Whether you’re looking for a chic ski getaway in the states or are ready to soak up the sun on an exotic trip around the world, we have a slew of amazing options that are great for groups. With private chefs and infinity pools, you’ll be able to truly relax like never before. Without further ado, feast your eyes on the 30 most extravagant rentals available from TripAdvisor.
A traditional Santorini home transformed into a luxurious villa, Villa Antelmi is made up of three separate houses accommodating up to ten people. Adorned with modern yet elegant furnishings, this rental is built into the coveted caldera and boasts views unmatched for miles. 4 Bedrooms, 4 Bathrooms, Sleeps 10. From $940/night.
Looking for the perfect winter retreat? Set on nearly 2.5 acres of land, this six-bedroom home has a private pond with waterfalls and floor to ceiling windows around the home offer pond and mountain views. There’s no better place to enjoy the view than from the spa-like bathroom in the master suite. A cozy living room with massive fireplace, bar with mountain views, and gourmet kitchen with professional appliances round out the home’s amazing amenities. 6 Bedrooms, 7 Bathrooms, Sleeps 14. From $16,600/night
Villa Bonita is the perfect place to explore the white sand beaches of Barbados’ Platinum Coast. This new home offers six bedrooms and over 9,200 square feet of living space, all perched above Prospect Bay. The property includes custom ensuite bathrooms in four of the six bedrooms, expansive outdoor space, butler service, and breathtaking sunset views. The beach-level of the home has 1,700 square feet and includes a private cinema and gym with a view. 6 Bedrooms, 5 Bathrooms, Sleeps 12. From $3,150/night
This country manor home dates back to 1354 yet comes adorned with modern luxuries guests dream of. Hire of the Hall gives you exclusive use of the entire 700-acre grounds for the duration of your stay. The house can accommodate up to 24 guests, making it perfect for hosting special occasions or group getaways. 10 Bedrooms, 10 Bathrooms, Sleeps 20. From $2,650/night
This Florida home is perfect for large groups, family reunions, and more. The house features a private elevator and multiple master suites, while the waterfront lawn is perfect for hosing an event. The expansive property features both Gulf and lake views, and if you’re looking for extra VIP treatment you can arrange airport transfers, while the home’s concierge will handle all bookings, from golf to fishing trips and restaurant reservations. 6 Bedrooms, 5 Bathrooms, Sleeps 20. From $600/night.
With 4 suites, 2 deluxe bedrooms, 6 two-bedroom apartments and 2 studios there’s an option for every traveler, including large groups. Let your jet lag fade away as you relax by the infinity pool or on one of the hammocks. Ready to get going? Sweat it out at the on-site fitness center, which is open 7 days a week. 14 Bedrooms, 14 Bathrooms, Sleeps 40. From $75/night, based on number of rooms selected.
Overlooking a 400-acre golf course this stunning villa spans over 9,000-square feet, allowing guests to experience luxury. Endless Summer is fully staffed with a housekeeper, butler, gardener, chef and laundress – not to mention the private swimming pool and terrace. 6 Bedrooms, 6 Bathrooms, Sleeps 12. From $1,357/night.
This luxe 16th arrondissement apartment features two spacious master suites, a large living room and an impressive dining room with painted ceilings. The balcony offers stunning Eiffel Tower views, and the central location means easy access to some of the city’s most popular attractions. 4 Bedrooms, 5 Bathrooms, Sleeps 8. From $973/night.
This breathtaking treehouse is nestled in the woods in scenic Orcas Island and includes cathedral ceilings, a round soaker tub, and a 12-sided living room with amazing views. Explore the great outdoors or just relax in the home’s cozy interior. 1 Bedroom, 1 Bathroom, Sleeps 3. From $175/night.
This luxe estate on Grace Bay beach offers an abundance of amenities, like a private lap pool and jacuzzi, gym with ocean views, tennis court, and spacious outdoor pavilions for al fresco dining. This beachfront Turks and Caicos home is about as luxurious as it gets. 8 Bedrooms, 8 Bathrooms, Sleeps 16. From $6,800/night.
Located in Plaka, the oldest neighborhood in Athens, at the foot of the Acropolis. A terrace provides beautiful views and it’s walking distance to all the attractions. 2 Bedrooms, 2 Bathrooms, Sleeps 4. From $1,175/night.
This Palm Springs desert oasis has housed a slew of celebrity guests and sits on over an acre of land. It featured 9,500-square feet, two living rooms, a dining room, and spa. The sprawling pool is surrounded by three firepits and offers 360-degree mountain views. 6 Bedrooms, 7 Bathrooms, Sleeps 18. From $4,000/night.
This old-world villa features 11 private suites and over 11,000-square feet of interior space. Each suite is separated by wide hallways and soaring ceilings. Guests can enjoy meals prepared by the on-site staff in the two state-of-the-art kitchens or relax by the eco-friendly, saltwater-treated pool. 10 Bedrooms, 9 Bathrooms, Sleeps 25. From $750/night.
Nature and comfort unite in this state-of-the-art living capsule on South Island. Glass flooring, roofing, and walls will give guests unobscured views of the stars and the gorgeous natural landscape. A one-of-a-kind experience awaits. 1 Bedroom, 1 Bathroom, Sleeps 2. From $350/night.
It’s highly unlikely you’ll get tired of the ocean views from this infinity edge pool surrounded by lush forest, but if you do, don’t worry. The five-bedroom Tropical Villa also includes a spa with vertical garden and waterfall shower, a home theater, and barbeque area in its luxurious 8,500-square feet home. 5 Bedrooms, 7 Bathrooms, Sleeps 10. From $1,885/night.
