Villa Holidays

Extraordinary Stays

Villa Holidays with Oliver’s Travels

Unforgettable stays in handpicked villas across the world

When it comes to villa holidays, Oliver’s Travels stands out with a truly exceptional offering. Our meticulously curated collection of luxury villas and chateaux spans the globe, ensuring unforgettable escapes tailored to your every desire. Whether you envision lounging in a sun-drenched Mediterranean villa, exploring a historic European castle, or unwinding on a private island, we can find you the perfect villa holiday.

Why Choose a Villa Holiday?

  • Privacy & Space: An entire villa just for you and your group

  • Value and Space: for groups & multi-generational stays

  • Fully Equipped: with kitchens, pools, and gardens – like home, only better

  • Live Like a Local: Stay in authentic surroundings and explore lesser-known regions

  • Our Concierge Team: can help arrange extras, such as private chefs and airport transfers – your holiday, your way

Villa Holidays

Trullo villa with pool
Villa Holidays 2025

There’s still time to secure your ideal villa holiday for 2025!

Villa Holidays 2026

Book your dream villa holiday for 2026!

Infinity pool with view of mountain at sunset
Brand New Villas

The newest additions to our award-winning collection of luxury villas.

Balcony, infinity pool, looking over the coast, Croatia
Special Offers

Get the most bang for your buck with our selection of seasonal villa discounts and special offers.

Hilltop Retreat
Summer Villas

There’s still time to book one of our luxury villas for a last-minute summer stay in 2025. Or book ahead for summer 2026!

Winter Sun Villas

Seek out some winter sun at one of our stunning villas in the Southern Hemisphere.

Explore Our Villa Holiday Collections

Luxe Collection

Elegant villas with premium amenities, perfect for indulgent getaways and special celebrations.

Chateaux surrounding by trees and blue sky
Chateaux & Castles

From magical châteaux in the French countryside to classic English castles, our chateaux and castles are unique, historic, and out of the ordinary.

large blue pool with villa behind it
Exclusive Villas

Handpicked for their location and value for money, you won’t find these exclusive villas anywhere else!

Ultra modern house with pool in Sussex
Oliver Recommends

While all our properties are handpicked, we have some that stand out as being extra special; see which villas Oliver recommends.

The Heritage Collection

Our heritage collection homes boast timeless architecture, original features, and true historic value.

Family Villas

Spacious, child-friendly homes designed for fun and relaxation with loved ones.

Bar with red chairs
Party Houses

Looking for the perfect venue to throw a birthday bash, an epic stag do or a lavish hen party? We have just the place.

Villa in the form of a plane on a cliff in Uluwatu, Bali
Quirky

One-of-a-kind gems that blend creativity, quirkiness, and luxury for truly unforgettable stays.

Resort Villas

Our carefully curated collection of exclusive villas in resorts, each with their own array of incredible amenities.

Villas with Pools

Dive into our selection of villas with pools, from infinity pools with panoramic views to indoor pools for year-round swimming.

Multigenerational Holidays

Our collection of multigenerational villas is designed to cater to every member of your family, from little explorers to long-time adventurers.

Villas Near the Beach

Villas situated just a stone’s throw from the beach, so you can roll out of bed and right onto the sand.

balcony view of canal and houses
City Homes & Apartments

Centrally located, stylishly decorated, and perfect for city exploration, check out our collection of city homes and apartments.

Ski Chalets

Our luxury ski chalets are the perfect places to put your feet up after a long day out on the slopes.

Panoramic view of green forest and the pyrenees
Summer Chalets

Our gorgeous collection of chalets in the Alps are just as inviting in the summer months too!

The Wedding Collection

Your wedding day should be nothing short of magical; our venues are designed to provide the perfect backdrop, whatever your style or destination.

white villa with pool
The Insta Collection

Find all the extraordinary villas we share with our followers on Instagram (and don’t forget to follow us! @_oliverstravels_)

Villa pool with umbrella and sunloungers
Sustainable Villas

Our villas are already more eco-friendly than hotels, and some of them go the extra mile to lower their impact on the planet.

