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Best Value Hotels with Private Pools in Tuscany 2026

Explore Tuscany's finest hotels boasting private pools for an exclusive experience in luxury and leisure. Find the perfect retreat for your getaway or wedding.

Suites and Villas | Team

Suites and Villas

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Explore Tuscany's finest hotels boasting private pools for an exclusive experience in luxury and leisure. Find the perfect retreat for your getaway or wedding.
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Luxury Hotels with Private Pools in Tuscany for a Memorable Stay

Best Value Hotels with Private Pools in Tuscany 2026

Tuscany is renowned for its picturesque landscapes, gastronomic delights, and sophisticated luxury. For ultra high net worth individuals and discerning travelers, the allure of private pools in exclusive hotels offers an unparalleled experience. Here’s a selection of the best value hotels with private pools in Tuscany for 2026 that combine lavish accommodations, unique activities, and rewarding locations.

1. Castiglion del Bosco, A Rosewood Hotel

Location: Montalcino

This 5-star resort is nestled within a UNESCO World Heritage site, offering guests a serene escape. The rustic suites and expansive villas, such as the five-bedroom Villa Biondi, come with private pools and luxurious amenities. Here, you can indulge in wine tasting, explore the vast vineyards, or relax by your own pool. The ambiance perfectly pairs historical elegance with modern comforts, making it ideal for weddings or corporate retreats.

2. Borgo Santo Pietro

Location: Chiusdino

Another 5-star gem, Borgo Santo Pietro emphasizes personalized service and an intimate atmosphere. Each room features its own private pool, and the property encourages exploration with its exquisite gardens. Activities include cooking classes that highlight local cuisine, enriching your culinary experience in Tuscany. The hotel's serene setting provides a tranquil backdrop for family gatherings or romantic escapes.

3. Il Salviatino Firenze

Location: Fiesole

Overlooking the magnificent city of Florence, this 5-star hotel offers opulent suites with private pools designed for comfort and relaxation. Guests can take advantage of the world-class spa or embark on wine tours that showcase the region’s finest offerings. The allure of breathtaking views and proximity to cultural attractions makes Il Salviatino a perfect base for exploring, while still providing the luxury of retreat.

4. Castello di Casole, A Belmond Hotel, Tuscany

Location: Casole d'Elsa

Once a castle, now a luxurious 5-star hotel, Castello di Casole features elegant suites with stunning countryside views and some with private pools. Enjoy farm-to-table dining paired with locally sourced wines. The unique architecture of this historical property enhances your stay, while on-site activities like horseback riding and cooking classes ensure an engaging experience.

5. Villa la Massa

Location: Candeli

Set along the tranquil Arno River, Villa la Massa combines Renaissance charm with modern luxury. This 5-star hotel offers elegant suites featuring heated private pools, perfect for a refreshing dip at any time. Relax at the spa or simply enjoy the vast gardens surrounding the property. This stunning locale is suited for both family vacations and intimate retreats.

Conclusion

In summary, these selected hotels offer an exceptional blend of luxury and privacy, making them the best choices for your getaway to Tuscany in 2026. Whether you're planning a wedding, a corporate retreat, or a family vacation, these accommodations with private pools promise an unforgettable experience. With unique activities and stunning locations, you can immerse yourself in the richness of Tuscany while enjoying the utmost comfort.

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Luxury Hotels with Private Pools in Tuscany for a Memorable Stay
5

