
Holiday rentals with a pool in Apennine Mountains
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Top-rated rentals with a pool in Apennine Mountains
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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
4.9 out of 5 average rating, 241 reviews
Exclusive 10 Acre Estate w/ Pool & Olive Grove!
Enchanting, exclusive 10acres estate on a hill, memorable sunsets; large pool framed by lavender&rosemary, open year-round. New air conditioning, Starlink internet. Very private&peaceful 2 floors, 4bedrooms, 4baths, jacuzzibathtub, 55inch smartTV, well-equipped kitchen, porch & pergola for alfresco dining, Weber barbecue, pizza oven, olive grove, fireplace; 20 min. to Orvieto,Todi,Amelia; 10 minutes drive to train station to Rome/Florence, 5min drive to shops in town. Grounds/pool caretaker
4.99 out of 5 average rating, 105 reviews
Torre Villa Belvedere Luxury & Relax with pool
"TORRE VILLA BELVEDERE" Wonderful 260 square metre apartment in a villa with a 12th-century tower. Private swimming pool (15 metres long and 5 metres wide), billiards, darts, large garden, 80 square metre porch, barbecue, gym and relaxation area inside the tower. Convenient private parking within the property. Located in a strategic position, 12 km from Perugia and 4 km from the motorway, it can comfortably accommodate up to 8 guests with 3 double bedrooms with private bathrooms, TVs and safes.
5.0 out of 5 average rating, 114 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic 17th-century property located in the beautiful Chianti hills of Tuscany, with the option 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 unique sunsets.
5.0 out of 5 average rating, 352 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, 251 reviews
The house among olive trees
A cottage made up of stone and timber built on two storeys, with a large living room, glass window, a couch for two people and a bathroom with sauna; on the second storey there is a double bedroom. Outdoors, there is a large garden with a porch equipped with BBQ and a wooden table. The site is located on the pleasant hills between Bellegra and Olevano Romano. We have currently added two beds, set up in a wonderful Indian teepe available for two extra guests in addition to the four ones.
4.94 out of 5 average rating, 528 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
Casa Boschetto, villa with private pool
The rural house was built with ancient stone sourced locally in Umbria and offers a breath taking view overlooking the surrounding valley. The house encompasses a spacious living-room with two antique fire places, two kitchens, a recreation room, five bedrooms & four bathrooms. Outside there is a large swimming pool, dining area, a play house for children, multiple car-parking options and a 2 car fully enclosed garage. There are also a BBQ and a wood fire oven if you wish to cook outside.
4.92 out of 5 average rating, 148 reviews
Rome, Villa Anna in the countryside private pool
Beautiful natural environment, equipped with every comfort, newly renovated. Large garden with private pool, highly suitable for families with children. The villa is located just 25 minutes from the centre of Rome, offering the perfect blend of city accessibility and countryside living. We arrange dining experiences and cooking classes for our guests (to be booked far in advance). *At the time of check-in, the identity documents of all guests must be provided, as required by Italian law.
4.89 out of 5 average rating, 117 reviews
Rural Tuscany | Family farmstay with restaurant
Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.
4.96 out of 5 average rating, 116 reviews
Villa Gourmet Food, Pizza, Chef, Pool and Nature
Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services
4.98 out of 5 average rating, 127 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 reviewsPopular amenities for Apennine Mountains rentals with a pool
House rentals with a pool

Vineyards Paradise
4.99 out of 5 average rating, 244 reviews
Cercis - La Palmierina
4.96 out of 5 average rating, 146 reviews
Frontemare house with exclusive sea access
4.95 out of 5 average rating, 111 reviews
Relaxation and charm in the Chianti hills
4.99 out of 5 average rating, 115 reviews
Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
4.98 out of 5 average rating, 145 reviews
Casa Rosmarino Eco-Wellness Country Home
4.99 out of 5 average rating, 273 reviews
stone house in the woods little house in the woods
4.95 out of 5 average rating, 329 reviews
CASA GALLO ROSSO Hills & Panorama
4.97 out of 5 average rating, 106 reviewsApartment rentals with a pool

Apartment 10 minutes Vatican + pool&parking
4.92 out of 5 average rating, 174 reviews
La Casetta
4.93 out of 5 average rating, 197 reviews
Penthouse + Jacuzzi (panoramic view) near Rome.
4.88 out of 5 average rating, 155 reviews
The Painter's House
4.99 out of 5 average rating, 335 reviews
House between Firenze, Arezzo, chianti e Siena
4.84 out of 5 average rating, 302 reviews
A dream home with a pool near Piazza del Popolo
4.96 out of 5 average rating, 145 reviews
Apt. Panzanello-Panzano in Chianti
4.96 out of 5 average rating, 282 reviews
Casaletto 210 B1 Villa with pool and parking
4.89 out of 5 average rating, 106 reviewsHome rentals with a private pool

Stone House with Exclusive Pool Codilungo in Chianti
4.98 out of 5 average rating, 218 reviews
TREEhouse / casaBARTHEL
4.88 out of 5 average rating, 821 reviews
Farmhouse , pool, 13 px. Lucca 10km
4.99 out of 5 average rating, 148 reviews
Explore nature in the center of Vigneti Chianti
4.97 out of 5 average rating, 265 reviews
Casa Luigi Suite with exclusive pool
4.95 out of 5 average rating, 122 reviewsBlue Dream Amalfi Coast-Sea view pool and garden
4.96 out of 5 average rating, 154 reviews
Magnificent Tuscan Villa, amazing interiors & view
5.0 out of 5 average rating, 16 reviews
Luxe Estate nr Florence. Vineyard, Pool, Privacy
4.97 out of 5 average rating, 73 reviewsDestinations to explore
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