Finding the perfect luxury holiday home for the whole family or a group of friends can be mighty challenging, especially at the last minute. And even more so for the special festive season, when your time is short, villa demand is high, and holiday-makers’ expectation is higher. We’ve done some digging to uncover the super exclusive private rentals still available for Thanksgiving, Christmas and New Year, to alleviate some of the load. Whether you’re looking for an alpine retreat with ultra-indulgent spa facilities, a blissful beachfront villa in the Caribbean, a super swanky base for your city break escape, or lavish country pile (and perfect party pad), we have the best of the rest available for you here.

 

Best for Coupled-Up Culture Vultures: Lindengasse, Vienna

Lindengasse-Living-Room-Vienna-The-Luxury-Travel-Book-UltraVilla

Available for Thanksgiving through The Luxury Travel Book

Lindengasse is a stunning and elegant two bedroom apartment situated on the first floor of a magnificent historical building in the centre of Vienna. At the heart of the Neubau creative district, Lindengasse is just behind the main shopping street of Mariahilfer Strasse. The Museum Quarter is just ten minutes’ walk away, with the impressive Leopold Museum, and its huge collection of paintings, including works by Klimt and Egon Schiele. The area also has an abundance of restaurants and cafes to choose from.

Susie Marquis, UltraVilla’s city apartment specialist and the founder of The Luxury Travel Book, believes the luxurious Lindengasse makes a great base for two couples, friends, or a grown-up family keen to make the most of staying in such a central part of Vienna, and immerse themselves in the rich history and culture of the city.

 

Best for Après Ski in Sheer Luxury: Chalet Sapphire Gem, Morzine

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Available for Christmas, 20th – 27th December, through Ultimate Luxury Chalets

Chalet Sapphire Gem is setting a new standard of luxury in Morzine. The perfect blend of contemporary and alpine tradition creates a cosy and comfortable yet stylish setting, where you feel immediately at home. This chic chalet can accommodate 12 people across 6 ensuite bedrooms in absolute comfort. For larger families or groups of friends holidaying together, the neighbouring Chalet Little Gem can host an extra 4, making this chalet perfect set up for a special Christmas.

Nestled in the hillside, you can enjoy breath-taking and uninterrupted views of the surrounding peaks from the outdoor hot tub, fire pit and barrel sauna. The wellness facilities in Chalet Sapphire Gem are some of the best in the Alps, featuring an indoor swimming pool with massage jets, a hammam, an ice chamber, hydrotherapy showers, and a treatment room.

Brand new for December 2018, you’ll be one of the first to experience this truly indulgent Christmas winter wonderland!

 

Best for Luxury-Loving Grown-ups: I Putti, Florence

I-Putti-Christmas-Florence-excellence.villas-UltraVilla

Available for Thanksgiving, Christmas and New Year, through excellence.villas (4-night minimum stay)

This sensational city apartment, rich in history, is perfectly positioned on the top floor of a Renaissance palazzo on the River Arno. An expansive floor plan – 3000 square feet to be precise – houses three luxurious bedrooms (each with en-suite and private terrace), living-dining room with splendid views over the river, and full kitchen.

You will begin each day truly spoilt with generous breakfasts of rich Italian coffee delicious homemade pastries before you set off on your sightseeing tours, and early evening Aperitivos will greet you upon your return home.

Not only is this private rental extra special, but Florence is simply enchanting over the holiday season. The picture-perfect city provides the ideal backdrop to Renaissance learning, Italian art appreciation, and Christmas traditions.

 

Best for an Extra Special Celebration: Thorpe Manor, Oxfordshire

Thorpe-Manor-Exterior-Oxfordshire-Luxury-Cotswold-Rentals-UltraVilla

Available for Thanksgiving, Christmas and New Year, through Luxury Cotswold Rentals

Thorpe Manor is a Grade II* listed Georgian country house, which has been totally, immaculately and lovingly renovated. The whole manor is brand new, meeting contemporary expectations, yet remaining authentic and true to its period heritage. All 14 bedrooms come complete with en-suite bathrooms, pretty special for an English manor house! These aspects combined make Thorpe Manor really quite rare.

The house is self-catered, but staffed with housekeeper, butler and bar, and Luxury Cotswold Rentals can arrange for Thorpe Manor to come partially or fully catered. And we highly recommend you do so, as the catering staff are committed to making use of the abundant produce from the surrounding countryside. The delicious food is fresh and vibrant, seasonal, home-grown and locally sourced, and dishes are delivered with a modern flair.

Thorpe Manor is the place to celebrate an exceptional occasion; whether it’s an extra special family Christmas, birthday milestone, or winter wedding. Or, if you feel like treating yourself, to simply enjoy quintessential England at its finest!

 

Best Inner-City Sanctuary: Palazzo Santa Croce, Florence

Palazzo-Santa-Croce-Duomo-Florence-Carpe-Diem-Luxury-Travel-UltraVilla

Available for Thanksgiving and Christmas, through Carpe Diem Luxury Travel

Marina Gratsos, the founder of Carpe Diem Luxury Travel, agrees with excellence.villas: If you and your little group of guests want to experience the glory of Florence without the hordes, then winter is a magical time to visit. Over Thanksgiving, Christmas and New Year, the legendary city reveals its treasures to the discerning few.

