...Or explore CoolStays
Collections New Editor's Picks
Price
Property Type
More
 Live Availability

Cool Villas

100+ CoolStays

  • Sleeps: 12
  • Bedrooms: 6

"A secluded 600 year old farmhouse that has been beautifully restored in the heart of the Umbrian countryside."

Live Calendar
  • Sleeps: 2-6
  • Bedrooms: 24

"A barefoot-luxury retreat with elegant interiors, a stunning infinity pool and delectable fusion dining - all waiting to be discovered in the heart of the Atlas Mountains."

  • Sleeps: 12
  • Bedrooms: 6

"Peace and tranquillity is the priority at the luxurious and lovingly restored Casa India Ibiza in the prestigious Roca Lisa region of the White Isle."

Live Calendar
  • Sleeps: 2-6
  • Bedrooms: 10

"Stunning boutique apartments in a breathtaking Tuscan vineyard setting with wonderful views."

  • Sleeps: 7
  • Bedrooms: 3

"A traditionally styled stone trullo in beautiful gardens with pool and sun terrace - it's all you could wish for in a luxury Italian villa"

Live Calendar
  • Sleeps: 28 (12 in the villa + 16 in the Farmhouse)
  • Bedrooms: 14

"Close to historic Lucca, beautiful Villa Mori is set amid the Tuscan countryside and includes a spa, wine cellar and pool."

Live Calendar
  • Sleeps: 19
  • Bedrooms: 8

"A luxury, eco-retreat on Costa Rica's stunning, tropical coastline, with boutique villas, an exclusive service and a Pura Vida lifestyle..."

  • Sleeps: 10
  • Bedrooms: 5

"A captivating trullo house set deep in the beautiful Istira Valley with pretty pool and lovely gardens"

Live Calendar
  • Sleeps: 6
  • Bedrooms: 3

"Stylish hilltop villa with amazing views and jaw dropping infinity pool"

Live Calendar
  • Sleeps: 6
  • Bedrooms: 3

"The divine Villa Lemoni in Old Skala Kefalonia, with a stunning infinity pool, al fresco kitchen, and panoramic sea views....."

Live Calendar
  • Sleeps: 4
  • Bedrooms: 2

"Uncover the heart and soul of rural, Northeast Thailand with a once in a lifetime trip to this secluded, private villa..."

Live Calendar
  • Sleeps: 8
  • Bedrooms: 3

"Truly wonderful spot where you can sit by the pool and gaze across verdant greenery and bright blue sea to the neighbouring island of Zakinthos."

Live Calendar
  • Sleeps: 10
  • Bedrooms: 5

"Luxurious and tranquil family-friendly colonial villa in southern Bali with 5 bedrooms, sleeping up to 10 people."

Live Calendar
  • Sleeps: 14
  • Bedrooms: 6

"Just a short drive from Dubrovnik, a stone villa for 14 on the enchanting Croatian coast - secluded, smart and stunning."

Live Calendar
  • Sleeps: 8
  • Bedrooms: 3

"An eco-friendly farmhouse in rural Lanzarote, with a private sea-view pool just moments from the beachfront. VIP airport shuttle and free use of hybrid car included too."

Live Calendar
  • Sleeps: 8
  • Bedrooms: 3

"Charming coastal villa - Enjoy direct access to the sea and gorgeous views out to the island of Hvar."

Live Calendar
  • Sleeps: 8
  • Bedrooms: 4

"Luxury family-friendly Majorcan villa. This beautiful house is set in the stunning Serra de Tramuntana, a World Heritage Site."

Live Calendar
  • Sleeps: 14
  • Bedrooms: 5

"Decadent and tranquil Spanish villa for fourteen guests, replete with homegrown produce and swimming pool in Girona"

Live Calendar
  • Sleeps: 3
  • Bedrooms: 1

"Luxurious casita, complete with hot tub. Style and cool vibes above the colourful surf town of Sayulita."

