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Experience Ultimate Luxury: Hotels with Private Pools in Tuscany 2026

Explore the finest hotels in Tuscany that offer private pools, picturesque views, and unmatched luxury for an unforgettable escape in 2026.

Suites and Villas | Team

Suites and Villas

Team

Explore the finest hotels in Tuscany that offer private pools, picturesque views, and unmatched luxury for an unforgettable escape in 2026.
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Indulge in Exquisite Hotels in Tuscany with Private Pools

Explore the Charm of Tuscany

Tuscany, a region in central Italy, is celebrated for its rolling hills, charming medieval towns, and stunning vineyards. It’s a place where art and culture thrive, waiting for you to explore. If you're looking for sheer luxury and tranquility, you'll find that hotels with private pools in Tuscany will elevate your stay to an unforgettable level. In 2026, indulge in the epitome of relaxation at these magnificent properties that not only offer comfort but also unparalleled views of the Tuscan landscape.

Villa Cora in Florence

One standout property that you must consider is Villa Cora, nestled on a hillside just minutes from Florence's historic center. This luxurious hotel room combines classic elegance with modern comforts. The breathtaking gardens surrounding the hotel provide privacy, while the interiors scream sophistication.

Room Type: The Villa Suite comes with its own private pool on a terrace that overlooks the lush gardens. It’s the perfect spot for sipping fine Tuscan wine while enjoying the sunset.

Unique Features:

  • Stunning frescoed ceilings and antique furnishings
  • A world-class spa that offers traditional Tuscan treatments
  • Proximity to Florence’s famed attractions like the Uffizi Gallery and the Duomo

Castello del Nero in Tavarnelle Val di Pesa

Another gem is Castello del Nero, a 12th-century castle turned luxury hotel located between Florence and Siena. This property is set amidst the Chianti wine region and is an ideal spot for wine lovers. The expansive estate features a stunning restaurant and luxurious amenities that make it a perfect getaway.

Room Type: The Deluxe Room with Pool Access provides direct entrance to the infinity pool, where you can enjoy spectacular views of the vineyards.

Unique Features:

  • Vineyards and olive groves surrounding the castello
  • Michelin-starred dining experience that spotlight local cuisine
  • Exclusive wine tasting sessions and gourmet tours of the local area

Borgo Santo Pietro in Chiusdino

Borgo Santo Pietro is a luxurious boutique hotel that offers a relaxed and romantic atmosphere. This property is surrounded by nature and features stunning architecture from the medieval era. It is a short drive from the enchanting town of San Gimignano—a must-visit.

Room Type: Opt for the Garden Suite, which comes with its own plunge pool set in a private garden, perfect for intimate moments.

Unique Features:

  • A wellness center offering organic treatments
  • A beautiful estate with walking trails and a breathtaking garden
  • On-site farm that produces fresh ingredients for their restaurant

Why Visit Tuscany

Tuscany is not only famous for its luxury accommodations but also its rich culture. The best time to visit is during the spring (April to June) or fall (September to October) when the weather is pleasant and the crowds are manageable. During your trip, don’t miss exploring Florence’s art treasures, cycling through Chianti, or savoring authentic Italian meals at local trattorias.

How to Get There: Most travelers fly into Florence or Pisa. From there, you can easily reach your destination by rental car, allowing you to enjoy the scenic views along the way.

Key Features of Tuscany’s Luxury Accommodations

  1. Private Pools: Indulge in secluded swimming experiences.
  2. Spectacular Views: Wake up to landscapes that are postcard-perfect.
  3. Elegant Interiors: Enjoy lavish décor that spares no expense.
  4. Fine Dining: Savor local Tuscan cuisine crafted from fresh ingredients.
  5. Wellness Facilities: Relax in spas offering unique treatments.
  6. Cultural Proximity: Engage with nearby world-renowned art and history.

Who Should Consider Tuscany in 2026

Tuscany is ideal for wedding parties seeking romantic backdrops, families desiring memorable vacations, or corporate retreats looking for tranquil environments. For anyone seeking a blend of luxury, stunning scenery, and rich cultural experiences, Tuscany offers the perfect escape in 2026.

Step into a world of luxury where every detail has been meticulously crafted to offer not just a stay but an experience. From private pools to breathtaking views, these hotels are not just places to stay; they are destinations in themselves.

