Hidden in the heart of Islamorada, this oceanfront villa offers an unmatched privilege of a secluded private beach—an experience few can claim. Expansive terraces stretch across both levels, framing ocean views. This haven's open design and spacious rooms blend seamlessly with serene surroundings. A lush tropical yard meets the oceanfront, where swaying palms and vibrant greenery create a private oasis, crafting a retreat as rare as it is extraordinary.
Enhanced cleaning practices implemented.
Not with standing anything shown on the calendar page, the minimum rental period is 28 days starting the first Saturday of the month. Please contact the host before booking for long-term price quotes.
THE SPACE
Maximum occupancy is 12 adults and 4 children under 6.
The main villa offers:
- 4 bedrooms
- 3 bathrooms
- Ample living room
- Family room
- Dining room with table fit for eight
- Chef s kitchen
- Quaint breakfast nook
- Game room
- Laundry room
The Guest House:
- 2 Bedrooms
- 1 Bathroom
The outdoor:
- Heated pool
- Pickleball court
- 1500 sf Tiki Bar
- 100ft dock over the ocean
- Lounge areas
- Lounge patio
- Outdoor Kitchen
- Driveway can hold up to 6 vehicles
+ Savor serene nights in lighter-than-cotton bedsheets, Indulge in bath rituals with natural Pure Fiji products and opulent towels.
+ Indulge in entertainment with Smart TVs in the family room and each bedroom.
+ Tune in your favorite music and podcasts streaming through the Sonos portable speaker.
+ Gigabit WI-FI is available throughout the property.
Amenities
- 4 bicycles are available for your use
- Beach gear is provided (4 beach chairs, cooler, beach cart)
- The startup kit includes some coffee pods, salt, pepper, oil, a few trash bags dishwasher and laundry pods. We offer provisioning services if you would like additional items.
- Full-size crib available
Additional services
- Elevate your stay with additional services including Chef's, provisioning, housekeeping and more.
- Early check-in and late Check-out
OTHER THINGS TO NOTE
Our Guest Relations Managers will be at your service every day from 9 am to 11 pm. In case of emergencies, our support staff is available 24/7.
Our curated properties are in highend quiet neighborhoods. Guests will be expected to be respectful of the property, neighborhood and neighbors.
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By making a reservation you are confirming you have read, understood and accepted local rules, regulations and policies regarding vacation rentals. Full terms and conditions can be found in the Rules Section. Please contact us prior to booking with any questions or concerns.
At a glance:
The reservation owner is required to be at least 25 years old, sign a simple rental agreement and be verified by Guest Ranger, LLC in order confirm the reservation and occupy the property.
The reservation must list the exact number of guests. Maximum occupancy is 16 guests. After the 16th guest, there is a $100 per night per guest charge added to the reservation.
Should you request an early check-in (before 5 pm) or a late checkout (after 10 am) please do so at least 24h ahead. Subject to fees and availability.
Approved pets are welcome; a non-refundable $250 per pet fee shall apply.
Please check our full cancellation and no-show policy.
No Parties, Events or Gatherings without written approval. Guests must abide by the city’s Noise Ordinance.
*Listed prices do not include taxes and fees.
Latitude Key assists arranging third-party services; by accepting, renters release the property owner and managing host from related claims as they are not affiliated.
We stayed @ designated paradise key in islamorada Fl keys this april 2026 and it so far has been our fav spot ! The private beach was absolutely beautiful the fishing was amazing and the property manager took extra time out of his day to make our trip as smooth as possible.. I would hire (Nate) in a heart beat to manage my properties he was truly the best I have ever experienced in all the high end places I have stayed across the globe… highly recommend this vacation spot peaceful private and lots of fun !!
We recently had the pleasure to visit Designated Paradise Key in Islamorada with our daughters, their significant others, and our 5 grandchildren (ages 13 to 22). The entrance to the property was like driving through a rain forest with heavy vegetation on both sides of the road. We had a total of 11 family members and never felt cramped or crowded. Plenty of seating for all. The facility was well equipped and spotless on our arrival. Plenty of bedroom space and numerous activities to keep us entertained during our visit. The pool was great for cooling off and we had ping pong, pickleball, volleyball and basketball tournaments. The kayaking and paddle boards were a great treat for the more adventurous in our group. We did see wildlife during our stay. So much to do we didn’t have to have to leave the property….. although we did leave to visit Key West one day and the Everglades National Park on another. We take a family vacation every year and the grandchildren and our daughters said “THIS WAS THE BEST VACATION EVER “. The host was great and responded almost immediately when we had questions, asked for recommendations or had other needs. I would say they went above and beyond to satisfy our needs. We unequivocally give this property the highest rating and if you visit you won’t be disappointed.
This is one of the most amazing places we have stayed. Pictures don’t even do it justice. Service was top shelf. We barely left the property because felt like our own little resort.
Overseas Highway, Islamorada, FL 33036
A 50% deposit is collected today to hold your dates; your booking is confirmed once the rental agreement is signed. The remaining balance is due 30 days before arrival.
Cancel more than 60 days before arrival and the deposit is forfeited. Within 60 days, the reservation is non-refundable.
Sleeps up to 12 guests. Dates cannot be changed once requested. Your booking is confirmed once the rental agreement is signed.