in Chianti
Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️
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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.
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The MOONLIT & SUNNY COTTAGE near Florence
IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence and Mugello is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients such as bio vegetables, eggs or cheese.
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TREEhouse/casaBARTHEL
casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the florentine Duomo. Come and live with us; enjoy the olive trees, the kitchen garden, our horse Astro and our family life style, away from the working rhythm. By providing wifi only in the communal courtyard we suggest to take a break from been connected with elsewhere and enjoy the 'here and now' . But if you need to work you can rent a portable private connection from us.
ValueLocationLong stay

Maison Flora - Historic home in the Oltrarno area
Maison Flora is a historic residence, that was born in the heart of the Oltrarno, one of the most Bohemian and at the same time sought-after neighborhoods in the city. The home boasts views of the greenery, offering a relaxing and comfortable and central stay, reserved and quite. The uniqueness of Maison Flora is its sartorial workshop, located on the lower floor, where the creations of the lingerie company Flora Lastraioli, born in 1932, are born, a true example of the craftsmanship.
LocationFamilyAccess

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.
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The Chianti Classico Sunset
If you are looking for an idyllic location in the heart of Chianti Classico, surrounded by the vineyards and olive groves of the beautiful Tuscan hills, on the estate of a historic 16th-century villa, then come to our barn!! It has a dominant position with a breathtaking view, where you can enjoy stunning sunsets. The total independence of the house, the cozy garden, and the large loggia allow you to spend your stay in total peace of mind. Our reviews are your best guarantee.
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Country House w/ heated Pool near the City Centre
Nestled in a centuries-old park, this 16th-century house offers a serene retreat, just 15 minutes by tram from the city. The true gem is the underground heated pool at 31°C, complete with a jacuzzi and waterfall, providing moments of relaxation in total privacy. The 2 bright suites, 2 full bathrooms, kitchen, and living room welcome guests in an atmosphere of elegance. Upon request: Dinner with a private chef and free transfer to and from the airport and train station.
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La Loggia
Immerse yourself in the authentic Tuscan dream. "La Loggia" is a charming home in the heart of Chianti Classico, just 300 meters on foot from the historic center of Radda. It offers the perfect blend of countryside quietness and village convenience, featuring a large private garden with breathtaking panoramic views over vineyards and a beautiful glass-enclosed loggia. The perfect oasis to relax and enjoy the sunset after exploring Siena, Florence, and nearby wineries.
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Nada Home
In my home, you can experience the most authentic side of Tuscany, filled with peace, warmth and family traditions. Surrounded by olive groves and vineyards in the heart of Chianti, you will have a private garden all to yourself, where you can relax in complete tranquillity. On request, you can join a cooking class in the house, preparing our family recipes handed down by Grandma Graziella, or share a special dinner in an intimate and welcoming atmosphere.
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Popular amenities for Pelago house rentals
House rentals with a pool

Casa Giulia di Sopra Farmhouse
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Infinity view
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Ancient Tuscan Rural Residence
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Private Chianti Cottage, Garden & Vineyard Views
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Infinity pool in Chianti 1
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Cercis - La Palmierina
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Private villa/swimming pool in Tuscany
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House Rigomagno Siena
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Weekly house rentals

[Lungarno] Prestigious apartment with a view
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Tiny romantic tower on the hills of Florence
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Wonderful House in the Magical Fiesole
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Charming converted Hayloft overlooking the Chianti Hills
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Casa del Giardino
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Tuscan cottages in an ancient villa with a garden
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Secret Garden Siena
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Tuscan Villa 15 min from Florence, Parking, Garden
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Private house rentals

Tuscan house private heated pool
LocationHot tubView

Breathtaking Views in Our Chianti Country House
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[Farmhouse with a View] In the heart of Tuscany
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Private House for 4P – La Capanna Di Azzurra
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"Il Campanile" House
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The Maison at the Ponte Vecchio
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Tuscan vineyard house, near Florence
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Villa Beatrice with Exclusive Garden
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Destinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mugello Circuit
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Autodromo Enzo e Dino Ferrari
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Piazza della Signoria
- Boboli's Garden
- Medici Chapel
- Stadio Artemio Franchi
- Porta Elisa
- Avignonesi Winery Fattoria Le Capezzine
- Eremo Di Camaldoli





