Entire Compound on Gated Bayfront Property
House in Upper Matecumbe Key, FL
18 guests · 6 bedrooms · 6 baths
Reasons to book
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceOne of the higher cost properties in the area
Includes essentialsGarden, Pool, Pets allowed and more
About this house rental
PROPERTY NAME: Little Bay Compound
82246 Overseas Highway, Islamorada, Florida
LOCATION: Cottage and Two Story Duplex Located Directly on the Florida Bay
MINIMUM STAY: Weekly or Monthly
MILE MARKER: 82.2
DETAILS:
- Special pricing for renting all three units
- Located on a one-acre lush tropical setting in a gated compound directly on Florida Bay
- One of 3 separate properties for rent by the week or month, each sleeping up to 6 people
- Protected dockage for up to a 34-foot boat
- Sunning area with lounge chairs on the peninsula
- Hammocks, pergola, and tiki for relaxing
- Panoramic views of Florida Bay from the covered balcony
- Spacious interior with 6 bedrooms, 6 bathrooms, and 2 queen-size sleeper sofas
- Updated kitchen with new appliances and granite countertops
Little Bay Estate offers three rental properties: Little Bay Cottage, Little Bay Upper, and Little Bay Lower. Each unit has 2 bedrooms, 2 bathrooms, a kitchen, laundry, and living area.
Little Bay Cottage is a ground-floor dwelling separate from the duplex units. It has a unique floor plan with the main living area in the center of the house, with a kitchen, dining area, sitting area, and full bathroom. To the right is a large bedroom with a king bed and full bathroom. The laundry area with a full-size washer and dryer is also located in this room. To the left of the living area is an enclosed sunroom that can be used as a second bedroom at night. The sofa in the sunroom converts to a queen-size sleeper, and there is also a twin-size Murphy bed. The cottage offers a little more privacy than the duplex units, but it does not have water views.
Little Bay Upper and Lower are two duplex units located across from the parking area. Each unit sleeps up to 6 people and has a covered patio or balcony with beautiful views of the grounds and basin. The lower unit has a queen-size sleeper sofa in the living area, while the upper unit has a queen-size sleeper sofa and a covered balcony. Both units have updated kitchens and central air conditioning.
All three units are located on an acre of lush tropical plantings in a gated compound directly on Florida Bay. They are available for rent by the week or month. Protected dockage in the "little bay" can accommodate boats up to 34 feet long. All units have WiFi and flat-screen TVs in the living room. Property is professionally managed by Keys Holiday Rentals.
SLEEPING ARRANGEMENTS: Sleeps 12-14
Cottage Primary Bedroom: King, Shower
Cottage Guest Bedroom: Queen Sleeper Sofa, Shower
Lower Primary Bedroom: King Bed Shared Bathroom with Shower
Lower Guest Bedroom: Queen Sleeper Sofa and Twin Murphy Bed
Upper Primary Bedroom: King+ Murphy(twin), Shower
Upper Guest Bedroom: 2 Twins+ Sleeper sofa, Shower/Tub Combo
AMENITIES INCLUDE: Dockage for up to a 34 ft boat, Charcoal grill, Hammocks, Pergola, Swim and Snorkel in the bay. There is also Cable TV, WiFi, washer and dryer, air conditioning and free parking.
ACTIVITIES: Beach, Swimming, Boating, Offshore Fishing, On Shore Fishing, Paddle Boarding, Museums, Wildlife Reserves, Art, Shopping, Historic Tours and Culinary Adventures. Near by, there is John Pennekamp Coral Reef State Park, Theater of the Sea, Robbie's Marina and Islamorada Fishing Pier.
ENHANCED CLEANING, DISINFECTION AND SANITIZATION: Our number one priority is the wellbeing and safety of our guests. We have contactless check-ins and check-outs. Our properties are cleaned and sanitized by professionally trained and equipped housekeepers who provide quality service, security and personal accountability. We use CDC housekeeping protocols, approved disinfectants and personal protection equipment. Our properties are private, well maintained, hygienic and sanitized. A whole safe and private space just for you and your family.