Live Calendar
  • Sleeps: 8
  • Bedrooms: 4

"Luxurious villa with access to some of Ibiza's most sought after beaches - Sit by the infinity pool with a glass of wine and gaze at the stunning Mediterranean below."

Live Calendar
  • Sleeps: 8
  • Bedrooms: 4

"Tranquil haven in Sri Lanka's Golden Triangle - Spend the day on the beach or relaxing by the pool in the tropical green garden."

Live Calendar
  • Sleeps: 12
  • Bedrooms: 5

"Breathtaking views in an enchanting slice of rural Spain; this rustic cool farmhouse is a hidden treasure."

Live Calendar
  • Sleeps: 6 with two extra beds available
  • Bedrooms: 3

"Luxury awaits in the heart of wine country, in this traditional Catalonian style retreat overlooking vineyards and valleys as far as the eye can see"

Live Calendar
  • Sleeps: 9
  • Bedrooms: 3

"Gorgeous triple-cone trullo in the heart of Puglia, Southern Italy - designer style, rustic character, true relaxation"

Live Calendar
  • Sleeps: 8
  • Bedrooms: 4

"Watch the sun set over the islands from this stylish and relaxed hilltop villa in Mykonos."

Live Calendar
  • Sleeps: 10
  • Bedrooms: 4

"A glorious hilltop villa on the coast with pools inside and out, in one of Malta's most attractive villages - Mellieha"

Live Calendar
  • Sleeps: 12
  • Bedrooms: 5

"Beautiful 5-bedroom villa in the Perugian hills, with outdoor pool and stunning gardens - the perfect place to experience the wonder of rural Italy"

Live Calendar
  • Sleeps: 8
  • Bedrooms: 4

"This three-bedroom villa mixes traditional and modern style and is surrounded by the beautiful Kirparissonas countryside."

  • Sleeps: 13
  • Bedrooms: 6

"Hilltop house in Provence with 360-degree views of the surrounding forest and lush landscapes below, accommodating 13 travellers in comfort and style."

Live Calendar
  • Sleeps: 12
  • Bedrooms: 6

"Enjoy the beautiful Italian island of Sicily at Villa La Luna, a six-bedroom property positioned right on the seafront in the popular resort of Fontane Bianche."

Live Calendar
  • Sleeps: 10
  • Bedrooms: 4

"Get ready to fall in love with the wonders of northern Sicily from this stunning designer villa with ocean-facing terraces, perfect for al fresco living."

  • Sleeps: 12 with two optional extra beds
  • Bedrooms: 4

"With distant views across the valleys below, this stunning modern home is a relaxing retreat in Catalonian wine country that comes complete with its own museum"

Live Calendar
  • Sleeps: 9
  • Bedrooms: 5

"Luxurious villa with panoramic sea views and unrivalled access to the Dalmatian Coast, lounge in the pool, drink bubbly in the Jacuzzi or unwind in the sauna."

Live Calendar
  • Sleeps: 13
  • Bedrooms: 6

"Immerse in true Ibizan life at Can Bonita, a villa situated at the very heart of the white island in the village of Santa Gertrudis."

  • Sleeps: 14
  • Bedrooms: 7

"Gorgeously designed, spacious 5-floor Chiang Mai villa with rooftop terrace in the heart of trendy Nimmanhaemin district"

  • Sleeps: 12
  • Bedrooms: 5

"Atop a hill, outside of Santa Gertrudis, is where you'll find this private estate with a five bedroom finca, infinity pool and kids outdoor play area; ideal for your family getaway."

Live Calendar
  • Sleeps: 8
  • Bedrooms: 4

"A totally luxurious and light-filled contemporary villa in the Algarve, with heated pool, steam room, cinema and rooftop terrace"

Live Calendar
  • Sleeps: 8
  • Bedrooms: 3

"Gorgeously different villa in southern Croatia, where the Mediterranean meets the Alps, complete with a pool and enchanting gardens."

Live Calendar
  • Sleeps: 8 + 5
  • Bedrooms: 4

"A remote, Croatian farmhouse on exclusive Hvar Island, with a sun-kissed infinity pool overlooking the sublime forest coastline and its own tennis court..."

