Puerto Rico is a destination where the old-world Caribbean meets a new-age island paradise. This tiny tropical island has a rich history, booming culture, and world-class culinary scene, alongside exceptional jungle, beach, and mountain scenery.
The east of the island offers secluded beaches and tropical rainforests. Head to west Puerto Rico for a surf vibe and to enjoy some of the Caribbean’s best sunsets. The north of the island is home to some dramatic topographic scenes and the southern region is booming with culture, art, and historic Puerto Rican architecture. If you move inland to the Central Mountains, you’ll be overwhelmed with extraordinary jungle views and adventurous activities.
With so much to explore, it’s important to find the right vacation rental in Puerto Rico to make the most of your time there! There are loads to choose from, so we’ve put together this list of the very best ones.
Whether you’re after a luxury rental for two, planning an action-packed family vacation, or anything in between, we’ve got you covered.
Quick Answer: These are the Top 5 Vacation Rentals in Puerto Rico
Exquisite 2 Bed Hotel Condo
- > $$$
- > 5 Guests
- > Located in the St. Regis Bahia Beach Resort in Rio Grande.
- > Elegant two-bedroom condo with views of the resort gardens and golf course.
1 Bed Condo with Ocean Views
- > $
- > 2 Guests
- > Located in the capital city of San Juan on the central Condado beach.
- > Simple yet clean one bedroom condo decorated in beach themed blue and white tones
Private Modern Villa for 2
- > $$
- > 2 Guests
- > Located on a tranquil and rural hillside in Vieques Island, just off the eastern coast of Puerto Rico.
- > This spacious two-sleeper villa exudes beauty.
3 Bed Villa with Private Beach
- > $$$
- > 6 Guests
- > Overlooking the beach in Sabana, Vega Alta in North Puerto Rico.
- > This three-bedroom home has spectacular views of the ocean and access to a private beach perfect for snorkeling adventures.
Extravagant White Beach Villa for 10
- > $$$$
- > 10 Guests
- > Located on the beach, this private estate sits inside the St. Regis Bahia Beach Resort in Rio Grande
- > This ultra-luxurious home is complete with modern white furniture and 180-degree ocean views
Unlock Our GREATEST Travel Secrets!
Sign up for our newsletter and get the best travel tips delivered right to your inbox.
Looking for other types of accommodation? Check out our guide to Where to Stay in Puerto Rico.
Types of Accommodation in Puerto Rico
Villas
Like many beach and island locations, villas are a common type of accommodation in Puerto Rico. Located along the beautiful stretches of coastline the island has to offer and equipped with modern amenities, these are convenient and luxurious self-catering vacation rentals in Puerto Rico.
Villas are most appreciated for their convenient location and their abundance of space and privacy not offered by resorts and hotels. They’re usually more luxurious and therefore more expensive than residential rentals and are often the accommodation of choice for large families or groups travelling together, as well as long-stay visitors with high budgets looking for luxury vacation rentals in Puerto Rico.
Resort Condos
Resort condos are a reliable option for those who want the convenience of resort amenities and the privacy of their own space. Puerto Rico’s most popular beach stretches are dotted with luxury hotels and resorts, many of which rent out private condos and studios.
The main benefit of this type of accommodation is included access to resort facilities – from swimming pools to barbeque facilities to golf courses to in-house bars and restaurants and even babysitting services. Along with the included amenities, resorts usually sit in prime locations in and amongst the hustle and bustle of popular beach districts. Resort condos are often rented out by families, couples, and weekend visitors who appreciate the convenience of room service, concierge, and a lock-up-and-go condo.
Beach Houses
Beach houses are a good and affordable alternative to villas for those on a slightly lower budget. The main difference between the two is that villas are typically designed to be rented out to holidaymakers, while Puerto Rico beach houses are often more local homes.
These homes range in size and include everything you might need from a self-catering beach vacation rental in Puerto Rico. An added benefit? Local homeowners are often more than happy to give you insider tips, so you can really get to know the area.
Top 20 Vacation Rentals in Puerto Rico
Best Overall Vacation Rental in Puerto Rico | Exquisite 2 Bed Hotel Condo
- $$$
- 5 Guests
- Elegant decor and garden views
- Located in the St. Regis Bahia Beach Resort in Rio Grande
This two-bedroom condo is tucked away in a large private nature reserve that overlooks lush green resort gardens. The spacious open-plan home includes a large kitchen equipped with everything you might need from a self-catering vacation rental in Puerto Rico.
