Vacation rentals with a pool in Province of Arezzo

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Top-rated rentals with a pool in Province of Arezzo

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Guest favorite

The outdoor area features a large swimming pool surrounded by lush greenery, including trees and shrubs. Sun loungers are positioned nearby for relaxation. The rustic farmhouse is visible in the background, showcasing traditional Tuscan architecture with terracotta accents.

Guesthouse in Antria

4.92 out of 5 average rating, 126 reviews

A charming Tuscan retreat

Villa Pianelli is a traditional farmhouse dating from the 1500's and consists of 2 structures. The main house where I live, always available to ensure your stay runs smoothly and the Garden apartment. Both are completely independant with separate entrances. The Garden apartment is composed of 5 rooms on ground level, the interiors have retained the Tuscan characteristics with brick ceilings and chestnut beams and terracotta floors. There are 2 double bedrooms, 1 bathroom with shower, 1 lounge with a wood burning stove and open plan kitchen - dining area. The kitchen is equipped with fridge,oven and ceramic hob. From the lounge you access the spa room with sauna and from there onto a terraced garden complete with b.b.q. The swimming pool is 8mx16m and is open May through September, furnished with sun loungers,a b.b.q area and a large covered pergola with dining tables and chairs. Villa Pianelli is secluded in a quiet corner of the Tuscan countryside, nestled in the hills of Arezzo, surrounded by vineyards, olive groves and oak forests.We can offer our guests a dimension of peace and quiet whilst ensuring various possibilities of entertainment in wineries, restaurants,shopping etc just a few kilometres away in Arezzo. Please note that the house has two bedrooms but if the booking is for two people only one bedroom will be provided.If required there is an additional cost of 50 euro per night for the second bedroom.

Guest favorite

A historic stone building rises against a clear blue sky, surrounded by olive trees. The inviting pool stretches alongside the structure, enhanced by a smooth stone edge, creating a serene outdoor space for relaxation.

Apartment in Montone

4.96 out of 5 average rating, 28 reviews

Annex in the Cardaneto Castle

Studio apartment in the Cardaneto Castle (8th century) with swimming pool, private parking and 4,000 sqm of garden. 2 km from one of the most beautiful villages in Italy, Montone, famous for the tourist attractions and events that make it a unique place. The studio of about 50 sqm has a separate entrance overlooking the garden, a living room entrance, a double bedroom and a bathroom. ADSI historic residence. Panoramic swimming pool overlooking Montone. Also available apartment with kitchens and private balcony.

Guest favorite

A clear swimming pool is visible, reflecting the blue sky above. Surrounding the pool are stone walkways and lush greenery with olive trees. Lounge chairs are positioned nearby, offering a place to relax and enjoy the tranquil outdoor environment.

Condo in Cortona

4.96 out of 5 average rating, 24 reviews

Relaxation and peace in the countryside Cortona G

"Le Oche Grigie" was the first Charming Home in Cortona totally dedicated to people in love. Unlike other lodgin we only accept couples without children. This means for our guests memorable romantic experiences, emotions and complicity in a country house, away from the distractions of daily life. Strategically positioned in the center of an area of extraordinary beauty, only 3 exclusive and independent apartments, renovated with fine finishing and natural materials. Garden and swimming pool.

Top guest favorite

The image showcases a serene swimming pool, surrounded by lush greenery and meticulously maintained landscaping. The gentle curve of the pool is highlighted by a decorative lamp post nearby. The tranquil setting offers views of rolling hills in the distance.

Farm stay in Anghiari

5 out of 5 average rating, 36 reviews

Luxury 1-bedroom house with pool in Tuscany.

This stylish 1-bedroom house on a 15 hectares estate, surrounded by vineyards & Tuscan hills, is beautifully decorated; has access to the swimming pool & private outside patio. The house has an open sitting/dinning area, double bedroom , bathroom, WiFi & everything you need for a luxurious, relaxing Tuscan holiday. With lots of hiking routes & nature; the ancient, historical town of Anghiari is only 5 minutes drive, it’s a perfect spot for anyone looking for a perfect Italian holiday.

Guest favorite

A private pool is surrounded by sun loungers, set on a wooden deck. The pool area features natural stone paving and is enclosed by a child-proof fence. Lush greenery and olive trees outline the space, providing a serene environment for relaxation.

Home in Lecchi in Chianti

4.96 out of 5 average rating, 136 reviews

Casa di Lyndall - Entire house with exclusive pool

Welcome to “Casa di Lyndall” My home is located in the medieval village of Lecchi in Chianti, set in rolling hills, castles, vineyards & olive groves, & provides a view that extends nearly 50 kms. It’s a perfect choice for a family or group of four people. My home is built in typical Tuscan style with exposed chestnut beams, fireplace, and a well appointed kitchen. The 8 metre pool is private & located on the top terrace of the olive grove, has a child proof fence, and 4 sun lounges.