And the Santa Croce is another perfect – and totally private – palazzo from which to marvel at its splendour. This enchanting three bedroom apartment has belonged to the same family of nobles for over 500 years, so they sure know how to make you feel at home! Santa Croce is just a few steps away from the Duomo, and the rooftop terrace has some of the most sensational views of the city. It comes with housekeeping and a butler; cook available upon request.

Stay for space and privacy in the heart of the city.

 

Best for Seeing 2018 Off in Style: La Rive Cape Town, South Africa

Available for Thanksgiving, Christmas and New Year through Alexis Gillis

An ultramodern masterpiece, La Rive Penthouse is now open for exclusive-use bookings on Cape Town’s platinum mile in Mouille Point. An exceptional private home where luxury and space defy all expectations, the deluxe penthouse with rooftop swimming pool accommodates up to eight guests and is designed for glamorous, seaside and city living at its best.

The La Rive penthouse provides the utmost security and exclusivity. Ideally located in the buzz of Cape Town, with easy access to the city’s world-famous beaches, the V&A Waterfront, top class restaurants and other attractions, La Rive Penthouse boasts spectacular views of the Atlantic Ocean and Robben Island, and the greenery of the Metropolitan Golf Course and the Green Point Urban Park on the other side. It’s a secure, private and glamorous home set in an ideal, central location from where one may enjoy the Cape Town lifestyle to its fullest.

 

Best Relaxing Beach Retreat: Camp David, St. Barth

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Available for Christmas and New Year, through St.Barth Properties (14-night minimum stay during holiday period)

The very special Camp David is a sprawling 9 bedroom estate that sits directly on the quieter side of beautiful St. Jean Beach. Two acres of tropical landscaped gardens and a coconut grove of palm trees surround the villa compound, making it a super exclusive retreat.

Camp David can accommodate up to 18 guests, which makes it perfect for extended families or larger groups of friends gathering over the festive season. The gorgeous heated swimming pool, which sits in the midst of a lush green lawn, and tennis court keep all members of the party actively entertained. And two private points of access from the villa to beach ensure guests can plunge into in those warm cerulean Caribbean waters in a St. Barth minute.

A truly special and ultra-exclusive spot, Camp David offers the St. Barth villa lifestyle at its finest.

 

Best Luxurious Grown-up Getaway: Roaring Pavilion, Jamaica

Roaring-Pavilion-Pool-Jamaica-Villa-Concierge-UltraVilla

Available for Christmas and New Year, through Villa Concierge

Set directly beachfront at St. Anns Bay, this stunningly unique property is one of the Caribbean’s most celebrated estate homes. Roaring Pavilion is the ultimate luxury hideaway, with sophisticated private spa, dedicated therapist and indulgent wellness facilities. Combined with impeccable decor and landscaping, world-class entertainment and water toys, and exceptional staff and service, the villa offers an experience that touches the body, mind, and soul in new and magical ways.

With more than 8,000 square feet of living space, Roaring Pavilion can accommodate up to ten guests very comfortably, in four king bedrooms and one additional bedroom with a twin bunk. Although the estate is ultra-elegant, it is totally unpretentious, and the exceptional staff make you feel at home from the get-go.

Holiday like movie stars who have stayed before you!

 

Best for Multigenerational Festive Fun: Ca di Pesa, Chianti

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Available for Christmas and New Year, through Homebase Abroad

A private estate in the heart of Chianti, Ca di Pesa features breath-taking views over the owner’s award-winning vineyards and olive groves. The pool is situated atop one of the gently tumbling Tuscan hills, offering panoramic views of the surrounding landscape as you and your special group of friends or family sip house-made red wine.

An expansive property with 12 bedrooms and room for up to 20 guests, Ca di Pesa makes the perfect multigenerational retreat for the festive season. The plethora of activities and accommodations will appeal to all ages; from a private cinema to an on-site bocce court.

 

Best for Holiday Hosting: Eden in Sugar Hill, Barbados

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Available for Christmas and New Year, through Blue Sky Luxury

Immersed within an acre of lush tropical gardens in the exclusive Sugar Hill community, this luxurious colonial-style five bedroom vacation rental is a true Barbados paradise.

The grand entrance, accessed from Eden’s own private driveway, features a sweeping marble staircase to the open plan living area. Doors open out onto a magnificent covered terrace, with stunning views of the gardens and the sparkling Caribbean Sea beyond. The interior is furnished with a conscious blend of modern and plantation-inspired styles, creating a chic yet authentic environment.

Eden is the ideal vacation villa to host families and entertain during the holidays; with a fully equipped kitchen for cooking in, large terrace to dine on,  and charming pool-side gazebo for al fresco lunches and sunset cocktails. The pool terrace is surrounded by beautiful and extensive landscaped gardens, spacious enough for a small destination wedding, family milestones, or parties and celebrations of most sizes.

Eden has a core team of well-trained and friendly staff including a butler, cook and housekeeper and gardener. A dedicated villa manager will take care of your every need while you enjoy everything Eden has to offer.