Villas for Two

These villas provide a serene and romantic atmosphere, complete with stunning views and cozy settings, perfect for a romantic escape.

Christmas Cottages

Make your Christmas truly magical with our handpicked collection of festive cottages, large houses, and chateaux in the UK, France, and beyond.

Wellness

We all deserve some R&R from time to time, and where better to treat yourself than at one of our luxury wellness villas?

Explore Our Most Loved Villa Destinations

FAQs

Choosing the perfect villa holiday depends on your group’s preferences, travel style, and the kind of experience you’re after. At Oliver’s Travels, we make it easy—use our search filters to narrow down properties by destination, group size, amenities, and interests, such as beachfront, family-friendly, or villas for two. Our expert concierge team is also on hand to offer personalised recommendations and insider tips to help you find a villa that’s just right for you.

We offer a wide range of villa holidays across Europe and beyond, including luxury countryside estates, beachfront properties, castles, ski chalets, and villas perfect for families or large groups. Whether you’re looking for a romantic escape, a family adventure, or a celebration getaway, we have something unique for every occasion at Oliver’s Travels.

Villa holidays offer privacy, space, and flexibility that hotels simply can’t match. You’ll enjoy exclusive use of your own private property—ideal for quality time with loved ones, cooking meals together, and relaxing at your own pace. There’s no need to stick to hotel schedules or share facilities with strangers. It’s your holiday, your way.

Our villas are handpicked for quality and character, and amenities vary by property—but many feature private pools, hot tubs, cinema rooms, games rooms, gyms, and direct beach access. You’ll also find well-equipped kitchens, Wi-Fi, air conditioning, and family-friendly extras like cots and highchairs. Each villa’s listing includes a detailed breakdown, so you know exactly what to expect.

Absolutely. Our concierge team can help arrange a range of bespoke extras to make your stay even more memorable—from private chefs and housekeeping to airport transfers, spa treatments, and experiences like wine tastings or boat trips. Just let us know what you have in mind, and we’ll take care of the details.

We don’t do ordinary. At Oliver’s Travels, every villa is handpicked for its unique charm, quality, and setting. You’ll benefit from expert service, from finding the right property to arranging every last detail of your trip. With our Best Price Guarantee, flexible payment options, and trusted local knowledge, we’re here to ensure your villa holiday is extraordinary from start to finish.

Yes! Many of our villas are designed with families in mind, offering child-friendly features like enclosed gardens, fenced pools, cots, highchairs, and even play areas. A villa gives you the flexibility to follow your family’s routine, cook meals at home, and enjoy quality time in a safe, private environment. Our team can also recommend the best properties and destinations for a stress-free, family-friendly escape.

Oliver’s Travels offers exceptional villa holidays across Europe and further afield, from the sun-soaked coasts of Spain, Italy, Greece, and Portugal to the rolling hills of France and the UK countryside. Looking for something more exotic? We also have stunning villas in the Caribbean, Bali, Sri Lanka, Thailand, and other far-flung destinations. Wherever you’re dreaming of, we’ve got a villa that fits the mood.

We recommend booking as early as possible—especially for peak travel seasons like summer or school holidays, when the most sought-after villas get snapped up quickly. Many of our properties are booked months in advance, so planning early ensures you get the best selection and dates that work for you. That said, we also have options for last-minute escapes if you’re feeling spontaneous!

Yes—many of our villas are perfect for large groups, weddings, family reunions, milestone celebrations, or corporate retreats. From grand chateaux and country estates to beachfront villas with multiple bedrooms, we have properties that combine space, luxury, and wow factor. Our team can also help arrange catering, event planning, and special touches to make your occasion unforgettable.

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Meticulously selected. Rigorously approved. Our experts have reviewed over 100,000 holiday homes; only the very best make it into our collection.

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