
Holiday rentals with a pool in Casentino
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Top-rated rentals with a pool in Casentino
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.
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Infinity view
Completely renovated location with breathtaking views of the Valdarno. The ground floor consists of a living room with two windows overlooking the patio, fireplace, sofa bed, bathroom with large shower and modern kitchen with steel island, with three French windows to access the outdoor dining area with BBQ. The second floor consists of two double bedrooms each with its own bathroom with shower. The garden is well-kept, there are various relaxation corners, a sundeck and an infinity pool with hydrolysis
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Tuscan charm of villa - countryside - Villa Senaia
In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas
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LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.
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Villa Tonacato - Charming Villa with private pool
Ancient rural farmhouse, located on the Tuscan hills with views of the surrounding countryside. Isolated and ideal for those who want to relax but close to the main Italian tourist cities. Each room is equipped with air conditioners with windfree technology, in the living room there is an 82" ULTRA HD TV with SKY and international channels. The pool is equipped with Philips Hue lighting to create the right atmosphere at all times and a Bose Soundtouch bluetooth sound system
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The Castle of Ferrano - Castle in Tuscany
Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.
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Il Roseto: your Villa in Tuscan Countryside
In the heart of Tuscany between Arezzo, Florence and Siena but far away from the bustle of the cities, you will find a pristine landscape where to enjoy nature and relaxing, amazing views and much more for a perfect getaway with your friends or family. A villa of 190 mq with 600 mq garden,where you can enjoy lunch outdoors, have fun making pizza and baking it in the wood- oven, or savour a wonderful barbeque. A comfortable Villa for guests who love being together.
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Typical Tuscan country house
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.
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Casa Macchia /Florence charming villa private Pool
Casa Macchia (over 200 m²): Historic Tuscan country house in nature with magical views and tranquility. Ideal for families & groups: 9 beds plus 3 children's beds and 1 toddler bed offer plenty of space and opportunities for privacy. Highlights: Large pool, very well equipped kitchen & outdoor kitchen (table for 10). Remodeled by designer Willy Fleckhaus and used by the family. 12 acres of private land guarantee complete privacy.
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A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.
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Casa Rosmarino Eco-Wellness Country Home
Price includes: - Infrared Sauna - Wood for Fireplace - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Treats during your stay Pool & parking lot are shared areas. We have 6 units for rent Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.
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Romantic apartment in the Tuscan village
The house is located in an ancient medieval village that has been completely renovated while maintaining the charm of its history. In the village you will find two swimming pools, a restaurant, many gardens and much more... It is in a strategic position to be able to reach the main attractions such as the Chianti Region, Florence, Arezzo and Siena!
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Popular amenities for Casentino rentals with a pool
House rentals with a pool

TREEhouse / casaBARTHEL
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Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
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Casa Giulia di Sopra Farmhouse
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PoggiodoroLoft, Tuscan dream e relax
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Il Vecchio Mulino
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Country House w/ heated Pool near the City Centre
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Ancient Tuscan Rural Residence
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Private Chianti Cottage, Garden & Vineyard Views
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Condo rentals with a pool

Apt. Panzanello-Panzano in Chianti
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Poggiolieto Studio - on hills 10' from city center
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Chianti, elegant barn among vineyards and pool
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Ginestra: Private Pool Overlooking Florence
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Relax among the Chianti vineyards - IlVillinoFarmhouse
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Garden & SPA -FlorArt Boutique Apartment
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Casa Rebecca with a small private pool
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Casa Granaio | Ground floor 1-bedroom apartment (2
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Other holiday rentals with a pool

Stone farmhouse, exclusive private pool
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La Vignaccia (Farmhouse) - villa w/private pool
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Agriturismo I Gelsi
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The Lazy Oak
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Poggelleri the postcard on Poppi and Tuscan hills
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Villa Mondello inTuscany great view
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Villa Podere Cerretino
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Podere Bocci residence in Casentino - Entire Villa
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- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Pinarella Di Cervia
- Ponte Vecchio
- Mirabilandia
- Basilica of Santa Maria Novella
- Mugello Circuit
- Stazione Santa Maria Novella
- Misano World Circuit
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Palacongressi Della Riviera Di Rimini
- Piazza della Signoria
- Pitti Palace
- Autodromo Enzo e Dino Ferrari





