The stage is set and the spotlight shines on the most extraordinary villas in our collection. Meet our most Oscar-worthy villas of 2025, a celebration of homes around the world that redefine luxury, exude charm and set the scene for unforgettable escapes.

The world-renowned Academy Awards take place on the 4th of March 2025, and how better to celebrate that with a roundup of our top villas? From breathtaking views and impeccable amenities to celeb-status interior design, these nominees have it all. Join us on our very own red carpet as we unveil the winners across 8 shimmering categories.

Your dream getaway awaits—let the show begin!

Best ‘Actor’ 

Oliver’s Favourite Villa

The eyes of the world turn to our ‘Best Actor’ category, celebrating villas that truly steal the show. These are the stars of our portfolio—homes that embody luxury, charm, and unforgettable experiences. From breathtaking design to world-class amenities, these are homes that deliver a performance worthy of standing ovations.

There can only be one winner…

Nominees

Villa Boutique June, Costa Blanca, Spain 

Villa Boutique June makes for a stunning runner-up in this category. This serene escape on the Costa Blanca comprises breathtaking sea views, chic contemporary design, and luxurious outdoor spaces, perfect for a stylish getaway. The glorious infinity pool, sun-soaked terraces, and elegant interiors create an idyllic retreat just moments from Benissa’s charming coastline.

Villa Marciano, Tuscany, Italy 

This Tuscan treasure and fellow runner-up in our top picks offers a dreamy escape in the heart of Chianti. Surrounded by rolling vineyards, this charming villa boasts rustic elegance, a sparkling pool, and breathtaking countryside views. Perfect for wine lovers and relaxation seekers, it’s your very own slice of Italian paradise.

Deluxe Comporta Mundo, Comporta, Portugal 

This striking contemporary home redefines luxury in the serenely sandy beauty of Comporta. An absolute architectural marvel that comprises a circle within a square, its elegant interiors, seven spacious bedrooms, and a stunning pool that fits into a corner of the home’s footprint, this getaway promises relaxation and style. Perfectly located near the beach and golf, it’s the ideal escape for fashionable families and friends seeking tranquillity and sophistication.

Moulin des Libellules, Dordogne, France

Tucked away in the ever-inviting Dordogne, on an island in the Dronne river this gorgeous villa with its charming design, expansive gardens, and riverside pool, offers a wondrously peaceful retreat. The restored pigeonnier is now a fabulous games room! Access the home over a pretty little bridge to enjoy the blend of rustic French character and modern comforts, making it a perfect escape for those seeking to totally switch off.

*WINNER*

Villa Harbour Bliss, Jolly Harbour, Antigua 

This exceptional home clinches the title of our favourite villa of the year.

Nestled in Antigua’s stunning Jolly Harbour, this sleek and modern retreat is the epitome of Caribbean luxury, offering unparalleled waterfront views and a private infinity pool that seems to blend seamlessly with the turquoise sea. The villa’s chic interiors feature an open-plan layout, floor-to-ceiling windows, and designer touches that exude contemporary elegance. 

Perfect for families or groups, its spacious bedrooms each boast en-suite bathrooms and breathtaking vistas. With direct beach access, a private dock, and proximity to Jolly Harbour’s vibrant dining and activities, Villa Harbour Bliss is a true tropical paradise, where you’ll no doubt make holiday memories that will last a lifetime.

Best ‘Supporting Actor’ 

Oliver’s Favourite Sister Property or Annexe

This category honours the exceptional villa annexes and sister properties that enhance the villa holiday experience. These gems might share the stage, but they deliver standout performances in comfort, style, and charm!

Be it an annexe you can book on its own or with a larger home, twin houses for dual-family getaways or a fabulous estate with multiple cottages, these superb supporting acts are sure to win your heart.