Indulge in Exquisite Hotels in Tuscany with Private Pools
5

5 Star Reviews from Google

Get your hotel guide

Weekend breaks are ideal for recharging, bonding with loved ones, and making the most of a short time away, all while requiring minimal planning.

Explore the finest hotels in Tuscany that offer private pools, picturesque views, and unmatched luxury for an unforgettable escape in 2026.
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villa and villasForRent 53024 Castiglion del Bosco SI, Italy murlo, province of siena, tuscany, castiglion del bosco, badia ardenga, nacciarello, la befa, province of grosseto, bibbiano, castelnuovo tancredi, montalcino, pianacci, buonconvento, tavernelle, montepescini**The estate's most spacious villa, the five-bedroom Villa Biondi is located on the cypress-lined avenue that runs alongside the golf course. This extraordinary Tuscan residence radiates warmth and relaxed sophistication. Surrounded by herb-scented gardens, the two-storey retreat offers shaded terraces, a swimming pool and a pool house.** _Exclusive experiences_ Make the very best of your Tuscan escape with experiences tailor-made for you, from private dinners to cultural excursions and outdoor activities. **** ###Highlights - Ground floor: Living room with fireplace; bedroom with king bed, en suite bathroom and terrace; bedroom with two twin beds and en suite bathroom; two powder rooms; reading room; dining area; kitchen - First floor: Master bedroom with king bed, walk-in closet and en suite bathroom; bedroom with king bed, walk-in closet and en suite bathroom; bedroom with two extra-wide single beds and en suite bathroom - Pool house: Kitchenette; shower room; outdoor living area - Flat-screen LCD televisions in the living room, reading room and most bedrooms - WiFi broadband Internet access - Air-conditioning - Heated outdoor swimming pool - Pergola-shaded terrace with living and dining areas - Daily breakfast delivered every morning to the villa - Your Tuscan Dispensa—welcome groceries upon arrival - Newspaper application for Android and Apple devices - Daily housekeeping - Access to Helipad ****
Villa Biondi | Rosewood Castiglion del Bosco ...
suite and suitesForRent 53031 Casole d'Elsa, Province of Siena, Italy casole d'elsa, province of siena, tuscany, la corsina, il merlo, cavallano, il piano, province of pisa, lucciana, mensano, la farneta, molino d'elsa, paurano, ruspaia, collalto#Oliveto Suite │ Castello di Casole │ Tuscany **Your Personal Piece Of Italian Paradise** **Inspired by modern Italian design, the Oliveto Suites take full advantage of the beautiful surroundings and incredible valley views. Just a five-minute stroll to the main castle, they blend rustic Tuscan charm with contemporary Italian flair. They feature a bedroom with a separate living room plus a large, private outdoor terrace.** **One of the most storied Tuscany resorts, Castello di Casole is alive with history. The site is deeply rooted in its agricultural past stretching back to the Bronze Age; artefacts from Etruscan farmers have been found across the grounds and are now on display at the hotel. The castle itself dates back to the 10th century. Throughout the years it has hosted royalty, film stars and political luminaries. Today the buildings have been lovingly restored, cherishing the storied past while offering every modern indulgence.** **** ###*_Details & Amenities_* - King-size bed - Fully stocked in-room bar with complimentary soft drinks - Spacious living room - Luxury toiletries - Nightly turndown - Widescreen LCD HDTV with DVD player - Wireless internet - Virtual coach using the MyWellness App by Technogym Technogym training kit case available on request **** ###*_Enjoy the feel of a one-bedroom apartment, with a vast 30m² terrace, ideal for outdoor breakfasts._* - Open plan interior - Contemporary design - 1 king or 2 twin beds - Size: 85-90m²/915-969ft² - Maximum 2 adults plus 1 child using 1 extra bed - All suites are non-smoking **** ###*_Features_* - Incredible views of the hills and countryside from both the living room and bedroom - Open plan interiors with high ceilings, separate sitting area and travertine flooring - Original contemporary artwork plus custom Italian furniture - Located in the gardens, a 5-minute stroll from the castle - Italian design free-standing bathtub and separate walk-in shower - Double wash basins, heated towels and bidet - Acqua di Parma bath amenities - Down pillows and luxury linens - Widescreen LCD HDTV with premium channels - Fully stocked in-room bar - Nespresso coffee machine - Pets welcome under 10kg/22lb ****
