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Welcome to the Lucky Penny!

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Exterior
Fridge, microwave, oven, stovetop
Property grounds
Property grounds
5 bedrooms, memory-foam beds, iron/ironing board, travel cot

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms6 bathroomsSleeps 14465 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Explore the area

View map
Ocean Park, San Juan
  • Place, Barbosa Park
    ‪4 min walk‬
  • Place, Carolina Beach
    ‪17 min walk‬
  • Place, Isla Verde Beach
    ‪2 min drive‬
  • Airport, San Juan (SJU-Luis Munoz Marin Intl.)
    ‪6 min drive‬

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About the area

San Juan

At this holiday home you'll be 3.5 km (2.1 mi) from Casino del Mar at La Concha Resort and 4.5 km (2.8 mi) from Condado Beach. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features free WiFi, 6 bathrooms and a balcony. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A memory foam bed, a living room and a dining area are also available. .This pet-friendly holiday home offers an outdoor pool, a rooftop terrace and a garden. Added amenities include laundry facilities and barbecues. .Attractions within a 10-minute drive of this Santurce holiday home include Puerto Rico Convention Center and Port of San Juan.
View more Holiday homes in San JuanOpens in a new window

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
  • ‪Los Pinos Cafe - ‬20 min walk
  • ‪787 Coffee Co. - ‬2 min drive
  • ‪New Chinatown Rest. - ‬20 min walk

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.

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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

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 welcome
  • Only dogs are allowed
  • Maximum 1 (weight limit: 20 lb per pet)
  • Restrictions apply
  • For more information, you can reach out to the property at 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

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.

Property Registration Number 193203

We should mention

  • To make arrangements for your pet, contact the property directly using the information on your booking confirmation.

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

Frequently asked questions

Are there any beaches close to Welcome to the Lucky Penny!?

Yep, Welcome to the Lucky Penny! is a short 16-minute walk from Carolina Beach.

Does Welcome to the Lucky Penny! have a pool?

Welcome to the Lucky Penny! has a heated pool and a pool.

What luxury perks are available at Welcome to the Lucky Penny!?

This property features a heated pool, as well as a private pool and memory foam beds.

Is Welcome to the Lucky Penny! family-friendly?

You bet! With amenities such as laundry facilities, a BBQ and travel cots, it's no surprise that Welcome to the Lucky Penny! is a winner with our family travellers.

Is there a private hot tub at Welcome to the Lucky Penny!?

No, but there is a private pool.

Is there a free airport shuttle available at Welcome to the Lucky Penny!?

No, Welcome to the Lucky Penny! does not offer an airport shuttle service.

What time are check-in & check-out at Welcome to the Lucky Penny!?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Welcome to the Lucky Penny! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 82 out of 85 reviews
Rating 8 - Good. 2 out of 85 reviews
Rating 6 - Okay. 0 out of 85 reviews
Rating 4 - Poor. 0 out of 85 reviews
Rating 2 - Terrible. 1 out of 85 reviews

10/10

Cleanliness

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Mark A.

Stayed 7 nights in Jan 2026

10/10 Excellent

Juan C., California, USA

Liked: Cleanliness
The house is beautiful, very comfortable and in a great location. We had fun with family and friends. Host was very responsive and helpful.
Stayed 5 nights in Oct 2025

10/10 Excellent

Cathy B.

Liked: Cleanliness
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

Laura B.

Liked: Cleanliness
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

Amy K.

Liked: Cleanliness
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

Jeffrey B., Boca Raton

Liked: Cleanliness

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

Jarrod B.

Liked: Cleanliness

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

Alisa M.

Liked: Cleanliness
Stayed 7 nights in Jan 2025

8/10 Good

Anne R.

Liked: Cleanliness

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

daniel r.

Liked: Cleanliness

New Years

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

10/10 Excellent

Elizabeth K., Northville, MI

Liked: Cleanliness

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

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

Simon A.

Liked: Cleanliness
Stayed 4 nights in Aug 2024

10/10 Excellent

Jenifer S.

Liked: Cleanliness

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

David C., Austin, Texas

Liked: Cleanliness

Puerto Rican Paradise Retreat

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!!
Stayed 9 nights in Jun 2024

10/10 Excellent

Jill C.

Liked: Cleanliness

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

portia a.

Liked: Cleanliness

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

10/10 Excellent

Alexander M.

Liked: Cleanliness

Another wonderful stay at the Lucky Penny

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
Stayed 4 nights in Mar 2024

10/10 Excellent

Doug

Liked: Cleanliness, property conditions & facilities
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

Katherine S.

Liked: Cleanliness

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

10/10 Excellent

Burke C.

Liked: Cleanliness

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

Bayla W.

Liked: Cleanliness

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

Don C.

Liked: Cleanliness

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

Peggy R.

Liked: Cleanliness

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

Mary M.

Liked: Cleanliness

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