Nominees

Atelier Shambhala, Dordogne France

Atelier Shambhala, a cosy 2-person apartment, is the perfect annexe for a romantic getaway. Set beside the Dordogne River, it features a stylish open-plan living space, a gallery bedroom, and a lovely jacuzzi as well as access to the river for swims and rows, and all the amenities of the pretty nearby village. The owners also have Villa Shambala in the hamlet, and both homes can be rented together – ideal for exploring the Dordogne and Gironde regions – and art courses and wine tastings are available.

Inglethorpe Folly, Norfolk, England 

Inglethorpe Folly is a timeless gem of historical and architectural significance. Originally built in 1745 as a stable, it was transformed into a picturesque folly in 1820, exuding elegance and sophistication. The sitting room with high ceilings, original wooden beams and artistic touches add to its rich heritage. Outside, ‘The Dell’ offers a peaceful retreat with an oval pond, grotto, and terraced seating. A private walled garden and hot tub complete the tranquil setting. Book this with the striking Inglethorpe Hall for families or groups seeking a memorable escape among Norfolk’s natural beauty.

Maison Pierre Louis, Loire Valley, France 

Maison Pierre-Louis, a 15th-century gem, exudes rustic charm with period features like a grand stone fireplace, antique furnishings, and a baby grand piano. Nestled in 52 private acres of the grand Manoir Anoir estate in the Loire countryside, it’s perfect for reconnecting with life’s simple joys. Enjoy sunrise breakfasts on the west terrace and evening cocktails on the lawn at sunset. Bliss.

Villa Morra & Villa Artie, Pelješac Peninsula, Croatia

Set steps away from the glimmering waters of Croatia’s stunning Pelješac Peninsula, Villa Morra and Villa Artie are twin retreats that can be booked together or separately, perfect for tailored group getaways. Each villa boasts chic interiors, private pools, and panoramic views over their very own little bay. Whether seeking seclusion or shared memories, these villas deliver luxury and flexibility in equal measure.

*WINNER*

Coastal Tree Haven, Comporta, Portugal 

Taking the title for this category is a dreamy home on the sandy shores of Comporta, south of the Portuguese capital. This charming complex features three thatched-roof cabanas and a fabulous treehouse, offering plenty of unique and characterful spaces for all guests to make their very own home-from-home.

Perfect for two or more families or groups of friends holidaying together, the separate houses ensure privacy while maintaining the togetherness of a group getaway. Two stunning swimming pools, lush outdoor chill-out areas, and handcrafted interiors brimming with character make it a haven of relaxation and style.

With a full staff to handle cooking and cleaning, plus activities like cycling and quad bike rentals, this villa ensures an unforgettable escape in a breathtaking setting.

Best ‘Newcomer’ 

Oliver’s Favourite Latest Addition to the Portfolio

Celebrating the freshest additions to our collection, these villas dazzle with sumptuous style and irresistible charm. Handpicked for their unique appeal, exceptional amenities, and stunning locations, they’ve quickly become favourites among our guests. Whether it’s a chic modern retreat or a rustic escape with a twist, these rising stars are making waves in our portfolio and already stealing hearts. Read on to discover the villa that’s set to shine bright and become your next dream getaway. Don’t miss out on the next big thing in luxury travel!

Nominees

Villa Tallulah, Split, Croatia

Perched on the Kozjak foothills, Villa Tallulah is a contemporary haven blending privacy with stunning Adriatic views. Just minutes from Kaštela, the villa boasts four serene bedrooms, a heated pool, and a charming guest house for extra space. Enjoy chef-prepared meals, sunset cocktails, and Mediterranean gardens. With games, outdoor fun, and endless ocean views, it’s the ultimate getaway.

Casa Passeig, Costa Brava, Spain

In the heart of pretty Cadaqués on the Costa Brava, Casa Passeig is a 10-bedroom townhouse blending modern design with Mediterranean charm, just 50m from the beach. Boasting en-suite bedrooms, a cool plunge pool, a garden terrace, and a lift for accessibility, it’s perfect for group getaways. Enjoy alfresco dining, nearby shops, and tranquil views in this coastal retreat!

