From the hills of Umbria to the wild Maremma coast, our handpicked villas are all about the true Italian experience – each with a private pool, flawless facilities and views to match.
If a private infinity pool tops your wishlist, you’re in the right place – our collection features some of Tuscany’s finest pools and properties, with front-row views of the region’s photogenic landscapes. Even for those who prefer exploring over sunbathing, the promise of a tranquil swim at the end of an active day is hard to resist.
With over 35 years of experience, we work directly with villa owners to create stays that feel personal and immersive. In addition to a luxurious private villa with a pool, you can also expect tailored, local experiences by our award-winning Concierge team.
Browse the full collection today and find a villa that matches your exact requirements, including family villas with safe pools.
1. Segreto Gelsomino
Located amidst the rolling hills of Umbria, Segreto Gelsomino is a beautifully restored stone farmhouse that sleeps up to 10 guests. The owners initially fell in love with the property in its original state, injecting the interiors with a calming palette while preserving its character.
A paved terrace flows seamlessly into the 20-metre infinity edge saltwater pool, surrounded by plush loungers and a separate BBQ station. Sweeping views of the countryside are particularly spectacular, dotted with villages and castles that glow in the distance. Days unfold immersed in nature, whether you’re starting the day with a slow morning swim or tuning into the distant chorus of chirping birds, espresso in hand.
Speak to our Villa Specialists today to reserve your stay at Segreto Gelsomino.
2. Pieve di Ponsano
Perched atop a remote hilltop near San Gimignano, Pieve di Ponsano looks out over Val d’Elsa’s undulating hills. This architectural masterpiece originally served as a 12th-century church before Emanuel Gargano’s careful restoration in 2024.
Inside, the minimalist wabi-sabi-inspired interiors have a meditative quality, dressed in a neutral colour palette with limewashed walls. Poetic homages to the villa’s past life add a spiritual quality to the design, including the preservation of the altar's original colours.
The 18m infinity pool is just as much a masterpiece, where gentle morning swims are followed by leisurely afternoon laps. Comfy chairs and loungers frame the pool, with a design that mirrors the villa’s aesthetic through natural stone and patinated metal finishes. In between dips in the pool and serene sauna sessions, opt for an in-villa treatment at the altar-turned-sanctuary.
Beyond the villa, let our award-winning Concierge arrange a bespoke itinerary. Local experiences range from stargazing workshops to pasta-making to guided horseback rides through the Berignone Nature Reserve, to name a few.
Speak to our Villa Specialists today to stay in a remote architectural masterpiece, Pieve di Ponsano.
3. Sartomare
Best for big groups, Sartomare sleeps up to 18 guests on an idyllic 75-acre estate. This spectacular solar-powered villa is located on Maremma’s wild and untouched coast. Sandy beaches and secluded coves are within easy reach by car, though the lure of your own 20-metre infinity pool might be reason enough to stay put.
Designed by renowned Italian architect Piero Sartogo, Sartomare’s stellar infinity pool slots right into the natural surroundings, with incredible views of the surrounding greenery. Morning swims are met with lunchtime tennis sessions, or you can unwind at the spa as a post-gym treat. Take your pick and speak to our Villa Specialists today to experience refined luxury at Sartomare.
4. Castello di Punta Ala
After a day roaming Maremma’s untamed coastline, there’s no better reward than a sunset swim at Castello di Punta Ala’s cliffside infinity pool. From here, panoramic views sweep across the Tyrrhenian Sea, where the water appears to merge with the sky.
Housed in a 16th-century Medici fortress, this palatial villa sleeps up to 10 guests in five air-conditioned bedrooms. Inside, lofty beamed ceilings and grand fireplaces nod to the villa’s prestigious past.
Punta Ala is home to white sandy beaches dotted with beach clubs, with the nearest being just a 20-minute walk from the villa. Let our Concierge arrange private boat charters and guided tours, starting with the beautiful Tuscan Archipelago. On a private tour, you’ll discover the low-slung island of Elba and the lesser-known islands of Gorgona, Giannutri and Capraia. The nearby marina is a must-visit for its waterside restaurants and bars.
Speak to our Villa Specialists today to book your coastal escape at Castello di Punta Ala.
5. Spini Bianchi
Nestled on a remote hilltop in Monte Argentario, Spini Bianchi is a simple coastal retreat with sweeping views of the Thyrennian Sea and the island of Giglio. Sleeping up to eight guests, the villa’s interiors are pared-back and earthy, with a rustic beach-house aesthetic.
Offering an array of incredible amenities, including a private tennis court, the villa’s superb infinity-edge swimming pool is the star of the show – primely positioned for taking in the dramatic coastal views and craggy cliffs. Further down, a rocky pathway leads to a sun-soaked swimming platform, where you can dive straight into the sea.
Contact our Villa Specialists today to discover Spini Bianchi’s spectacular coastal setting.
6. Belsguardo
It’s not every day you get to stay in an 800-year-old watchtower. This restored luxury stone farmhouse is both rustic and elegant, with exposed beamed ceilings and terracotta tiling all over.
Designed for family gatherings and group getaways, Belsguardo sleeps up to 14 guests in seven spacious bedrooms. Below the main house, a private infinity pool stretches out from a lawned terrace, basking in sunlight and surrounded by sweeping Tuscan views. Come golden hour, settle in poolside and watch the olive groves glow below.
Contact our Villa Specialists today to organise a group getaway with the whole family at Belsguardo.
7. Tenute Poggiazzi
Tenute Poggiazzi’s central location is perfect for those seeking rejuvenation in the heart of Tuscany. This is one of our most exclusive fully-staffed villas, with daily breakfast, four dinners and an in-villa manager all included.
Together with acclaimed interior designer Emilia Bonel, architect Ricardo Rosi’s sensitive restoration has breathed new life into this 1500s granary, with a focus on local artistry and craftsmanship.
The refreshed, climate-controlled interiors are paired with a stunning 17-metre heated infinity pool that overlooks the Montagnola Senese and Chianti hills. Framed by rows of sun loungers and a comfy sofa area, the pool feels utterly private in the remote countryside, with plenty to see and do nearby. Retreat to the luxurious in-villa spa in between gentle laps and garden massages.
Speak to our Villa Specialists today to become fully immersed in nature at Tenute Poggiazzi, and experience an infinity pool like no other.
Contact us today to book your private villa
Speak to one of our expert Villa Specialists today and start planning your luxury villa holiday to Italy. Every villa in our boutique portfolio is handpicked for its character, comfort and stunning location.
From the moment you book, you'll enjoy access to our complimentary Concierge Service, ready to arrange everything from private chefs and boat charters to in-villa massages and bespoke local experiences. Sit back, relax and let us take care of every detail from the moment you arrive.