Holiday rentals with a pool in Italy

Find and book unique homes with a pool on Airbnb

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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Guest favourite

Trullo in Ceglie Messapica

4.96 out of 5 average rating, 119 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.

Guest favourite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 218 reviews

The Farmhouse Cottage

Entire upper floor of the newly renovated Manor House in traditional Tuscan style. High ceilings with exposed beams make the place cozy and perfect for families or groups of friends. In the house, there are two large functional fireplaces (in the living room and kitchen). Private, non-shared accommodation. The house has a large covered terrace, garden with sofas, BBQ, fire pit, private parking. The swimming pool among the olive trees and vineyards is ideal for relaxation and has private access to the shared area

Guest favourite

Home in Ostuni

4.93 out of 5 average rating, 272 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

Home in Anghiari

4.88 out of 5 average rating, 140 reviews

Tuscan dream in the ancient Tobacco's villa, sauna

Welcome to Tobacco Loft, our 16th century stones' villa located in the countryside of Anghiari. The House offers stunning views, charming and furnished interiors providing all type of comforts: a beautiful fireplace that will keep the ambient warm in winter, the relaxing sauna, the private garden where you can enjoy the open air and have lunch under the pergola, BBQ, fantastic in the warm seasons, a panoramic swimming pool to spend great moments with friends, to be shared with the hamlet guests.

Top Guest favourite

Guesthouse in Macciano

4.96 out of 5 average rating, 165 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.

Top Guest favourite

Castle in Montecatini Val di Cecina

4.99 out of 5 average rating, 118 reviews

Belforti Tower

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here with our sons and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Top Guest favourite

Home in Anghiari

4.99 out of 5 average rating, 236 reviews

Casa Rosmarino Eco-Wellness Country Home

Price includes the WELLNESS & COMFORT package as follow: - Wooden fired Hot Tub w/Jacuzzi (1 organic water filling, good for 3/4 days of use) - Infrared Sauna - Wood logs for Fireplace & Hot Tub - Fire starters - House Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizers w/Wine - Italian Ground Coffee - Treats during your stay Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.

Top Guest favourite

Home in Prato

4.98 out of 5 average rating, 134 reviews

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

Guest favourite

Cottage in Olbia

5 out of 5 average rating, 120 reviews

Sispantu Sa ' oghe'e su 'entu Cottage

S'ispantu, which in Sardinian means "wonder", is a refuge surrounded by nature with breathtaking views of the sea and mountains. The cottage offers 3 bedrooms, 2 bathrooms, an open plan kitchen, and 3 panoramic terraces. Two pools nestled in the rocks, one with a heated jacuzzi, make the stay unique. Privacy and relaxation are guaranteed. A few minutes from Arzachena and the Emerald Coast.

Guest favourite

Home in Moneglia

4.99 out of 5 average rating, 107 reviews

Corner of paradise with sea view 010037-LT-0268

La Casa di Roby is a farmhouse with an ancient oil mill in a panoramic position overlooking the Gulf of Moneglia, in the tranquility of greenery and the quiet of Ligurian olive trees, with a swimming pool overlooking the gulf. A few minutes from the sea. If you don't find availability on this listing, you can also book Panoramic Corner with Sea View, also by Airbnb SuperHost Roberta

Top Guest favourite

Farm stay in Arezzo

4.97 out of 5 average rating, 231 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.

Top Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 402 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.