 

Best for Fabulous Family Facilities: Villa Trevo, Algarve

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Available for New Year through Vila Cita Collection

For families looking to enjoy the facilities of a fully-staffed five-star resort and a festive holiday ambience, all within the privacy of your own exclusive, free-standing property, Villa Trevo is an excellent option. Located in the VILA VITA Parc Resort & Spa on Portugal’s Algarve coast, the stunning clifftop villa boasts the finest luxury amenities, incredible views of the Atlantic and can accommodate up to 12 guests.

Dramatic views of the coastline and the shimmering blue Atlantic can be admired from all of its five bedrooms, as well as from the main lounge, gardens, terraces and the pool. The villa has been tastefully decorated in a classic Mediterranean style of subdued tones, unique furnishings, artwork, and decorative pieces. Guests will savour the villa’s spacious suites, and enjoy cooking in the two well-equipped kitchens, both kitted out with top of the range appliances.

Outside, you can relax on the poolside patio, barbecue for al fresco entertaining, plunge into the fabulous infinity pool, and soak up panoramic views of the mesmerising sea and surroundings from the Jacuzzi and rooftop sun terrace.

Guests have full use of the amenities of the hotel, including the beach and various restaurants, and those visiting over the holiday season can make the most of the resort’s VVP Christmas & New Year Programme which includes delicious Portuguese Christmas specialities, the arrival of Santa with a bag full of presents, a daytime New Year’s Eve party for the kids and a chic ball in the evening, capped off with fireworks at midnight.

There’s no one “perfect” holiday destination, and thankfully so, or it would be completely overrun! Some travelers crave the beach, others culture. Some want to commune with nature, while others nothing more than to clank glasses of champagne with friends. Here are six unique villa holiday ideas which aim to please a variety of personality types, from nature to city lovers and for the homebody to the socialite.

For the Stylish History Buff: Via Lambertesca, Florence

Located just blocks from the Duomo, the Uffizi and Ponte Vecchio, you’ll be living between contemporary times and Renaissance at this gorgeous five-bedroom apartment. It’s the perfect spot for history fans looking to be right in the middle of all the cultural treasures of Florence within modern design and comforts.

The unique, fully restored apartment, available through Homebase Abroad, is found in a beautiful 17th-century palazzo. You are struck with this historic ambiance upon immediately entering into the buildings grand entrance hall adorned with original columns, statues and vaulted staircase that leads to upper floors (which can also be accessed by a newly-installed elevator). This play of the old and the new is carried throughout the apartment, starting with its stylish open-plan living room/dining room with stone and beams, including rubble from an adjacent 12th-century tower damaged during bombing in WWII.

During your wanderings around the city, stop in at Florence Mercato Centrale for some seasonal ingredients to whip up dinner in the apartment’s sleek, fully equipped kitchen. On warm winter days, you can enjoy meals on your private terrace, sheltered from street noise, yet with lovely views of the Florentine rooftops. The five bedrooms are all outfitted in beautiful linens and their en-suites clad in marble and complete with luxe bath products and plush bathrobes.

Outside of this cozy and chic ambiance, you are steps away from the city’s main sites, its world class museums, excellent shopping (perhaps for an early festive season shopping trip) and a wide array of cafés and restaurants – a much appreciated advantage on those chilly winter days when you want to spend less time walking too far.

Take in all the historic greatness of Florence with Homebase Abroad here.

For the Sun-Loving Homebody: Sugar Hill – Illusions, Barbados

If you are close yourself up in a pampering villa that has absolutely everything in one place, than this stunning four-bedroom villa in sunny Barbados is for you. Available through Blue Sky Luxury, the spacious and elegant villa, found in the coveted gated community of Sugar Hill Resort, has an incredible line up of amenities ranging from its amazing infinity pool to its gorgeous gardens – not to mention the perks of the resort – so you may not even need to leave the complex during your whole stay.

The fabulous custom-built villa offers breathtaking, uninterrupted views of the Caribbean Sea from the vast windows throughout the building. The foyer opens onto a covered terrace which overlooks the spectacular pool. After a swim you can take in some rays on the very sunny pool area or enjoy the awe-inspiring views under the shady parts of the terrace.  A casual barbecue lunch can be enjoyed in the charming dining gazebo or if you’d like a more formal meal, there’s an interior dining room with seating for twelve and folding glass doors for alfresco dining.

When you’re not taking in the peaceful evening atmosphere of the great outdoors, cozy up in the comfortable living room for some drinks around the bar or for a movie on the large flat screen television with cable TV, DVD player and Bose surround speakers.

All guests will have ample personal privacy in their bedroom suite, as each has its own covered terraces and en-suite bathrooms. Found on the first floor, the master suite is a real indulgence with its own living room, walk-in closet, large king-sized bed, en-suite bathroom with both a tub and shower and sweeping panorama of the sea.

You can even stay fit on holiday in the villa’s private gym as well as keep up your swing on its putting green, nestled within the property’s lovely gardens dotted with banana, coconut and papaya trees.

If you feel the urge to venture from your splendid abode, you only need to walk a short distance to the Sugar Hill Resort’s Clubhouse, superb restaurant, two swimming pools, and four championship tennis courts. Guests also have access to the beach facility at the nearby Fairmont Royal Pavilion hotel.

Surround yourself in luxurious warmth this winter at this cozy and perfectly equipped villa through Blue Sky Luxury at this link.

