About the Property
Rentals are Saturday to Saturday (7 day minimum); longer term rentals are welcome.
The "Nest" villa (MM 82.3) is a private condo residence which is wonderfully maintained. It is the total upper floor of the building in the foreground. It is well located within walking distance to a number of shops, waterfront bars and great restaurants.
The property is operated under FL DBPR license # MOT 5403060 and is inspected annually.
The sleeping accommodations are in queen beds. The Master bedroom is very private with its own bathroom. The second sleeping area is a Murphy bed annexed in an alcove off the main living area, also with its own guest bathroom (with a full size washer / dryer).
All appliances are relatively new and in excellent condition. The air conditioning system is a 'split' system and is very quiet (like central air/con). The floors are all porcelain tiled. The home is light, bright and airy with water views from most rooms.
Free secured private WI-FI & high speed internet for guests use.
This is a Non-Smoking home and is professionally cleaned prior to your arrival.
In addition to the actual residence, there is a large private roof top terrace ( approx. 1200 square feet) adjacent to the master suite with patio furnishings and a gas grill for your private use. There are incredible water views from this deck.
If you bring your boat you have the use of the boat ramp (boats up to 18 ft.), marina basin and free trailer parking. You are allowed to dock one boat up to 26 feet in length. There is water and electricity adjacent to the tie-ups. If your boat is too big to launch at our ramp there are several public access ramps nearby.
The entire property is very private and secluded with waterfront homes on either side of the property. The actual location is close to both the ocean as well as back-country fishing.
Don't miss checking the official "Nest" website: "TheKeysNestVilla"com
Excellent fishing, snorkeling and swimming from the jetty. Sunsets are spectacular. Good fishing from the jetty.
Guests have indicated they love Islamorada Beer Company Brewery right across US 1.
Why Kids Love It
Fishing from the dock and watching all the sealife in the water at night. Bring a flash light!
Islamorada is well known as the heart of the sport fishing in the Keys. The Village of Islamorada is composed of 5 separate Islands all with their own atmosphere. "Founder's Park" (MM87) behind the Visitors Center on Plantation Key is special and well worth a visit. The "Nest" villa is located on Upper Matecumbe Key which is the Crown Jewel of them all.
Attractions Within Walking Distance
The Islamorada Beer Company Brewery
Bitton's French Cafe
The Lorelei Bar and Grill (MM81.2)
Ocean Gardens nautical emporium
The Whistle Stop Pub
Favorite Places To Eat
Lazy Days (MM 79.8). Try the Hog Fish!
The Twisted Shrimp(MM87.7)
Marker 88 (MM88)
Ziggie Mad Dogs (high end steak house) (MM83)
Mangrove Mike's(MM82) (Breakfast & Lunch)
The Hungry Tarpon (MM77.5) (Breakfast & Lunch)
Chow Hound - Pizzeria (MM84 in front of the Post Card Inn)
Pierre's (MM81.5) (high end)
The Green Turtle(81.2)
Lorelei Bar & Grill(MM81.2 a ten minute walk)
Bayside Gourmet (MM82.5 a five minute walk)
Islamorada Beer Company Brewery (just across the street)
Bitton's French Cafe (just across the street)
City Hall Restaurant (MM88.5) near the Monroe County offices on Plantation Key is a small boutique dining establishment . They have very well prepared, moderately priced entrees all served by the owners.
Sunrise Market (MM91.8) in Tavernier (Ocean Side) is a small Cuban specialty market. They have very good rotisserie chicken, fresh baked Cuban bread, and many side dishes.
Moose Lodge of Islamorada (MM81.5) is available to members. They have low priced drinks, food and conversation with locals
Other Vacation Rental Amenities
Kayaks Onsite : Kayak and bicycle rental available on site right next to driveway
The property is non smoking
Connect directly with owners
Cut out the middleman
No booking or service fees
Save up to 20% over other websites
Florida's #1 vacation rental site
We're the experts
|Rate Period||Nightly||Weekend Night||Weekly||Monthly||Min Stay|
Apr 13 2019 - Aug 17 2019
Aug 17 2019 - Dec 21 2019
Dec 21 2019 - Aug 15 2020
Aug 15 2020 - Dec 19 2020
Pet fee (non refundable): $150
Tax Rate: 12.5%
Change over Day : Saturday. Rented Saturday to Saturday.
No additional booking or "Resort" fees. Free parking, boat tie-ups and boat trailer parking. Free WiFi
For booking the owners suggest you utilize the booking form on their web site () via the contact tab. The owner will prepare a rental agreement and forward it via an e-mail attachment to the prospective guest for approval. A rent deposit of $250 per reserved week is required to complete booking. The balance of the rent is due four weeks prior to occupancy.
Cancellation policy: Full refund of guest funds held by owner if written cancellation is received by owner 90 or more days prior to occupancy date or if property is re-booked.
