Top 13 Luxury Vacation Rentals in Puerto Rico

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From its pristine white sand, towering mountains, and beautiful sunsets to its vibrant culture and delicious restaurants, Puerto Rico has something to offer even the most discerning of travelers. Not only are the vacation rentals world-class here, but this Caribbean paradise is rich in activities and attractions. There’s plenty to keep you entertained, like an adventure island hopping by day on your own luxury chartered boat or a night spent enjoying local dishes at one of the island’s top restaurants. Not sure where to check in during your next trip to Puerto Rico? Read on for all of the best luxury vacation rentals here!

Dorado Beach, A Ritz-Carlton Reserve Large Home
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Dorado Beach A Ritz-Carlton Reserve Large Home

Dorado Beach, A Ritz-Carlton Reserve Large Home

You could check into the Ritz-Carlton resort while you’re on vacation in Puerto Rico. Or you could take it one step further and rent a private vacation rental on the resort’s grounds. Enter: this magical home with room for a whole 14 guests. Perfect if you’re traveling as part of a larger group or just prefer a little extra room, this dazzling Vrbo is a private tropical paradise that offers so much within the home and even more just a golf cart ride away. Enjoy your days at the beach and retire home to enjoy the expansive backyard, watch a movie in a Dolby Atmos movie theater, or enjoy the spa-like master bath.

Beachfront Martineau Belle Playa
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Beachfront Martineau Belle Playa

Beachfront Martineau Belle Playa

Martineau Belle Playa looks like it should be the location for a TV show like Love Island or similar, with its oversized, sophisticated shape and manicured lawn. This prestigious spot has room for eight bedrooms with endless space to make yourself feel at home during your stay. This spectacular oceanfront luxury villa is located inside the W Hotel: the most exclusive development in Vieques. With two floors, three-bedroom suites, a fully equipped kitchen, spacious indoor and outdoor spaces, and a private pool just steps from the beach, you can understand exactly why this villa is so popular with guests.

Private Beach Front Home with Beautiful Pool
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Private Beach Front Home With Beautiful Pool

Private Beach Front Home with Beautiful Pool

The incredible architecture of this unique villa will have you daydreaming about your upcoming stay before you’ve even arrived. A prestigious spot in every way possible, this six-bedroom house comes with all of the perks that you’d expect from such luxury. Here, the features literally never end. Wander through the mansion’s floors to discover six king beds, five full bathrooms, two kitchens, two living rooms, ample outdoor entertaining spaces including multiple dining areas, and more. Outside, make use of the lounging areas, hammock, large wooden daybeds, chaise tanning lounges, outdoor shower grill area, and more.

Casa Roark: One-of-a-Kind Oceanfront Chalet
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“CASA ROARK”: a one-of-a-kind oceanfront chalet

Casa Roark: One-of-a-Kind Oceanfront Chalet

“Chalet” and “beachfront” might not necessarily be two words you’d traditionally hear together. But this unique Airbnb marries both ideas together perfectly, offering an ocean-front getaway that you’ll remember long after you’ve checked out. This wonderful spot truly is one of a kind, with its beautiful views, and is only steps to the ocean. Wander through its spacious rooms to find two bedrooms with space for up to nine guests as well as a large TV, cooking facilities, and direct beach access. It was also designed by a top architect if you’re into all of the little details like that.

Luxe Villa with Pool & Ocean View
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Luxe Villa with Pool & Ocean View

Luxe Villa with Pool & Ocean View

This standalone villa has no neighbors near whatsoever, which means nothing but pure silence throughout the day. Except for the inevitable noise of you and your traveling companions splashing around in the pool or choosing a playlist to accompany your tanning sessions. A spacious and seriously luxe villa with all of the perks, this magical spot offers an exclusive location with breathtaking views of the Atlantic Ocean. While it seems remote, it’s actually within easy reach of plenty of tourist attractions. You’re only a five-minute drive from Mar Chiquita beach and other beautiful beaches when staying here.

Ultimate Beach Getaway: Luxury Villa in Ritz-Carlton Gated Community
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Ultimate Beach Getaway: Luxury Villa in Ritz-Carlton Gated Community

Ultimate Beach Getaway: Luxury Villa in Ritz-Carlton Gated Community

This three-bedroom home may be one of the smaller luxury vacation rentals on the list, but what it lacks in (relative) size, it more than makes up for in substance. This modern and spacious entire guest house features three bedrooms and three full bathrooms, as well as a chic living room and a fully equipped kitchen. Those looking to stay active can enjoy the Peloton Bike and Olympic size pool and hot tub or relax and watch TV on one of the four TVs. The property is just a short golf cart ride away from a beautiful white sandy beach.