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For the Sporty Yogi: Marchons Sur l’Eau – St-Tropez, France

Connect with your inner self while staying super fit on an energizing vacation at this gorgeous villa situated next to charming and classy St-Tropez. Available through Villas Prestige et Services, the aptly named “Walk on Water” villa was designed to give the impression of an endless horizon from its divine infinity pool out to the shimmering Mediterranean, the ideal place for morning yoga sessions. The villa’s pool is also heated, allowing for year-round swims, plus there’s a private gym and many opportunities for hiking and other active pursuits straight from or nearby the villa.

The recently built villa is perched in a hidden location on the cliffs above the picturesque port of Ramatuelle, providing you with a very peaceful and private environment. The centerpiece of the outdoor areas is the spectacular infinity pool, which is bordered by two levels of terraces and a barbecue and dining area. The open living flows naturally indoors and into a comfortable living room and kitchen, tastefully decorated with colorful modern furniture and beautiful artwork inspired by Miro.

You can keep up your workout routine in the villa’s private gym or maintain your zen state of mind by hiking the cliffs around the villa and taking in the sensational views. A short walk away you can reach the “Cap Taillat” beach and club for some tennis and a variety of watersports. Pretty Ramatuelle is also best visited on foot to peer into its charming shops or stop for a break on one of its cafes. If you would like to explore further afield, the South of France offers an excellent array of other sports and cultural activities.

Plan your wellbeing retreat on the Cote d’Azur by contacting Villas Prestiges et Services here.

 

For Culture-Vulture Explorer – Cottar’s 1920s Safari Camp & Bush Villa, Kenya 

Satisfy both your cultural curiosity and a quest for adventure at Cottar’s 1920s Safari Camp and Bush Villa.  Located on the edge of the Maasai Mara National Reserve and only one kilometer from the Tanzania Serengeti game reserve, the camp offers much more than your average safari excursions.

While staying at Cottar’s you can visit a Maasai Village and experience their rich culture. This involves a trip to their Manyattas (mud huts), village setup (security, healthcare, education and management of resources e.g. meals, water, firewood), local market with wonderful Maasai artefacts/attire for sale, their live-stock and many more. Guests can even try their hand at milking or for children they can also do fun activities like a firewood collection competition.

They offer a large variety of activities to keep avid explorers enthralled including day and night game drives, Bush breakfasts, lunches and dinners, swimming and line fishing at the seasonal waterfall, bush walks, Masai warrior school and balloon safaris. Every day at Cottar’s is an enriching and exciting experience!

Tuck away on its own 6,000-acre private conservancy within Cottar’s 1920s Safari Camp, is their unique Bush Villa. The 10,000 sq ft villa features a spacious and bright living room, dining room, a fabulous viewing deck, and five en-suite bedrooms, all with breathtaking views. It has internet access throughout, satellite TV and DVD, in addition to being powered by electric and solar energy. Its spectacular infinity pool overlooking the Olderikesi Hills is a definite highlight. Guests of the private Bush Villa can also make use of the Safari Camps other facilities, guides and unique tours.

Get your culture fix and your thrills this winter on holiday at Cottar’s 1920s Safari Camp and Bush Villa at this link

For the Artsy Urbanite – St Germain Arty Getaway, Paris

This chic and artistically decorated apartment in the St-Germain-des-Prés neighborhood is the perfect base for art lovers who want a central base and quick access to art galleries, antique shops, design boutiques and museums.

Owned by an illustrator, the attractive and bright apartment, available through Haven in, is filled with original artwork and scores of books. The eclectic decor of furniture and design objects beautifully contrasts the classic wood floors, large French windows, marble fireplaces, and crown moldings.

The airy and spacious living and dining area features tall windows overlooking the historic street and gorgeous Haussmannian buildings. Just off of this is a well equipped, fully renovated kitchen, perfect for preparing some delicious French-inspired meals.

The comfortable master bedroom has a queen bed, a marble fireplace, and generous storage space. The second bedroom has a single bed and works will for a child. Both bedrooms face a quiet courtyard, providing a tranquil environment for sleeping.

The apartment is steps away from the rue de Seine art galleries, the St-Germain antiques network and the Boulevard St-Germain design shops. The Musée d’Orsay and the Louvre can be easily reached on foot and other museums are a short métro or taxi ride away. The neighborhood is also home to the gorgeous Luxembourg Gardens, the fashionable Bon Marché department store, an organic market on boulevard Raspail and a multitude of wonderful restaurants and food shops.

The autumn and winter is a great time of year for art lovers to visit Paris. There are a number of large art events, like the FIAC in late October and Paris Photo in November. It’s usually the time for the best large exhibits at places like the Grand Palais and the Centre Pompidou, plus the other museums have many fewer visitors outside the regular tourist season.

Enjoy an artistic getaway to Paris this fall at this stylish apartment through Haven in at this link.

For the Armchair Nature Lover – Casa Triton, Careyes, Mexico

Envelop yourself in the most stunning nature without having to budge from your lounge chair at this exquisite villa combining lush tropical vegetation, rolling mountains, pristine beaches and jaw-dropping 360-views of the sea and landscape. All aspects of the lovely six-bedroom home embrace these natural elements and are designed for the exterior lush tropics to take center stage.

