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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Bay front with Free dockage for one boat up to 26' with Outstanding View!

Bedrooms 1
Property type condo
Minimum Stay 1 - 7 nights


About the property

Condo, 1 Bedroom + Den, 2 Baths, (Sleeps 4)

The Osprey Nest is a private residence which is wonderfully maintained. It is operated under FL DPR license # MOT 5403060.This Non-Smoking home is professionally cleaned prior to your arrival. The sleeping accommodations are in queen beds. The second sleeping area is a murphy bed in an alcove off the living area. All appliances are relatively new and in excellent condition. The air conditioning system is a 'split' system and is very quiet (like central air/condx). The floors are all porcelain tiled. The home is light, bright, and airy. Free WIFI for guests use.

In addition to the actual residence, there is a large deck terrace (1200 square feet) adjacent to the master suite with patio furnishings and a gas grill for your private use. There are super views from this deck. In addition to the home you have the use of the boat basin. You are allowed to dock one boat up to 26 feet in length. It is private and secluded with private homes on either side of the property. The actual location is close to both the ocean as well as back-country fishing.

Please review "theOspreyNest" website for availability and to see many photos, a floor-plan, as well as a overview of the property. See for yourself the panorama 360 degree views of the property. It just doesn't get any better.

Keywords: Condominium

More Details

Don Ayers
Member since: 2004
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
February 23, 2018

About Don Ayers

I am from the Show Me state originally and always longed for an outlet to the sea. I was until recently a licensed real estate broker in a ski area in California. My sport is sailing and I have sailed all over the world. When I first came to the Florida Keys in the early 1970's, I knew I would be back over and over again. The ambiance is unbeatable!

Don Ayers purchased this condo in 1991


Islamorada Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 2
Building Type:
  • building
  • Guests provide their own meals
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 9:30 AM
  • Max. occupancy: 4
  • Max. adults: 4
  • Min. age of primary renter: 25
  • Children welcome
  • Parties/events allowed
  • Pets not allowed
  • Non smoking only
  • Cancellation with full refund of owner retained funds at 90 days prior to intended occupancy or if property is re-booked. Must be in writing.
  • Total rent (final pmt) due 30 days prior to arrival date.
  • Owner to supply and guest to execute a rental agreement once deposit is received by owner. Owner to forward said agreement as an e-mail attachment.
Location Type:
  • Near The Ocean
  • Oceanfront
  • Waterfront
  • Away From It All
  • Air Conditioning
  • Clothes Dryer
  • Heating ...
  • Internet
  • Linens Provided
  • Parking ...
  • Parking Off Street
  • Parking for RV/Boat/Trailer ...
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Free Wifi
  • 4 Ring Stove
  • Coffee Maker ...
  • Cooking Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Dining Area
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • 1 Bedroom, Sleeps 4
  • Queen size Beds (1) memory foam, Murphy Beds (1) queen ,memory foam.
  • CD Player
  • DVD Player
  • Satellite / Cable ...
  • Stereo ...
  • Television
  • VCR
  • Balcony
  • Barbecue
  • Deck / Patio
  • Kayak / Canoe ...
  • Outdoor Grill ...
  • Patio
  • Wood Deck
  • churches
  • cinemas
  • library
  • marina
  • restaurants
Leisure Activities:
  • boating
  • outlet shopping
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • laundromat
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • hiking
  • kayaking
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
close to great restaurants, super fishing, parks and shopping


Excellent! 4.7/5 -
(11 traveler reviews)

72% Complete
27% Complete
0% Complete
0% Complete
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Bay front with Free dockage for one boat up to 26' with Outstanding View!
average rating of 4.7272725 based on 11 reviews

Smaller property but perfect for 4 or less very clean

  • 4 of 5

We loved the property itself but the community itself is very hard to manuveur trailers to the slip

  • Submitted: Aug 15, 2017
  • Stayed: August 2017
  • Source: HomeAway
Owner's Response: This guest was advised our free ramp was best for 18' or less boats and that for larger boats it is best to launch elsewhere. This guest had a 22' Mako which actually had been previously launched by other guests successfully. We allow guests to make their own decision as to the suitability of the ramp and the tide at a particular time. We allow up to 26' boats in our boat basin on a no-charge basis. He advised when booking he was familiar with La Siesta Resort facilities and had previously launched there. I was surprised to learn in this review he had launched using our ramp. I am in Arizona.
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0 0
Flemington, NJ

Wonderful vacation!

  • 5 of 5

The Osprey Nest is in a great location and has much to offer. We loved that it was within walking distance to many places, with the Islamorada Brewery right across the street! The marina was perfect for the 21 ft. boat we rented and the sunsets at the dock were gorgeous. I felt like we had our own aquarium at the dock. We saw stingrays, a shark, manatees, and very pretty fish. I even snorkeled there. The grill worked great on the beautiful patio. The bed in the bedroom was perfect and I had a great night's sleep every night. We met so many nice people who stayed in other rentals on the property and know we will keep in touch and hopefully stay there at the same time again. Don was very responsive to any questions we had. We will definitely stay at the Osprey Nest again!

  • Submitted: May 7, 2017
  • Stayed: March 2017
  • Source: VRBO, from HomeAway
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0 0
Brookings, SD

Piece of Heaven!

  • 5 of 5

We were pleasantly surprised with our stay at the Osprey Nest. The location, the sunsets, the charm... Cannot wait to return.

