Vacation rentals with a pool in Italy

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Top-rated rentals with a pool in Italy

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost

A shimmering private pool reflects the clear sky, surrounded by a spacious garden with mature olive trees. The rustic stone building features a white wall and chimney, set against a backdrop of scattered clouds, enhancing the serene outdoor environment.

Trullo in Ceglie Messapica

4.96 out of 5 average rating, 118 reviews

Historic Villa and Trullo With a Private Pool

This villa and trullo from 1780, named trullo Fedele Bonotto, have been fully restored but still sit among the centuries-old olive trees of the area. Admire the historic stone walls, lounge in the private pool and solarium, and enjoy the beautiful garden area, all exclusive to guests and their privacy- The staff who takes care of the cleaning of the external and internal spaces of the property strictly follow the sanitary rules foreseen for Covid-19, before the arrival of each guest, full sanitation is carried out, the size of the house and the large garden absolutely guarantee the social security distances and contactless The villa, with centuries-old olive trees, has a dining area and fully equipped kitchen with utensils and crockery, dishwasher, fridge, oven. Thanks to a corridor you get to the two double bedrooms, each with its own bathroom. Detached from the villa, with separate entrance, you access the trullo, about 50 m2 large, where there is a double bed, a sofa / double bed and a private bathroom. In the outdoor area there is a large table with 10 chairs, several seats, a barbeque and the swimming pool for the exclusive use of guests. Also attached to the villa is the boiler room with laundry, complete with washing machine. The entire structure is for the exclusive use of guests who can live in this unforgettable moments of rest and tranquility! Guests have the exclusive use of the whole villa and of the attached trullo, and the entire outdoor area, which includes the living room, the swimming pool and the laundry. Immersed in the breathtaking countryside, the home is located close to the center of Ceglie Messapica. Dine at exceptional family-owned restaurants, browse through the local markets, and go for a hike or bike ride through the valleys. you have a park for your car, in 20 mintes you arrive on the Adriatic sea beaches, in 30 minutes you can arrive on the Ionico sea beaches.

Superhost

A well-maintained garden features olive trees and vibrant flowering plants surrounding a clear blue pool. A hammock is seen under an olive tree, providing a serene spot for relaxation. The landscape showcases rolling hills in the background, highlighting the beauty of the Sicilian countryside.

Home in Roccella

4.88 out of 5 average rating, 206 reviews

Masseria del Paradiso

My accommodation is located in central Sicily, surrounded by the Sicilian countryside. If you are looking for a place to relax, away from the hustle and bustle of the city, intimate, where you can breathe clean air and enjoy the colors and scents of our beautiful island, then my place is perfect for you! It is suitable for couples, solo adventurers and families with children and being located in the center of the island, it offers a convenient solution for those who want to reach all parts of Sicily.

Superhost

A spacious terrace features a shaded seating area and a private jacuzzi, with large glass doors connecting to the interior. A staircase leads to an upper level, complemented by palm trees and modern architectural elements, all under a clear sky.

Apartment in Milan

4.97 out of 5 average rating, 237 reviews

Skylinemilan com

Experience the Milanese spirit in this amazing penthouse with contemporary lines and fine materials, equipped with a STEAM ROOM and a huge terrace overlooking the Milan skyline 360 view. The penthouse has a living room, a kitchen, 2 double suites each with en suite bathroom and kingsize beds as well as 2 foldaway single beds in living room and a 3th bathroom. In the terrace there is jacuzzi tub, available from 4/1 to 10/31, on request (at least 24h before check in) with extra cost, paying garage

Superhost

The exterior of a traditional trullo displays its distinctive conical roofs and natural stone walls. Potted plants adorn the entrance, and sunlight highlights the rustic architecture, creating a warm ambiance. A sunshade extends to provide shade to the outdoor area.

Home in Ostuni

4.93 out of 5 average rating, 269 reviews

THE SEVEN CONES - TRULLO EDERA

A renovated trullo in a peaceful location in the countryside with authentic style, most of the interiors are recycled or old furniture reinvented in a modern-functional way. Has 1 double bedroom and 1sofabed in the living room.A newly renovated bathroom with shower,fully equipped kitchen,washing machine and lots of space outdoor (one terrace accessible from the bedroom and one on the other side with bbq Access to the swimming pool is shared with the guests of the other 2 properties (no external)

Superhost

Aerial view of a rustic stone house surrounded by greenery and olive trees. A rectangular pool is visible, with turquoise water and purple umbrellas shading lounge chairs. The expansive garden features lush grass and landscaped foliage, providing a serene and spacious outdoor environment.