“At The Triton you can enjoy complete privacy, away from the world and in touch with miles and miles of nature and deserted beaches,” describes Sylvia Delvaille Jones, Director of Villas and Apartments Abroad who represents the villa. “However, the gorgeous home is close enough to Careyes village for you to enjoy the animated social life during high season.

“The best views are admired from the villa’s Eagles Nest tower, where, if you listen closely, you’ll hear the ocean waves in the distance as well as birdsong that breaks the soothing silence. A thousand trails around the property offer many options for hiking and exploring.”

You can also take in this peaceful and exceptionally beautiful environment next to the villa’s panoramic, infinity pool, built like an aqueduct that reaches out 50 meters over a verdant cactus garden. All you need to do is take a few steps to find yourself in a different ambiance on the estate’s multiple patios, alcoves and gardens – all ideal places to relax, sit back and enjoy the cool, refreshing breeze and stunning natural surroundings.

Leaving your incredible personal, natural hideaway, you can hike along a series of extensive trails departing straight from the villa or spend an afternoon on one of the neighboring, spectacular and empty beaches. Guests also have access to the Careyes Polo Club. For a cozy evening at the villa, there’s a movie room/screening room/library. Anything else you may need can be arranged by the villa’s attentive, bilingual staff of six.

Contact Sylvia here to start planning your divine get away draped in stunning nature and sunshine.

For the Chic & Social Skier – Chalet Edelweiss, Courchevel 1850, France

A vacation in the Alps doesn’t only have to be about the slopes. If you’re both a passionate skier and social butterfly, then reserve a week this winter at the Chalet Edelweiss, by Ultimate Luxury Chalets. A ski in ski out chalet in the posh Alpine resort of Courchevel 1850, equipped with a fabulous lounge, dining area, a cinema room and luxurious spa not to mention its own nightclub, you’ll be able to zoom from the slopes and right up to your own cocktail or dinner party.

The eight-bedroom, six-level chalet has a 50m² ski room which opening directly onto the Bellecote piste. Inside you’ll find a comfortable and charming lounge and dining areas which have stunning views of the surrounding mountains and pistes. Invite all the new friends you meet on the slopes over for an amazing dinner party, prepared by your private chef and served on the chalet’s large dining table that seats up to 24 people.

Be sure to tell your guests to bring their swimming suits to enjoy the chalet’s exceptional spa floor with hammam, sauna, 13m x 4.50m swimming pool with Jacuzzi featuring a waterfall surrounding a skylight, a bar and relaxation area (and high tech gym and double massage room). The night isn’t over after yet, as you can then make your way to the chalet’s private 130m² nightclub, which can accommodate over 100 people and has a DJ booth, dance floor and bar. For a smaller and cozier night, bunk down in the state of the art private cinema to watch the latest releases or sip on some brandy in the library.

Once everyone is gone, retreat to the chalet’s plush bedrooms, all with the newest furnishings, fittings and en-suite bathrooms. Sprawling over 100m², the two master suites are ultra luxurious, the main one being comprised of two dressing rooms, a private lounge, bedroom and bathroom.

Keep up your busy social life in the mountains at this exquisite chalet through Ultimate Luxury Chalets here.

Spanning the Apennines to the Tyrrhenian sea, Tuscany is home to some of Italy’s finest landscapes and artistic legacy and is an excellent place to enjoy exceptional natural beauty along with incredible cultural sites. There are so many treasures to the region it can be difficult to decide where to base yourself. Whether you prefer culinary delights or art history, here’s a primer to top cities in Tuscany to soak up the best of Italian culture while staying at an exquisite luxury villa nearby.

Photo by Venkat Raman / Flickr

Pisa

While it enjoys world-wide notoriety for its Leaning Tower, Pisa has more to offer. With the city center about 5 kilometers from the Pisa airport, Pisa makes for a perfect jumping off point to explore Tuscany. Start your day in Piazza dei Miracoli. Home to the Leaning Tower (already leaning when completed in 1372), this UNESCO World Heritage site represents the three major stages of human life: the Baptistry (representing birth), the Romanesque Cathedral of Santa Maria Assunta (representing life), and the cemetery (representing death). Getting hungry? Take a detour to a local restaurant to try cecina. This flat bread is gluten free, and made from a base of chickpea flour, oil, salt, and pepper.

Lucca. Photo Credit: Ștefan Jurcă / Flickr

Lucca

Situated on a flat plane at the foot of the Apuan Alps, Lucca makes for a mobility-accessible stop without sacrificing charming mountain views. Lucca’s Roman heritage reveals itself in the shape of the Piazza dell’Anfiteatro. This square is now a bustling square filled with local places to drink and dine, but its shape reveals its former use as a gladiatorial amphitheatre. Next, check out the archeological sites below the 12th century churches Saint Giovanni and Saint Reparata. Unlike other medieval cities such as Florence, Lucca maintained its ancient walls as the city expanded. Take in the view while enjoying a leisurely promenade along the parapets of the ancient city walls. Only 35 kilometers from the Pisa Airport, Lucca is easily accessible whether you’re touring multiple cities or just planning a getaway to enjoy Lucca and its surrounding countryside.

