Entire home
100' Beach,3 acres,Pool,Bikes,Kayaks,EV charger
Photo gallery for 100' Beach,3 acres,Pool,Bikes,Kayaks,EV charger





Reviews
10 out of 10
Exceptional
3 bedrooms 2+ bathrooms Sleeps 8 185.8 sq m
Popular amenities
Explore the area

Islamorada, FL
- Islamorada Brewery & Distillery7 min walk
- Florida Keys Brewing Co.2 min drive
- Theater of the Sea4 min drive
- Marathon, FL (MTH-Florida Keys Marathon)51 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Guest house
1 Queen Bed
Guest House 2
1 Queen Bed and 1 Double Bed
Main house
1 King Bed
2 bathrooms, 1 half bathroom
Guest house bathroom
Bathtub or shower · Bathtub · Toilet · Shower only
Main Master
Bathtub or shower · Bathtub · Toilet · Outdoor shower
Master half bath
Toilet
Outdoor shower
Shower only
Spaces
Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Balcony
Outdoor play area
Garden
Dining area
About this property
100' Beach,3 acres,Pool,Bikes,Kayaks,EV charger
See why we have ALL 5-star reviews. It's named The Oasis for good reason! Located in the HEART of Islamorada on Upper Matecumbe, so you are a block or two from several restaurants and breweries you will fall in love with. The homes are well-apportioned for the discerning traveler.
You will escape to the ultimate paradise at our stunning oceanside estate in the Florida Keys. Your majestic property is over 2.75 acres of landscaped beauty. You will see there are over 100 palm trees, about 60 of them lit up at night, some of the tallest around, including the largest enclinada tree in the Keys! Their graceful presence puts you in Jimmy Buffett mode as the cooling Atlantic Ocean breeze blows in your hair.
When you relax in the pool, the view of Alligator Reef Light on the horizon and the boats going by provide a backdrop while sipping your margaritas. You will never worry about a crowded beach. You will swim in the crystal blue water or stay on top with our kayaks and paddleboards for exercise.
Consisting of 2 homes, the main home is 1 bedroom and 1.5 baths while the other home is 2 bedrooms and 1 bath, each with a fully stocked kitchen with all new stainless steel appliances and a living room with amazing ocean views for you to enjoy. Amenities include your private heated (or cooled) salt-water pool, 4 kayaks, and 3 paddleboards among other items. Dog friendly and in the HEART of Islamorada on Upper Matecumbe, you will be less than a mile from Publix. And, of course, the homes are 100% smoke-free.
♛ Main House (2nd Floor): King-Size Tempurpedic adjustable bed
♛ Guest House (1st Floor): Queen-Size bed
♛ Guest House (1st Floor): Queen-Size and Full-Size bed
✔ Pillows, Linens, and Sheets
✔ 50" Smart TVs with Basic Cable
✔ Closets with Hangers and Shelves
✔ Dressers with Spacious Drawers
✔ Night Stands with Alarm Clock, Wireless Charger, and Reading Lamps
✔ Luggage Racks
Since there are some great restaurants and bars very close for you to enjoy, you can simply bike to them if you don't want to drive and worry about parking. Proximity is key as you are in the heart of Islamorada and very close to everything you need. You have plenty of opportunities for adventure. We supply 8 high-end 5-speed beach bikes with large tires for handling patches of sand. Islamorada Brewery is .25 miles away, and Chef Michaels is less than a mile.
Brizo faucets adorn all of your sinks, and hand-painted custom art adorns the walls. There are 5 50" Smart TVs with 150 channels of programming in addition to Netflix and Prime apps. Ubiquiti Enterprise-grade WiFi covers every inch of the property for flawless high-speed internet. Our professional mosquito control system has spray heads throughout the property and keeps mosquitos at bay as they spray throughout the day.
✔ Tub Shower
✔ Towels
✔ Hair Dryer
While drinking coffee in your outdoor living room, focus on the water, as there is a short window when dolphins feed on baitfish and come as close as 25' to our beach! This is the best way to start the day as you watch the sunrise. Enjoying a glass of wine out here at the end of the day brings you right back to where you started. Be sure to repeat daily.