5 Star Reviews from Google

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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 Tuscany's finest hotels boasting private pools for an exclusive experience in luxury and leisure. Find the perfect retreat for your getaway or wedding.
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villa and villasForRent Via Doccia, 4, 50014 Fiesole FI, Italy firenze rovezzano, firenze castello, firenze porta al prato, zambra, firenze san marco vecchio, rfi, pian del mugnone, montorsoli, metropolitan city of florence, fiesole, tuscany, cave di maiano, florence, maiano, pian di mugnone#Limonaia Villa | Villa San Michele | Florence **On request, this historic apartment can become the most glamorous luxury villa Tuscany has to offer. The private garden boasts its heated plunge pool made from stone.** **Be Our Guest, the spirit of the Renaissance sings in every detail of this exquisite hotel. For Tuscany accommodation with breathtaking views over Florence, Villa San Michele can’t be beaten. 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. The result is a fine dining experience like no other, with one-of-a-kind flavour sensations across a choice of degustation menus. *Ristorante San Michele*, anticipate traditional, tasty Italian cuisine and a cosy welcome at Ristorante San Michele. As you take your seat overlooking the iconic Florentine skyline, the experience at our authentic eatery begins. *San Michele Grill*, soak in sumptuous views as you enjoy lunch or a light snack beside our inviting swimming pool. *Bar San Michele*, set in the hotel’s historic Cloister, the bar’s design balances tradition, soft contours, leather, brass, and marble with flashes of modern sophistication. Or head outside into our garden for a long, lazy al fresco aperitivo with a view. *Domus Vinorum*, our newly redesigned wine cellar forms two intriguing venues. One is a dedicated tasting room, where you can sample the finest regional labels under the guidance of our sommelier. The other is a unique private dining room—perfect for a feast with family, friends, and fellow wine lovers. **** ***_Experiences_*** *The art of making*, discover why Florence is world-renowned for its creative craftsmanship. Head into the city to meet with the craftspeople spearheading Florence’s New Renaissance. *Florence in an Ape Calessino*, hop into an Ape Calessino, the three-wheeled electric car that was so emblematic of Italy in the 50s and 60s. Discover the city at sunset in this classic vehicle. Access the most famous sights of central Florence that are usually out of bounds to motorists. *Secret Florence*, join us as we draw back the curtain on some of Florence’s most exclusive cultural exhibitions, rooms, and artifacts. Venture through hidden rooms at the Opificio delle Pietre Dure. Access Pietro Porcinai’s private archives, perhaps spotting how this renowned landscape architect was inspired to create our very own gardens. Or parse through fascinating archives at Florence's Zeffirelli museum. Secret Florence Join us as we draw back the curtain on some of Florence’s most exclusive cultural exhibitions, rooms, and artifacts. *Florentine Food Tour*, join an expert guide to discover how gastronomy has developed throughout Florentine history. **** ***_Occasions_*** Create your unforgettable Florentine event, and celebrate above clustered Renaissance rooftops at Villa San Michele. Our idyllic hilltop setting, high-specification equipment, and sensational cuisine make us one of the finest Florence venues for weddings, meetings, and celebrations of all kinds. Get in touch, and our dedicated team of event planners will help create something spectacular. *Weddings*, the light over the Arno Valley is captivating at any time of day. Seal your love beneath soft pink skies, overlooking the maze of Florentine streets below. Exchange vows beneath the shade of fragrant lemon trees in our sun-dappled gardens. Or marry within our 15th-century arched facade while a fiery amber sun sets outside. A wedding at Villa San Michele evokes a Renaissance-style romance that’s impossible to forget. *Honeymoons*, descend hand-in-hand into the patchwork of cobbled streets for a lively morning espresso. Sit back for a boat trip along the Arno River as the day draws on. Back at Villa San Michele, dine on local delicacies at Ristorante La Loggia before curling up for starlit cocktails on your suite’s terrace. You’ll be wishing your Tuscan honeymoon could go on forever. *Celebrations*, romantic vistas abound at every corner of this astonishing Renaissance villa, perched among lush Italian gardens. *Meetings & Incentives*, there’s nothing quite like an idyllic Italian break to bring your team together and make them feel valued. Host a meeting in a magical Renaissance room. ****
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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**Master Suite Lupaia is the biggest suite and located on the first floor of the main building. It has two separate bedrooms with old wood beam ceilings and a shared bathroom with a free-standing victorian bathtub and walk-in shower. The small private terrace provides shade on summer days and has a beautiful view.** **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 ****
Master Suite Lupaia │ Hotel Lupaia │ Torrita di...
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Two-Bedroom Pool Suite | Villa Sant'Andrea | ...