Santa Maria del Fiore, Florence by Mark Smith / Flickr

Florence

As Tuscany’s leading city, Florence offers visitors its breathtaking landscapes, renowned artworks, and the allure of Italian charm. As the birthplace of the Renaissance, Florence offers several options from the Uffizi to the Galleria dell Accademia to the Pitti Palace to soak up incredible artwork. Take a break from hanging out with Michelangelo’s David and stroll across the Ponte Vecchio to admire the Arno River. Stop for a coffee in Piazza della Signorina and try Cantucci, Florence’s almond biscotti. At just 11 kilometers from the Florence airport to the city center and with train links to all major Italian cities, Florence’s Roman roots to art by Da Vinci and Michelangelo are easy and accessible. Try to visit in spring or autumn to avoid the summertime heat and crowds. Piazza del Campo, by Philip Capper / Flickr

Siena

One of Tuscany’s most alluring medieval cities, Siena is situated across three hills. The heart of the city lies in Piazza del Campo, the site of the former Roman forum. Rebuilt between 1287 and 1355 during the reign of the Council of Nine, this red brick square features nine sections representing the Council, as well as symbolizing Madonna’s cloak, which is said to protect the city. Climbing the 500 steps to the top of the Torre del Mangia is worth it for a breathtaking view of the city and the surrounding landscape, while the adjoining Civic Museum offers some of Siena’s best artworks. The town also plays host to the bi-annual Palio horse race, a must-see recommendation of our experts at the Borgo Finocchieto, an exceptional luxury medieval hamlet rental located nearby Siena. For wine enthusiasts, Siena is also paradise. Pause in one of Siena’s wine cellars to taste the region’s Chianti Classico, Vernaccia di San Gimignano, Vino Nobile di Montepulciano, or Brunello di Montalcino. Equidistant from both the Pisa and Florence airports, Siena makes for an ideal base for exploring the various areas of Tuscany. 

Piazza di Arezzo. Photo Credit: Eduard Díaz i Puig / Flickr

Arezzo

Known for its goldsmiths and the backdrop of many films, Arezzo is one of Tuscany’s most affluent cities. Built by the Etruscans in the 9th century BC at the crossroads of four valleys, Arezzo later became one of a significant stop along the Roman Via Cassia. Though its medieval city center was destroyed during WWII, many of Arezzo’s churches and monuments remain. Don’t miss the Church of San Francesco, home to the remarkable early Renaissance fresco cycle by Piero della Francesca depicting the Legend of the True Cross. Next, visit the remains of the Roman amphitheater to bask in the city’s Roman roots. About an hour from the Florence, the oft-overlooked Arezzo should not be missed!

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Pienza

Pienza was declared an UNESCO World Heritage site in 1996, considered as the “touchstone of Renaissance Urbanism.” In 1469, Pope Pius II decided to shape Pienza as the ideal city: picturesque piazzas and artfully arranged streets, alongside elegant palaces and churches. Though he died before his concept could be fully realized, Pienza remains a perfect example of harmony between Renaissance construction and the breathtaking landscapes that make the Tuscan region so pleasant. Its warm, honey-toned buildings, surrounding vineyards, and specialty shops make the city one of rural Tuscany’s finest. Be sure to try Pienza’s Peccorino, a sheep’s milk cheese packing a sharp flavor perfect for grating over your pasta. No trip to Pienza could be complete without a visit to the stunning Val d’Orcia to the south of the city, one of the most beautiful natural settings in all of Tuscany. An hour and a half from Florence, Pienza makes for a delightful detour into the countryside.

Where to stay in Tuscany

Our local Tuscany villa experts represent the absolute finest luxury accommodation in the region whether you are looking for a medieval castle set on a vineyard with a divine pool or an elegant city apartment with views over the rooftops and rolling hills, reach out to one of specialists listed here to start designing your dream Tuscan vacation.

 

Finding the perfect luxury holiday rental that will please the whole family can be one of the most challenging aspects of planning a vacation, especially for an extra special occasion like the festive season. Mountain retreats with heavenly private spa facilities; beachfront villas and Tuscan getaways designed with children in mind; amazing African adventures or a villa within resort which has a fabulous and fun holiday program, savour an unforgettable family holiday this year at these spectacular and luxurious rentals.

La Datcha – Val Thorens, France

For families wanting to stay active both inside and outside this Christmas, the stunning La Datcha Chalet is the place to stay. Located in the French resort of Val Thorens, the sprawling 1200 m² chalet is currently available the week of December 23rd through Ultimate Luxury Chalets. It features the has exceptional views over the resort and mountains as well as an incredible range of private facilities from a swimming pool to a Formula 1 simulator.

Take the luxurious chalet’s lift in between its five floors including comfortable common rooms with vast south-facing windows, eight spacious ensuite bedrooms, a swimming pool, indoor and outdoor hot tubs, a hammam, a sauna and a gym. Hours of fun can be enjoyed in the two cinema rooms or over rounds of golf on the golf simulator or racing around your favourite race track on the Formula 1 simulator.

The chalet is equipped with staff on hand throughout your stay to ensure you have a perfect family ski trip. The chalet also has a wonderful chef who can prepare exquisite holiday meals with delicious French festive season specialties.

Create special family memories in the French Alps with Ultimate Luxury Chalets here.

Greensleeves Villa – Barbados

The gorgeous Greensleeves villa, found on Barbados’ breathtaking west coast and in the repertoire of Blue Sky Luxury, is the perfect holiday retreat for families who would like relax right on the beach within the exquisite privacy or their own tropical paradise.