It’s been recently remodelled with modern lighting fixtures and classic furniture, creating a relaxing and bright atmosphere to return to after a day’s exploring.
Best Budget Vacation Rental in Puerto Rico | 1 Bed Condo with Ocean Views
- $
- 2 Guests
- Beach-themed one bedroom condo
- Located on the central Condado beach
This basic self-catering vacation rental in Puerto Rico is the perfect spot for those travelling Central America on a budget. It’s centrally located within walking distance to the beach and local bars, cafes, and nightlife. With ocean views that you can enjoy from your private balcony, this apartment is the perfect way to enjoy Puerto Rico without breaking the bank.
Budget Tip: Dorms in Puerto Rico start from $10USD per bed. They’re the cheapest accommodation in the city. Search for hostels in the area!
Most Beautiful Vacation Rental in Puerto Rico | 3 Bed Condo in Classy Resort
- $$$
- 6 Guests
- Access to resort amenities
- Located on the Plantation Resort golf course
Exquisite simplicity – this three-bedroom condo oozes beauty from every corner. The rental has been newly remodelled using clean white finishes, marble countertops, and top-of-the-range kitchen appliances. The spacious condo offers guests the peace and quiet of a luxury vacation rental in Puerto Rico as well as the lively buzz of a top resort hotel.
We’ve tested countless backpacks over the years, but there’s one that has always been the best and remains the best buy for adventurers: the broke backpacker-approved Osprey Aether and Ariel series.
Want more deetz on why these packs are so damn perfect? Then read our comprehensive review for the inside scoop!
View on Osprey View on REIMost Luxurious Vacation Rental in Puerto Rico | Extravagant White Beach Villa for 10
- $$$$
- 10 Guests
- Ultra-luxurious home with 180-degree ocean views
- Private estate on the beach
Extravagance at its best. This villa boasts tall ceilings and white interior finishes, creating a spacious and bright environment. Floor-to-ceiling glass sliding doors invite breathtaking views of the ocean inside. Ideal for families who don’t mind splashing out, this luxury vacation rental in Puerto Rico offers a huge manicured lawn, direct beach access, and a shaded outdoor dining area. With this villa and a guide for families vacationing in Puerto Rico, you cannot go wrong!
Best Vacation Rental in Puerto Rico for Families | 3 Bed Villa with Private Beach
- $$$
- 6 Guests
- Infinity pool and private beach
- Blocks from the trendy Cerro Gordo area
This luxurious beach vacation rental in Puerto Rico will blow you away. Enjoy peace and tranquillity with your family in this recently renovated home, which boasts clean concrete, marble, and glass finishes. With stunning indoor and outdoor living areas and spacious and bright bedrooms, you’ll be able to enjoy family time together while having enough space to spread out. Guests can also enjoy some of the best sea views on the island!
Best Vacation Rental in Puerto Rico for a Weekend | 1 Bed Condo in Golf Resort
- $
- 3 Guests
- Self-catering condo
- Close to Palmas Del Mar’s beaches
Nestled between some of the island’s top east coast beaches and only 20 miles from the nearest airport, this is one of the best vacation rentals if you’re staying in Puerto Rico for a weekend. It offers simple furnishings and basic self-catering amenities, as well as a great location. Don’t fancy cooking at home? There are plenty of fantastic restaurants nearby that you can easily reach on foot.
Best Vacation Rental in Puerto Rico with a Pool | Suite in Residential Home with Private Pool
- $$
- 2 Guests
- Classy private home with hot tub
- Located in Rincon
Planning a romantic getaway with your other half? This stunning suite offers an atmosphere of tropical opulence and luxury. You’ll be treated with warm island-style furnishings, including woven carpets and basket details, fresh flower arrangements, and hanging chairs.
This vacation rental is in a remote area of Puerto Rico so a car is recommended – not that you’ll want to leave the accommodation! Kick back and enjoy the sounds of the ocean from the intimate pool on the deck, which doubles up as a Jacuzzi for colder days.