✔ Microwave
✔ Stove
✔ Oven
✔ Toaster
✔ Blender
✔ Hot Water Kettle
✔ Coffee Makers (Keurig Machine + Drip Coffee)
✔ Refrigerator/Freezer
✔ Dishwasher
✔ Glasses
✔ Silverware
✔ Pots & Pans
The rare, plush green grass is a pleasure to walk on to and from the pool....a rarity in the keys. Our gated entrance keeps your stay private and secure. Did you drive your Tesla here? GREAT! We have an onsite charger for you as well. Stay here, and you will see why we boast the best views and stay around!
* We supply all linens, including beach towels
* 6 high-end bikes for getting around Upper Mat
* 2 Paddleboards
* 2 single-person kayaks
* Life vests for 6 people
* 2 dual-person kayaks
* Bocce Ball
* Cornhole
* Enterprise-grade Wifi that covers the entire estate
* Tesla and NEMA 50-14 EV charger
* JBL portable speaker for pool tunes
* Outdoor seating, chaise lounges, and rocking chairs
* Fully stocked kitchen and all proper stemware for drinks
* Tempurpedic Adjustable bed in the main house
* A Printer/Scanner/Copier For Use
* Gated for privacy and security
This is a non-smoking property. There are no fences around the pool or ocean, so it is not advised for young children.
Other than the already mentioned amenities, our home also comes with the following:
✔ High-Speed Wi-Fi
✔ Self Check-In (Smart Lock)
✔ Air Conditioning
✔ Heating
✔ Laundry Room (Washer/Dryer, Iron/Board, Utility Sink)
June through November is hurricane season in Florida, and travel insurance is suggested during this time frame. May through September, sargassum can be plentiful on the beach but it is a necessary part of the fishing in the Keys.
Islamorada license # VR-235
★ COVID-19 SANITIZATION ★
The Heath, safety, and well-being of our guests are of utmost importance. For this reason, we use a thorough cleaning process after each check-out.
★ DOG-FRIENDLY HOME ★
Bring your furry friends along for an exciting vacation. They'll enjoy and run around the patio outdoors while you relax in the pool. A $350 dog fee applies.
★ NO SMOKING ★
Please refrain from smoking inside the home or community! Any smoking evidence will result in odor removal and furniture cleaning fees.
★ NO PARTIES/EVENTS ★
★ BOOKING ★
A signed rental agreement and a security deposit are required for booking and following Airbnb and VRBO policies.
★ OUTDOOR CAMERAS ★
Outdoor (only) security cameras are placed in the following locations: 2 Ring and 1 camera outside of front gate entrance, 2 at the garage facing south at driveway and east of the garage, 1 at the main house at kayaks, and 6 at the guest house facing 1 at Tesla charger, 1 at the pool, 1 at the beach, 1 at the driveway, 1 at guesthouse door, and 1 toward main house stairs. All are to mitigate trespassers when the home is empty, and for theft, they are not monitored.
Weddings, parties, or any such event is not permissible on the property.
You will escape to the ultimate paradise at our stunning oceanside estate in the Florida Keys. Your majestic property is over 2.75 acres of landscaped beauty. You will see there are over 100 palm trees, about 60 of them lit up at night, some of the tallest around, including the largest enclinada tree in the Keys! Their graceful presence puts you in Jimmy Buffett mode as the cooling Atlantic Ocean breeze blows in your hair.
When you relax in the pool, the view of Alligator Reef Light on the horizon and the boats going by provide a backdrop while sipping your margaritas. You will never worry about a crowded beach. You will swim in the crystal blue water or stay on top with our kayaks and paddleboards for exercise.
Consisting of 2 homes, the main home is 1 bedroom and 1.5 baths while the other home is 2 bedrooms and 1 bath, each with a fully stocked kitchen with all new stainless steel appliances and a living room with amazing ocean views for you to enjoy. Amenities include your private heated (or cooled) salt-water pool, 4 kayaks, and 3 paddleboards among other items. Dog friendly and in the HEART of Islamorada on Upper Matecumbe, you will be less than a mile from Publix. And, of course, the homes are 100% smoke-free.
♛ Main House (2nd Floor): King-Size Tempurpedic adjustable bed
♛ Guest House (1st Floor): Queen-Size bed
♛ Guest House (1st Floor): Queen-Size and Full-Size bed
✔ Pillows, Linens, and Sheets
✔ 50" Smart TVs with Basic Cable
✔ Closets with Hangers and Shelves
✔ Dressers with Spacious Drawers
✔ Night Stands with Alarm Clock, Wireless Charger, and Reading Lamps
✔ Luggage Racks
Since there are some great restaurants and bars very close for you to enjoy, you can simply bike to them if you don't want to drive and worry about parking. Proximity is key as you are in the heart of Islamorada and very close to everything you need. You have plenty of opportunities for adventure. We supply 8 high-end 5-speed beach bikes with large tires for handling patches of sand. Islamorada Brewery is .25 miles away, and Chef Michaels is less than a mile.
