Puerto Rico Villas & Luxury Vacation Rentals

Caribbean  ·  Puerto Rico

6 Villas found
Casa Hines
from $ 2750 / nt
22 11 11
Casa Herdz
from $ 1650 / nt
14 7 7
Castle Garden
from $ 935 / nt
18 7 7
Playa Martineau
from $ 1155 / nt
8 4 4
Villa Playa Maria
from $ 1072 / nt
14 4 6
Casa de Crystal
from $ 550 / nt
4 2 3

Puerto Rico 

Puerto Rico is a dream Caribbean destination, consistently attraction affluent travelers from across the globe who seeking a traditional paradise holiday. With palm-fringed and golden sand beaches melting into sapphire sea waters, avid surfers, sun-worshippers, and beach combers flock to private vacation rentals and seaside luxury villas to launch the quintessential Puerto Rico experience. Whether traveling on your honeymoon or anniversary and looking for a romantic beachfront villa rental, planning a Puerto Rico destination wedding, or hosting a group retreat at private vacation homes outfitted with infinity pools and entertaining terraces, this island offers a wide breath of accommodations for well-off travelers in pursuit of a luxury vacation experience.

The first order of business for many luxury travelers is choosing the perfect Puerto Rico beach to base a traditional retreat in this magical Caribbean vacation destination. The island of Vieques is renowned for its upscale hotels and resorts, luxury villa rentals, and posh restaurants. It is also famous for the display of bioluminescent light in Mosquito Bay, renowned for daytime activities filled with scuba diving and ocean adventure. Meanwhile, the isle of Culebra Island allures affluent travers seeking refuge in a small-island and unhurried atmosphere. Luxury travelers spending their holiday in Culebra Island’ private vacation rentals are privy to numerous daytime activities focused on ecological preservation and environmental exploration. Well-off travelers booking upscale villas in Puerto Rico’s capital city of San Juan will find the beaches of Luquillo and Isla Verde nearby -  easy trips for sun-drenched seaside living. After a morning spent exploring scuba diving sites, snorkeling with underwater marine life around majestic coral reefs, or sun bathing on golden sand beaches, head to El Yunque National Park to round out a day of nature-based daytime activities. It is little surprise that Puerto Rico remains a famed Caribbean vacation destination for launching a traditional tropical holiday.

But don’t be fooled – this Caribbean vacation destination offers more than just its golden sand beaches and oceanfront private vacation homes to affluent travelers. The mostly mountainous main island features expansive forests and monumental peaks, posing a formidable challenge for active travelers pursing worthwhile inland adventures. At around 11,000 hectares (27182 acres), El Yunque National Park in the Luquillo Mountains features easy paths for more casual trekkers, and towering peaks for experienced climbers seeking exhilarating daytime activities. The northwestern region of Puerto Rico features Rio Camuy Cave Park. This famed Puerto Rico landmark boasts over two hundred enchanting caves, some of which are open to visitors.

Besides the silky beaches and majestic inland mountains, the island’s cities rank high on the list of daytime activities for affluent travelers seeking a traditional Puerto Rico luxury vacation experience. Steeped in colonial history, the word-famous San Juan features bastions and fortifications that have earned a spot as a UNESCO World Heritage Site. Spend a day discovering the vibrant scenes that color San Juan’s streets, where historic relics meet modern flair in an energized and animated urban atmosphere. After daytime activities that reveals the breadth island history or perusing the eclectic San Juan street art, affluent travelers can enjoy extravagant meals in upscale restaurants and the quintessential San Juan nightlife in colorful bars and clubs. Guests staying in San Juan’s exotic vacation rentals enjoy the traditional luxury vacation experience, with close proximity to Isla Verde’s ritzy resorts and the upscale offerings of Condado beach. Meanwhile, the southern coastal plain region is home to Ponce City, where luxury travelers can launch further exploration of recently renovated historical attractions and enchanting island museums. Affluent travelers who book Ponce City’s luxury villa rentals or beautiful and private vacation homes can launch easy trips to the brilliant Bahía de Fosforescente – whose bioluminescent beauty makes it one of Puerto Rico’s most magical scuba diving sites.

Puerto Rico differentiates itself from other Caribbean vacation destinations through its distinctive Spanish Caribbean culture, accented by an American twist. This unique cultural blend remains evident through vibrant city streets, upscale culinary establishments and local eateries, as well as the architectural designs that extend to its luxury villa rentals. Whether visiting the snorkeling or scuba diving sites found across Culebra Island and Vieques, unearthing island history in Ponce City, exploring El Yunque National Park or staying up until dawn in San Juan bars and nightlife scenes, Villaway offers villas across the island to suit any affluent traveler’s vacation agenda. Choose from Villaway’s luxury villa rentals, prepared for you to experience an unforgettable holiday in this famed Caribbean vacation destination. Start planning your Puerto Rico luxury vacation today.