This stunning nine-bedroom villa sits on three acres of land with over 600 feet of oceanfront and two breathtaking beaches. Golden bamboo-framed, Mongolian temple doors at the entrance usher you over a Japanese water garden, brimming with colourful koi. Greenery and tropical flowers, provide a verdant oasis for hummingbirds and whistling frogs.

Families will adore the villa’s spacious two-bedroom children’s wing featuring magical bunk beds and a jungle gym, a separate kitchen with a lounge and adjoining nanny accommodation – just in case you need a break from the little ones! For your leisure, head to the in-house cinema with its high-tech entertainment system; cool and plush – complete with popcorn or lounge by the free-form pool, which boasts a mini island with coconut trees and swim-up bar. For some active pursuits there is a private floodlit tennis court in a large, a lovely shady park across the road or the white sandy beach in front of your luxury villa, perfect for snorkeling and watersports.

The efficient and warm staff and concierge service is on hand to cater to all guests’ needs throughout their stay and ensure that your every need is met – from the airport meet-and-greet, to in-house spa treatments and reservation of your activities, like those suggested specifically for families in this useful article by Blue Sky Luxury.

Reach out to Blue Sky Luxury here to start planning your dream family end of year holiday to Barbados or be tempted there in this great preview of the villa.

Villa Trevo, VILA VITA Parc – Algarve, Portugal

Families looking to enjoy the facilities of a fully-staffed five-star resort and a festive holiday ambiance, all within the privacy of your own exclusive, free-standing property, then the Villa Trevo is an excellent option. Located in the VILA VITA Parc Resort & Spa on Portugal’s Algarve coast, the stunning clifftop villa boosts the finest luxury amenities, incredible views of the Atlantic and can accommodate up to 12 guests.

Dramatic views of the coastline and the shimmering blue Atlantic can be admired from all of its five bedrooms, as well as from the main lounge, gardens, terraces and the pool. The villa has been tastefully decorated in a classic Mediterranean style of subdued tones, unique furnishings, artwork and decorative pieces. The villa’s two kitchens are equipped with Gaggenau and Smeg appliances. Guests will savor the villa’s spacious suites, range in size from 90-272m2.

When not relaxing on the Dedon furnishings on the poolside patio and panoramic sun terrace, guests can make their way to the fully-fitted gym with sauna and steam bath. The outdoor area also features a barbecue area for al fresco entertaining, a fabulous infinity pool, a shaded garden gazebo and a stunning rooftop sun terrace complete with a large tub Jacuzzi and mesmerising views of the sea and surroundings.

Guests have full use of the amenities of the hotel, including the beach and various restaurants, and those visiting over the holiday season can make the most of the resort’s VVP Christmas & New Year Programme which includes delicious Portuguese Christmas specialities, the arrival of Santa with a bag full of presents, a daytime New Year’s Eve party for the kids and a chic ball in the evening, capped off with fireworks at midnight.

Discover the cultural delights and the gorgeous nature of the Algarve at your own luxurious villa by contacting VILA VITA at this link.

Villa Leopoldo – Florence, Italy

Combine culture and the magic of Tuscany this holiday season at this gorgeous 19th-century villa nestled on most beautiful hills above Florence and in the exquisite Excellence Villas line by Trust and Travel. Located only 15 minutes from the center of Florence, one of Italy’s loveliest cities over the Christmas season, children will love its fairytale charm, amazing sports and game facilities and magnificent grounds.

The graceful villa is set within a 40-acre garden overlooking a valley of vineyards, olive groves and umbrella pine trees. The villa was built in 1874 by the Florentine architect Leonardo Pasqui and restored to its original grandeur by an American couple with a large family in 2007, hence their careful attention towards family-friendly facilities.

The villa has two grand living rooms decorated with antiques, frescoes, Impruneta terra cotta floors, you’ll also find refined yet comfortable sofas, a Koch & Korselt piano and a large fireplace. The formal dining room with seating 16 can be beautiful set for delicious holiday meals abundant in Tuscan holiday specialities and using products straight from the villa’s farm, olive grove and vineyard and prepared in the expansive, professionally equipped kitchen with a fireplace and pizza oven. There is an elevator to travel between the different floors and two small belvederes on the top of the villa with awe-inspiring 360° view of the Tuscan hillside.

The villa’s fabulous infinity pool is surrounded by a well manicured lawn as well as lavender, rosemary and rose bushes. The pool house has a full kitchen with outdoor shaded dining area, changing room, shower and WC, plus there is another patio in front of the dining room where you can enjoy al fresco dining on warm evenings. The sport court that be used for tennis, soccer or basketball, or the trampoline is a favorite with the younger kids.

Inside there is a large play room with ping pong, table soccer and exercise bike as well as a separate game room with video games consoles (WII and X-Box) and an excellent collection of board games and a TV room with flat screen satellite TV, dvd and dvd library.

Florence is also simply enchanting over the holiday season, providing a enchanting backdrop for the family to learn about the Renaissance, Italian art and Christmas traditions.

Enjoy an enchanting festive season in Florence at the splendid Villa Leopoldo with Trust and Travel at this link.