Super Accessible Vacation Rental in Puerto Rico | 1 Bed Condo in Holiday Resort
- $$
- 4 Guests
- Tropical style one-bedroom condo
- Located in the Rio Mar Resort in Rio Grande
This spacious self-catering condo provides comfortable accommodation near San Juan. It’s nestled amongst some of the region’s best beaches and the famous El Yunque National Forest, making it one of the best-located rentals on the island.
Enjoy warm tones, comfortable furnishings, and direct beach access from this homey condo.
Most Central Vacation Rental in Puerto Rico | Elegant yet Simple Oceanfront Studio for 2
- $
- 2 Guests
- Simple beach style furnishings
- Located on Condado Beach
This basic one-bedroom condo is one of the best vacation rentals in Puerto Rico for budget vacationers. Inclusive of great internet connection, air conditioning, off-street parking as well as a washing machine and dryer, this simple condo has everything you might need for a short visit to Puerto Rico.
Located on a popular beach just outside San Juan, you’ll be well-positioned to get out and explore the bustling city.
Best Vacation Rental for a Large Family in Puerto Rico | 5 Bed Modern Oceanfront Villa
- $$$
- 12 Guests
- Private villa with panoramic viewing decks
- Close to Isabel II town.
This luxury beach house is built into the cliff-face and has epic views of the sea. With exposed rocks and concrete slabs, it boasts a rustic modern feel whilst still oozing luxury. The five-bedroom home is filled with modern yet simple furnishings, making for a relaxing and peaceful ocean-side escape. Lie by the pool and soak up the views under the tall palm trees while your children enjoy the private beach below the house.
Best Vacation Rental in Puerto Rico for a Friends Getaway | 3 Bed Party House on the Beach
- $$
- 8 Guests
- Colourful, contemporary furnishings
- Located beachside in Barrrio Puntas, Rinco
Located in the trendy Rincon beach district, this beach house is ideal for a fun getaway with friends. It sits behind a popular beach within walking distance to a variety of restaurants and nightclubs. If you’re planning a party weekend with your mates, this is the best vacation rental in Puerto Rico to do it!
The home is fitted with simple yet practical furniture following a no-fuss style, offering a casual backpacker vibe while still being private and secure.
Most Unique Vacation Rental in Puerto Rico | Tiny Lake Cabin for 3 in the Woods
- $
- 3 Guests
- Simple but cosy interior
- In the inland lake district of Bayamon in Cidra
When we think of Puerto Rico, we immediately think beach and ocean. However, this tropical island has some exquisite lake and river scenes for those willing to explore inland. This tiny home is steps away from a private jetty jutting out into a crystal-clear lake.
The cabin is furnished simply and complimented with a basic self-catering kitchen, outdoor barbeque facilities, and a private Jacuzzi. With its unique character and relatively low price, this unique Puerto Rico vacation rental is sure to exceed expectations!
Best Vacation Rental in Puerto Rico for Honeymooners | Remote and Romantic Beach Bungalow for 2
- $$$
- 2 Guests
- Contemporary beach house style
- Located on the island of Flamenco
Honeymooners, check out this impeccably furnished beach bungalow with juxtaposed wooden and glass features and warm wooden tones. It sits on a private and secluded white-sand beach and is complete with an outdoor shower, a sand floored beach barbeque area, and a classy wooden deck fitted with a glass-rimmed swimming pool and comfortable loungers.
What really makes this vacation rental in Puerto Rico great for honeymooners is the unrivalled privacy. Relax on the sand, kick back in the bungalow, or head out for some snorkelling and scuba-diving in your backyard!
Best Vacation Rental in Puerto Rico for Nightlife | Quaint 2 Bed Beach Home
- $$$
- 5 Guests
- Traditional residential home turned beach rental!
- Located in trendy Luquillo close to La Pared Beach
This old house has been recently refurbished to a super high standard. The kitchen has everything you’ll need for meals (or pre’s) at home. It’s close to bars and nightclubs, making it one of the best holiday rentals in Puerto Rico for nightlife.
