Luxury Vacation Rentals with a Private Pool in San Juan

Luxury Vacation Rentals with a Private Pool in San Juan

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 San Juan

Beautiful Retreat w. Pool and Perfect Location property photo 1

Beautiful Retreat w. Pool and Perfect Location

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

~$40 less than other sites

Beachfront Apartment in Marbella del Caribe property photo 1

Beachfront Apartment in Marbella del Caribe

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

~$50 less than other sites

Beachfront Apt in Marbella del Caribe Isla Verde property photo 1

Beachfront Apt in Marbella del Caribe Isla Verde

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

~$40 less than other sites

Welcome to private poolside luxury in San Juan

Welcome to private poolside luxury in San Juan

Discover our collection of luxury private-pool vacation rentals in San Juan, Puerto Rico, where tropical privacy meets five star polish. Each Wander home pairs a private pool with sunlit terraces and generous outdoor space, creating your own island sanctuary for unwinding or gathering.
Inside, expect chef-ready kitchens, fine linens, spa-like bathrooms, and smart home touches, all professionally maintained to look exactly like the photos. Ultra fast WiFi and dedicated workstations make it effortless to blend productivity with play. With pristine cleaning, seamless check-in, and 24/7 concierge support, every detail is handled so you can simply arrive and enjoy.

Available soon in San Juan

Beautiful Retreat w. Pool and Perfect Location property photo 1

Beautiful Retreat w. Pool and Perfect Location

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

~$40 less than other sites

Beachfront Apartment in Marbella del Caribe property photo 1

Beachfront Apartment in Marbella del Caribe

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

~$50 less than other sites

Beachfront Apt in Marbella del Caribe Isla Verde property photo 1

Beachfront Apt in Marbella del Caribe Isla Verde

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

~$40 less than other sites

All homes in San Juan

Beautiful Retreat w. Pool and Perfect Location property photo 1

Beautiful Retreat w. Pool and Perfect Location

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

~$40 less than other sites

Beachfront Apartment in Marbella del Caribe property photo 1

Beachfront Apartment in Marbella del Caribe

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

~$50 less than other sites

Beachfront Apt in Marbella del Caribe Isla Verde property photo 1

Beachfront Apt in Marbella del Caribe Isla Verde

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

~$40 less than other sites

View all homes

Highlights in San Juan

Immerse yourself in historic forts, vibrant colonial streets, and beautiful tropical beaches in Puerto Rico's captivating capital.
Castillo San Felipe del Morro
Castillo San Cristóbal
Old San Juan
Condado Beach
Catedral de San Juan Bautista
Paseo de la Princesa

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.

Most popular amenities for private pool vacation rentals in San Juan

Outdoor pool (3)
Garden (2)
Kitchen (3)
Coffee maker (3)
Tv (3)
Microwave (2)
Wifi (3)
Dryer (1)
Air conditioning (3)
Washer (1)
Dedicated workspace (2)
Oven (1)
Free parking (2)
Heating (1)
Toys (1)
Smoke detector (3)
Discover more beyond the pool in San Juan

Discover more beyond the pool in San Juan

San Juan pairs 500 years of history with brilliant Caribbean blues. Wander cobblestone streets lined with pastel Spanish colonial facades, explore the seaside ramparts of El Morro and San Cristóbal, and watch waves roll along the Atlantic esplanades.
Beyond Old San Juan, golden beaches in Condado and Ocean Park invite long, lazy days, while trade winds keep the climate warm and welcoming year-round. The city moves to a lively rhythm, from open air plazas and contemporary galleries to late night salsa.
All of this is why Wander’s luxury private-pool vacation rentals in San Juan, Puerto Rico are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in San Juan

Why should I book a Wander in San Juan 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 San Juan 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 San Juan?

Some of our most popular private pool vacation rentals in San Juan include Beautiful Retreat w. Pool and Perfect Location, Beachfront Apartment in Marbella del Caribe, and Beachfront 1BR Apt in Marbella del Caribe Isla Verde. 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 San Juan?

Wander offers 3 private pool vacation rentals in San Juan, 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 San Juan?

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

Do Wander’s private pool vacation rentals in San Juan have WiFi access?

Yes. Every Wander home in San Juan 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.