Located near the sea, this condo features 2 bedrooms and 2 bathrooms, accommodating 4 guests. It has 1 hot tub for relaxation after a day of exploration. Enjoy the patio for outdoor dining. Sunset Drive Beach and Anne's Beach offer great options for beach activities.
Highlights
Made for relaxation
Top-rated for comfort — guests feel right at home here.
On-site fitness centre
A rare find - enjoy convenient access to fitness facilities during your stay.
Centrally-located
You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Close to Sunset Drive Beach
2 bedrooms2 bathroomsSleeps 4
Popular amenities
Swimming pool
Spa pool on site
Kitchen
Washing machine
Air-conditioning
Balcony
Explore the area
Islamorada, FL
Sunset Drive Beach
Place, Sunset Drive Beach
5 min walk
Anne's Beach
Place, Anne's Beach
2 min drive
Robbie’s of Islamorada
Place, Robbie’s of Islamorada
5 min drive
Marathon, FL (MTH-Florida Keys Marathon)
Airport, Marathon, FL (MTH-Florida Keys Marathon)
34 min drive
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom 1
1 King Bed
Bedroom 2
1 Single Bed and 1 Queen Bed
2 bathrooms
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Balcony
About this property
Gulf View Retreat @ Bay Harbor
Summary: 2/2 Bay harbor condo with stunning Marina and Ocean views!
The Space: Escape to the breathtaking Gulf View Retreat in the highly coveted Bay Harbor community! Prepare to be enchanted by this hidden gem, nestled on the pristine shores of Lower Matecumbe Key in Islamorada, eagerly awaiting your arrival for your next unforgettable vacation. Discover the allure of Bay Harbor, a captivating four-building complex offering a wealth of amenities, including a shimmering community pool, tennis courts, an invigorating exercise room, and a marina. As a distinguished guest of this remarkable unit, you will enjoy exclusive access to an 18k boat lift, ensuring your cherished vessel remains secure throughout your stay. Please note that trailer storage is available offsite as it is not provided within the community. Embrace the prime location of this community, granting you seamless access to both the majestic ocean and the serene Florida Bay, perfect for indulging in all manner of boating adventures. Just moments away, you'll find the renowned Robbie's, an outdoor marketplace and restaurant, famed for its captivating "Feed the Tarpon" experience. We eagerly anticipate the honor of welcoming you to this extraordinary piece of paradise!
Step into this exquisitely appointed second-floor condo, where the allure of two beautifully adorned bedrooms and two bathrooms awaits you. Revel in the breathtaking views of the immaculate marina and the vast expanse of the ocean that grace every corner of this home. The master bedroom beckons with its generous walk-in closet, ensuite bathroom, luxuriously comfortable king-sized bed, and direct access to a private screened-in patio, where you can bask in the serenity of the surroundings. The guest bedroom is equally enticing, boasting its own private ensuite bathroom, as well as a queen-sized bed and a twin bed, ensuring a restful night's sleep for every guest. The fully equipped kitchen stands ready to cater to your culinary desires, providing all the essentials needed to craft a delicious home-cooked meal away from home.
When you step outside the front door, a world of adventure awaits at the marina, where in mere minutes, you can set sail to prime fishing grounds teeming with tarpon and other impressive trophy fish. For a change of pace, venture into the backcountry, where acclaimed snook fisheries await your skillful cast. Immerse yourself in the wonders of the nearby coral reefs, where divers can revel in the mesmerizing sight of graceful sea turtles gliding through the water, accompanied by vibrant schools of fish darting among the living corals, creating an unparalleled spectacle that epitomizes the very essence of the Keys.
Gulf View Retreat offers you an invitation to a realm of tranquility and natural wonders, where stunning views, impeccable accommodations, and unmatched experiences converge. Allow yourself to be captivated by the allure of this coastal haven, where each moment is a testament to the extraordinary beauty of the surrounding landscapes. Your idyllic escape begins here, at Gulf View Retreat, where memories are made and dreams come to life.
This home is managed by The Florida Keys Rental Store. For recommendations or things to do while in the keys, we have all the information you could need. Over 20 years in the business, we know what it takes to make your trip the best one yet!