Oliveto Suite │ Castello di Casole │ Tuscany
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From sumptuous Double Rooms to indulgent Suites, all our spaces are uniquely crafted with total relaxation in mind.** **** ***_Tantalizing Flavours With a View_*** With the freshest local produce in the finest location, dining with us is the perfect way to appreciate the true magic behind Italian and Tuscan cuisine. It doesn’t hurt that our hotel overlooks Florence’s most coveted view—the panoramic vista from each of our restaurants stretches as far as Brunelleschi’s Dome. Dine at the fine dining La Loggia to experience feast upon Italian cuisine at Ristorante San Michele, or linger over a casual lunch at the San Michele Grill. At *La Loggia*, feast upon executive Chef Alessandro Cozzolino's refined, elegant dishes, which feature daring modern twists and unique, locally sourced ingredient combinations. 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villa and villasForRent Isola Delle Rose Laguna Di, 30133 Venezia VE, Italy venezia tronchetto (piazzale people mover), piazzale roma, metropolitan city of venice, veneto, venice, lido, san lazzaro degli armeni, moranzani, santa maria del mare, punta sabbioni, malcontenta, oriago, ca' savio, dogaletto**A luxury private villa with a swimming pool, entirely secluded within our own gardens. All interiors are finished in designer Matteo Thun’s fluid style, rooms filled with light and air, merging with the surrounding nature. On the ground floor there is an extensive living area with a sitting room and dining room with separate kitchen. A further small lounge can also be converted into a third bedroom with its own ensuite bathroom. The first floor has views over the lagoon towards the Venice skyline. The two master bedrooms each have sleek light-filled bathrooms, one has a soaking tub. There is also a small lounge and study on this floor. This is a large private home which can be configured for up to seven guests.** **** ###Highlights - Private villa - Wide private garden - Private swimming pool - Venice view from first floor - 2 master bedrooms and 1 bedroom - 3 bathrooms - 1 living room - 1 dining room - Maximum privacy ****
Villa Rose | JW Marriott | Venice
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suite and suitesForRent Località Lupaia, 74, 53049 Torrita di Siena SI, Italy montepulciano, torrita di siena, province of siena, tuscany, montefollonico, osteria delle noci, montepulciano, palazzolo, san biagio, bivio di san biagio, totona, caggiole, ascianello, monticchiello, torrita di siena**The suite Montepulciano is located on the entire first floor of one of our buildings. There are windows on all 4 sides and a private terrace with breathtaking views of Montepulciano. The bright separate bathroom has a walk-in shower and a free-standing Victorian tub.** **Lupaia is a luxurious inn in the heart of Tuscany. Overlooking the rolling hills of Tuscany, set in the province of Siena between Montepulciano and Pienza, the romantic Lupaia features a unique combination of nature and history. Situated in the heart of the Val d’Orcia, it is strategically close to the most enchanting historical towns such as Siena, Arezzo, Florence, and Perugia, offering at the same time the unique experience of being in a tranquil country estate that offers the serenity and solitude that has become so rare in this busy world. The arrival is an experience in itself. It leads you through a 2.5 km unpaved road along olive groves and vineyards.** **The history of Lupaia is a country estate in the heart of Tuscany, which lays on foundations more than a thousand years old, with the main house and annex dating back to 1622. The owners, an Austrian family who also manage the inn, have created an intimate and romantic hideaway with splendid views of medieval villages, vineyards, and olive groves. Every room and suite at Lupaia is unique. They are spread over 5 ancient farmhouse buildings, with enchanting views of the countryside and our gardens.** **The heart of Lupaia is the open kitchen in our main building. Here, guests meet every evening to enjoy a home-cooked 4-course menu, with ingredients from self-owned organic vegetable garden and the local markets. The menu changes every day and includes traditional Tuscan dishes and classic Italian favorites. The restaurant with its beautiful open kitchen is located in the main building of the estate, dating back to 1622. It truly is the heart of the hotel and welcomes guests from the early morning until late at night.** **Discover the most beautiful Tuscan vineyards, world-renowned for their excellent red wines, produced on the hills of Montepulciano, Montalcino, and Chianti.