Escape to the Lucky Penny, a completely remodeled island paradise getaway in Ocean Park neighborhood. This three-level home is just 50 steps from the beach and provides rooftop views. Enjoy a private heated pool, outdoor dining area, BBQ and spacious rooms with en suite bathrooms.
Reviews
1010 out of 10
Exceptional
Entire home
5 bedrooms6 bathroomsSleeps 14465 sq m
Popular amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free Wi-Fi
Add dates for prices
About this property
Welcome to the Lucky Penny!
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.
Property amenities
Beach
Beach nearby
Beach loungers
Beach towels
Pool/Spa
Heated pool
Outdoor pool
Private pool
Internet
Available in the house: Free WiFi
Parking and transport
Parking on site
Kitchen
Blender
Coffee grinder
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Hob
Ice maker
Kitchen island
Microwave
Oven
Paper towels
Refrigerator
Spices
Toaster
Dining
Dining table
Bedrooms
5 bedrooms
Bedsheets provided
Memory foam mattress
Bathroom
6 private bathrooms
Bathtub
Hair dryer
Shampoo
Shower
Soap
Toilet paper
Towels provided
Living spaces
Dining table
Living room
Separate dining area
Separate sitting area
Entertainment
Books
Games
Netflix
Smart TV with cable/satellite channels
Streaming services
Outdoor areas
Balcony
Barbecue grill
Fenced yard
Garden
Outdoor furniture
Rooftop terrace
Laundry
Laundry facilities
Washing machine
Climate control
Air conditioning
Pets
Pet friendly
Welcoming dogs only
Up to 9 kg per pet
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Things to do
Billiards/pool table
Heated pool
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets are allowed
Welcoming dogs only
1 total (up to 9 kg per pet)
Restrictions apply; for more information contact the property on the number on the booking confirmation
Note from host: Well behaved under 35 lbs with $150 pet fee please
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number 193203
About the area
Located near the beach, this holiday home is in Santurce, a neighbourhood in San Juan. While the natural beauty of Condado Beach and Carolina Beach can be enjoyed by anyone, those looking for an activity can explore Port of San Juan.
Looking to enjoy an event or a game while in town? See what's happening at Jose Miguel Agrelot Coliseum or Sixto Escobar Stadium. Visit our San Juan travel guide
Yes, this property has an outdoor pool. Pool types include heated pools.
Is Welcome to the Lucky Penny! pet-friendly?
Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet. Some restrictions may apply, so please contact the property for more details.
How much is parking at Welcome to the Lucky Penny!?
On-site parking is available at the property.
What time is check-in at Welcome to the Lucky Penny!?
Check-in begins at 4:00 PM.
What time is check-out at Welcome to the Lucky Penny!?
Checkout is at 10:00 AM.
Where is Welcome to the Lucky Penny! located?
Located in Santurce, this holiday home is within 1 mile (2 km) of Barbosa Park, Carolina Beach and Isla Verde Beach. Casino del Mar at La Concha Resort and Condado Beach are also within 3 miles (5 km).
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Welcome to the Lucky Penny! Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Liked: Cleanliness, property conditions & facilities, communication
It was a beautiful property with lots of room for everyone to have their own room and not feel cramped. The pool was also great to have for the afternoon and evenings. Highly recommend the place!
The Lucky Penny was a great place to stay for our group. The house was secure and a comfortable space to relax in. Peter and Mariana are amazing hosts. The house has a very convenient door leading to outside of the gate that makes getting an uber easy. We would definitely stay here again.
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.
Great location and wonderful house. Definitely watch out for some random steps, but over all our party of 12 slept comfortably and had an absolute blast
Amazing! Huge house with privacy AND common areas. One house over from beach in gated community. Maintenance on house was near perfect. Peter and his wife answered so many of our questions and helped us out.
Peter and Mariana are fenomenal. The house is exceptional and has everything you can ask for and more. He even had concierge service, which we used and was great addition. We had several options that were walking distance and short drive from old San Juan. We will be,back!