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
About the area
Islamorada
Located by the sea, this condo is in Matecumbe, a neighbourhood in Islamorada. Keys History & Discovery Center and History of Diving Museum are cultural highlights, and some of the area's activities can be experienced at Robbie’s of Islamorada and Bud n' Mary's Dive Center. Ready for a night out? Consider Lorelei Restaurant & Cabana Bar and Hog Heaven. Take the opportunity to explore the area for outdoor excitement like cycling.
Islamorada, FL
What's nearby
Sunset Drive Beach - 5 min walk - 0.4 km
Anne's Beach - 2 min drive - 2.1 km
Robbie’s of Islamorada - 5 min drive - 6.3 km
Bud n' Mary's Dive Center - 9 min drive - 11.3 km
Florida Keys Brewing Co. - 12 min drive - 14.6 km
Getting around
Marathon, FL (MTH-Florida Keys Marathon) - 29 min drive
Restaurants
Hungry Tarpon Restaurant - 5 min drive
Lazy Days Restaurant - 8 min drive
Habanos Oceanfront Dining - 17 min walk
Papa Joe’s Waterfront - 7 min drive
Tiki Bar at Amara Cay Resort - 8 min drive
Frequently asked questions
Does Gulf View Retreat @ Bay Harbor have a pool?
Yes, this property has a pool.
How much does it cost to stay at Gulf View Retreat @ Bay Harbor?
As of 20 September 2026, prices found for a 1-night stay for 2 adults at Gulf View Retreat @ Bay Harbor on 23 September 2026 start from NZ$4,111, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Gulf View Retreat @ Bay Harbor pet-friendly?
No, pets are not allowed at this property.
What time is check-in at Gulf View Retreat @ Bay Harbor?
Check-in begins at 4:00 PM.
What time is check-out at Gulf View Retreat @ Bay Harbor?
Checkout is at 10:00 AM.
Where is Gulf View Retreat @ Bay Harbor located?
Located in Matecumbe, this condo building is within 1 mile (2 km) of Sunset Drive Beach and Anne's Beach. San Pedro Underwater Archaeological Preserve State Park is 2.2 mi (3.6 km) away.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Beautiful and spacious condo with a nice view and large balcony. Great pool, not too crowded. Perfect location for exploring Islamorada and beyond. Owner very responsive.
The property is beautiful, quiet, and in close proximity to great restaurants and activities! Excellent communication with the property manager with fast response time.
This condo is very well stocked and nicely decorated. The beds are comfy as well as the seating. This kitchen has all the necessary equipment for cooking. The complex is very nice and Building A, were this unit is, has a nicer view than Bldgs C & D.
The property was clean and neat with everything we could need. We enjoyed our stay...lounging at the pool, sightseeing/dining in the area, and a day trip to Key West.
I have stayed in this complex many times over the years and love the location for boating/fishing. This is a great unit and the property manager was very attentive and helpful. Will stay again.
This was our third time staying in this neighborhood and this was the best condo yet! The place is stunning, the views are gorgeous, it felt clean and comfortable. I love having the gym and pool there and the maintenance guys are so friendly and helpful.
Highly recommend this condo, we will definitely be back!
We have stayed in this condo complex previously and have really enjoyed the property. Nice pool that is not too busy. There are not a ton of kids screaming and yelling. We had an issue getting into the unit as the door was locked and the code only worked on the deadbolt, not the door handle. So there we were, tired after a day of traveling, with all our luggage, calling the property manager to try to access our rental.
Not a great start to our week! We did get in finally. There were several other issues that need to be fixed. The key to the ice machine didn’t work. The faucet in the kitchen sink is stuck in one position. It doesn’t swivel as it should. They have a gorgeous set of chef’s knives, but no cutting board. The shower floor in the master bath is extremely slippery. We had to buy a mat so one of us didn’t slip and fall.
This particular unit is very nicely furnished with a few exceptions. It would be really nice to have some lounging furniture on the balcony. It was wonderful to sit out there at night but the chairs were not comfortable.
I would recommend this property, even with the mentioned issues.