Brizo faucets adorn all of your sinks, and hand-painted custom art adorns the walls. There are 5 50" Smart TVs with 150 channels of programming in addition to Netflix and Prime apps. Ubiquiti Enterprise-grade WiFi covers every inch of the property for flawless high-speed internet. Our professional mosquito control system has spray heads throughout the property and keeps mosquitos at bay as they spray throughout the day.
✔ Tub Shower
✔ Towels
✔ Hair Dryer
While drinking coffee in your outdoor living room, focus on the water, as there is a short window when dolphins feed on baitfish and come as close as 25' to our beach! This is the best way to start the day as you watch the sunrise. Enjoying a glass of wine out here at the end of the day brings you right back to where you started. Be sure to repeat daily.
✔ Microwave
✔ Stove
✔ Oven
✔ Toaster
✔ Blender
✔ Hot Water Kettle
✔ Coffee Makers (Keurig Machine + Drip Coffee)
✔ Refrigerator/Freezer
✔ Dishwasher
✔ Glasses
✔ Silverware
✔ Pots & Pans
The rare, plush green grass is a pleasure to walk on to and from the pool....a rarity in the keys. Our gated entrance keeps your stay private and secure. Did you drive your Tesla here? GREAT! We have an onsite charger for you as well. Stay here, and you will see why we boast the best views and stay around!
* We supply all linens, including beach towels
* 6 high-end bikes for getting around Upper Mat
* 2 Paddleboards
* 2 single-person kayaks
* Life vests for 6 people
* 2 dual-person kayaks
* Bocce Ball
* Cornhole
* Enterprise-grade Wifi that covers the entire estate
* Tesla and NEMA 50-14 EV charger
* JBL portable speaker for pool tunes
* Outdoor seating, chaise lounges, and rocking chairs
* Fully stocked kitchen and all proper stemware for drinks
* Tempurpedic Adjustable bed in the main house
* A Printer/Scanner/Copier For Use
* Gated for privacy and security
This is a non-smoking property. There are no fences around the pool or ocean, so it is not advised for young children.
Other than the already mentioned amenities, our home also comes with the following:
✔ High-Speed Wi-Fi
✔ Self Check-In (Smart Lock)
✔ Air Conditioning
✔ Heating
✔ Laundry Room (Washer/Dryer, Iron/Board, Utility Sink)
June through November is hurricane season in Florida, and travel insurance is suggested during this time frame. May through September, sargassum can be plentiful on the beach but it is a necessary part of the fishing in the Keys.
Islamorada license # VR-235
★ COVID-19 SANITIZATION ★
The Heath, safety, and well-being of our guests are of utmost importance. For this reason, we use a thorough cleaning process after each check-out.
★ DOG-FRIENDLY HOME ★
Bring your furry friends along for an exciting vacation. They'll enjoy and run around the patio outdoors while you relax in the pool. A $350 dog fee applies.
★ NO SMOKING ★
Please refrain from smoking inside the home or community! Any smoking evidence will result in odor removal and furniture cleaning fees.
★ NO PARTIES/EVENTS ★
★ BOOKING ★
A signed rental agreement and a security deposit are required for booking and following Airbnb and VRBO policies.
★ OUTDOOR CAMERAS ★
Outdoor (only) security cameras are placed in the following locations: 2 Ring and 1 camera outside of front gate entrance, 2 at the garage facing south at driveway and east of the garage, 1 at the main house at kayaks, and 6 at the guest house facing 1 at Tesla charger, 1 at the pool, 1 at the beach, 1 at the driveway, 1 at guesthouse door, and 1 toward main house stairs. All are to mitigate trespassers when the home is empty, and for theft, they are not monitored.
