Southern Diversion Estate Islamorada Thanksgiving open deep discount
House in Upper Matecumbe Key, FL
16 guests · 5 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceOne of the higher cost properties in the area
Includes essentialsGarden, Pool, Kitchen or Kitchenette and more
About this house rental
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
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
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
Dishwasher
Hot tub or spa
TV
Garden
Map of Upper Matecumbe Key, FL
$$$$
Ratings and reviews
Summary of reviews
The property is a stunning oasis with spacious living areas, comfortable bedrooms, and a perfect location near shops, dining, and outdoor activities. The outdoor spaces, including the pool, beach, and dock, are beautifully maintained, offering a serene and private retreat for families and groups. The property manager, Joe, provides excellent service and ensures a memorable stay.
8.0 / 10.0
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.
10.0 / 10.0
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.
10.0 / 10.0
It was just as advertised
10.0 / 10.0
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!
10.0 / 10.0
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.
10.0 / 10.0
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!
10.0 / 10.0
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.
10.0 / 10.0
The property was very nice and clean. Great location. We enjoyed our stay.
10.0 / 10.0
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!
10.0 / 10.0
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!
10.0 / 10.0
Excellent
10.0 / 10.0
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.
10.0 / 10.0
very nice
beautiful location
10.0 / 10.0
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.
10.0 / 10.0
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!
10.0 / 10.0
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!
10.0 / 10.0
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.
10.0 / 10.0
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!
10.0 / 10.0
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.
10.0 / 10.0
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!
10.0 / 10.0
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.
10.0 / 10.0
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.
10.0 / 10.0
Family time in the Keys
We have been renting homes in Islamorada for almost 20 years and this one rates towards the top of our list of great rentals. The location, views and amenities were all wonderful.
10.0 / 10.0
Great house, great time
Great experience
3.0 / 10.0
Stay outside! View and location is great, pool and dock are awesome for fishing, kayaking, etc. Furniture needs to be replaced, and kitchen needs an overhaul. Dirty pots, no teflon in pans, very tired kitchen. We expected much nicer furniture and a clean usable kitchen. Never going back to this house.
10.0 / 10.0
Great house and beautiful views
Very pleased with home, location, view and Joe was excellent making sure if we needed anything he would make it happen
10.0 / 10.0
Wonderful Getaway
Wonderful family house in a beautiful location. It met all of our needs! Everything was convenient for our family - groceries, fishing, Theater of the Sea, etc. And the kitchen worked well for the family dinners we prepared. Only suggestion I would make is one I already saw on another review - would like to have more plastic dishware and glass ware. We were outside so much - we would worry less if it was unbreakable. Thanks for a great property!
5.0 / 10.0
The view is worth the stay. The dock is in excellent condition. The pool is smaller than it looks online but is kept warm and clean. The beach has coral but there is enough room for children to play in the sand. The neighborhood immediately outside the gateIs not great but it is less than a block of untidy homes and should not stop anyone from staying there .The kitchen is extra large and worked very well. There is a large well stocked supermarket close by and the CVS is a minute away. Good restaurants and shops are close by. The gates insure privacy for your family.
8.0 / 10.0
Wonderful family place
Beautiful setting large yard classic pool. Kitchen well equipped and very functional. Bedrooms nice
10.0 / 10.0
The Pretty Place
The view is worth the stay. The dock is in excellent condition. The pool is smaller than it looks online but is kept warm and clean. The beach has coral but there is enough room for children to play in the sand.
The neighborhood immediately outside the gate
Is not great but it is less than a block of untidy homes and should not stop anyone from staying there .The kitchen is extra large and worked very well.
There is a large well stocked supermarket close by and the CVS is a minute away. Good restaurants and shops are close by.
The gates insure privacy for your family.
5.0 / 10.0
Enjoyed our 7 day stay at Islamorada. The house was great for our family of 7 adults and 7 children ages 9 to 10 months. The heated pool was a huge hit for the kids. Beds were very comfortable and the kitchen was well supplied. For our group, I would have liked more plastic glasses just because we had children. Joe was very helpful during our checking and checkout. We would certainly return.
10.0 / 10.0
family vacation
Had a great time, house was furnished with everything we needed, clean and plenty of room, nice yard , beach and pool, nice dock to watch fish, crabs, stingrays and great to kayak and paddleboard from. Want to thank Joe the property manager for doing a great job of making sure everything was okay . Hoping to return on our next trip.
10.0 / 10.0
Family trip to Islamorada was wonderful
Enjoyed our 7 day stay at Islamorada. The house was great for our family of 7 adults and 7 children ages 9 to 10 months. The heated pool was a huge hit for the kids. Beds were very comfortable and the kitchen was well supplied. For our group, I would have liked more plastic glasses just because we had children.
Joe was very helpful during our checking and checkout. We would certainly return.
3.0 / 10.0
First thing, it goes without saying that the view of the ocean was beautiful. However, our first impression were two weathered chairs with torn cushions on them. We could not get in the front door without brute force( my son in law had to get tools and fix it). The floor thru the house was dated, cracked and chipped tile. The kitchen cabinets didn’t close and one was falling off it’s hinges. The refrigerator in the kitchen was rusty and shelves fell out when you opened door. The toaster oven had no markings on it so you didn’t know how to set it. The vacuum was broken, dirty and smelly. Bathrooms all had an issue. Doors didn’t open and close properly. The furniture was uncomfortable and pillows again were torn. The rooms upstairs were hot. Lamps were few and in poor working order. Two lights stuck and busted in the dining chandelier.. I had to wash all the bird poop off dock when we arrived with a busted hose and nozzle. I’m very upset because I personally picked this house as our perfect Christmas solution for our family vacation during COVID. We paid a premium rate and I felt we did not get the property equal to the rate we paid. I hope the owners take this as a truthful evaluation and will appreciate my input and taking the time to help the next renter.
10.0 / 10.0
Relaxing and fun location, great property mgr
This property has excellent and large outdoor space, good for lounging, lawn games, dining, solitude, group fun, swimming, water sports, all right on site. Its located with quick access to groceries, restaurants, tourist activities, shopping. We were never in the car more than 5 minutes which is exactly what vacation's for! Joe the property manager came by everyday to spruce things up outside and make sure we had everything we needed. He's a great source of info on the area too. Our group of parents and 20-something 'kids' thoroughly enjoyed our stay!
8.0 / 10.0
Great spot for family get-a-away
House is a great set up for a large group. The furnishings are a solid B+ as a few things need upgrading. We had 20 MPH winds from the south the whole trip, so the beach/pool were not used much. Set up look good for better weather (lots of seaweed on beach). Big kitchen was well stocked. The house is literally a 2-5 min drive from all the spots we hit for fishing, swimming with the dolphins, grocery and restaurants.
10.0 / 10.0
Great time
Great time
10.0 / 10.0
Islamorada
Great location to stores, shops, boat rentals, and fishing. Joe was helpfully and friendly. Great property overall.
10.0 / 10.0
Awesome time
Amazing weekend with family and friends. Great house and great location. Joe was extremely helpful
10.0 / 10.0
Vacation fishing trip
Great time no issues plenary of room
FAQs
How much does this house cost compared to others in Upper Matecumbe Key?
The average price for a rental in Upper Matecumbe Key is $519 per night. This rental is $1,520 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Southern Diversion Estate Islamorada Thanksgiving open deep discount. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Southern Diversion Estate Islamorada Thanksgiving open deep discount. Enjoy the water!
Is Southern Diversion Estate Islamorada Thanksgiving open deep discount pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Southern Diversion Estate Islamorada Thanksgiving open deep discount?
We found 11 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and parking.
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