Entire home

Southern Diversion Estate Islamorada …. No Milton damage here open for business

Photo gallery for Southern Diversion Estate Islamorada …. No Milton damage here open for business

Exterior
Exterior
Pool
Exterior
Terrace/patio

Reviews

10 out of 10

Exceptional

5 bedrooms3+ bathroomsSleeps 165500.4 sq ft

Popular amenities

  • Pool
    Pool
  • Washer
    Washer
  • Parking available
    Parking available
  • Barbecue grill
    Barbecue grill
  • Kitchen
    Kitchen
  • Air conditioning
    Air conditioning

Explore the area

Map
Islamorada, FL
  • History of Diving Museum
    9 min walk
  • Islamorada Brewery & Distillery
    12 min walk
  • Matecumbe United Methodist Church
    2 min drive
  • Marathon, FL (MTH-Florida Keys Marathon)
    40 min drive

Rooms & beds

5 bedrooms (sleeps 16)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

2 Twin Beds and 1 Twin Bunk Bed

Bedroom 5

2 Twin Bunk Beds

3 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only · Jetted bathtub

Bathroom 2

Toilet

Bathroom 3

Bathtub · Toilet · Shower only

Bathroom 4

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Balcony
Outdoor play area
Garden
Dining Area

About this property

Southern Diversion Estate Islamorada …. No Milton damage here open for business

Southern Diversion is located directly in the Village of Islamorada in the Florida Keys and walking distance to all the major restaurants and shopping. This is an exclusive oceanfront private gated estate home with 200 feet of oceanfront on two acres. This property also features 200 feet of dock, tiki hut on private beach, heated pool and wireless remote Internet. Southern Diversion pool and patio area has just been completely renovated with marble decks.

Islamorada is located one hour and 1/2 south of South Beach and two hours north of Key West. This spectacular oceanfront estate features 5 bedrooms, 3.5 baths. Bedroom One: king bed, Bedroom Two: 1King bed , Bedroom Three: 1 King bed, Bedroom Four: 1 bunk-bed with a pull-out trundle and 2 twin beds, Bedroom 5: 2 sets of bunk beds with trundle. Bottom bunk on one bed is a double. Brand new flat screens in every room.We provide a full time property manager available 24/7 for anything our guests may need. Southern Diversion offers the perfect escape and tropical dream vacation. Occupancy is 2 adults per room. Children 6 and older are considered adults. Under 6 not included in occupancy count.

Islamorada The Sport Fishing Capital of the World hosts an array of activities from relaxing on our private beach to world class scuba diving. From our private beach you can go catch fresh Florida lobster, Go shelling, Reef snorkeling off Cheeca Rock Reef, See live coral reefs and catch Bonefish. Southern Diversion is located directly in the Village of Islamorada (Mile Marker 82) which means you are within 5 minutes of the best cuisine Islamorada has to offer. Robbie's of Islamorada (5 min car ride) offers many different marine activities including boat rentals, jet skiing, kayak's and a delicious restaurant. Don't forget to visit Scarface in the Tarpon Feeding area. Also at Robbie's they will cook your fresh catch at the Hungry Tarpon Restaurant. If you are in the mood for a nice stroll, Bentleys Restaurant is right outside our gate or you can walk to Morada Bay where you can enjoy a relaxed beach atmosphere.
Feel free to visit other Southern Diversion Properties in The Florida Keys
homeaway 7396601
homeaway 3577977
Keywords: Estate Home
License No. VR-087

Property manager

Terri Melilli
Premier Host

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

Similar properties

House Rules

Check in after 4:00 PM
Minimum age to rent: 23
Check out before 10:30 AM

Children

Children allowed: ages 0-17

Events

Events allowed: family gatherings, birthday parties, weddings

Pets

No pets allowed

Smoking

Smoking is not permitted
Partys or Weddings 20 to 30 people require a 1500.00 event fee Over 30 is 4000.00
We have a 90 day cancellation policy . This is listed in our contract.
Any weddings over 30 guests require a security guard at gate of property to be paid by guest

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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 73
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the neighborhood

Islamorada

Located on the beach, this vacation home is in Matecumbe, a neighborhood in Islamorada. Islamorada Brewery & Distillery and Florida Keys Brewing Co. are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park. Jet skiing, kayaking, and snorkeling offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Map
Islamorada, FL

What's nearby

  • History of Diving Museum - 9 min walk
  • Florida Keys Brewing Co. - 3 min drive
  • Theater of the Sea - 3 min drive
  • Windley Key Fossil Reef Geological State Park - 3 min drive
  • Bud n' Mary's Dive Center - 5 min drive

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 40 min drive

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬2 min drive
  • ‪Wahoo's Bar & Grill - ‬17 min walk
  • ‪Florida Keys Brewing Co. - ‬3 min drive
  • ‪Whale Harbor Restaurant Marina - ‬17 min walk
  • ‪Trading Post Grocery Store - ‬2 min drive

Frequently asked questions

Does Southern Diversion Estate Islamorada …. No Milton damage here open for business have a pool?