  • Submitted: Apr 5, 2016
  • Stayed: March 2016
  • Source: VRBO, from HomeAway
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0 0
Pensacola, Florida

More than ever expected!!

  • 5 of 5

My better 2/3 and me spent a week in The Osprey Nest, it was more than expected by far.. We normally rent a private home and were a bit worried about having others to share the property with since there are other units on the property, but the atmosphere was perfect and we made some great new friends during our stay. We hade one of the best trips ever in over 20+ years of vacationing in the Keys. The protected boat basin was perfect and we had no shortage of fighting 100+ pound tarpon off the jetty of the boat basin. A great location and perfect layout for a picture perfect getaway. We certainly will be back in the future and appreciate how helpful and easy Don was to work with and arrange our vacation!

  • Submitted: Jun 18, 2014
  • Stayed: June 2014
  • Source: VRBO, from HomeAway
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5 1
Freehold, New Jersey USA

As usual, an awesome experience!

  • 5 of 5

We had been renting the Osprey Nest for 5- 6 years, but haven't been back in 8 years.

Well, we just returned from "The Nest" and we are happy to say, it is more beautiful than ever before. Don certainly has invested a lot of time and money to beautify this gorgeous vacation retreat. The plantation shutters are gorgeous and allows for privacy, if you so desire. We were very lucky to have the greatest weather and were able to enjoy the deck just to sun and relax and enjoy our "beverages." The view is just magnificant. Just to sit down by the dock and watch the sunrise or sunset is a site to behold. Having the

beautiful marble sitting area out on the bay is breathtaking! What can we say - you can really see the effort made by Don to please his renters in every way. The bathrooms are spacious and clean and having a washer/dryer in the Nest is great! Don has made it a comfy/cozy enviorment for a couple, or for a family. We can't wait to go back and make

new memories next year. Privacy and safety of all renters are first and foremost in Don's mind and the security door locks really made us feel safe & secure. What can we say,

we hope everyone falls in love with the Osprey Nest as we have. Thanks Don - keep up the good work!

  • Submitted: Nov 22, 2013
  • Stayed: October 2013
  • Source: VRBO, from HomeAway
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5 0

The rental is actually even nicer than the photos here show it!

  • 4 of 5

We arrived to this very nice property after hurricane Sandy late at night after a long and frequently interrupted journey. With help of the exact description given beforehand we found the property without problems even at night. We had been advised in writing to strictly park our car only in the designated area for our apartment, but when we arrived, the parking was taken. Being hesitant if perhaps due to the storm the previous renters would not have been able to leave, we went up the stairs to check, but everything was dark – however there was a sound inside. So we tried the doors anyway – we had been advised to enter and instructions had mentioned the entrance being left open and the keys being inside. Well, both entrances where locked but by chance the owner had given us the key-code – just that the light was not sufficient to enter it, so that we had to go back to the car to look for a flashlight. Once inside, we fortunately found the apartment empty – but the fire alarm buzzing. Even that late at night, we called the owner and where advised to just disrupt the alarm.

Early next morning we had a rude awakening when very noisy demolition works on the property next door started at 07.30 AM – we would have preferred to know about them in advance, also that they went on for six days a week from 07.30 AM to 05.30 PM nearly without interruption, shaking the whole house (perhaps one of the reasons the fire-alarm went off). With only Sunday without demolition, we unfortunately had to stay away from the apartment for most of the time. I think whoever bought the property next door will construct a new house there, so the noise may go on for a while.

With daylight we found the beautiful terrace badly victimized by the storm, so after breakfast (regrettably indoor) we started to remove the fallen dry foliage and recollected the chairs blown over the whole terrace and cleaned them and the table. The stains from mildew remained however – a service team coming to remove them a couple days later removed the stains, but not the water they used to do so, so the stains started to form again after some days and the still water attracted breeding mosquitos – so that we had to have another go at the terrace to be able to use it.

The terrace is beautiful and extremely big – it will be difficult to find a comparable one! It would have been optimal if it could have been better used, but with just the base for the umbrella and no umbrellas available (apparently other guests lef

  • Submitted: Dec 19, 2012
  • Stayed: October 2012
  • Source: VRBO, from HomeAway
Owner's Response: Normally my guests arrive on Saturday and check-in during daytime hours. I have the maids clean just prior to a new guest's arrival. In this case, the guests came in late at night a day later than normal so the maid locked the doors. If the guest had touched one of the buttons on the digital door lock key pad they would have lit up for ease of use. I supply all guests the door code. Most do not even desire keys. It was a surprise to all of us owners of the property that a demolition permit was issued for removing the home next door (Oct 2012). A new home has since been constructed so it is assumed any noise will be limited to children enjoying their pool. I have a service which takes care of the property and power washes the deck when needed. Sometimes after a storm, like the hurricane mentioned, these service companies can be overwhelmed. I have not had other complaints and believe they do an excellent service for both me and my guests. As a retired real estate broker of 35 years in a ski resort, I understand the value of maintaining a rental property to a high standard and strive to do so on a consistent basis
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10 2


Nearest Airport
80 Miles
Miami International Airport
Car: recommended

Islamorada, Islamorada Area, Florida Keys, Florida, USA (MM82.3, Upper Matecumbe Key, 80 miles to Miami Int. Airport) - Close to great restaurants, super fishing, parks and shopping.

Other Activities: Shopping, Kayaking, Boating, Wildlife Viewing


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

No Additional Resort fee $0
Tax Rate 12.5%

Property suitable for one or two couples. Children OK. Rent Saturday to Saturday only.

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund

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