The place was very clean and well located near the beach. It was within 10 minutes of all things that we wanted to do in Puerto Rico. The owner was very accommodating and quick to respond to answer any questions we had. Each bedroom was beautiful. Even though there were six of us in the house, the noise levels always remained low. Will be back!!!
Our entire group loved our stay in this beautiful home. It had everything you could need. Great dishes and pots and pans It was roomy enough for our group of 12 with plenty of room to spare. The beach was fun for the kids and boogie boards at the house came in handy for our kids (big and small). We loved the pool and hot tub. It was the perfect size for staying cool while visiting. It was crazy how cold the home got with the mini splits and how quickly it would cool off. he only downside was that our trip was too short. We would happily stay here again.
The Lucky Penny is a great home for a large group. The home is spacious and has a lot to offer (boogie boards, beach chairs, kitchen basics etc). Peter was extremely communicative which proved helpful when the city unexpectedly cut the water to the neighborhood. Peter and his property manager were quick to rectify the situation which was much appreciated! One note about the property is that some of the outdoor furniture has seen better days as some had mold on the cushions. Overall we would recommend the property!
I planned a girls trip with 12 women! We had plenty of space…This property was amazing! Clean and luxurious!! The house is exactly what was advertised! The owner communicated with me the entire time!! We knew exactly what to expect! I would recommend using the local concierge service….. very reasonably priced and super accommodating! The concierge arranged for transportation to and from our private boat charter…which was a fantastic experience… I highly recommend!!
Family vacation with 11 ages 6-72. Wonderful stay, spacious, comfortable, many areas to relax either together or apart as needed. Toaster oven, microwave, coffee pot, dishwasher, washer/dryer live savers! Perfect 1st floor set up with 5 cousins ages 6-14 staying in bunk bed room with close bathroom/shower. Pool floaties and changing colored pool lights a highlight for evening swim. boogie boards, coolers, starter bag of ice and drinks wonderful for beach days. Host and hostess extremely responsive and quickly helped with any questions/concerns. Memories made!!
This is the 2nd time we have stayed at the Lucky Penny, and it has been perfect each time.
For this trip it was my wife and two 20 something sons with their girlfriends. The house is great to be able to hang out, enjoy the pool, the roof top deck and also big enough to escape if wanted.
Peter was again very attentive and answered any questions before and during the trip within minutes of me asking.
The house was spotless when we arrived, and they were accommodating for a couple small special requests.
I'm looking for another reason to come back and enjoy the house again soon.
Alex
The house is better than advertised. Plenty of room for our group of 7 people. I believe you can host up to 12 people and not feel cramped. Location is great. The beach is maybe 100 feet, its that close. The house is in a gated community so the exterior gate allows you access without having to deal with the security gate. There is an exterior gate to an outside street which is outside the gated community. That exterior gate was very helpful to catch an Uber ride.
Peter, the owner was very courteous and gives you lots of privacy.
I highly recommend The Lucky Penny for your next vacation to Puerto Rico. You will not be disappointed!!
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.
Loved staying at the Lucky Penny! There was plenty of room for our group of 12 friends and the house was very clean. Close to the beach and a short distance to great restaurants and bars!
Our time at Greenside Getaway was perfect!Our three granddaughters had so much fun!The whole experience from beginning to end was so easy!! The girls are already wanting to know when we’re going back.
Wonderful property. Peter was a great host and quickly rectified a small issue with one of the AC units. Super easy to message and check in. House was top notch and great location. 100% would stay here again
This place is amazing, spacious, clean, and just a fun place to be. it is HUGE, and the location is very ideal. The kitchen is next level as well. Peter was really helpful and communicative.
There were 5 couples and there was plenty of room for all of us. The kitchen is amazing and the rooftop views spectacular.
Peter, the owner, couldn’t have been nicer or more prompt in his responses to all of our questions and requests. Should we return to San Juan we would definitely choose this home again.