La Rive Farmhouse – Franschhoek, South Africa

Soak up sunshine, beaches and exquisite nature while exploring South Africa’s stunning Western Cape with your family this Christmas. The beautiful six-bedroom La Rive farmhouse, situated in quiet and picturesque Franschhoek, is the perfect family base in the region.

In the heart of South Africa’s wine country, the carefully restored farmhouse brings together Victorian, Cape Dutch and Georgian architecture and furniture with artwork by famous South African contemporary artists. The kids will love spending their days playing in the spacious, airy patios and cooling down in the large swimming pool whilst the parents relax with a crisp glass of local white wine. There grounds also a “secret” garden, with a number of paths leading to various alcoves, benches and lawns, the ultimate place for a game of hide and seek.

Each of the farmhouse’s rooms has its own personality, character and style. The villa’s live-in chef and butler, can work with you to design a magical holiday dinner as well as assist you with anything else you may desire during your stay.

The area has a wide range of family activities. Right in town, you can take the children to Babylonstoren farm where they can stroll through the gardens, see traditional farming techniques, feed some of the animals and you can enjoy a glass of the farm’s wine. The Saturday village market is a great place to pick up some local handicrafts and time some homemade treats. Cape Town is only a 30-40 minute drive, plus there are various animal sanctuaries in the area.

Start planning your perfect and sunny family end of the year holiday to South Africa with La Rive here.

San Lorenzo Lodge – Dolomites, Italy

This splendid retreat high up in the Dolomites, available through Homebase Abroad, is the perfect place to spend quality time with the family in a breathtaking natural and wintery setting. This luxurious, cozy four-bedroom lodge boosts an on-site spa indoors where you can warm up after an active day in the mountains and a stainless steel lined year-round whirlpool outdoors, where you can rest while taking in the amazing scenery of the surrounding 27 hectares of dense woodlands and mountain peaks beyond.

Built as a private hunting lodge of the ‘vescovi’ or bishops in the 16th century, it has always been a place of sport and repose. Charmingly decorated with a chic mountain feel, the lodge feels far removed from the modern world, yet is outfitted in the contemporary amenities.

The kids will love the range of outdoor winter activities like hiking and sledging which you can do right from the lodge or a short distance away is the Dolomiti SuperSki circuit at Kronplatz with its long, sunny, family-friendly runs.

At the end of a busy active day, make the most of the lodge’s private spa with a Finnish sauna, Turkish bath with chromotherapy, whirlpool and emotional shower or the outdoor 5 x 3m heated whirlpool with both water and air jets. It remains approximately 39 degrees year round and is fed by spring water. Afterwards snuggle up in a fur blanket on the lounge area next to the toasty fire pit before digging into one of chef Georgia’s tasty and healthy mountain meals.

Treat the family to an excited Christmas at your own mountain retreat at the San Lorenzo lodge through Homebase Abroad here.

Cottar’s 1920s Safari Camp & Bush Villa – Masai Mara, Kenya

As a fifth generation run family safari service, our Kenya experts at Cottar’s value family tremendously. They accept kids of all ages and children aged 0-5 yrs stay for free. Rich with family history and the history of Kenya, at Cottar’s guests can return to the original spirit and essence of ‘safari’, the golden era of professional guiding and adventure!

“We have a number of fun family activities that the kids will love (and most parents too)!” explains Karen Darnborough, marketing manager at Cottar’s. “Our Masai Warrior School is very popular, you’ll learn how to make your own bow and arrows and then test them out on a target to see who the best shot is. Learn to make a fire using just sticks and dried grass, dress up like a traditional Masai and get dancing. Swimming and fishing in our nearby waterfall is also on offer, how about a bit of volleyball in the afternoon or spend your time swimming in the 25m private pool. Or use up some energy on a bush walk or run, getting up close and personal with the wildlife or enjoy a traditional game drive. Activities for the whole family to enjoy!”

The Cottar’s family are passionate about Kenya, its conservation and community. They know the wildlife and the people of our area intimately and you are welcomed in and treated as personal friends and we hope all guests leave feeling like part of their family. They tailor every experience to suit the individual interests of each family member… then the adventure begins.

“Nothing beats watching a child’s face change from awe to delight as they come face to face with their first elephant or make their first bow and arrow with their guide,” continues Karen. “They will be immersed into the authentic safari experience and tribal interaction, looked after by our guides who truly engage with children and enjoy teaching them all about their surroundings, flora and fauna and the wildlife. With numerous activities they are sure to be kept busy and captivated throughout your stay: Maasai Warrior School, Day & Night Game Drives, Guided Bush Walks, Bush Meals & Sundowners, Cultural Visits, River Swimming and Fishing, Balloon Safaris and a private 25m Swimming Pool.”

Within the Cottar’s Camp is their private Bush Villa, equipped with everything to keep your family entertained in comfort and style surrounded by breathtaking views onto the savannah plains that carry the great annual wildebeest migration. The villa is over 10,000 square feet in size, and features a large living room, dining room, a phenomenal viewing deck, and five en-suite bedrooms, all with stunning views. It has internet access throughout, satellite TV and DVD, and is powered with electric and solar energy. So for any family, big or small, it’s the perfect getaway, providing something for everyone.

Have an incredible experience for all ages in Kenya’s enchanting Masai Mara with Cottar’s at this link.