Live Calendar
  • Sleeps: 10 with two extra beds available
  • Bedrooms: 5

"Enjoy a tipple in this traditional Catalonia home situated in a peaceful enclave deep in the heart of the Penedés wine district"

Live Calendar
  • Sleeps: 10
  • Bedrooms: 5

"Huge sea views, a great location and a beautiful villa on the water's edge, this villa has it all...even a chef!"

Live Calendar
  • Sleeps: 8
  • Bedrooms: 3

"Get to know the Bulgarian Black Sea Coast from this spacious countryside villa that's within easy reach of Varna and the seaside."

Live Calendar
  • Sleeps: 12
  • Bedrooms: 6

"Holiday like the stars and hang out at this chilled Ibiza villa; its exclusive setting and luxurious design has enticed Kate Moss and Kylie amongst others."

  • Sleeps: 8
  • Bedrooms: 4

"A contemporary sea-view villa in Croatia's Omis Riviera, with a stunning infinity pool overlooking the crystal-clear waters..."

Live Calendar
  • Sleeps: 12
  • Bedrooms: 6

"A stylish contemporary renovation of an old farmhouse in the beautiful rolling hills of Central Catalonia"

Live Calendar
  • Sleeps: 19
  • Bedrooms: 7

"Hillside Tuscan Villa with luxury pool and breathtaking views offering a wonderful spot for a break in the sun"

  • Sleeps: 18
  • Bedrooms: 10

"Bursting with character, this former 13th-century fortress has stunning views of the Catalan countryside. Up to 18 guests can soak up the sun by the pool, just minutes from the amazing Girona"

Live Calendar
  • Sleeps: 10
  • Bedrooms: 5

"Historic, spacious and beautifully renovated - a captivating Croatian villa with spa, pool, secluded gardens and waterfront views."

  • Sleeps: 20
  • Bedrooms: 8

"Luxury, five-star villa on the west coast of Costa Rica with an amazing pool and gorgeous sea views"

Live Calendar
  • Sleeps: 6
  • Bedrooms: 2

"Luxury Sri Lankan beach house - Relax poolside beneath the swaying palms then step off your terrace onto the sandy beach below."

Live Calendar
  • Sleeps: 6
  • Bedrooms: 3

"Make merry in Mykonos, at this chic villa with a pool, generous outdoor space and sea views as far as the eye can see."

Live Calendar
  • Sleeps: 12
  • Bedrooms: 6

"Vast and beautiful views from everywhere you look, at this luxurious villa next to two of Mykonos's best beaches."

Live Calendar
  • Sleeps: 10
  • Bedrooms: 4

"Revel in your own tropical escape at Villa Monoi a beautiful villa on the west coast of Costa Rica."

Live Calendar
  • Sleeps: 14
  • Bedrooms: 7

"Gorgeous cliff side house crafted from local stone and overlooking a stunning little bay. Look out for dolphins leaping through the sea as you relax poolside."

Live Calendar
  • Sleeps: 12
  • Bedrooms: 6

"A luxury six-bed villa in the sun-kissed Algarve, next to the famous Millennium Golf Course and the exclusive Vilamoura resort..."

Live Calendar
  • Sleeps: 12
  • Bedrooms: 5

"The perfect coastal Italian getaway for large groups - relax in the infinity pool gazing at the heart stopping sea views."

Live Calendar
  • Sleeps: 8
  • Bedrooms: 3

"Situated on Croatia's beautiful Dalmatian coastline is the wonderful Villa Malo Blue with truly breathtaking views"

Live Calendar
  • Sleeps: 8 / 9
  • Bedrooms: 5

"Luxurious holiday villa with a private pool and amazing views near Cannes"

Live Calendar
  • Sleeps: 6
  • Bedrooms: 3

"Experience life within the walls of an ancient castle villa, with beautiful gardens, pool and a summer house kitchen."