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#Limonaia Suite │ Castello di Casole │ Tuscany **Your Personal Piece Of Italian Paradise** **Enter into the upstairs living area, featuring two-storey ceiling-to-floor windows. The master bedroom is located on the lower level, which opens out to a stunning private garden 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 **** ###*_These stunning two-level suites are located in the gardens of the estate’s former Limonaia._* - 20m² garden terrace - Floor-to-ceiling windows - 1 king or 2 twin beds - Views of the gardens - Size: 68-100m²/732-1,076ft² - Maximum 3 persons using 1 extra bed - All suites are non-smoking **** ###*_Features_* - Upstairs living area decorated in contemporary Tuscan design with high ceilings - Master bedroom located on lower level with private furnished garden terrace - Upstairs living area with high ceilings, separate seating area and dining table for four - Located in Limonaia building, a short walk from the main hotel - Large modern bathroom with Italian travertine and mosaic and large painted shutters - Italian design free-standing bathtub and separate walk-in shower - 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 and Nespresso coffee machine - Pets welcome under 10kg/22lb ****
Limonaia Suite │ Castello di Casole │ Tuscany
villa and villasForRent Via di Mezzo, 53047 Castiglioncello del Trinoro SI, Italy castiglioncello del trinoro, province of siena, tuscany, castiglioncello di trinoro, sarteano, fonte della regina, la foce, chianciano terme, castelluccio, valverde, contignano, località tegoleto, località pignattaia, cetona, località poggio olivo#Amiata, Luxury Private Village House │ Sarteano **Amiata, the spacious three-bedroom house provides an unforgettable experience with generous private spaces to relax and entertain your guests, it combines comfortable group gathering spaces with three peacefully private suites for rest and relaxation. Spaciously spread over three floors, this is the ideal place for friends & family to reconnect in your private serene home in a Tuscan village. 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Enjoy a full menu of espresso drinks or cold-pressed juices in the daytime or a glass of wine or your favorite cocktail each evening. **** ***_The Spa & Wellness Center_*** While we expand our spa and welcome the addition of our new wellness center, join us in a luxurious private suite to experience signature facial and body treatments with products by Santa Maria Novella and Biologique Recherche or choose from a curated selection of massages. *The Spa* Our spa is a regenerative sanctuary at its core. In this oasis, you will be taken by the breathtaking views stretching across the Val d'Orcia. *Private Hatha Yoga Classes* One of the oldest and greatest expressions of the yoga discipline, Hatha unifies the body and spirit through ancient breathing techniques and a series of positions. *Facials & Skincare* Our signature skincare treatments are customized for your personal needs by our skilled aestheticians. Using artisanal formulations, they provide relaxing treatments to cleanse, hydrate, and slow the aging process, leaving guests looking and feeling radiant and calm. *Massage* Relax muscles and release tension with an other-worldly massage at Monteverdi with a wide variety of distinctive massage techniques to detoxify, energize, soothe, and relax the body, using the finest aromatic oils from the Officina Profumo-Farmaceutica di Santa Maria Novella in Florence, one of the world’s oldest pharmacies. **** ***_Music & Art_*** Art inspires, evokes emotion, fires our senses & connects us to our humanity, takes you to a place that is transformative, be it the opera, a painting, or a single note from a violin. ###*Activities:* - *Inspired & Intimate Performances*. Every year, as part of our Monteverdi Music and Arts Program, we invite internationally acclaimed performing artists to stay at the property and share their talents - *The Monteverdi Gallery*, is a place for important international artists to exhibit new works during short residencies in Castiglioncello del Trinoro - *La Bella Musica di Monteverdi*, is a digital artist-in-residence series created to support musicians and artists while simultaneously bringing a small measure of comfort & beauty to those confined to their homes ****
Amiata, Luxury Private Village House │ Sarteano
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#Villa Sant’Anna | Rosewood Castiglion del Bosco | Tuscany **The gorgeous, five-bedroom Villa Sant’Anna enjoys enchanting views from dawn to dusk. The home’s elegantly understated Tuscan interiors are notable for their exquisite details, stonework and bespoke furnishings. The two-storey stone villa features a home theatre as well as a pool, pool house, tennis court and vast gardens.** **** ###Highlights - Ground floor: Living room with fireplace; bedroom with king bed, walk-in closet, en suite bathroom and terrace; bedroom with one extra-wide single bed and en suite bathroom; reading/home theatre room; dining room; kitchen; powder room - First floor: Master bedroom with king bed and en suite bathroom; bedroom with king bed and en suite bathroom; bedroom with two twin beds and en suite bathroom - Pool house: Living room with decorative fireplace; shower room; outdoor living area with shady pergola - Flat-screen LCD televisions in the living room, reading room, bedrooms and pool house - WiFi broadband Internet access - Tennis court - Air-conditioning - Heated outdoor swimming pool - Terrace with shady pergola - Outdoor wood-fired oven - Daily breakfast delivered every morning to the villa - Your Tuscan Dispensa—welcome groceries upon arrival - Newspaper application for Android and Apple devices - WiFi - Daily housekeeping - Access to Helipad ****
Villa Sant’Anna | Rosewood Castiglion del Bosc...
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
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
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 ...


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— TIM RICHTERS - DIRECTOR OF COMMERCIAL STRATEGY - IMAPAC

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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."

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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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