Yes, this property has a pool.

Is Southern Diversion Estate Islamorada …. No Milton damage here open for business pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Southern Diversion Estate Islamorada …. No Milton damage here open for business?

Check-in begins at 4:00 PM.

What time is check-out at Southern Diversion Estate Islamorada …. No Milton damage here open for business?

Check-out is at 10:30 AM.

Where is Southern Diversion Estate Islamorada …. No Milton damage here open for business located?

This family-friendly Islamorada vacation home is located on the beach, within a 15-minute walk of History of Diving Museum and Islamorada Brewery & Distillery. Keys History & Discovery Center and Matecumbe United Methodist Church are also within 1 mi (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 64 out of 68 reviews" "
Rating 8 - Good. 4 out of 68 reviews" "
Rating 6 - Okay. 0 out of 68 reviews" "
Rating 4 - Poor. 0 out of 68 reviews" "
Rating 2 - Terrible. 0 out of 68 reviews" "

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

S B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jul 2024

8/10 Good

amy w.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice house but boat use was challenging during low tide
The house was comfortable. The manager was exceptionally responsive. The owner was easy to reach. The one constant challenge was using our boat (27' Grady White) at low tide. The water depth at low tide is so low that we had to push our boat out 200+ yards. During many of these pushes the boat ran aground and required three men to push and pull with ropes.
Stayed 7 nights in Aug 2024

10/10 Excellent

Tim W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jun 2024

10/10 Excellent

Michael C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in May 2024

10/10 Excellent

Teresa J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful House and Great Location
Southern Diversion is a beautiful, comfortable Keys house, directly on the Atlantic ocean. The view from living spaces and most bedrooms is stunning! The 2 acre property is extra special for the Keys. The layout of the house worked well for our family with two primary bedrooms with en suites and bunk rooms for the younger children. The outside porch was a fun addition to the living space, and the pool deck with lots of shade was wonderful for kids and adults. The kitchen was outstanding with 6 bar stools for the large counter and all the dishes and extras needed. The second refrigerator in utility room was helpful for large family! The dock was an excellent amenity for our boat. And the location was excellent with all the nearby shops, Publix and restaurants. We rented a golf cart to get around. We usually stay further south in less populated areas, but Islamorada with its many conveniences and with the nearby snorkeling reefs and the sandbar makes it great for all the family. The host was very helpful with information before the trip. Hope to return in the future.
Stayed 7 nights in Jun 2024

10/10 Excellent

Shawn S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect
It was just as advertised
Stayed 7 nights in Apr 2024

10/10 Excellent

Jan R., Pleasanton

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Time
We had a wonderful family stay. Jon, the property manager was very helpful during check in! We loved the location, so close to grocery shopping and restaurants. We spent a lot of our time at the house , enjoying the gorgeous outdoor areas. The water was beautiful! We were six adults and six younger children. It was really nice to have so much room for everyone! The beds and linens were very comfortable, always important to us! We had a great time and will be visiting again!
Stayed 7 nights in Mar 2024

10/10 Excellent

Shaunna M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful
This place was hands down a Cadillac in a land of Buicks. The Southern Diversion has everything we needed. The beach was stunning and the water was crystal clear. Sea life was amazing. We saw a nurse shark, sting rays, box fish, barracudas, needle fish, and more right off our dock. The host was quick to respond to any questions we had. Our family will definitely be staying at this place again.
Stayed 7 nights in Feb 2024

10/10 Excellent

Andy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The keys are something different
We absolutely loved our stay in Islamorada. We have visited the keys a few times and never want to leave. This property was absolutely incredible. The pictures really don’t do the view justice of how beautiful this view is. Kids saw lots of fish off the dock every day and loved it. The property was maintained beautifully and the property manager helped in anyway we needed. We be booking again and cannot wait to go back. If you have considered the keys, do it! You won’t regret it and this property is one a kind to stay at. Thank you guys again!
Stayed 8 nights in Oct 2023

10/10 Excellent

Amy F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect setting for our family
The property was everything that was listed on VRBO. The pool area and beach is where we stayed most of the time. It was very nice not to have to haul everything for the toddlers to the beach. The children could nap and the adults were still able to be out by the pool and beach. It was nice to have shaded areas for those not wanting to be in the sun. The only drawback to the beach was the seaweed. We were not able to get in the water at the house. The seaweed was thick and smelly. However the pool was perfect for us. We rented 2 golf carts for our family to use to get around town while there. We were very close to shops, grocery store and restaurants. We did not have to drive out except to boat rental companies. We would definitely recommend staying at this property. Our last day there, we had our own private dolphin show. 2 dolphins swam around and entertained the children by showing off. They were back and forth under the doc coming up to the surface as to say hello to the children. It was very entertaining.
Stayed 7 nights in May 2023

10/10 Excellent

Angela A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Islamorada
The property was very nice and clean. Great location. We enjoyed our stay.
Stayed 7 nights in Mar 2023