Weddings, parties, or any such event is not permissible on the property.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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Southern Diversion Estate Islamorada
Southern Diversion Estate Islamorada
- Pool
- Kitchen
- Washer
- Dryer
9.8 out of 10, (78 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Pool has no fence & home is not child-proofed
Events
No events allowed
Pets
Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Up to 2 dogs 50# max, $350 fee
Smoking
Smoking is not permitted
On entire estate
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
Property Registration Number 24-0120
We should mention
A car is recommended for transport to and from this property
About the area
Islamorada
Located on the beach, this holiday home is in Matecumbe, a neighbourhood in Islamorada. Hurricane Monument and Indian Key Historic State Park are local landmarks, and the area's natural beauty can be seen at Windley Key Fossil Reef Geological State Park and San Pedro Underwater Archaeological Preserve State Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Islamorada, FL
What's nearby
- Islamorada Brewery & Distillery - 7 min walk - 0.7 km
- Florida Keys Brewing Co. - 2 min drive - 2.0 km
- Windley Key Fossil Reef Geological State Park - 4 min drive - 4.0 km
- Theater of the Sea - 4 min drive - 4.4 km
- Bud n' Mary's Dive Center - 5 min drive - 5.3 km
Getting around
Restaurants
- Lorelei Restaurant & Cabana Bar - 15 min walk
- Florida Keys Brewing Co. - 2 min drive
- Wendy's - 11 min walk
- The Trading Post - 19 min walk
- Islamorada Beer Company - 7 min walk
Frequently asked questions
Reviews
10
Exceptional
10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
This review comes from a trusted partner site and has not been verified.
16 August 2025
10/10 Excellent
Mark P.
10 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Mark P.
Stayed 7 nights in Jul 2025
10/10 Excellent
Laurie B.
1 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
An oasis from reality
Laurie B.
Stayed 7 nights in Jun 2025
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Allan M.
5 December 2024
Great vacation with whole family
Allan M.
10/10 Excellent
Dubhe B.
6 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous!
Dubhe B.
Stayed 7 nights in Apr 2025
10/10 Excellent
Jack M.
17 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great comfortable place in a great location.
Jack M.
Stayed 10 nights in Jan 2025
10/10 Excellent
Dorothy H.
8 February 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Spectacular
Dorothy H.
Stayed 6 nights in Feb 2025
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Stephanie B.
31 January 2025
Heaven
Stephanie B.
10/10 Excellent
Kelly B.
3 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Week!
Kelly B.
Stayed 7 nights in Mar 2025
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Hunter K.
9 February 2024
Phenomenal Experience & Property
Hunter K.
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Rosemary D.
20 October 2023
Wedding Beauty
Rosemary D.
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Daniel M.
14 January 2024
Spectacular stay!
Daniel M.
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Meagan N.
29 May 2024
Best wedding venue!
Meagan N.
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Quinn B.
14 January 2024
Amazing wedding!
Quinn B.
10/10 Excellent
Olivia G.
4 August 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
The Perfect Oasis
Olivia G.
Stayed 7 nights in Jul 2024
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Andrew D.
17 May 2024
Absolutely incredible property!
Andrew D.
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Sarah F.
11 July 2023
A m a z I n g
Sarah F.
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Emily O.
11 July 2023
Fantastic Property
Emily O.
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Cristi W.
7 June 2024
Everything was perfect!
Cristi W.
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Melissa S.
16 April 2025
A Dream Wedding Venue That Felt Like Home
Melissa S.
10/10 Excellent
Brian T.
26 July 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Paradise in the Keys
Brian T.
Stayed 14 nights in Jul 2022
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Deanna W.
13 February 2023
This was my third trip to the Oasis and it is perfect every time.
Deanna W.
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Kristina P.
11 April 2024
Wedding week bliss
Kristina P.
10/10 Excellent
Verified traveller
26 March 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stunning
Verified traveller
Stayed 14 nights in Mar 2024
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Andy V.
15 January 2023
Awesome New Years Eve!
Andy V.
About the host
Hosted by Mark

I've been a consumer of beach rentals for 2 decades, so when I purchase my first a decade ago I had a clear vision. It has since become one of the most rented homes in the Myrtle Beach area! Being in IT, I ensure the Wi-Fi coverage is as great as it can be. My wife is an artist with attention to detail and ensuring the home is always top-notch with her art adorning the walls. We LOVE this estate and enjoying sharing it with others.
Why they chose this property
The pictures are ACCURATE!!! This is a TRUE beachfront and the views are million-dollar, that is why we bought it. It lights up at night like a fairy tale and is decorated in upscale Keys style. The main house is 60 years old but doesn't look it as it is all updated and new. Amenities abound and what we don't have is found very close by. This home is for the discerning traveler.
What makes this property unique
Simply put, the 180° views. With over 200' of oceanfront with a TRUE sandy beach, this is a vacation you will remember and return for.
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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