Sancocho, Dominican Republic 

Sancocho is a luxurious 6-bedroom villa in the prestigious Casa de Campo resort, Dominican Republic. Overlooking the iconic Teeth of the Dog golf course and the ocean, it boasts two pools, a hot tub, a rooftop bar, and stunning outdoor spaces. With on-site staff, breathtaking views, and resort amenities, it’s a paradise for relaxation and adventure.

Villa Karros, Rhodes, Greece

The clean lines and chic styling of Villa Karros make it a glorious getaway location on the island of Rhodes. Indoor-outdoor living is the theme here – open up the great sliding doors from the main house or the master suite annexe and enjoy meals on the patio dining table in between swims in the delightful pool. The house is a short stroll away from gorgeous Afantou Beach too.

*WINNER*

Stardust Mansion, Surrey, England

No, you haven’t been transported to the Hollywood Hills! Stardust Mansion is an extraordinary retreat that redefines luxury and is found slightly closer to home yet still picturesque Surrey countryside. 

This sprawling estate seamlessly blends opulence with comfort, boasting a cinema room, a games room, and a spa featuring a sauna, steam room, and hot tub for ultimate relaxation. Fitness enthusiasts will love the fully equipped gym, while the outdoor heated pool, tennis court, and beautifully landscaped gardens provide endless opportunities for leisure.

Outside, the landscaped gardens feature a private pool and tennis court, creating a haven of relaxation and entertainment. Just an hour from London, Stardust Mansion offers a sublime escape for those seeking grandeur and countryside quiet.

Best ‘Picture’ 

Oliver’s Favourite Views

Lights, camera, breathtaking views! The Best Picture category celebrates our most stunning villas with views so spectacular, they deserve a standing ovation. From sunsets over the sea to dramatic mountain backdrops, these homes aren’t simply a nice place to stay – they incorporate their beautiful natural surroundings fully into the getaway experience.

Nominees

Villa Malatesta, Tuscany, Italy

Rustic charm meets contemporary style at Villa Malatesta, in the heart of Tuscany. This stunning villa sleeps six and comprises three buildings, connected by sleek glass walkways. But it’s the outdoor areas that really steal the show here. The landscaped garden comes complete with a private pool, hot tub, and multiple dining areas, while dense woodland and rolling hills surround the property. Talk about living la dolce vita!

Sandyprints Villa, Holetown, Barbados

Sleeping up to ten lucky guests, Sandyprints Villa in Barbados perfectly encapsulates the concept of indoor-outdoor living, thanks to its floor-to-ceiling glass windows and balconied bedrooms with unrivalled views of the Caribbean Sea. The sleek, modern, and minimalist interior design is expertly complemented by the brilliant blue of the ocean and the green swaying palms overlooking the patio.

Greenery Vista Comporta, Comporta, Portugal

With ‘Vista’ in its name, you would expect nothing less than stunning scenery at Greenery Vista Comporta in Portugal. This contemporary villa certainly delivers, with sweeping views of rolling hills and vineyards as far as the eye can see. Every corner of the property is geared towards the outdoors, with its large windows, impressive pool, and prime position amidst Comporta’s countryside.

La Lunette, Côte d’Azur, France

The French Riviera is renowned for its beauty and you’ll be well-placed to soak this up at La Lunette, which blends French charm with Nordic design. Its sought-after hillside position affords it panoramic views of the Mediterranean Sea, while the surrounding hills and distant coastline are best enjoyed from the covered outdoor lounge, infinity pool, and alfresco dining area.

Villa Civana, Istria, Croatia

Hugging a cliffside in Istria, Villa Civana is blessed with views of Cres Island on one side and the Adriatic Sea on the other. Spend days in the outdoor pool or Swedish sauna, and enjoy alfresco cocktails as the sun sets over the ocean. Some of the villa’s best views are found out of the bathroom window, so you can relax in the tub while appreciating northern Croatia’s beauty.

