Sleeping Arrangement
Master
1 King
Bedroom 2
1 Queen
Bedroom 3
3 Twins
Bedroom 4 / Loft
1 King, 2 Twins
Description
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.
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.
Video
Map
Calendar
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Available
Unavailable
Check-in
Check-out
Rates
* Rates are subject to change without notice. Pricing excludes taxes, additional options or fees.| Vacation Rental Standard Pricing | Sun | Mon | Tue | Wed | Thu | Fri | Sat | Weekly | Monthly | Min Nights |
| Low Season | $500 | $500 | $500 | $500 | $500 | $500 | $500 | $3,500 | $14,000 | 28 |
| Mid Season | $550 | $550 | $550 | $550 | $550 | $550 | $550 | $3,850 | $15,400 | 28 |
| Peak Season | $590 | $590 | $590 | $590 | $590 | $590 | $590 | $4,125 | $16,500 | 28 |
| Holiday Season | $590 | $590 | $590 | $590 | $590 | $590 | $590 | $4,125 | $16,500 | 28 |
Reviews
Sarah
Mount Pleasant, US
Reviewed: Jul 7, 2024
Property Manager
Property
Michael
West Chester, PA, US
Reviewed: Aug 28, 2023
Property
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!
Tricia
sunrise Beach, US
Reviewed: Nov 7, 2022
Property Manager
Property
Beth
Leslie Chapple, US
Reviewed: Jul 4, 2022
Property Manager
Property
Beth
Leslie Chapple, FL, US
Reviewed: Jul 4, 2022
Property Manager
They were easy to work with and didn't charge outrages fees. Very communicative. Not like dealing with a very large organization with no real live person.
Property
Beautiful views, ideally situated on Lower Matecumbe. Quiet. Large home with plenty of extras. Well maintained.
Sherri
Reviewed: Mar 10, 2022
Property Manager
Property
Sheri
Reviewed: Mar 10, 2022
Property
This beautiful house is in prime location in Islamorada. You are near so many great restaurants and activities for the family. The boat lift is great and you can go deep sea fishing or back country fishing within minutes. Everyone slept nicely in the spacious bedrooms. The loft and master room wake up to an amazing view. We started every day with coffee and breakfast on the balcony watching birds, manatees, and fish jumping out of the water. We ended the day on the crows nest in these great lifeguard height Adirondack chairs with a glass of wine watching dolphins swim by the harbor right before the sunset. Talk about an unforgettable view that never looked the same twice. The bathrooms were beautifully remodeled and new washer and dryer as well. One of our favorite vacation spots!
Jacki
Reviewed: Feb 11, 2022
Property Manager
Property
Jacki
Reviewed: Feb 11, 2022
Property
Harbor Hideaway is amazing, the views never get old. Watch the dolphins, the sunset, the manatees, the pelicans all without leaving the porch. We relaxed by the pool, played on the putting green, cooked fresh lobster, shrimp & fish on the grill, sipped coffee & cocktails on the porch and ate a local restaurants. The house has a boat lift for our skiff. Words can not describe the sunsets! Beautifully updated restrooms with large showers.
Elizabeth
Wyoming , US
Reviewed: Jan 4, 2022
Property Manager
Property