This charming, island style beach house on Lower Matecumbe Key is the perfect spot for your next Florida Keys vacation. This home can sleep up to 11 guests, with 4 bedrooms and 2 1/2 baths. The main living space features a fully equipped kitchen and an open floor plan with vaulted ceilings, tons of natural light and water views. This home is also equipped with high speed WIFI and 4 Smart TV’s offering Xfinity cable, Netflix, Amazon Video, Disney + and YouTube TV. The oversized wrap around porch has been freshly painted and offers a gas grill, lounge seating, stunning sunset views, and an additional dining table to enjoy meals or cocktails “Al Fresco.” The main level features three bedrooms and two full baths that were fully renovated in late 2021 and feature luxury fixtures and finishes. The master bathroom features double sinks, an oversized shower with dual shower heads and a free standing soaking tub with views of the bay. The loft offers an additional sleeping area, half bath and third story porch for an exclusive crows nest view of bay. The lagoon style pool with beach entry is the perfect place to cool off after a long day on the water. Surrounding the pool you will enjoy newly installed turf that even features your own private putting green! The mature tropical landscaping provides ample privacy making this home the perfect tranquil, tropical oasis. Situated in a protected cove, the boat lift can accommodate boats up to 24’ in length on a 15,000 lb boat lift. Direct access to the Florida Bay or a short ride to the oceanside via Channel 5 Bridge lets you experience some of the best fishing, diving, and snorkeling that the Florida Keys has to offer! This property has everything you could want in an island getaway.
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.
Save up to 20% compared to other websites - no hidden costs.
Book with confidence and get the best rates.
Trusted by millions - your go-to for the perfect Florida getaway.
| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Apr 01 - May 31 2025 | $15,000 | 28 nights | |||
Jun 01 - Aug 31 2025 | $15,400 | 28 nights | |||
Sep 01 - Nov 30 2025 | $14,000 | 28 nights | |||
Dec 01 2025 - Mar 31 2026 | $16,100 | 28 nights | |||
Jan 03 - Mar 31 2026 | $15,000 | 28 nights |
Fees:
Cleaning Fee: $600
Tax Rate: 12.5%
Notes:
nstant 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 April 17, 2025
Member since 2022
Guestbook comments from the host:
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
Owner response
Hi Michael,We are so glad to hear about your wonderful stay! We hope you stay with us again soon.
1866 sq. ft.
Facebook
Twitter
Email