Glass Igloo Suite, Rovaniemi, Finnish Lapland

While you won’t find sea views or vineyard vistas at Glass Igloo Suite, the surrounding snow-clad landscape is stunning in its own right. The fully glass-built structure allows uninterrupted views of the natural world outside, from the expansive lounge to the intimate dining area. Wrap up warm to enjoy the serene Arctic Forest, stay warm in the outdoor hot tub, or cosy up in the bedroom, where the glass ceiling provides a front-row seat for enjoying the majesty of the Northern Lights.

*WINNER*

Casa Lligat, Costa Brava, Spain

Suspended atop a cliff on the fringes of Cadaqués, along the Costa Brava, it will come as no surprise that Casa Lligat is beloved for its seafront views. The Mediterranean-style villa boasts ten bedrooms, an open-plan living area, and expansive patios, which suitably showcase the award-worthy vistas.

Set within sprawling five-acre private grounds full of pine and olive trees, spectacular views also come in the form of the awe-inspiring Cap de Creus Natural Park nearby. A show-stopping infinity pool and direct sea access are the cherries on top of this winning villa.

Best ‘Costume Design’ 

Oliver’s Favourite Interiors

For those who adore design, these villas’ wickedly chic interiors steal the show. Bold patterns, luxe textures, and jaw-dropping attention to detail create spaces that are pure style brilliance.  You can guarantee that every room in these homes is dressed to perfection. From chic modern flair to timeless elegance, these spaces are seriously magazine-cover-worthy.

Nominees

Designers Dream, Lisbon Coast, Portugal

The aptly named Designers Dream in Portugal harmoniously marries sleek, modern lines with natural elements and quirky designer furnishings. Nestled in the hills of Malveira da Serra, the divine villa welcomes up to 10 guests, with every detail of the carefully curated decor exuding impeccable taste and colourful character.

Villa Serenity, Kvarner, Croatia

Luxury meets tranquillity at Villa Serenity along Croatia’s coast, with interiors that are simultaneously elegant, indulgent, and plush. Think velvet furnishings, dark wood panelling, and trendy embellishments. Invite eleven of your closest friends to join you and enjoy the use of a private cinema, state-of-the-art gym, games room, Finnish sauna, and infinity pool.

Mile End House, London, UK

There’s no denying the unusual and quirky character of Mile End House’s interior; see the reception room’s intricate fireplace for proof! From the outside, it looks every bit the traditional London townhouse, but step through the front door and you’ll be greeted by aged pine floors, traditional lime plaster walls, antique furnishings, and historic design touches. Up to ten guests can settle into this Grade II-listed early Georgian home in East London.

Chalet Coco, Courchevel, French Alps

Ski in style at Chalet Coco, an elegantly designed and immaculately finished chalet overlooking the iconic Courchevel resort. Decorated in muted hues of beige, cream, and grey, the furnishings are sleek yet comfortable. The living area is undoubtedly the pièce de résistance, encompassing a central fireplace, chic salon and large dining area; where better to put your feet up after an adrenaline-fuelled day on the slopes?

*WINNER*

Villa Renee, Dalmatian Islands, Croatia

Villa Renee in Croatia takes the trophy for ‘best costume design’ in our villa awards thanks to its unique living space, which plays host to a magnificent 1,000-year-old olive tree. This characterful centrepiece is complemented by a soft, neutral colour palette, textured furnishings, and wooden accents. The same aesthetic continues throughout the villa, giving an overall vibe that is cosy, elegant, and effortlessly stylish.

Along with the beautifully finished interior, the spacious villa features a fully equipped kitchen, dining area for eight, two living spaces, and four bedrooms with sea-view terraces. Outside, you’ll find a pool, cold plunge, sauna, outdoor kitchen, and lounge area, encircled by an olive grove.

Best ‘Sound’ 

Oliver’s Favourite Party Pad

Not every getaway means peace and tranquillity… some homes are geared for quite the opposite. With dancefloors, DJs, fully-stocked bars, and high-tech sound systems, these homes make for a booty-shaking getaway, the likes of which all the top celebs plaster on their Insta stories!

Want to see how the other half live? Choose one of these beauties!