** **The hotel local truffle hunter and his dogs will pick you up at Lupaia for a short introduction followed by a walk through the local woods. Chances of finding fresh wild or black truffles are high, and The hotel chef will be happy to prepare them for you with homemade pasta in the restaurant. For the more active, the hotel has mountain bikes available to use free of charge at any time, or mountain e-bikes to use at a small charge to explore the area. After a day of exploring Tuscany, enjoy moments of pure relaxation in our infinity swimming pool. The pool is located on the western side of our property and provides magnificent views of the fields and the village of Montefollonico in the warm light of the evening sun.** **The hotel position, in the heart of Tuscany, between the valleys of Val di Chiana and Val d’Orcia, is ideal to explore the highlights of Tuscany. Excursions, transfers, and concierge services are provided to make your time in Tuscany a unique experience. Explore the ancient villages of Tuscany, like the UNESCO-protected Renaissance village of Pienza or the beautiful medieval Montepulciano. Or venture a bit further, and enjoy the glory of Siena with its magnificent Duomo and the famous Campo square. Its just take 10 min to Montepulciano, 15 min to Pienza, 30 min to Montalcino, 45 min to Arezzo, 45 min to Siena, 60 min to Perugia, 90 min to Florence, and 120 min to Rome.** **** ###Your stay includes the following: - Complimentary welcome drink - Daily housekeeping and turndown service - Full breakfast with homemade products - Complimentary mini-bar with non-alcoholic beverages - Homemade cookies in the kitchen - Wifi - Parking - Services and taxes ****
Suite Montepulciano │ Hotel Lupaia │ Torrita di...
suite and suitesForRent Via Capodimonte, 14, 80071 Isola di Capri, NA, Italy anacapri, metropolitan city of naples, campania, villa san michele, marina grande, capri, roncato, marciano, termini, pontone a marcianoDeluxe Suite Terrace Pool Side | Jumeirah Capri Palace | Italy Experience contemporary Italian elegance in the Deluxe Suite Terrace Pool Side, a serene retreat designed by world-renowned architect Patricia Urquiola. This luxurious suite harmoniously blends sophisticated aesthetics with natural textures, offering guests an immersive escape that celebrates both modern design and tranquil leisure. From the moment you step into the suite, you are greeted by wave-inspired forms and earthy tones that evoke a sense of calm and refined beauty. The generous terrace, complete with sunbeds, provides enhanced privacy and a personal outdoor sanctuary, perfect for sunbathing or quiet relaxation. Overlooking the serene pool, the suite captures the essence of poolside luxury in a secluded, design-forward setting. Inside, every detail is curated for comfort and style. Wake up to a gourmet breakfast served in the privacy of your suite or in the award-winning two Michelin-starred L'Olivo restaurant. Your in-room minibar is stocked with a thoughtful selection of refreshments, while a SMEG tea and coffee machine offers your favorite brews at any hour. Designed to elevate wellness as much as aesthetics, the suite includes exclusive gifts tailored to rejuvenate: women enjoy the revitalizing Leg School treatment, while men can unwind with a signature massage crafted to restore balance and energy. Additional upscale amenities include a Dyson hairdryer, HD TV, secure safe box, and a work desk, ensuring all needs are seamlessly met. Whether you’re seeking a peaceful luxury escape or a design-lover’s sanctuary, the Deluxe Suite Terrace Pool Side redefines five-star hospitality with bespoke touches, elevated privacy, and the soothing charm of poolside living.
Deluxe Suite Terrace Pool Side | Jumeirah Capri ...


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"I was looking for an agent that could book everything for me and James over delivered, with a complimentary upgrade, hotel credit and welcome treats and a card in the room. The care did not stop there; with special arrangements in the bar and restaurant, I could not have asked for more at my milestone birthday. I will be booking my next stay through James."

5

5 Star Reviews from Google

Get your hotel guide

Weekend breaks are ideal for recharging, bonding with loved ones, and making the most of a short time away, all while requiring minimal planning.

Weekend breaks are ideal for recharging, bonding with loved ones, and making the most of a short time away, all while requiring minimal planning.

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