Welcome to the Lucky Penny!

Top rated by guests
The Lucky Penny
Chef's Kitchen
Private kitchen
Pool
Rooftop has double ten foot long couches.
review stars
9.8Outstanding
(86 Ratings)
"The house is beautiful, very comfortable and in a great location. We had fun with family and friends. Host was very responsive and helpful. "
Juan C.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(86 Ratings)

House in San Juan

14 guests · 5 bedrooms · 6 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

Welcome to The Lucky Penny – your island paradise escape.
This 5,000-square-foot, three-level home sits just 50 steps from the beach and offers breathtaking rooftop views. Thoughtfully designed and beautifully decorated, every detail has been carefully curated to ensure a comfortable, unforgettable stay.
As our personal family residence when not rented, the home reflects warmth, care, and a deep attention to detail. Ideally situated in Ocean Park, you're just minutes from all the attractions.

You’ll have the entire three-story home to yourself, featuring 5 spacious bedrooms and 6 bathrooms, a dining table that seats 12, and a fully equipped chef’s kitchen. Multiple seating areas and expansive decks on the 2nd, 3rd, and rooftop levels offer plenty of space to relax. Enjoy a private, year-round heated pool—a true luxury in Puerto Rico—plus an outdoor dining area and BBQ.

Comfortably accommodating 10 guests, the home can sleep up to 14 with additional bunk beds. Each large bedroom includes an en-suite bathroom, queen or king bed with memory foam mattresses, premium linens, and ample pillows. Bathrooms come with mirrors that feature built-in Bluetooth speakers. Every room has a 50" LED TV with Roku for Netflix, HBO, and live TV streaming. High-speed 2GB fiber optic WiFi covers the entire house.

Climate control is top-notch with inverter A/C units throughout, plus a full-home backup generator and water cistern for uninterrupted comfort and peace of mind.

The modern interior boasts Italian-imported porcelain tiles, triple-pane soundproof windows for coolness and quiet, and solid teak cabinetry handmade for the kitchen and bathrooms. High-end European fixtures add a touch of elegance. The massive kitchen island is perfect for gathering, and the second-floor lounge includes a pool table for entertainment. Furniture is from Pottery Barn, West Elm, or custom-made.

Ocean Park’s prime location sits between Isla Verde and Condado/Old San Juan, offering quick access (5-15 minutes) to top attractions and dining, while providing a safe, gated, and quiet residential neighborhood with 24-hour rotating security. Uber is plentiful and affordable if you prefer not to rent a car, though there’s a driveway with an automatic gate if you do.

For your convenience, the home includes beach essentials like chairs, umbrellas, towels, and coolers. Fully furnished and well-equipped, just let me know if you need anything else to make your stay perfect.

Please note, the pool is heated to a comfortable 86–88°F to ensure maximum enjoyment while maintaining balanced water chemistry. The entire pool is heated uniformly, so the smaller sitting area cannot be heated separately, though it does feature soothing bubbles for added relaxation.

Amenities at Welcome to the Lucky Penny!

Non-smoking
Pets allowed
Family friendly

Map of San Juan


Ratings and reviews

9.8 / 10
Outstanding(86 Ratings)
10 / 10Outstanding·Oct 2025
The house is beautiful, very comfortable and in a great location. We had fun with family and friends. Host was very responsive and helpful.
10 / 10Outstanding·Aug 2025
We had a wonderful time. The home was beautiful and very comfortable. The owners were wonderful and were there for us if we needed anything. Would definitely recommend this home.
10 / 10Outstanding·Jul 2025
Nice property. Very short walk to the (non-swimming) beach. Short drive to a beautiful swimming beach at Isla Verde. Well-equipped kitchen. Nice private pool. We really enjoyed the roof-top deck in the evenings. Host gave us some good recommendations for restaurants, private chef, and activities nearby.
10 / 10Outstanding·Jun 2025
Peter's home is a delight to behold. Our three generational family of 13 thoroughly enjoyed our stay. There are so many spaces to comfortably spend time in, both indoors, out by the pool or in the shade on the patio, on the rooftop seating spaces - it is all wonderfully arranged. We appreciated having the 6 full bathrooms. The two on the first floor were especially helpful for the bunk room occupant grandkids, ranging in age from 15-25 - there was a boy's restroom and a girl's. The other 5 bedrooms with en suite bathrooms were top knotch too. We all also enjoyed the very close proximity to the beach for sunset views, seaglass & shell hunting, and even a refreshing quick dip in the water. We've all agreed we'd love to return and stay here again!

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Welcome to the Lucky Penny!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Welcome to the Lucky Penny! pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Welcome to the Lucky Penny!?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.