Rainforest Mansion with Pool, Ocean & Mountain Views
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Rainforest Mansion with Pool, Ocean & Mountain Views

Rainforest Mansion with Pool, Ocean & Mountain Views

This serene rainforest retreat sits at the foothills of El Yunque, surrounded by beautiful views in every direction. With a mix of contemporary and vintage pieces, this is a mansion that you’ll enjoy both inside and out, no matter how long you’re staying for. A fully equipped kitchen and BBQ grill ensure delightful dinners while its oversized, sun-flooded living room features breathtaking views, a Roku TV, and plenty of comfortable seating. Head outside for a dip in the midcentury design pool or lie back on the covered terrace with hammocks that overlook the ocean.

Romantic Beachfront Getaway Penthouse with Hot Tub
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Romantic Beachfront Getaway Penthouse with Hot Tub

Romantic Beachfront Getaway Penthouse with Hot Tub

The hot tub is surely the first thing you’ll notice when you check into this luxury Puerto Rico rental. The second is probably the white, airy nature of the place or the sound of the crashing waves in the background. This romantic spot is perfect for a couple looking to go all out with a luxe vacation, but with its three bedrooms and space for six guests, it’s just as appropriate for a family getaway. Here, you’ll find a fully equipped kitchen, a fully equipped ocean-view private terrace, and everything else you’d expect from a penthouse.

Beachfront 3-Bedroom Penthouse With incredible Views
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Beachfront 3 Bedroom Penthouse With incredible views

Beachfront 3-Bedroom Penthouse With incredible Views

Penthouse? Check. Stunning views of the ocean down below? Check. Vacation vibes from start to finish? Check! This wonderful luxury Airbnb brings together everything you’ve been dreaming of ahead of your trip to Puerto Rico. Located in front of Ostiones Beach in Cabo Rojo and minutes away from Buye Beach, Boqueron, and the famous El Farro lighthouse, this spot is perfect for families or couples who want to experience the beautiful beaches, nature, and serenity that Cabo Rojo has to offer. The balcony and private rooftop terrace both offer ocean views, promising an unbeatable backdrop for your morning coffee.

Bella Dunes - Luxury Oceanfront Home, Steps from Jobos Beach
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Bella Dunes - Luxury Oceanfront Home, Steps from Jobos Beach

Bella Dunes - Luxury Oceanfront Home, Steps from Jobos Beach

Bella Dunes just looks like the ultimate vacation villa and that’s before you’ve even stepped inside. Decked out in authentic Spanish charm with its welcoming orange walls and sophisticated decor, this is a villa that will have you feeling like you’ve just checked in to an old family friend’s private getaway. Situated on over two acres of private oceanfront property, this four-bedroom house offers plenty of room to kick back and relax. When you’re not tanning outside, its rooftop patio provides breathtaking ocean views, while the private pool offers relief from the afternoon sun.

Serene Villa with Pool - 8 Minutes from Beaches & Rainforest
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Serene Villa with Pool - eight min from Beaches & Rainforest

Serene Villa with Pool - 8 Minutes from Beaches & Rainforest

Spread out. Enjoy the view from the kitchen. Step onto the balcony to watch the poolside fun. Sip a drink at the bar by the pool table. Dance the night away in the courtyard. Relax. Enjoy. Drift to sleep to the sounds of the coqui frogs and nature. Repeat. This 4400 square foot villa doesn’t come with an official routine but that’s exactly what you’ll find yourself doing when you check in here. A private resort-like experience near the rainforest, this place, with its seven bedrooms, offers a vacation unlike any other.

Boutique Gated Beachfront Home With Private Pool
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Boutique Gated Beachfront Home With Private Pool

Boutique Gated Beachfront Home With Private Pool

This incredible home offers the best of both worlds: a gated community for extra protection but a private setting where you and your family will remain undisturbed during your stay. With a private pool inside the gate and the wide open ocean just outside, you won’t know whether to spend your days surrounded by freshwater or ocean water. Its cabana dining area is perfect for hours of daytime entertainment and evening dining al fresco with the sound of lapping waves a few feet away. This home is located in an authentic Puerto Rican neighborhood and is off the beaten path, too.

Bahia Beach St. Regis Villa-Escape to Peacefulness
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Bahia Beach St. Regis Villa-Escape to Peacefulness

Bahia Beach St. Regis Villa-Escape to Peacefulness

Surrounded by the majestic “El Yunque” rainforest and nestled into the sand of the Caribbean’s most beautiful beaches, stunning Villa Palacio offers just as much a ‘palace’-like atmosphere as its name suggests. This seriously special villa is a fusion of hotel living and villa lifestyle, thanks to its prestigious location inside the five-star St. Regis Bahia Beach Resort. As well as being an impressive villa with room for eight guests, it also comes with access to all of the resort’s amenities, including the beach, pools, restaurants, golf course, water park, tennis courts, and a gym.

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