Nominees

Villa Papillon, Antigua

Villa Papillon’s home cinema places it firmly in our ‘best sound’ category, as there’s no better way to unwind after an active day in Antigua than with a family movie night. This spectacular villa’s other standout attributes include a spacious terrace, large infinity pool, dedicated yoga platform, and a fully equipped gym.

Grandeur Villa, Korcula, Croatia

Grandeur Villa’s unique angled architecture and lavish interior already rank it as one of the most luxurious villas along the Adriatic and, its high-tech amenities only add to this reputation; with a Bose surround multi-room system (in all rooms and terraces), you can totally personalise your holiday’s musical score.

Villa Linen, Mykonos, Greece

If you’re a lover of live music (or just enjoy a good house party), then Villa Linen in Mykonos comes with the option of hiring a DJ to soundtrack your holiday. You and up to 10 friends can make the most of the villa’s built-in sound system, as well as the outdoor entertainment spaces, seafront jacuzzi, and sunset views.

Villa Bosko, Omis, Croatia

Another Croatian gem, Villa Bosko comes equipped with every possible luxury, including an indoor spa, a beach within walking distance, and a large shimmering swimming pool. To top this all off, the villa has a Sonos sound system throughout so you can soak up the warm Croatian sunshine, accompanied by your own curated soundtrack.

*WINNER*

Casa Panama, Costa Brava, Spain

When it comes to party houses, Casa Panama on the Costa Brava is hard to beat. Playing host to its own personal dance floor, complete with disco lights and a mirrorball, this is the place to practice your moves. The rest of the property is spectacular, too, with its inviting swimming pool, private tennis court, grand outdoor table for barbeque dinners on balmy evenings and a nearby beach – just be sure to save some energy for your evening dance party!

Best Cinematography 

Oliver’s Favourite Villa Video

‘A photographer is only as good as his model…’ 

Luckily, these homes are so gorgeous, they need no retouching! Explore these breathtaking video tours, property flyovers captured by drone, and behind-the-scenes sneak peeks to see some exceptional homes from a whole new perspective.

Nominees

Bosco Ai Frati, Tuscany, Italy

In the heart of Tuscany, you’ll find this spellbinding retreat surrounded by rolling hills, olive groves, and vineyards. This enchanting villa beautifully retains its rustic elegance, giving a real homely vibe, while boasting expansive gardens, a sparkling pool, and a private tennis court. Perfect for indulgent escapes, it offers timeless beauty, tranquillity, and an authentic Tuscan experience like no other.

Villa Deacon, Mykonos, Greece

With sleek modern design, a shimmering infinity pool, and panoramic views of Elia Beach, Villa Deacon redefines indulgence. This contemporary masterpiece also boasts an outdoor hot tub, and sun-kissed terraces perfect for entertaining. Inside, discover chic minimalist interiors, seven stylish en-suite bedrooms, and a fully equipped kitchen. The island’s vibrant allure just moments away makes it the ideal stay in marvellous Mykonos.

Paradise, Eastern Cape, South Africa 

A thoroughly extraordinary retreat on South Africa’s Eastern Cape, Paradise is an architectural wonder that makes the most of its breathtaking natural surroundings. Overlooking the Indian Ocean, it features a characterfully dark-tiled infinity pool, expansive outdoor terraces, and floor-to-ceiling windows that flood the interiors with light. Just moments from unspoiled beaches and safari adventures, this home is the ultimate South African escape, with your only neighbours being a herd of friendly fellows with four legs and long necks.

Chateau de Remparts, Gers, France

Step into the grandeur of Château des Remparts, a stunning castle set in the glorious wine-producing region of the Gers, known as ‘France’s Tuscany’. This historic gem offers opulent interiors, expansive gardens, and a heated swimming pool. With a grand chandeliered dining hall, two extra cottages alongside the main house and panoramic views of the countryside, it’s the ultimate fairytale escape for large groups.

*WINNER*

Villa Boffalora, Lake Como, Italy

We’ll let the video to the talking here. 