This three-bedroom villa offers ultimate relaxation with an open layout, floor to ceiling glass walls, and stunning mountain views. Relax on the lounge chairs by the main pool or venture across the stepping-stones to relax on the mini deck. The modern interior includes a marble spa with steam and massage rooms, and luxe bedrooms with views of Hout Bay, the mountains, and the property’s lush gardens. Outside, you’ll be located close to Hout Bay’s restaurant and outdoor activities, and everything Cape Town has to offer. 3 Bedrooms, 3 Bathrooms, Sleeps 6. From $1,076/night.
Don’t want to choose between lake, city, and mountain views? Head to The Views in Queensland to soak in lake, city, and mountain views from the floor to ceiling windows in the open plan living room and the master bedroom. 3 Bedrooms, 2 Bathrooms, Sleeps 6. From $892/night.
Take Toronto by storm in this chic boutique property which offers unobstructed views of the CN Tower thanks to the 600-square foot terrace that wraps around the condo. Central location offers easy access to everything the city has to offer. 2 Bedrooms, 2 Bathrooms, Sleeps 4. From $399/night.
Named “House of Breezes,” this 5-bedroom villa on a private estate promises a breezy and relaxing getaway. Perfect for families or wedding groups, this home includes a professional staff, including a villa manager and a chef. Features an infinity pool and gorgeous views. 5 Bedrooms, 5 Bathrooms, Sleeps 10. From $1,900/night.
This unique property in Greece features an infinity pool that flows through the home’s interior, which means you can access it from your bedroom quarters, while the deck boasts amazing views of the sea, olive groves, and mountains. 4 Bedrooms, 3 Bathrooms, Sleeps 8. From $329/night.
Villa El Cid offers opulent and spacious living in a private and secure gated community. With heated indoor and outdoor pools, three hot tubs, a rooftop balcony and a sauna, a stay at this lavish rental with your closest friends is exactly what you need to unwind. Not to mention Los Flamingos Golf Course, the beach, and restaurants are all less than a 10-minute drive away. 10 Bedrooms, 10 Bathrooms, Sleeps 20. From $1,974/night.
Villa Horizon sits on Phuket’s famous Millionaire Mile and lives up to the neighborhood’s name. The fully staffed villa is surrounded by lush greenery, with incredible views of the Andaman Sea. Head out to the open-air pagoda by the pool for a delicious meal prepared by your private chef and enjoy views of Kamala, Surin and Bangtao beaches. 6 Bedrooms, 9 Bathrooms, Sleeps 14. From $2,650/night.
This 5-bedroom villa was built in the early 20th century and boasts beach access and stunning views of Lake Como. Cook in the open-plan chef’s kitchen or leave that to the villa’s private chef, who will be at your disposal during your stay. You can relax with privacy in the villa’s park, which is over 100,000 square feet and includes natural caves and a charming terrace overlooking the lake. Make an entrance using the resort’s helipad directly in the backyard, or dock your boat at the foot of the villa for easy access. 5 Bedrooms, 7 Bathrooms, Sleeps 11. From $10,577/night.
Just 20 minutes from Florence in the Chianti Classico region, this recently restored 16th-century villa combines Renaissance architecture and interiors with 21st-century luxuries, topped off with panoramic views of the countryside. Villa Machiavelli is dtakes you back in time to a period of luxury and romance, dripping with chandeliers, gilt-edged mirrors, dramatic paintings, and marble bathrooms. This is the perfect place for a grand party, as the estate is fully staffed and has a private chef available. Enjoy a few cocktails upstairs by the piano, and then move downstairs for an intimate dinner in the wine cellar. Spend the afternoon touring the vineyard, olive groves, and forests on the estate. 10 Bedrooms, 10 Bathrooms, Sleeps 20. From $7,756/night.
This palatial, 18-bedroom Italian villa comes complete with a private chef that will prepare meals using local ingredients grown on the villa’s nearly 100 acres of land, which includes fields, woodland, hundreds of fruit and olive trees, a vineyard, and rose, herb and vegetable gardens. Summer guests will enjoy the private pool, while winter guests can cozy up by one of the villa’s five fireplaces. The villa’s gym and meditation room, (with optional personal trainer), will keep you relaxed during the entirety of your stay. 18 Bedrooms, 15 Bathrooms, Sleeps 30. From $1,692/night.
While still a traditional Myconian house, this villa offers a magnificent view of Delos, Rinia and Syros islands, giving travelers a stunning once-in-a-lifetime sunset experience. Situated on the ideal vantage point, travelers can soak in the natural beauty poolside with unparalleled 360-degree views of the island. 4 Bedrooms, 6 Bathrooms, Sleeps 8. From $823/night.
Head to the mountains for this luxe Zermatt penthouse, designed by internationally acclaimed architect Heinz Julen, and enjoy the view from the top. Features include a private glass-fronted sauna, exercise room, freestanding Jacuzzi bath, private elevator and easy access to the ski lift. 4 Bedrooms, 4 Bathrooms, Sleeps 8. From $680/night.
This 8 bedroom, beachfront home offers 11,000-square feet of living space, making it perfect for a group getaway and includes a private gym, media room, billiards table, garden courtyard with koi pond, outdoor dining area with barbeque, gourmet kitchen, and stunning backyard pool with ocean and mountain views. 8 Bedrooms, 10 Bathrooms, Sleeps 16. From $11,000/night.
This stunning Kenyan treehouse consists of three towers linked by bridges, stairways and ramps, which were built above the trees to preserve the views and the environment. There are no windows in the building, only window frames, so guests can enjoy truly unobstructed views of the lush forest and nearby Indian Ocean coastline. 3 Bedrooms, 4 Bathrooms, Sleeps 6. From $395/night.