Superhost

A large outdoor swimming pool with a surrounding tiled area is featured, furnished with sun loungers and umbrellas. In the background, a rustic stone building is visible, with a shaded terrace offering additional seating, set against a backdrop of greenery and a bright blue sky.

Villa in Poppi

4.8 out of 5 average rating, 5 reviews

Villa for 22 people w/private pool

Borgo Sereno is a small, ancient hamlet recently restored with art and passion, brought back to life respecting its original characteristics and masterfully turned into a splendid and unique holiday home for large groups. The property is located within a large private area on the green hill of the Casentino Forest National Park between Florence and Arezzo, only 4 km from the ancient medieval town of Poppi which was mentioned as one of the most beautiful towns in Italy.

Guest favorite

A clear blue pool reflects the surrounding greenery, enhancing the outdoor area. Sun loungers and umbrellas are positioned around the pool, offering shaded seating. A terraced lawn rises gently behind the pool, featuring well-maintained plants and pathways that lead to the restored farmhouse.

Apartment in Umbertide

4.87 out of 5 average rating, 30 reviews

Charming farmhouse apartment with swimming pool

Set within a cluster of self catering apartments in this restored farmhouse with pool. Offering one bedroom with en-suite bathroom this is our smallest apartment but still perfectly formed. There's a custom kitchen with marble counter top with french doors leading to a private flag stoned terrace. Feature exposed stone walls and hand made terracotta floors complete the rustic feel. The comfy sofa in the lounge can convert to a double bed with deep springy mattress.

Top guest favorite

A clear blue pool is framed by lush greenery and terracotta paths, with several lounge chairs positioned nearby. The house sits atop a gentle hill, surrounded by tall trees and vibrant shrubs, offering a serene perspective of the Tuscan landscape.

Villa in Siena

4.85 out of 5 average rating, 86 reviews

Enchanting Rose Garden Pool Villa

Truthful Tuscan paradise just 12mins from Siena. Boasting two doubles and two twins, 3 bathrooms, a very large leaving room, a beautiful dining room with fire place, park, parking and pool are all private. It is the ideal old and authentic family retreat, nestled on top of the Montechiaro hill with 360 degrees views over Chianti. The host leaves in the adjacent house. In winter and early spring there is an extra charge of 50€ a day for heating.

Superhost

An inviting swimming pool is framed by lush green grass, with a young child standing at the edge, gazing at the panoramic views of the surrounding countryside and hills. The clear blue sky provides a serene backdrop to the vibrant landscape.

Apartment in Arezzo

4.5 out of 5 average rating, 4 reviews

Pozzale Apartment 2+2 | 50m

"Il Querciolo" is an ancient farm located in Valdichiana. It is a place where you can breathe the "Tuscany" and where you can listen to the sound of nature, it is the place to immerse yourself in country life to give and receive unique and unforgettable emotions. Today it is an entirely organic farm that produces legumes, cereals, oil and Syrah wine. These products can be tasted in our Agriturismo, where the Cellar is also located.

Top guest favorite

Apartment in Mercatale Valdarno

4.98 out of 5 average rating, 80 reviews

Panoramic view from stone Apartment- Pool and A/C

Unique experience in a real, old Tuscan farmhouse. Podere Casa Muricce is the place for people who love nature, animals, woods, but also close to the main places of interest in Tuscany. Situated on the top of a hill high 400mt, carefully restructured according to the tradition, Casa Muricce is the typical ancient Tuscany house in stone: all the furnishings, even doors, are original from Tuscany houses of `700/'800.

Guest favorite

An outdoor pool spans the foreground, surrounded by a spacious patio. The water reflects the overcast sky, while lush greenery and cypress trees frame the view, providing a serene atmosphere. The pool area offers relaxation and scenic vistas of the landscape beyond.

Vacation home in Arezzo

4.92 out of 5 average rating, 39 reviews

Casina Dei Sogni

The villa is in a great location with breathtaking views that can be enjoyed from every point of the property. It is located in a strategic area for tourism, being just over a 10-minute drive from the center of Arezzo, the highway and about twenty minutes from Cortona. The pool is a gem, from which you can enjoy a fabulous landscape and is for the exclusive use of guests.

Superhost

A swimming pool is set against a backdrop of trees, surrounded by a stone terrace. Comfortable lounge chairs are positioned near the pool, along with a large umbrella providing shade. Planters filled with vibrant flowers add color to the outdoor space.

Apartment in Gaiole in Chianti

4.84 out of 5 average rating, 31 reviews

Big studio in Chianti with swimming pool

This comfortable apartment for up to 4 people is located in a house in the heart of Chianti Classico surrounded by a big park where you can enjoy the swimming pool and the nature. Private bathroom and kitchen and outdoor space to relax. Swimming pool to share with other guests