This exquisite home packs everything you could ever need for a rejuvenating getaway. Perched high above the shimmering shores of Lake Como, Villa Boffalora is a masterpiece of elegance, offering private lake access, lush gardens, and breathtaking views. 

This historic villa blends timeless charm with modern luxury, featuring grand frescoed ceilings, opulent interiors, and a stunning infinity pool that provides unparalleled views over Italy’s most iconic lake.

Lifetime Achievement Award

Oliver’s Favourite Long-Standing Homes on Our Books

Our last award goes to our top list of golden oldies – the longest-standing homes that have been with us since the beginning – some for well over a decade on site!

These gorgeous homes and their sensational owners have been with us through thick and thin, weathering the storms of politics and pandemics whilst always providing our guests with the most magical getaway experiences. 

It was tough to narrow down the best in class for this award, but we’ve no doubt all nominees are worthy of being celebrated here.

Nominees

Casa Feliz, Nerja, Spain

A longstanding favourite among the team at OT, this gloriously private villa in the foothills of the Sierra de Tejada above Nerja has been immaculately renovated by its super stylish owner to bring a touch of French-influenced class to the Costa del Sol. 

Exclusive to Oliver’s Travels, this villa features lush gardens, elegant interiors, and an independent annexe. Relax by the pool, host al fresco dinners under a pergola, and enjoy unforgettable days with breathtaking valley-to-coast views and total seclusion.

Manoir Altheas, Dordogne, France

Built in 1800, this beautifully restored manor boasts antique-filled interiors, a contemporary kitchen opening to a sunlit terrace, and lush, secluded gardens. With four bedrooms and an optional garden cottage, it’s perfect for families. Explore nearby Lanquais, Dordogne’s quintessential villages, markets, and vineyards for a magnifique stay steeped in history and gastronomy.

Waterside House, Sussex, England

Just look at this striking Arts and Crafts mansion on the serene Bewl Water, an hour outside London. Surrounded by lush lawns and breathtaking lake views, it offers elegant interiors, a grand reception hall, a skylit kitchen, and a south-facing patio. 

With us for the last 9 years, the home was handpicked for its character, being great for entertaining large groups and its uniquely picturesque location. This retreat feels worlds away from anywhere while remaining conveniently accessible.

Villa Krystal, Dalyan, Turkey

Set against the dramatic backdrop of a rugged mountain Villa Krystal – just minutes from the coast in Dalyan – is a luxurious escape with a vast garden, an inviting circular pool, and breathtaking views. 

Combining Mediterranean charm with modern flair, it boasts four en-suite bedrooms, an open-plan living area, and a breezy, light-filled interior. Outdoors, enjoy al fresco dining, an outdoor kitchen, and serene terraces. It’s your gateway to ancient ruins, sandy beaches, and a plethora of local Turkish delights.

*WINNER*

Villa San Michele, Puglia, Italy

Villa San Michele is a true gem in the heart of Puglia, earning its Lifetime Achievement Award for its timeless beauty, historic charm, and exceptional guest experience. This marvellous Masseria has been on our books for 11 glorious years! 

Nestled amid olive groves and rolling hills, this lovingly restored 15th-century villa blends authentic Italian heritage with modern luxury. Its spacious interiors boast traditional stone vaulted ceilings, elegant furnishings, and a warm, inviting ambience. 

Outside, the expansive gardens feature a stunning private pool, alfresco dining areas complete with an outdoor kitchen, and even a mystical cave entrance on its grounds. Perfect for families or groups seeking peacefulness and privacy, Villa San Michele is the ultimate escape for a magical Italian getaway.

What did you think of our very own ‘Academy Awards’? No doubt at least one of these exceptional stays has you hankering for an Oscar-worthy stay this summer. Head over to Oliver’s Travels to browse our full portfolio of villas, homes and apartments around the world. When you’ve picked your favourite, our concierge team is on hand to help book all sorts of incredible extras to make your holiday pop!

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