Welcome to Villa Azzurra!
This beautifully decorated, island style beach home can comfortably accommodate seven guests, and boast three en suite bedrooms, a fully stocked gourmet kitchen, private pool, endless water views, and a bayfront beach.
The first floor offers a high quality kitchen that any chef would enjoy cooking in. A gas stove, microwave, oven, dishwasher, ice machine, wine bar and all cooking utensils makes eating in a pleasure. However, the location of this home is situated amongst some of our finest restaurants, should you choose to venture out. Entertain in the open living space that offers views of the bay. The backyard oasis is right off the kitchen which allows for easy indoor/outdoor living. There is one queen bedroom, and one full bathroom that provides access from both the bedroom and living space.
The second floor offers two additional en suites with an additional lounge area with a wet bar, television and Peloton. Watch the sunset from the shaded side porch, or drink your morning coffee on the front balcony. The guest bedroom is equipped with two twins and a rollaway bed, while the master bedroom offers a king size bed and luxurious bathroom.
The backyard is its own tropical oasis that is surrounded by a privacy fence, lush tropical landscaping, and artificial grass. Splash in your very own pool, cook on the BBQ, or walk across the street to the private sandy beach that is only open to the few members on the neighboring street. This home is also equipped with beach chairs, coolers, pool and beach toys, a bike, and a two person kayak ready for you to soak up the sun and relax the day away.
To the left of the beach is another private swimming area, a tiki hut, picnic table and adirondack chairs where you can have a seat for the spectacular bayside sunsets. Bring your fishing rods to the marina and snatch up some mangrove snapper for dinner or just enjoy the pristine waters filled with marine life. You have a multitude of locations to sit and watch the sun set every afternoon. Dockage and boat ramp is limited to owners only, however Sunset Pointe Park is just around the corner where you can launch and retrieve your boat.
This smart home includes high speed internet so you can just as easily work from home or disconnect from it all. Come relax at the best kept secret in the Keys. This home has everything you need for a vacation of your dreams, at the tip of your fingers!
Instant quote prices and calendar availability are subject to change without notice and not guaranteed. Please contact Coastal Vacation Rentals of the Florida Keys to speak to one of our associates to confirm pricing and availability. Holidays / Holiday Weeks may be subject to Holiday / Peak pricing without notice.
Marker 88 Restaurant - Mile Marker 88. Serves lunch & dinner. Serves fresh Florida seafood, prime steaks, and chicken in an elegant Keys Casual setting on Florida bay. Easy going beachfront bar & cocktails with sunset views. Boat access.
Mar Bar - Mile Marker 90. Beer & wine bar with a small menu of fresh seafood.
Blond Giraffe - Mile Marker 87. Classic & unique versions of key lime pie, plus coffee & packaged sweets with outdoor tables.
Captain Craig's - Mile Marker 90 Offering fresh seafood and more, and is known for its world famous Fish Sandwich
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| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Jan 15 - Dec 31 2026 | $400 | $400 | $2,800 | $11,200 | 28 nights |
Dec 01 2026 - Jan 14 2027 | $300 | $300 | $2,100 | $8,400 | 8 nights |
Fees:
Last updated on January 22, 2026
Michael T.Perfect Florida Keys Vacation Home
We loved Harbor Hideaway for our month long getaway to Islamorada. The home is beautiful with gorgeous sunset views and huge private balconies. The newly renovated bathrooms are fantastic! The outdoor spaces are great both in front with the awesome pool and putting green, and in back overlooking the bay. We took advantage of the dock with a 22' center console fishing boat (nothing larger recommended). Easy access to Channel 2 & 5 bridges (tons of fish!) and fast access to the ocean and Indian Key Channel through Wheel Ditch Channel. We kayaked around Veteran Key, visited Ann's Beach, Bahia Honda state park, John Pennekamp state park, and took two trips to Key West. Great restaurants and night spots include Habanos (you can walk there), Square Grouper, Lorelei, Green Turtle, and Off The Hook (tiny very casual place with great steaks and great staff). We highly recommend Harbor Hideaway!
Stayed: August 2023 Submitted: August 28, 2023
Host response
"Hi Michael,We are so glad to hear about your wonderful stay! We hope you stay with us again soon."
Member since 2022