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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

This Island Retreat was more than just any property. It was a slice of heaven. Two charming houses set amidst palm trees had spectacular views of the ocean with a sparkling turquois blue infinity pool from soaring windows. The compound came equipped with six super nice mountain bikes, kayaks, paddle boards, games, and lots of outdoor space to relax. It is pet friendly, and the huge space had a gate around the premises so our dogs could run free, and they may have had more fun than anyone! The kitchens were well-stocked. Plenty of linens and towels. The owners were the best to work with, and they were in touch during our stay. The area is ideal. Walking distance to many restaurants and beer gardens. Lots to do in the area - snorkeling, dolphin swims, state parks, deep sea fishing...but my kids really just enjoyed the gorgeous setting reading their books by the pool. But, if you are lucky, the pet iguana, "Blue" may come out to greet you - just be sure to have lots of lettuce on hand!

July 2022
Start with the PROS- the palm trees are amazing. The pool is nice. CONS- Cheap EVERYTHING... Bedding, Pots and pans, dishes (dirty forks), towels. This is a super small place for a lot of money. There is no room to cook or prepare meals. The furniture in the living room is very uncomfortable to sit on , not practical at all. The listing states that it is the ONLY home with ACTUAL beach....there is not a usable beach here by any means. I would also like to mention that my reservation that had been booked for months was cancelled on me 10 days prior to arrival , then in order for me to rebook(which I panicked to do asap since I had my captain bringing my boat and boat space paid for amongst other things that were also paid for in advance), I was only given a option of $200 more a night which was never refunded. The owner said it was a accident that he canceled on me but I am sure he was hoping I would not notice the upcharge. The owner also came on the property 3 different occasions all while we were gone . There is cameras all over the property so they knew when we would leave and ask "is it ok if we stop by and grab this or that". Weird experience all around and as a short term rental owner for 10 years I know what is to be expected. Lastly Make sure you bring, TP, paper towels, trash bags. dish soap and everything else you will need. For $1400 a night I would expect this to be there but it was not.

June 2022
Start with the PROS- the palm trees are amazing. The pool is nice. CONS- Cheap EVERYTHING... Bedding, Pots and pans, dishes (dirty forks), towels. This is a super small place for a lot of money. There is no room to cook or prepare meals. The furniture in the living room is very uncomfortable to sit on , not practical at all. The listing states that it is the ONLY home with ACTUAL beach....there is not a usable beach here by any means. I would also like to mention that my reservation that had been booked for months was cancelled on me 10 days prior to arrival , then in order for me to rebook(which I panicked to do asap since I had my captain bringing my boat and boat space paid for amongst other things that were also paid for in advance), I was only given a option of $200 more a night which was never refunded. The owner said it was a accident that he canceled on me but I am sure he was hoping I would not notice the upcharge. The owner also came on the property 3 different occasions all while we were gone . There is cameras all over the property so they knew when we would leave and ask "is it ok if we stop by and grab this or that". Weird experience all around and as a short term rental owner for 10 years I know what is to be expected. Lastly Make sure you bring, TP, paper towels, trash bags. dish soap and everything else you will need. For $1400 a night I would expect this to be there but it was not.

June 2022
Start with the PROS- the palm trees are amazing. The pool is nice. CONS- Cheap EVERYTHING... Bedding, Pots and pans, dishes (dirty forks), towels. This is a super small place for a lot of money. There is no room to cook or prepare meals. The furniture in the living room is very uncomfortable to sit on , not practical at all. The listing states that it is the ONLY home with ACTUAL beach....there is not a usable beach here by any means. I would also like to mention that my reservation that had been booked for months was cancelled on me 10 days prior to arrival , then in order for me to rebook(which I panicked to do asap since I had my captain bringing my boat and boat space paid for amongst other things that were also paid for in advance), I was only given a option of $200 more a night which was never refunded. The owner said it was a accident that he canceled on me but I am sure he was hoping I would not notice the upcharge. The owner also came on the property 3 different occasions all while we were gone . There is cameras all over the property so they knew when we would leave and ask "is it ok if we stop by and grab this or that". Weird experience all around and as a short term rental owner for 10 years I know what is to be expected. Lastly Make sure you bring, TP, paper towels, trash bags. dish soap and everything else you will need. For $1400 a night I would expect this to be there but it was not.

June 2022
Great place
Danielle Slowikowski
May 2022
Amazing property with lots of room. The drive in from the gate is breathtaking and once you see the view of the Atlantic, you are mesmerized. The home on stilts has one bedroom and the bed is the most comfortable bed I've ever experienced. We enjoyed eating outside the sliding glass doors with the breeze and the ocean view and sitting at that same table in the morning with coffee watching the sunrise. The other home is ground level and has a lovely layout too; both have full kitchens. We enjoyed having the bikes to explore with and the kayaks and paddle-boards were great to have for the ocean too. We spent most of our time in the pool which is very nice and clean. The private beach is a coral beach with many interesting things to collect. There is a large grassy area for outside games too. This property would be perfect for a beach wedding with the palm trees framing the gorgeous water and really great for a family or friends retreat.
Lauren Winslow
March 2022
Absolutely stunning property! Pulling in you are greeted by a gate opening into a pebbled driveway lined by palm trees. In the evening, light illuminates the trees and drive. Pulling up to the houses you are greeted by a gorgeous view of the ocean. The houses themselves are unique in their own way, they come well stocked with anything you will need including beach bikes, paddle boards, kayaks, lawn games, and you also have access to your own private pool. The property allows for large groups to have their own privacy with the two houses. Both have fully stocked kitchens to allow for all the home cooking you want. Mark and Doli are wonderful and easy to get into contact with. Highly recommend staying at The Oasis!
Nancy Masciarelli
August 2021
Having being friends of the owners, we spent a relaxing week enjoying the views from this large property while they were doing renovations for future guests. One of the owners is an artist and we were able to see her latest in process paintings. The villa we stayed in contained beautiful paintings by the owner. To get up early in the morning and see the sunrise on this landscape is worth the getaway. The property is centrally located in Islamorada and a must restaurant is Square One. The property itself is set up with strategically placed palms allowing for atleast 30 or more vehicles for parking. Within a block walk is the Islamarado brewery. The brews are very good. There is a pool, jet skis, and kayaks on this property to use during your stay. We are looking forward to going back and recharging from our stressful jobs on island time.
Dale Hedrick
August 2021
It was my good fortune to visit the Oasis in July 2021. From the sunrise over the Atlantic to evening swims in the private pool my visit was a must needed respite. The spacious grounds and homes on the property are pristinely kept. This was an unforgettable getaway.

August 2021
I don't even know where to begin...the place is beautiful! The grounds are well manicured and beautifully lit with the palm trees. and then you turn around and see the beach and the beautiful ocean and it really sets off some positive vibes. We loved the oceanside pool in the evening for a sundown swim. Both units are very nice and well stocked. Absolutely no complaints about this place and I could see how it would be a perfect venue for a wedding because the grounds are flat, clean and beautiful what more can you ask for? Also it's very cool of the owners to provide bicycles and kayaks that was a plus for us!.
Jim Naples
August 2021