Luxury Vacation Rentals with a Private Pool in Puerto Rico

Luxury Vacation Rentals with a Private Pool in Puerto Rico

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 3 private pool vacation rentals – enter your dates for availability.

Top-rated private pool vacation rentals in Puerto Rico

Apartment in Carolina property photo 1

Apartment in Carolina

1 bedroom•1 bath
612 US dollars for 3 nights•
New

~$50 less than other sites

Apartment in Carolina property photo 1

Apartment in Carolina

1 bedroom•1 bath
531 US dollars for 3 nights•
New

~$40 less than other sites

Home in Vieques property photo 1
Luxury

Home in Vieques

3 bedrooms•3.5 baths
5,274 US dollars for 4 nights•

~$465 less than other sites

Welcome to private poolside luxury in Puerto Rico

Welcome to private poolside luxury in Puerto Rico

Make time slow down at Wander’s luxury private pool vacation rentals in Puerto Rico. Our collection centers around San Juan, featuring contemporary homes with private pools and inviting outdoor spaces for a serene tropical retreat.
Every stay feels like a five-star hotel with the privacy of a residence. Expect pristine housekeeping, crisp linens, ultra fast WiFi, smart home touches, and 24/7 concierge support. Linger by the water, take a swim between meetings, or settle into a dedicated workspace. When you book a Wander, you get reliability, beauty, and space to unwind exactly how you like.

Available soon in Puerto Rico

Apartment in Carolina property photo 1

Apartment in Carolina

1 bedroom•1 bath
612 US dollars for 3 nights•
New

~$50 less than other sites

Apartment in Carolina property photo 1

Apartment in Carolina

1 bedroom•1 bath
531 US dollars for 3 nights•
New

~$40 less than other sites

Featured private pool vacation rentals in Puerto Rico

Home in Vieques property photo 1
Luxury

Home in Vieques

3 bedrooms•3.5 baths
5,274 US dollars for 4 nights•

~$465 less than other sites

Highlights in Puerto Rico

Discover a vibrant Caribbean paradise of historic fortresses, lush tropical rainforests, bioluminescent bays, and pristine sun-drenched beaches.
Old San Juan
El Yunque National Forest
Mosquito Bioluminescent Bay
Flamenco Beach
Rio Camuy Cave Park
Cabo Rojo Lighthouse

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Puerto Rico

Apartment in Carolina property photo 1

Apartment in Carolina

1 bedroom•1 bath
612 US dollars for 3 nights•
New

~$50 less than other sites

Apartment in Carolina property photo 1

Apartment in Carolina

1 bedroom•1 bath
531 US dollars for 3 nights•
New

~$40 less than other sites

Home in Vieques property photo 1
Luxury

Home in Vieques

3 bedrooms•3.5 baths
5,274 US dollars for 4 nights•

~$465 less than other sites

View all homes

Most popular amenities for private pool vacation rentals in Puerto Rico

Outdoor pool (3)
Ocean view (1)
Beachfront (1)
Waterfront (1)
Outdoor shower (1)
Beach essentials (1)
Gazebo (1)
Garden (2)
Patio (1)
Bbq area (1)
Balcony (1)
Kitchen (3)
Outdoor dining area (1)
Microwave (3)
Tv (3)
Coffee maker (3)

More popular private pool destinations in Puerto Rico

Private pool vacation rentals in San Juan

Other popular amenities & vacation types in Puerto Rico

Hot tub vacation rentals in Puerto Rico
Discover more beyond the pool in Puerto Rico

Discover more beyond the pool in Puerto Rico

Puerto Rico blends Caribbean warmth with easy access and a lively cultural pulse. Sunlit beaches, storied citadels, and emerald peaks share the same horizon, so the island always feels fresh and full of possibility.
Base yourself in San Juan for colorful streets, oceanfront paths, and a buzzing calendar of cultural events, or venture farther to quiet coves and scenic drives. With bilingual ease, modern connectivity, and year-round tropical weather, the island makes every itinerary effortless.
For travelers seeking style, energy, and convenience in one unforgettable destination, Puerto Rico delivers. That is why Wander’s luxury private pool vacation rentals in Puerto Rico are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Puerto Rico

Why should I book a Wander in Puerto Rico over other private pool vacation rentals?

Wander offers a level of consistency and quality you won’t find with most private pool vacation rentals.
Every home in Puerto Rico delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular private pool vacation rentals in Puerto Rico?

Some of our most popular private pool vacation rentals in Puerto Rico include Beachfront Apartment in Marbella del Caribe, Beachfront 1BR Apt in Marbella del Caribe Isla Verde, and Wander Puerto Rico Villa. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different private pool vacation rentals does Wander have available in Puerto Rico?

Wander offers 3 private pool vacation rentals in Puerto Rico, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s private pool vacation rentals in Puerto Rico?

You can check-in to Wander private pool vacation rentals in Puerto Rico after 4.00pm and check-out before 10.00am.

Do Wander’s private pool vacation rentals in Puerto Rico have WiFi access?

Yes. Every Wander home in Puerto Rico has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.
For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.
For some homes, a 30-day deadline applies; this will be clearly shown before you book.