Osprey Bay Villa on the Bay! Spectacular Sunsets, Pool, Hot Tub & Private Dock!
Islamorada, Florida
5
Bed
3
Bath
Private Vacation Home
Property Type
10
Max Sleeps
7 nights
Min Stay
OSPREY BAY VILLA – Your private bayfront escape in the heart of Islamorada, Florida Keys!
Relax and enjoy incredible panoramic bay and sunset views from this elegant yet casual Old Keys Charm home, designed for the perfect family or group getaway. With a heated pool, hot tub, and deep-water dock, you’ll experience the best of island living—whether you’re soaking up the sun, exploring by boat, or strolling to local restaurants and shops.
KEY FEATURES:
Features
Map
Rates & Availability
Review
Features
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PETS
No Pets Allowed -
BEACH
Beach Sun Loungers Beach Towels -
DINING
Dining Table -
SAFETY
Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property) -
BEDROOM
5 Bedrooms Bed Sheets Provided -
GENERAL
Unit Size: 5255 Sq Ft (488 Sq M) -
KITCHEN
Cookware/dishes/utensils Dishwasher Ice Maker Lobster/crab Pot Microwave Oven Refrigerator Stovetop Toaster -
LAUNDRY
Laundry Facilities Near Laundromat Washing Machine And Dryer -
PARKING
Car Required Onsite Parking -
INTERNET
Free WiFi -
OUTDOORS
Balcony Barbecue Grill Garden Outdoor Furniture -
POOL/SPA
Fence Around The Pool Heated Pool Hot Tub Private Pool -
BATHROOMS
3 Bathrooms Hair Dryer Shampoo Soap Toilet Paper Towels Provided -
WORKSPACES
Printer -
LANGS SPOKEN
English -
THINGS TO DO
Ecotours Nearby Fitness Facilities Nearby Golf Nearby Marina Nearby Sailing Nearby Snorkeling Nearby Tennis On Site Water Skiing Nearby Water Tubing Nearby Wildlife And Game Walks Nearby Windsurfing Nearby -
ENTERTAINMENT
Books DVD Player Music Library Stereo Video Library Smart TV With Cable/satellite Service -
LIVING SPACES
Fireplace Living Room -
CLIMATE CONTROL
Air Conditioning Heating -
FAMILY FRIENDLY
Children's Books Children's Dinnerware Highchair Playground Travel Crib -
LOCATION HIGHLIGHTS
Near A Health Or Beauty Spa Near A Hospital Near A Zoo On The Waterfront -
SERVICES AND CONVENIENCES
Iron/ironing Board Phone -
SUITABILITY/ACCESSIBILITY
If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Upper Floors Accessible By Stairs Only Wheelchair-accessible Path Of Travel
Check-in : 04:00 PM
Check-out : 10:00 AM
No Wheelchair
No smoking
No pets
Children allowed
Max occupancy : 10
Map
Rates & Availability
Review
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Allison S.
Submitted Jan 26, 2026
Stayed Jan 17, 2026Host was great and very responsive. House was wonderful charming and had everything we needed.
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Charles M.
Submitted Nov 30, 2025
Stayed Nov 22, 2025Excellent! Plenty of room for 9 people. Dock for fishing was amazing. We saw shark, grouper, moray eel, barracuda, clown fish, and more all from the dock. Overall, great place to stay with family, friends, or both. Beds in every room were very comfortable!!
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william c.
Submitted Aug 19, 2025
Stayed Aug 9, 2025We had a great time. House is great with all the amenities and fantastic views. Look forward to coming back for sure
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donald n.
Submitted Aug 10, 2025
Stayed Jul 19, 2025Everything about the property was great. Super location. Comfortably accommodated all ten of us. We fished on the pier everyday and moored our boat by the dock. We saw dolphins, manatees, sharks and plenty of fish from the pier. We spent hours in the pool just soaking. Plenty of nearby places to jog or walk. The kitchen had every utensil imaginable. It was sad to have to leave.
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John K.
Submitted Jul 15, 2025
Stayed Jul 5, 2025Perfect house, had every single thing you could want or need...it left us wanting nothing other than a longer stay! Saw a manatee, stingray, barracuda and nurse sharks off the dock with plenty of fish to be caught. Beautiful sunsets every single night. Great location with plenty to do in Islamorada. Judy was very prompt in her communications. Thank you!
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George C.
Submitted Jun 10, 2025
Stayed May 31, 2025Property was very nice and well appointed.
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kathryn u.
Submitted Mar 17, 2025
Stayed Mar 8, 2025We had a wonderful week in Islamorada in Osprey bay villa. Great, large very comfortable and accommodating home with all amenities. And great location in the middle of everything!Highly recommend staying here. Just was a great host and very responsive if needed
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Jeff S.
Submitted Feb 18, 2025
Stayed Jan 25, 2025Great property! Spent with my wife, children and grandchildren. We all enjoyed the pool and hot tub. Great access on the dock for fishing or just taking in the view. Would highly recommend. Great host she is a pleasure to work with.
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Mary O.
Submitted Dec 21, 2024
Stayed Dec 14, 2024Wow-we’ve rented several houses over the years in Islamorada and this was by far THE BEST!! We all loved the heated pool, the dock, decking and the privacy!! The house is well stocked and the kitchen set up is amazing. Everyone wants to come back!! Thank you for sharing your beautiful home with us
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Shannon S.
Submitted Dec 12, 2024
Stayed Nov 23, 2024My family of 10 stayed at this property the week of Thanksgiving. This property was AMAZING! We loved it. The owners of this property have thought of everything, ie, 2 kitchen sinks, 2 ovens, 2 washers, 3 dryers. Lots of room for the family, we were treated to stunning sunsets daily, we brought our boat, went fishing, explored the area restaurants. The pool area was spacious and gorgeous. We loved this property and hope to some day get to stay here again in the future! to to stunning sunsets
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Phil T.
Submitted Nov 2, 2024
Stayed Oct 26, 2024Excellent family holiday once again. Couldn’t ask for anything more, great accommodation, great location and great fishing what more can you want.
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Edward M.
Submitted Aug 26, 2024
Stayed Aug 17, 2024Excellent place. Would definitely return. Just was very attentive to all our needs