Live Calendar
  • Sleeps: 14
  • Bedrooms: 7

"Spacious luxury villa with gorgeous sea views and a private pool on the Croatian coast"

Live Calendar
  • Sleeps: 10
  • Bedrooms: 8

"Amidst 60 acres of almond groves and pine and oak forest lies this lovely farmhouse with unparalleled views of the coastal mountains between Barcelona and Valencia."

Live Calendar
  • Sleeps: 12
  • Bedrooms: 6

"Take it easy in Ibiza at this charming and historic finca, nestled into the hills of San Antonio, and boasting a large sun terrace and pool."

  • Sleeps: 14
  • Bedrooms: 6

"A luxe villa, with rooftop infinity pool, on the laid-back West coast of Phuket - revel in dazzling beach and jungle views."

Live Calendar
  • Sleeps: 5
  • Bedrooms: 2

"Make this home in the hills with a view your base for trips to Sorrento, Pompeii and across the Amalfi Coast."

Live Calendar
  • Sleeps: 10
  • Bedrooms: 5

"A stunning villa that features a private pool. Jacuzzi and terrace that's perfect for watching the sun go down over the Adriatic Sea."

Live Calendar
  • Sleeps: 8
  • Bedrooms: 3

"Spacious, luxury Puglian villa with pool, jacuzzi, chef and sea view to delight the senses"

Check For Availability
  • Sleeps: 8
  • Bedrooms: 4

"A secluded, Greek villa on the stunning Mani peninsula, with designer interiors, a private pool and sublime sea views...."

Check For Availability
  • Sleeps: 10
  • Bedrooms: 5

"Authentic, luxury island life in a, 5 en-suite bedroom villa on the west coast of Brac island, Croatia."

Live Calendar
  • Sleeps: 12
  • Bedrooms: 6

"Palatial Moroccan style house, situated on top of the mountains in San Lorenzo, central Ibiza"

  • Sleeps: 12
  • Bedrooms: 5

"Perfectly positioned facing the Adriatic, this stunning 5-bedroom villa with infinity pool introduces Dubrovnik like nowhere else"

  • Sleeps: 10
  • Bedrooms: 5

"A luxury five-bed villa in Mallorca's sun-drenched countryside; just 30 minutes from the sparkling coast and bustling city centre..."

Live Calendar
  • Sleeps: 30
  • Bedrooms: 9

"A restored 13th-century monastery in breathtaking Umbria, now with 7 glorious apartments, a pool and more"

Check For Availability
  • Sleeps: 4
  • Bedrooms: 2

"Stylish, vintage and retro home in sunny Palm Springs - Venture out and explore the city before jumping in the private pool and taking in the fantastic mountain views"

Live Calendar
  • Sleeps: 20
  • Bedrooms: 9

"A stylish and tasteful mid-century Mediterranean villa with a rich artistic heritage"

Live Calendar
  • Sleeps: 14
  • Bedrooms: 7

"Luxurious 300-year-old villa with gorgeous gardens and a beautiful outdoor swimming pool, relax in tranquility and visit the enchanting city of Dubrovnik."

  • Sleeps: 8-10
  • Bedrooms: 4

"A bright and beautiful Mexican home in the hills with phenomenal views from the many terraces and a pool for cooling off on hot days."

Live Calendar
  • Sleeps: 10
  • Bedrooms: 5

"Set in 2 acres of private land, this luxurious villa offers comfort and style, with the feel of a boutique hotel."

  • Sleeps: 4
  • Bedrooms: 2

"Treat your eyes to a vast view over the countryside and mountains at this traditional Mallorcan villa with plenty of outside space."

Live Calendar
  • Sleeps: 8
  • Bedrooms: 4

"A rustic farmhouse in the peaceful and secluded Benimussa valley, a hidden gem in Ibiza."

  • Sleeps: 2-8
  • Bedrooms: 1-3 per property

"Two chic, designer villas in Italy's rich Tuscan landscape, with private pools and stunning country vistas...."

  • Sleeps: 10
  • Bedrooms: 5

"Catalan farmhouse, now a stunning eco-villa, completely rebuilt by a Barcelona architect. Mountain bliss for up to 10 guests and just 20 minutes from Girona."