Consider vacation insurance. Go on-line to companies such as CSA Travel Protection or AIG Travel Guard. There are many options.
Last updated on May 19, 2019
KRISTINE & GARY DAVIS
Year Purchased: 2019
About the owner: Gary & Kristine welcome you to the "Nest" and look forward to you coming to visit!
We would love for you to come and experience our little piece of paradise in beautiful Islamorada.
Our home town is just over two hours away in the city of Fort Lauderdale but our heart is definitely in the Florida Keys and we love to visit (especially Islamorada) as often as possible!
Kristine (originally from Seattle) and Captain Gary (from old England) both moved to Florida 25 years ago. We both worked in the cruise industry including an enjoyable time sailing on the "Love Boat" (he drove the ship while she entertained the young guests), we luck enough to travel the world and visit many far off ports for a number of years. We hung up our sea boots and "came to land" a few years ago and now run a busy marine / cruise ship related equipment rental business in the shipping hub of Port Everglades in South Florida.
We discovered our hidden gem "the Nest" while staying in one of the adjacent villas in 2018. We were lucky enough to meet Don the previous owner of The Osprey Nest who had taken incredible pride of ownership for the last 28 years. Now as proud "new" owners we hope to continue his good work and look forward to welcoming both past and new guests for many years to come.
We are boaters, pet lovers, paddle boarders, occasional skiers, divers and snorkelers. He likes to fish she not so much!
Why this property? The "Nest" villa is located within a truly unique and very tranquil community in beautiful Islamorada. The "Holiday House" property (7 units) is between two estate homes right on the bay with wonderful snorkeling and fishing from our pier. There are stunning water views and incredible sunsets across Florida Bay.
Access to the ocean is close via either end of the island (2.5 miles by boat to the Whale Harbor channel).
There are many wonderful bars, restaurants, many of them waterfront and some within easy walking distance. Great shopping is to be found nearby.
Right next door is a outfitter company that rents bicycles, paddle boards and Kayaks. There is a brew pub just across US # 1.
Calendar last updated: May 19, 2019
Phone number: +1 (954) 471-6248
Links to more information:
CLICK HERE - Virtual tour of the Nest (use the upper left tab "x" to return to site.
Frequently Asked Questions
How do we know the property exists and is operated in the publics interest?
"Holiday House" Resort Condominiums are licensed by the State of Florida Department of Business and Professional Regulation #MOT 5403060. They are inspected annually by the department. The project has a fire safety inspection annually.
The "Nest" villa, HHRCA , Inc. #3 is operating under Monroe County Tourist Development Tax Certificate and Business license #5088409 as well as with Florida Department of Revenue .
How much damage did you experience with Hurricane Irma?
The Holiday house property suffered only minor tree limb and leaf damage. No damage to any building. Most restaurants were back open within a couple of weeks. Surge damage was primarily to the Ocean Side of the Island and we are on the bay side where no surge was experienced.
What do we need to bring?
We supply most paper products, many spices, soaps and all linens. There are several sources for food items. They include The Trading Post, CVS Drugs (limited food items) and a Publix Supermarket (MM 83.2) opened May 24, 2018. We provide both a Keurig & MR. Coffee appliances.
What about boat rentals? Who do you suggest?
There are several local boat rentals available...
try Captain Jeff at Reef Marine
What about bike, kayak and paddle board rentals?
There is a great "outfitters" store at the entrance to our driveway. They will deliver directly to the villa and be sure to ask for the "Nest" discount!
My wife and I stayed in February 2017 and we are going back. Need I say more? Great place, beautiful setting, excellent location, wonderful fishing, … the perfect vacation.
Stayed: February 2017Submitted: May 29, 2018
It is great when a guest returns! This couple is extending their stay in 2019! Glad I had the time available to accommodate them.
Best weekly rental in Islamorada!
I've stayed at the Osprey Nest numerous times and will be there for my I believe my 5th time this summer 2018. The "Nest" is located on a beautiful, tropical property and is meticulously maintained. My favorite feature of the lot itself is the protected basin to safely tie-up your boat, clean fish and mingle with the other visitors...which are mostly repeat customers that you get to know over time. Inside the Nest you want for nothing, it has everything that you're used to at your own home, all of the electronics and appliances work as they should, linens are clean, bathrooms and the rest of the place are immaculate. The Nest has a private deck for laying out in the sun then grilling your fish for dinner, the sunset views are absolutely unforgettable. Stop clicking and book the Osprey Nest, you'll be glad that you did!
Stayed: August 2016Submitted: May 19, 2018
Tony is a long time guest as he mentions. He'll be surprised this year with the new shower in the guest bath, new washer/dryer and private Wifi system. From his review you can tell he really enjoys my retreat. That's great!
