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Islamorada

Why Book Direct?

A Better Experience

Better Communication
Booking directly with us means you are speaking directly to the owners and not a management company or large website with support from overseas.
No Booking Fees
Booking directly with us means that you will get the best rates available for your accommodation without those high add-on fees at checkout.
Full Protection
We include accidental damage protection on every booking in case an accident happens. We also offer optional travel insurance for your protection.

Our Reviews

5-star stays!

Who We Are

Your Hosts

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Mark and Doli would love to welcome you to our fabulous Keys homes for a stay you will rebook annually. We have been hosting vacations for over 13 years and strive to ensure that ALL stays are 5-star. Dogs are always welcome, but smoking is not. Choose from an oceanside estate or a downtown boater's paradise, either one are going to create lifelong memories.

Frequently Asked Questions

Which Key are the homes located on?
Both homes are in the middle of Upper Matecumbe, walking distance to many restaurants and breweries.
Can we host events on the property?
Sorry, there cannot be events on the property thanks to our neighbor.
Do you allow dogs?
Yes, there is a pet fee but dogs are always welcome!
What is the minimum night stay?
The city of Islamorada requires a 7 night stay for ALL licensed rentals.
Are the pools heated?
Pool heat is available for a small fee for those couple of winter months where the pool temperatures can go down to 80 degrees.
What linens are provided?
We provide a full set of sheets and towels including beach towels, black washcloths for make-up removal, and kitchen towels.
What amenities do you have?
Aside from our pool, we have kayaks, paddleboards, and bicycles for your use. We provide generic size bike helmets and life preservers as well.
Is the pool chlorinated?
No, we only have saltwater pools
Is there a washer and dryer to use?
Yes, there is, also an ironing board and iron.
What is your cancellation policy?
We have a no-cancellation policy and suggest travel insurance if there is a possibility you may not make your trip.
Are there cameras on the property?
There are only exterior cameras for safety and security.
What are the checkout chores?
Lock the door and drive safely! YES, that's it! We don't expect you to do chores on your vacation.
Are there TVs?
There are smart TVs in every bedroom and living room
How good is the WIFI, I need to occasionally work on my trip?
Our wireless coverage is exceptional and covers our whole proptery
Are the kitchens well stocked?
Our kitchens have EVERYTHING you need for your stay, they are well stocked and have all proper stemwear
Do you have another FAQ not listed here?
Just call or email, we'd love to chat!

Why our guests

LOVE STAYING HERE

My two daughters and I stayed at the Oasis for a girls trip to Islamorada. From the moment that the gates opened onto this vast property, you could look straight back and see the beautiful Atlantic Ocean. We chose Oasis because it was dog friendly, and fully fenced. Our dogs absolutely loved loved loved every minute of it! The grounds were immaculate, the beach was absolutely awesome, and we loved every day sitting under the stilt home in the cool breezeway, looking out over alligator reef when we weren't cooling off in the infinity pool. The mattresses were fantastic! I have never slept that good away from home. We were right in the center of Islamorada yet we felt like we were on a tropical island somewhere away from everyone. Mark and Doli our wonderful hosts, even left us a beautiful cooler with their logo on it as a gift that we use the entire time. We are beyond excited to return as soon as we can all get together again. I cherished every minute that I got to spend with my adult daughters so much that we even extended it one more night. We definitely will be back soon.
Buffy A.
June 2026
The owners are great. The property is amazing for a family trip. Loved everything and recommend!
Brian G.
June 2026
Spotless, best location for dining options nearby, great view, attentive host who has every base covered and even recommended top notch charter fishing boat. Highest recommendation.
james m.
April 2026
Spotless, great view, perfect location for dining options, extremely attentive host recommended top notch charter fishing boat.
james m.
April 2026
Beautiful home with great common areas! Our family enjoyed our stay, spending time every day by both pools and out by the docks. The upper patio at the house was a perfect spot to read and hang out. We enjoyed kayaking daily and finding manatees nearby. Great location near restaurants and shopping! Mark was very accommodating and very responsive when we had questions. We 3njoyed our stay and would recommend this property!
Elizabeth M.
April 2026
House was great! Location ideal. And Mark was super responsive and helpful. We would definently stay at the oasis again.
Anthony P.
April 2026
We had an amazing stay and would absolutely give this property 5 stars. The location in Islamorada is unbeatable—close to great restaurants, easy access to the water, and perfect for enjoying everything the Keys have to offer. One of the best features was the dock slip for our boat, which made the trip so convenient and enjoyable. Being able to keep our boat right there and head out whenever we wanted was a huge plus and really elevated the whole experience. The home itself was clean, comfortable, and well-equipped with everything we needed. The amenities were thoughtful and made it easy to settle in and relax right away. We would definitely stay here again and highly recommend it to anyone looking for a seamless, laid-back stay in Islamorada—especially if you’re bringing a boat!
Kristy M.
April 2026
The property is spectacular with immaculately designed and cared for landscaping. We felt like we were on our own private island. The view of the Atlantic was breathtaking. Our favorite spots were drinking coffee in the rockers in the shade of the main house and champagne in the seating area under the stars. The two homes are bright, open and original retro. The kitchens (yes, two kitchens) had everything we needed. How do you keep all those windows so clean? We took advantage of the kayaks and the amazing ocean front pool. Mark is a great host. He warmly communicated throughout the booking, arrival and departure process. We hope to be back soon.
Lisa A.
April 2026
Everything was amazing, property location, amenities and the place!!! Thank you Mark!!!
Nikelle B.
March 2026
It was a great place to stay. The house was perfect, great location and near by shops and restaurants were within walking distance.
Deborah J.
March 2026