Live Calendar
  • Sleeps: 8
  • Bedrooms: 4

"Enjoy luxurious and modern living nestled between Lion's Head and Table Mountain at the Blinkwater, located in Cape Town's trendiest suburb."

Live Calendar
  • Sleeps: 9
  • Bedrooms: 5

"Tucked into the hills, on the borders of Lazio, Tuscany and Umbria, is where you'll find the lovely stone villa of Casale Cocca."

Live Calendar
  • Sleeps: 10
  • Bedrooms: 4

"In the hilltops of Provence, with views that stretch as far as the eye can see, is where you'll find boutique villa, Le Cordonnier."

Live Calendar
  • Sleeps: 12
  • Bedrooms: 5

"Escape to the Italian countryside in this stunning 400-year-old converted farmhouse perfect for large groups."

Live Calendar
  • Sleeps: 7
  • Bedrooms: 3

"Luxury, stylish villa with jacuzzi and gorgeous sea views perched high up in the hills on Santorini."

Live Calendar
  • Sleeps: 13
  • Bedrooms: 6

"Stunning views, a quiet location, a swimming pool and the sea within strolling distance? This villa has it all, and even comes VIP airport chauffeur transfer and use of a free hybrid car."

Live Calendar
  • Sleeps: 5
  • Bedrooms: 2
Multiple Units Available

"Utterly charming windmill properties sitting at the foot of a sleepy hill, perfect for dazzling sea views and guaranteed to leave you enchanted."

Live Calendar
  • Sleeps: 8
  • Bedrooms: 4

"Surrounded by the Andaman Sea is this stunning and spacious villa with huge sea views and plenty of wow."

Live Calendar
  • Sleeps: 10
  • Bedrooms: 5

"Stay under the stone cone roof of your own Puglian trulli... in beautiful gardens with a 12m pool, and moments from historic Locorotondo"

Check For Availability
  • Sleeps: 10 adults + 2 children
  • Bedrooms: 5

"Savour the delights of authentic, Italian life at this 18th century farmhouse in the Tuscan and Umbrian hillsides...."

Live Calendar
  • Sleeps: 12
  • Bedrooms: 5

"Lie back and relax at Villa Apolonia, with everything you could ask for, including a private pool and stunning views of the Aegean sea."

Live Calendar
  • Sleeps: 12
  • Bedrooms: 5

"One-of-a-kind Artist owned Mykonos villa with stunning infinity pool, jaw dropping views and breathtaking designer interior"

Check For Availability
  • Sleeps: 12
  • Bedrooms: 6

"See Ibiza from the luxurious comfort of this six-bedroom, west side villa...pool, stunning grounds and jaw-dropping views included."

  • Sleeps: 6
  • Bedrooms: 3

"Luxury Italian villa with panoramic views - Sit by the pool and gaze down at the sea over olive trees and villages."

Check For Availability
  • Sleeps: 4-6
  • Bedrooms: 2

"Seven beautiful 17th century restored Andalucian apartments with stunning views in an idyllic setting and just 10 minutes from the beach"

Live Calendar
  • Sleeps: 8
  • Bedrooms: 3

"Warm and contemporary, this Bulgarian villa with a pool offers you stylish spaces to get-together and hang-out with your group."

Live Calendar
  • Sleeps: 10
  • Bedrooms: 5

"Luxury minimalist villa in Port de Pollenu00e7a with sea views and fabulous saltwater infinity pool."

Live Calendar
  • Sleeps: 8
  • Bedrooms: 4

"An exclusive, sea-view villa on a blissful Croatian island...."

Live Calendar
  • Sleeps: 9
  • Bedrooms: 4

"Stunning coastal views from this sleek architect designed hillside residence, complete with sumptuous outdoor living areas"

Live Calendar
 Redo search here...
No Results. Try moving the map or removing some filters
Terms, Privacy, About Us & More...
submission spinner

Get the best CoolStays by email  

  I agree to the Terms of Use & Privacy Policy