Fun Times in the Keys
The Nest is in a great location on the bay side , spectacular sun set view. Condo is well cared for and has all the features of home. My wife and I enjoyed our stay to stay immensely. Great place to moor a boat and only steps from your door (included in the condo rental). I rented a boat and fished in the bay. Tarpon fishing was outstanding!!!!! Clilled on the pier in the early evening with the other guest sharing fishing stories and a cold beverage or two. Don is the best, communication is fast and easy. Don looks out for is guest. We are returning in two weeks for you second stay at the Nest!!!!
Stayed: June 2017Submitted: May 16, 2018
Chuck and his Bride are one of my guests that come back each year. They enjoy and know how to make their holidays the best possible. I am blessed to have so many folks that care about my property.
Osprey Nest, the perfect Florida Keys vacation rental
Perfect Florida Keys rental… every time I’ve had the pleasure of enjoying this property it’s been everything I could possibly expect. Clean, lovely and comfortable furnishings, fully, and I mean fully equipped, steps from the water and those spectacular Florida sunsets with the very best view available from the expansive deck or the convenient jetty… you pick! I don’t think there’s a better view available. Great restaurants and bars in easy proximity if you don’t feel like whipping up a meal in the condo or grilling a fish, or 10, on the deck. Don, the owner, is exceptionally responsive and will bend over backward to ensure you have the best vacation ever… and keep coming back… just like I have!
Stayed: September 2017Submitted: May 13, 2018
An Islamorada hideaway
We have visited the Osprey Nest for over 10 years now! It is a beautiful place, both the living space and the property overall. Don works to keep the apartment/condo updated with nice furnishings and appliances. The view is wonderful, both the living area and the master bedroom have water views of the lovely Florida Bay. We like to cook while there and the kitchen has everything you need. Together with the gas grill on the deck we have enjoyed great meals. As others have mentioned, there are wonderful restaurants within walking distance or a short drive, we love the walk to the Loralei for outside dining, views, and music! The jetty at the boat basin is built up on a coral base, has a couple of palm trees for shade, and a fantastic place to sit and read, watch the boats go by, and see the most amazing sunsets. We have loved having our boat with us the past couple of years, just to hop in and explore the area along with great fishing. Key West is about an hour and a half away on a cool sightseeing drive if you are so inclined to become "Key Wasted", but at the Osprey we usually become afflicted with Keys Disease, which is not wanting to drive more than 5 miles in any direction, it is all right there for you!!
Stayed: March 2018Submitted: May 02, 2018
Gary and Kathy are one of my "stock holders". They come each year and really take an interest in my home. This year (2018) They assisted in my replacing the sofa . Kathy even picked out new throw pillows for the sofa and cushions for the side chairs. Frankly all of us at HOLIDAY HOUSE have great guests that return each year. It makes having a vacation rental worth while.
The perfect nesting place in paradise!
The Osprey Nest is a very quiet, tropical nesting place that we have rented multiple times over the past 10 years. It is a 2nd floor condo that is very well equipped, comfortable and has most everything you need for a week’s stay. The inside is clean and modernized. The Bay, lagoon and sunset views from the main living area are truly amazing! It is located within walking distance of many local favorite eateries and yes, even a local brewery. The entire apartment complex consists of multiple small dwellings and is fashioned after an old keys style fish camp. The grounds are beautiful! The whole property is very tropical looking with several palm trees and flowering foliage. The Osprey Nest also has a huge deck that overlooks the back yard, boat lagoon and Florida Bay. There are chairs there as well as a barbecue and table for dining outdoors. The lagoon is deep and wide enough for my 21ft boat and there are fish cleaning tables and fresh water hoses available. Don is a pleasure to do business with and makes the whole rental experience a breeze! Looking forward to returning again soon! We LOVE this place!Stuart Ed and Wendy
Stayed: June 2017Submitted: April 30, 2018
Ed and Wendy are too "stock Holders" as they come each year it seems and enjoy the place. I am really blessed to have such folks that take such a great interest in The Osprey Nest.The other owners at Holiday House take a real interest in the property and making sure it is in perfect condition for the guests to enjoy. We work well together.
This condo has such a great location and beautiful views. We walked to a few restaurants & drove short distances to others we love. It was also great being able to just cross the street to spend time at the Islamorada Beer Company! The condo itself has a great layout & is well stocked. The beds are so comfortable & the 2 baths are very nice. It's a pleasure dealing with Don, too! Everything was so wonderful that we've already booked for a week this December.
Stayed: December 2016Submitted: April 30, 2018
Susan was fun to book again this year. In our conversation she asked "Don, have you considered replacing the sofa" ? Heck I thought I was the only one who didn't like it....it was relatively new! Susan and I got busy on the internet looking at what might be a suitable replacement....I like lady's input. I ended up with a beautiful new leather sofa and other guests in February assisted getting it installed. It was fun working that out.