Home in Volterra

4.93 out of 5 average rating, 178 reviews

Collina Power

Collina is an ancient stone farmhouse, the house is surrounded by fields and olive groves. It has a large garden with swimming pool and a terrace where you can have pleasant lunches and dinners. A barbecue and garden furniture are available. The road to get to the house in the last stretch is not paved and is therefore not suitable for sports cars or particularly low ones. The route lends itself to pleasant walks during the day, while at night we recommend using a car because it is not lit.

Superhost

A rustic mountain villa is set against a backdrop of rolling hills and trees. A swimming pool is visible in the foreground, surrounded by stone pathways and greenery. Soft sunlight creates a warm glow, highlighting the villa's charming stone exterior.

Home in Belforte

4.96 out of 5 average rating, 100 reviews

Belfortilandia, the small rustic villa

In an oasis of peace and tranquility, surrounded by unspoiled nature, we rent a small rustic mountain villa that is part of an ancient fief of the castle of Belforte (in Borgo Val di Taro), completely renovated while maintaining an ancient state of preservation. It enjoys a beautiful panoramic view of the Taro valley up to the Ligurian mountains. It is surrounded by chestnut woods and centuries-old oaks, just a 10-minute drive from Borgo Val di Taro, the main village.

Superhost

An infinity pool extends towards the horizon, offering a serene view of the distant mountains and lake. A modern villa, characterized by clean lines and large glass panels, features a dining area and lounge chairs nearby. The sunset casts a soft glow over the space.

Villa in Brenzone sul Garda

4.98 out of 5 average rating, 156 reviews

Dream view, infinity pool, privacy & nature. Villa

One-of-a-kind contemporary villa featured on Condé Nast Traveler. Infinity pool with breathtaking view. Property located in a rather isolated spot on the hills, immersed in the wild, away from the crowds. Exclusivity/privacy. Pool heating available in September, October, March, April, May, June; it can bring the water temperature up to a maximum of 26 / 27 Celsius degrees and depending on the weather conditions the water temperatures may vary between 23 - 27 Celsius

Superhost

An inviting infinity pool extends towards a panoramic view of the surrounding mountains. A shaded area with lounge chairs offers a perfect spot for relaxation. Lush greenery and soft hills frame the scene, enhancing the tranquil atmosphere. The clear water reflects the skies above.

Farm stay in Sillico

4.97 out of 5 average rating, 156 reviews

Romantic stay where Tuscany meets the sky!

The property is located on top of a very panoramic hill, near the medieval village of Sillico where is located also a very good restaurant. Perfect accommodation for romantic couples, families with children with their dogs. Perfect place to relax but also suitable for guests who like active holiday with many exiting trekking, canyoning, mtb and horse riding excursions. Nice panoramic pool and view on the entire valley. Welcome where Tuscany meets the sky!

Superhost

A private outdoor pool is framed by lush greenery, featuring a clear blue water surface. The pool area includes tiled edges and steps leading into the water, situated within a serene garden setting that contributes to a peaceful environment.

Castle in Ferrano

4.99 out of 5 average rating, 190 reviews

The Castle of Ferrano - Castle in Tuscany

Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)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.

Superhost

A serene bedroom space features a spacious bed adorned with soft, neutral-toned linens. Sheer white drapes create a cozy atmosphere, while the open doors offer a view of the lush outdoors, inviting natural light into the room.

Farm stay in Arezzo

4.97 out of 5 average rating, 227 reviews

Explore nature in the center of Vigneti Chianti

Feel close to the land in a rustic building on a Tuscan farm. Old stone walls, ceilings with exposed beams and terracotta floors are the backdrop to a characteristic apartment with fireplace. Plunge into an infinity pool for a unique view of the surrounding landscape. Dine outdoors, with the fresh air caressing you, sit and relax admiring the sunset under the ancient cypresses.

Superhost

A serene outdoor pool area is framed by lush green grass, featuring several sun loungers and umbrellas. The clear water in the pool reflects the blue sky, while tall cypress trees provide a natural backdrop to the tranquil setting.

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 389 reviews

Old hayloft on the Chianti hills

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. Hayloft completely independent on two floors connected by an internal staircase. Private garden of 300 mq sorrounded by secolar oaks.