Welcome to Harbor Hideaway!
Escape to Harbor Hideaway, your perfect tropical retreat situated on the tranquil shores of Lower Matecumbe Key. This charming island getaway offers everything you dream of in a Florida Keys vacation—sun-soaked days, coastal beauty, and pure relaxation.
This inviting beach home can sleep up to 11 guests offering 4 bedrooms and 2 ½ baths. The main living space features a modern kitchen with full amenities and an airy open-concept design, enhanced by vaulted ceilings that bathe the space with natural light and showcase breathtaking open water views. Harbor Hideaway is also equipped with high speed WIFI and 4 Smart TV’s that provide access to a wide range of popular streaming services. The grand wrap around porch offers a gas grill, lounge seating, captivating sunset vistas, and an additional dining table to enjoy meals or cocktails, “Al Fresco.”
The main level features 3 bedrooms and 2 full baths. The master bathroom features double sinks, an expansive shower with dual shower heads, and a free standing soaking tub with views of the bay. The loft includes an additional sleeping area, half bath, and a third-floor balcony for an exclusive panoramic crow’s nest view of the bay.
Cool off and relax in the lagoon-style pool, perfectly heated and chilled for comfort after a day out on the water. Surrounding the pool, enjoy artificial turf, featuring your own private putting green! The lush tropical landscaping provides ample privacy making this home the ultimate tranquil, tropical oasis. Situated in a protected cove, the boat lift can accommodate boats up to 24’ in length on a 15,000lb boat lift. With direct bay access and the ocean just minutes away through the Channel 5 Bridge, Harbor Hideaway puts you conveniently located to the some of the Florida Key’s best spots for fishing, diving, and snorkeling!
Whether you're seeking adventure or a peaceful escape, Harbor Hideaway is the ultimate destination to unwind, recharge, and soak in the laid-back island vibes. Your paradise awaits!
Instant quote prices and calendar availability are subject to change without notice and are not guaranteed. Please contact Coastal Vacation Rentals of the Florida Keys to speak to one of our associates to confirm pricing and availability. Holiday periods and weeks may be subject to peak pricing without prior notice.
Habano's - Mile Marker 74. Serves lunch & dinner. Low-key operation serving classic Cuban cooking with beer & wine in casual, waterfront setting.
Square Grouper - Mile Marker 80. Serves lunch & dinner. Fresh & innovative local seafood and craft cocktails. Fantastic weekend brunch.
Lazy Days - Mile Marker 80. Serves lunch & dinner. Low-key destination for fresh seafood & more with ocean views from the dining room, porch & beach. Famous for their Lazy Days style fish, chicken and conch. Hook and Cook also available.
Green Turtle Inn - Mile Marker 81. Serves breakfast, lunch & dinner. The Green Turtle Inn has been an Islamorada landmark since 1947, and balances fresh, modern fare with an authentic Keys-casual vibe and will always be home to good food, great friends, warm service and happy times. Featured on "Diners, Drive-Ins and Dives."
Take advantage of a local’s secret and park your vehicle and utilize the Islamorada Freebee; Our local rideshare service offering door-to-door transportation service to and from your favorite Islamorada destinations with environmentally friendly electric vehicles. It’s not only a fun alternative transportation option – it reduces traffic congestion, addresses drinking and driving, and reduces the Village’s carbon footprint. Two Tesla Model X vehicles can accommodate up to seven passengers and one larger vehicle that can accommodate a wheelchair and up to nine passengers.
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Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
---|---|---|---|---|---|
Jun 01 - Aug 16 2025 | $15,400 | 28 nights | |||
Aug 17 - Nov 30 2025 | $13,300 | 28 nights | |||
Dec 01 2025 - Mar 31 2026 | $16,500 | 28 nights | |||
Apr 01 - May 31 2026 | $15,400 | 28 nights | |||
Jun 01 - Aug 31 2026 | $16,100 | 28 nights |
Fees:
Notes:
Instant quote prices and calendar availability are subject to change without notice and are not guaranteed. Please contact Coastal Vacation Rentals of the Florida Keys to speak with one our our associates to confirm pricing and availability.
Last updated June 15, 2025
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