Skip to main content
Entire home·Private host

Welcome to the Lucky Penny!

Holiday home with a rooftop terrace, near Isla Verde Beach

Photo gallery for Welcome to the Lucky Penny!

Exterior - Welcome to the Lucky Penny! (Ocean Park)
Fridge, microwave, oven, stovetop - Welcome to the Lucky Penny! (Ocean Park)
Property grounds - Welcome to the Lucky Penny! (Ocean Park)
5 bedrooms, memory-foam beds, iron/ironing board, travel cot - Welcome to the Lucky Penny! (Ocean Park)
Property grounds - Welcome to the Lucky Penny! (Ocean Park)
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

10 out of 10
Exceptional

Entire home

5 bedrooms6 bathroomsSleeps 14465 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pet-friendly
  • Kitchen

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 5,000 square feet

Similar properties

Beach
Pelegrina Beach Haus | 6BR | Chef | Powered G | SJ
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
Pelegrina Beach Haus | 6BR | Chef | Powered G | SJ

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 10:00 AM
Contactless check-out

Special check-in instructions

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

Property is also known as

Welcome Lucky Penny House Ocean Park
Welcome Lucky Penny House
Welcome Lucky Penny Ocean Park
Welcome Lucky Penny
Welcome To The Lucky Penny
Welcome to the Lucky Penny! San Juan
Welcome to the Lucky Penny! Private vacation home
Welcome to the Lucky Penny! Private vacation home San Juan

About the area

Map
Ocean Park, San Juan

What's nearby

  • Playa Ultimo Trolley - 1 min walk - 0.1 km
  • Barbosa Park - 4 min walk - 0.4 km
  • Calle Loiza - 12 min walk - 1.1 km
  • Carolina Beach - 17 min walk - 1.4 km
  • Isla Verde Beach - 2 min drive - 2.4 km

Getting around

  • Sacred Heart Station - 5 min drive
  • San Juan (SJU-Luis Munoz Marin Intl.) - 8 min drive

Restaurants

  • ‪Bistro Cafe - ‬2 min drive
  • ‪Musica Bar and Lounge - ‬11 min walk
  • ‪787 Coffee Co. - ‬2 min drive
  • ‪New Chinatown Rest. - ‬20 min walk
  • ‪Donostia - ‬10 min walk

Frequently asked questions

Does Welcome to the Lucky Penny! have a pool?

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 mi (2 km) of Playa Ultimo Trolley and Isla Verde Beach. Condado Beach and Casino del Mar at La Concha Resort are also within 3 miles (5 km).

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

Welcome to the Lucky Penny! Reviews

10

Exceptional

10

Cleanliness

9.8

Location

10

Property conditions & facilities
Rating 10 - Excellent. 81 out of 84 reviews
Rating 8 - Good. 2 out of 84 reviews
Rating 6 - Okay. 0 out of 84 reviews
Rating 4 - Poor. 0 out of 84 reviews
Rating 2 - Terrible. 1 out of 84 reviews

Reviews

10/10 Excellent

Cathy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Jul 2025

10/10 Excellent

Jeffrey B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place to Stay in San Juan

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.
Stayed 4 nights in Apr 2025

10/10 Excellent

Laura B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Jul 2025

10/10 Excellent

Doug

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!
Stayed 5 nights in Dec 2023

10/10 Excellent

Bayla W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing house and location!

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!
Stayed 4 nights in Jul 2023

10/10 Excellent

Elizabeth N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous Property in San Juan

Such a great trip for myself and 12 friends for our senior year spring break. Would definitely rent again
Stayed 4 nights in Feb 2023

10/10 Excellent

Peggy R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Property

Peter was extremely responsive and we thoroughly enjoyed our stay. I would highly recommend!
Stayed 6 nights in Apr 2023

10/10 Excellent

Frederick F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome house

We had a great stay for our family vacation,the house is amazing and the host Peter was very responsive with my questions
Stayed 8 nights in Mar 2023

10/10 Excellent

daniel r.

Liked: Cleanliness, check-in, communication, location, listing accuracy

New Years

Great Host! Great House!
Stayed 4 nights in Dec 2024

10/10 Excellent

Mary M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Genna’s Wedding

Great experience with family. In town for a wedding and it was a great place to visit and relax with family and friends.
Stayed 4 nights in Mar 2023

10/10 Excellent

Burke C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

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
Stayed 4 nights in Sep 2023

10/10 Excellent

Dan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome time

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
Stayed 5 nights in Jan 2023

10/10 Excellent

Catherine K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Home

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.
Stayed 4 nights in Mar 2022

10/10 Excellent

Elizabeth K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Three Families with College-Aged Kids

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.
Stayed 5 nights in Dec 2024

10/10 Excellent

Nayla H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday Celebration

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!
Stayed 4 nights in Dec 2024

10/10 Excellent

Sandra F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful property

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.
Stayed 7 nights in Feb 2020

10/10 Excellent

Don C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Celebration Vacation

Last year we started taking family vacations to celebrate my beating colon cancer. We had lived in Puerto Rico in the 1990's and enjoyed our time so we decided to return. Best vacation yet!! The house and amenities were awesome. We thoroughly enjoyed every aspect of the house; location, pool, kitchen and gathering rooms. We were very sad to leave.
Stayed 7 nights in Jun 2023

10/10 Excellent

Amy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 4 nights in May 2025

10/10 Excellent

Jill C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

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!!!
Stayed 7 nights in Apr 2024

10/10 Excellent

Katherine S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Made our stay perfect!!

Peter and Mariana were awesome! The Lucky Penny was incredible! This house was everything to me - It was me and 10 of my best friends... and we had the time of our lives. We will never ever forget last weekend. The Lucky Penny is big enough, close enough, and special enough to write much more <3 I will leave you with this - Choose The Lucky Penny!
Stayed 4 nights in Aug 2023

8/10 Good

Anne R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely home with access to lots of activities

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!
Stayed 4 nights in Jan 2025

10/10 Excellent

Jenifer S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Trip

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.
Stayed 5 nights in Jul 2024

10/10 Excellent

Jackie Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay in Ocean Park

My family of 7 adults, ranging in age from 75-24, and my two children stayed for a week at Peter’s property. The home provided all the space and amenities that we needed. Several days we didn’t even leave! Peter was great about answering all our questions and making sure we were set up for the experiences and excursions that we wanted to have. The home is well loved, but very clean and fully stocked. Thanks!
Stayed 8 nights in Dec 2022

10/10 Excellent

Jarrod B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family of 11 vacation

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!!
Stayed 8 nights in Feb 2025

10/10 Excellent

portia a.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing 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!!
Stayed 4 nights in Mar 2024