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Holiday 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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Top guest favourite
A cozy living area features a historic stone fireplace, radiating warmth. Comfortable seating arrangements include two armchairs and a central coffee table. Large windows offer a view of the surrounding countryside, allowing natural light to fill the space. Textured ceiling beams add character to the room.
Serviced apartment in Proceno
4.98 out of 5 average rating, 53 reviews

Proceno Castle, Loggia Apartment

Apartment of 65 square meters for 2 people, inside the medieval courtyard of the Castle of Proceno, with private entrance, large living room with working historic fireplace and kitchenette, 1 double bedroom placed on a mezzanine from which you dominate the living room, bathroom with shower box, veranda with porch in stone and wood, in typical medieval style, which through the stone stairs leads to the internal courtyard of the Castle, from which guests have access to the village and the rest of the accommodations of the courtyard.

Top guest favourite
An outdoor space is revealed, featuring a pool surrounded by wooden decking. Sun loungers are positioned on a grassy terrace, shaded by large umbrellas. Stone steps lead to a relaxation area, while lush greenery adds to the natural ambiance of the setting.
Villa in Cefalù
4.98 out of 5 average rating, 127 reviews

Villa Del Borgo Cefalù - a Sicilian dream

Private villa with swimming pool & Sicilian charm In the heart of an authentic Sicilian village, this villa offers a swimming pool with a whirlpool, solarium, garden bar, furnished relaxation areas, home gym and telescope. Free high-speed WiFi, 24/7 in-person check-in to welcome you with the typical warmth of Sicilian hospitality, private parking and 2 SUPs upon request. Attention to detail and Sicilian hospitality for a romantic getaway, a family stay or a moment of pure relaxation with friends.

Top guest favourite
A tranquil swimming pool is surrounded by stone decking and lounge chairs. The villa is positioned on a gentle slope, complemented by lush greenery and flowering plants. Large windows reflect natural light, and the inviting atmosphere is enhanced by the surrounding trees.
Villa in Poggio delle Ginestre
4.98 out of 5 average rating, 45 reviews

Villa on the lake with a pool

Only 35 minutes from the north of Rome, an Italian villa with a blissful energy. It offers many spots to be in nature, the private beach, the pool, the secret garden, the marble table, the viewpoint patio, the terrace. Very nice in wintertime with its country surroundings, it will inspire you to relax and create. The view is stunning inside the house. Please note the Wi-Fi is slow, hotspot works and by law is requested a tourist tax of one euro a day per person. Nice to rent ebike for a tour.

Guest favourite
A gravel path meanders through lush greenery, leading towards the distinct trullo structure. The conical roofs are visible above the surrounding trees, framed by stone walls and rustic landscaping, presenting the serene and private atmosphere of the property.
Trullo in Santa Lucia
4.92 out of 5 average rating, 12 reviews

Trullo Nascosto, The perfect Romantic Hideaway

This ancient hidden Gem took five years to complete and has been lovingly restored with a Wabi Sabi style. It boasts a very distinct, very singular aesthetic, with pool and jacuzzi. Surrounded by vast stretches of farmland, Olive groves and a smallforest, it is one of the most private Hidden secrets in Puglia, literally within a minute's drive to many of Puglia's popular tourist destinations, including, Alberobello, Monopoli, Fasano, Polignano al Mare, locorotondo and many other nearby villages.

Top guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guest house in Macciano
4.97 out of 5 average rating, 207 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.

Guest favourite
A spacious living area is highlighted by rustic wooden beams and a cozy fireplace. A light-colored sofa is positioned near large windows, allowing natural light to fill the space. A dining table is set with fresh produce and a decorative vase, enhancing the inviting atmosphere.
Home in Anghiari
4.89 out of 5 average rating, 148 reviews

Poggiodoro, your charming villa in Tuscany

Welcome to Poggiodoro, 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 even in winter, a big private garden where you can enjoy the open air and have lunch under the shade of pergola, with BBQ, fantastic in the warm seasons, a panoramic pool to spend great moments with friends, to be shared with the hamlet guests

Guest favourite
Home in Guardea
5 out of 5 average rating, 16 reviews

Chef’s Retreat

We are both chefs and we welcome you to our beautiful home Umbria! This is our space for relaxation and fun with family and Friends. The view across our pool changes every minute with the Tiber Valley in all it’s beauty in the background. Close to a WWF Oasis. It’s perfect for a couple or a family. Enjoy the Italian sunshine by the pool! Visit Orvieto, Todi and Amelia by car, or take the train to Rome or Florence for the day! Guardea has plenty of shops!

Top guest favourite
The exterior of the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.
Castle in Ferrano
4.99 out of 5 average rating, 210 reviews

Il Castello di 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.

Top guest favourite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 454 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Top guest favourite
An inviting outdoor space features a clear swimming pool surrounded by sun loungers, set amidst lush greenery and trees. The traditional trullo with a conical roof is visible in the background, complementing the tranquil garden atmosphere.
Trullo in Selva di Fasano
4.99 out of 5 average rating, 116 reviews

Charming Trullo Amarcord with Private Pool & Spa

In our local dialect, "Amarcord" means "I remember." It is an invitation to slow down and create memories that will stay with you forever. This authentic 18th-century Trulli complex, masterfully restored, is a sanctuary where history meets high-end wellness in the elite hills of Selva di Fasano, very close to Alberobello (UNESCO World Heritage Site), Monopoli, Polignano a Mare, Ostuni, and the Adriatic coast.

Top guest favourite
A rustic living area features a wooden table surrounded by two elegant armchairs and a beige sofa. A stone fireplace, stocked with logs, stands as a focal point, while wooden beams adorn the ceiling. An inviting atmosphere is created by warm, natural colors and soft furnishings.
Home in Anghiari
4.99 out of 5 average rating, 257 reviews

Casa Rosmarino Eco-Wellness Country Home

Price includes: - Infrared Sauna - Wood for Fireplace - Fire starters - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Italian Ground Coffee - 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.

Guest favourite
The villa is enveloped in greenery, with large windows illuminating the interior from within. A patio area features a round table with chairs, a hammock, and a fire pit, set against a backdrop of towering trees and a serene garden.
Villa in Soriano nel Cimino
4.98 out of 5 average rating, 112 reviews

Simona’s house in the woods - Villa Boutique

Villa boutique immersa nel bosco all’interno del Parco dei Cimini alle pendici del Monte Cimino (800 m. s.l.m) L'immobile è grande circa 450mq ed è circondato da circa 1,5 ettari di giardino/pineta. La villa è dotata di una sauna e un hot tube a legna privata nel bosco. Una casa progettata da uno dei migliori architetti del centro Italia ed è sapientemente arredata.

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