10/10 Excellent

Kay L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Paradise in the Keys
We have stayed at many VRBO properties but this one was the best! From waking up to a beautiful sunrise and spending the entire day by the pool and beach! My family, which included 3 grandchildren were in paradise! Joe the property manager was so helpful, with all my questions. The location of the home is right in the middle of the key and close to everything. Thank you for sharing your home with us!
Stayed 7 nights in Mar 2023

10/10 Excellent

Erin M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous
Our group of kids, parents, and grandparents had an incredible time at this property. Terri and Joe were responsive and kind and helped with all our needs. The house was spacious, had a well stocked kitchen, lots of towels, and most importantly an absolutely beautiful location. We hardly left the pool and beach. Saw dolphins on our last day. Would stay again!
Stayed 7 nights in Feb 2023

10/10 Excellent

Matthew B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice
Excellent
Stayed 7 nights in Dec 2022

10/10 Excellent

Susan K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Family getaway
This location is perfect for families with small children. The pool sits in front of the house, the view of the ocean from here is outstanding. Beware, the air conditioner can not be turned below 72 or the system freezes up.
Stayed 6 nights in Oct 2022

10/10 Excellent

Ruby M., Mount Pleasant, SC

Liked: Cleanliness, check-in, communication, location, listing accuracy
very nice
beautiful location
Stayed 7 nights in Jul 2022

10/10 Excellent

Evan D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful escape
From the moment we arrived to the moment we left, the entire group (ages 5-46) had a great time. The house is gorgeous, very well-appointed, and very very near any shops we needed for our stay. Town is overflowing with great eateries, and many of them are within a two or three minute drive of the house. The dock out back and the pool and shaded seating area beneath were in almost constant use. We rented kayaks and paddle boards (supplied by Joe, who is an incredible resource) and spent time paddling and seeing several varieties of fish, even one small hammerhead! The only negative things I will mention are 1. the accumulation of seaweed, but this is a fact of life throughout the Keys, and did almost nothing to dampen our enthusiasm. 2. Some of the houses along the street to the property could use a little TLC, but this again did nothing to effect our stay, I only mention it as someone else coming to the property should not be put off when they see it, as it’s invisible once within the gate and in no way bothered us the entire stay. We had a great time and I wouldn’t hesitate to come back. Wonderful trip, wonderful location.
Stayed 7 nights in May 2022

10/10 Excellent

Sondra K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Terrific home great for groups
We had a small retreat at this property and the owner and manager were extremely easy to work with and went above any beyond to make our stay terrific. We had a few minor maintenance issues that were handled quickly and overall the house and property were terrific!
Stayed 7 nights in Feb 2022

10/10 Excellent

Sarah E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location for multi-generation family vacation
The property was exactly as pictured on the VRBO listing- it was absolutely beautiful!! Communications with the property manager were good- he came to fix a few things promptly and was very nice to deal with. The home was the perfect size for 8 adults/2 kids. The kids loved the pool, and exploring the property (especially the resident iguanas, hermit crabs and palm trees). The adults loved the privacy of location, the relaxed feel of the house, the pool and exploring the ocean tide pools. We especially loved the 2 full size refrigerators, as we had lots of beverages and freshly caught fish to store! Great job- we would love to stay here again in the future!
Stayed 7 nights in Apr 2022

10/10 Excellent

Alessandro D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful seaside property
We had a fantastic week in this lovely property. Exactly as advertised, perfect for a large family gathering, especially with a boat.
Stayed 7 nights in Jul 2021

10/10 Excellent

Andrea K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
January 2022 stay
It was a perfect combination of a beautiful property inside and out, private access to the beach, plus an excellent location and proximity to a ton activities and amenities. Our communications with the owner and the property manager were always smooth and so accommodating. They both were very reachable and very helpful! We had a wonderful week! Thanks so much!
Stayed 7 nights in Jan 2022

10/10 Excellent

Kathy R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A wonderful multi generational family get away.
The inside of the house was a bit tired but the outside space more than made up for it. We thoroughly enjoyed the porch, pool, dock and grounds. Joe, the caretaker was very responsive to the few issues we had and was helpful with some local resources.
Stayed 7 nights in Dec 2021

10/10 Excellent

Rhianne V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A house in paradise
This house was a lot of fun! We had 16 people in our group and everyone slept comfortably in the house. The location is great and it’s walking distance to multiple stores and restaurants! We would be happy to stay here again!
Stayed 3 nights in Oct 2021

10/10 Excellent

Michael L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent property and location!
The property met every expectation for a wonderful stay in Islamorada. It is super close to great restaurants, food shopping and, of course, terrific fishing.
Stayed 3 nights in Oct 2021

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Property in Islamarada
Property is as described. Very private site that is close to everything in Islamarada. Property manager Joe was very helpful with local knowledge and scheduled maintenance (grass cutting) while we were out.
Stayed 7 nights in Aug 2021

About the host

Hosted by Terri Melilli

Host profile image

Why they chose this property

What makes this property unique

Premier Host

They consistently provide great experiences for their guests
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