If you’re envisioning idyllic vineyard landscapes from a Tuscan terrace, a charming beach house on a picturesque Sicilian island, or a sleek contemporary structure by the shores of Lake Como, one factor commonly enhances the allure of summer villas: the inclusion of a pool. This selection showcases some of the finest options available, ranging from a unique cave house featuring a captivating infinity pool in Panarea to a stylish architect-designed retreat north of Siracusa that incorporates water elements — paired with a noble villa in the northern part of Italy that offers three distinct swimming areas and a dedicated driver for seamless transport between them. Enjoy the details!

1. Zu Nillu, Favignana, Sicily

£££ | Accommodates 8

Crafted by the Romans, the pool at Zu Nillu has been part of this fascinating stone quarry in the Egadi Islands, located off the western coast of Sicily, for centuries. This remarkable tufa residence descends into a void, tastefully adorned with antiques and accompanied by a lively Mediterranean garden. The rooftop area provides breathtaking views over Cala Rossa bay, and there’s a barbecue area perfect for leisurely lunches. An alfresco bathroom nestled among carob trees leads to a private pathway down to the sea.

2. Tenuta Fonte, Montalbano, Brindisi

££ | Accommodates 8

Nestled within a vast olive grove in Puglia, Tenuta Fonte reflects the rich cultural heritage of the region, merging both Greek and Roman influences. The striking white cube-style interiors are adorned with mid-century furnishings and vibrant colors, creating a charming atmosphere. With a delightful saltwater pool at its heart, this secluded estate also features an outdoor kitchen, a pick-your-own vegetable garden, and numerous shaded spots for relaxation. The sandy beach at Torre Canne is just a short ten-minute drive away.

3. Villa Platani, Capri

£££ | Accommodates 12

Capri is renowned for high-end rentals, and if you’re looking for an off-season hideaway with stunning views of the Tyrrhenian Sea from its chic pool, Villa Platani is a standout choice. Perched dramatically on a cliff, this modern 12-person accommodation embodies understated luxury—with pristine white linens, light woods, and flourishing terraces adorned with bougainvillea and jasmine. A private funicular provides direct access to La Piazzetta, the bustling square of Capri, where you can partake in the most glamorous evening strolls.

4. Villa Chiantisol, Tavarnelle Val di Pesa, Tuscany

££ | Accommodates 20

Situated between Florence and Siena in the tranquil Val di Pesa region, Villa Chiantisol embodies the classic Tuscan experience. This expansive honey-colored stone farmhouse lies at the end of a winding driveway, surrounded by rolling green hills and beautiful vineyard terraces. The interiors feature an appealing mix of traditional terracotta, rustic oak, and linen — with creative bedroom designs adding flair. The breathtaking outdoor areas, including a stunning sunken pool and Jacuzzi, promise luxurious afternoons, while elegant loggias provide ample shade and sweeping views.

5. Villa Audace, Lake Como

£££ | Accommodates 10

Newly constructed on the western shore of Lake Como, Villa Audace impresses with its modern design. This five-bedroom property ticks all the boxes: expansive windows, timber facades, polished concrete floors, a state-of-the-art kitchen, and classic furniture from Poltrona Frau. The infinity pool overlooks the picturesque Isola Comacina, and additional amenities include a hot tub, sauna, and options for cooking classes, yoga sessions, and spa treatments; a personal chef service is also available upon request.

6. Antika, Panarea, Aeolian Islands

££ | Accommodates 10

Designed by the renowned architect Paolo Tilche, Antika is a captivating seaside villa situated on one of the smallest Aeolian Islands. With three white-cube guesthouses—Cactus, Wisteria, and Bougainvillea—set amidst lush volcanic gardens, Antika offers shared panoramic terraces and uniquely designed living spaces. Characterized by high cane ceilings, soft plasterwork, and aged wood features, the interior promotes a serene and refreshing atmosphere. The infinity pool, surrounded by palm trees, appears to flow directly into the sea.

7. Villa Sigurta, Borghetto, Verona

£££ | Accommodates 20

Villa Sigurta, located in Veneto, promises an experience beyond mere relaxation. This stately Palladian house comes with a dedicated staff and three on-site pools, complemented by a chauffeur for transport between locations. Having welcomed both Napoleon III and King Charles, this villa blends opulence with playful decor, including whimsical frescoes and imaginative sculptures. Nearby Borghetto sul Mincio holds a prestigious reputation as one of Italy’s most beautiful villages, further enhancing its charm.

8. Villa Gadir, Siracusa, Sicily

£ | Accommodates 4

Located just six miles south of the historic Greek city of Siracusa, Villa Gadir showcases a striking modernist design. The lines between the stylish Le Corbusier-style structure and the saltwater pool blur seamlessly, creating an integrated aesthetic. The open-concept living and dining areas, along with two bedrooms, flow effortlessly out to the water, imparting a floating ambiance. Only 50 meters from the sea, the villa offers easy access to the Plemmirio marine reserve, while the baroque gems of Ragusa, Noto, and Modica are conveniently reachable by car.

9. Villa Fichi d’India, Monticanaglia, Sardinia

££ | Accommodates 6

Part of the exclusive Borgo Smeraldo resort, Villa Fichi d’India consists of several new rentals, each featuring its own private pool, set within a boutique hotel environment between the popular Sardinian destinations of Porto Cervo and Porto Rotondo. Accommodation is offered in two beautifully designed stone houses adorned with chestnut beams, echoing the traditional stazzi farmhouses of the area. Guests can also enjoy access to the resort’s spectacular hilltop pool, which boasts breathtaking views of the Costa Smeralda’s azure waters and sandy beaches.

10. Villa Cacciarella, Monte Argentario, Tuscany

£££ | Accommodates 10

On the Monte Argentario coast, often referred to as “the new Amalfi,” Villa Cacciarella is a stylish haven owned by a renowned decorator known for catering to Italy’s trendiest elite. Positioned between the bustling fishing town of Porto Santo Stefano and the glamorous Hotel Pellicano, this villa offers a refined hideaway. The elegant mid-century interiors feature top-tier finishes, while the garden pool and gym offer superb opportunities for both relaxation and fitness.