Best Vacation Rental in Puerto Rico with a View | Massive Hillside Villa with Ocean Views
- $$$$
- 14 Guests
- Chic, classy home with skylights
- Located on Las Croabas in Fajardo
This huge home boasts floor-to-ceiling windows and doors overlooking panoramic views over Fajardo. It’s got plenty of balconies from which you can take in the outstanding sea vistas. Clean contemporary design, cosy furniture and linen, and a large pool complete this luxury holiday rental in Puerto Rico.
Most Romantic Vacation Rental in Puerto Rico for Couples | Private Modern Villa for 2
- $$
- 2 Guests
- Private pool with 180-degree ocean views
- Located on a rural hillside in Vieques Island
Luxurious privacy – this one-bedroom home is the perfect rental in Puerto Rico for couples ready to splash. The intimacy of Vieques island combined with acres of tropical green gardens make this the ideal romantic escape. An outdoor pool and terrace, and exquisite Caribbean ocean views seal the deal.
The luxurious villa is filled with fascinating Caribbean and African art and textiles, giving the home a culturally rich and foreign feel.
Most Remote Vacation Rental in Puerto Rico | Isolated 4 Bed Jungle Villa
- $$$$
- 8 Guests
- Beautiful jungle style villa
- Located in the tropical southern Puerto Rican jungle in Cayey
By no means low-key, this over-the-top modern villa is located atop a hill in the remote Cayey jungle region. Complete with an excessive koi pond and river features and surrounded by tropical trees, this villa will make you feel like Caribbean royalty. The interior flaunts interesting wooden architecture complimented by African and Caribbean art pieces.
Best Resort Vacation Rental in Puerto Rico | 2 Bed Contemporary Resort Condo
- $$$$
- 4 Guests
- Two-bedroom luxury condo
- Surrounded by tropical lawns and forests in Rio Grande
This contemporary two-bedroom condo is fitted with luxurious furniture and accessories. Located within a 5-star resort, guests can enjoy a top location and quality facilities. Up to four guests can stay in this exquisite vacation rental in Puerto Rico, making it the ideal choice for friends or groups.
Best Beach Vacation Rental in Puerto Rico | 7 Bed Luxury Oceanside Villa
- $$$$
- 16 Guests
- Private cinema room and infinity pool
- Located in Aguadilla
This luxury vacation rental in Puerto Rico could fit right into a Hollywood movie. It boasts a 12-seater cinema room, an infinity jacuzzi overflowing into a swimming pool,and a chef’s kitchen. Ideal for hosting larger events, the villa includes an oceanfront party deck with a second fully equipped kitchen and a private path to the ocean. Each room is stunningly furnished and the interior has modern finishes.
Best Modern Vacation Rental in Puerto Rico | 3 Bed Private Modern Villa
- $$$
- 6 Guests
- Custom designed contemporary living
- Located in Rincon
This three-bedroom villa is Impeccably designed in a contemporary style and exudes modern luxury. The villa is custom-designed to embrace beautiful ocean views and makes for a stunning retreat. Sliding glass doors open out onto a manicured patio and pool area, meshing the modern style of the home with the rugged outdoors. Furnished only by the best designers, this is one of the most luxurious villas in the region.
Don’t Forget Your Puerto Rico Travel Insurance
ALWAYS sort out your backpacker insurance before your trip. There’s plenty to choose from in that department, but a good place to start is Safety Wing.
They offer month-to-month payments, no lock-in contracts, and require absolutely no itineraries: that’s the exact kind of insurance long-term travellers and digital nomads need.
SafetyWing is cheap, easy, and admin-free: just sign up lickety-split so you can get back to it!
Click the button below to learn more about SafetyWing’s setup or read our insider review for the full tasty scoop.
Final Thoughts
Puerto Rico is overflowing with beautiful coastlines, dense tropical jungles, exciting cities and beach towns, and inland lakes.
The diverse Caribbean island has thousands of holiday rentals to choose from – from studios to apartments to villas to houses. Whether your’e dreaming of a relaxing beach vacation or a more adventurous jungle experience, there’s bound to be a holiday rental in Puerto Rico that will exceed your expectations.
And for transparency’s sake, please know that some of the links in our content are affiliate links. That means that if you book your accommodation, buy your gear, or sort your insurance through our link, we earn a small commission (at no extra cost to you). That said, we only link to the gear we trust and never recommend services we don’t believe are up to scratch. Again, thank you!