82246 Overseas Highway, Islamorada, Florida
LOCATION: Cottage and Two Story Duplex Located Directly on the Florida Bay
MINIMUM STAY: Weekly or Monthly
MILE MARKER: 82.2
DETAILS:
- Special pricing for renting all three units
- Located on a one-acre lush tropical setting in a gated compound directly on Florida Bay
- One of 3 separate properties for rent by the week or month, each sleeping up to 6 people
- Protected dockage for up to a 34-foot boat
- Sunning area with lounge chairs on the peninsula
- Hammocks, pergola, and tiki for relaxing
- Panoramic views of Florida Bay from the covered balcony
- Spacious interior with 6 bedrooms, 6 bathrooms, and 2 queen-size sleeper sofas
- Updated kitchen with new appliances and granite countertops
Little Bay Estate offers three rental properties: Little Bay Cottage, Little Bay Upper, and Little Bay Lower. Each unit has 2 bedrooms, 2 bathrooms, a kitchen, laundry, and living area.
Little Bay Cottage is a ground-floor dwelling separate from the duplex units. It has a unique floor plan with the main living area in the center of the house, with a kitchen, dining area, sitting area, and full bathroom. To the right is a large bedroom with a king bed and full bathroom. The laundry area with a full-size washer and dryer is also located in this room. To the left of the living area is an enclosed sunroom that can be used as a second bedroom at night. The sofa in the sunroom converts to a queen-size sleeper, and there is also a twin-size Murphy bed. The cottage offers a little more privacy than the duplex units, but it does not have water views.
Little Bay Upper and Lower are two duplex units located across from the parking area. Each unit sleeps up to 6 people and has a covered patio or balcony with beautiful views of the grounds and basin. The lower unit has a queen-size sleeper sofa in the living area, while the upper unit has a queen-size sleeper sofa and a covered balcony. Both units have updated kitchens and central air conditioning.
All three units are located on an acre of lush tropical plantings in a gated compound directly on Florida Bay. They are available for rent by the week or month. Protected dockage in the "little bay" can accommodate boats up to 34 feet long. All units have WiFi and flat-screen TVs in the living room. Property is professionally managed by Keys Holiday Rentals.
SLEEPING ARRANGEMENTS: Sleeps 12-14
Cottage Primary Bedroom: King, Shower
Cottage Guest Bedroom: Queen Sleeper Sofa, Shower
Lower Primary Bedroom: King Bed Shared Bathroom with Shower
Lower Guest Bedroom: Queen Sleeper Sofa and Twin Murphy Bed
Upper Primary Bedroom: King+ Murphy(twin), Shower
Upper Guest Bedroom: 2 Twins+ Sleeper sofa, Shower/Tub Combo
AMENITIES INCLUDE: Dockage for up to a 34 ft boat, Charcoal grill, Hammocks, Pergola, Swim and Snorkel in the bay. There is also Cable TV, WiFi, washer and dryer, air conditioning and free parking.
ACTIVITIES: Beach, Swimming, Boating, Offshore Fishing, On Shore Fishing, Paddle Boarding, Museums, Wildlife Reserves, Art, Shopping, Historic Tours and Culinary Adventures. Near by, there is John Pennekamp Coral Reef State Park, Theater of the Sea, Robbie's Marina and Islamorada Fishing Pier.
ENHANCED CLEANING, DISINFECTION AND SANITIZATION: Our number one priority is the wellbeing and safety of our guests. We have contactless check-ins and check-outs. Our properties are cleaned and sanitized by professionally trained and equipped housekeepers who provide quality service, security and personal accountability. We use CDC housekeeping protocols, approved disinfectants and personal protection equipment. Our properties are private, well maintained, hygienic and sanitized. A whole safe and private space just for you and your family.
Amenities
Pool
Air conditioner
Pets allowed
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Garden
Map of Upper Matecumbe Key, FL
$$$$
Ratings and reviews
No reviews yet
There are no guest reviews yet. Don't let that stop you from booking, everyone deserves a first chance!FAQs
How much does this house cost compared to others in Upper Matecumbe Key?
The average price for a rental in Upper Matecumbe Key is $746 per night. This rental is $2,070 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Entire Compound on Gated Bayfront Property. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Entire Compound on Gated Bayfront Property. Enjoy the water!
Is Entire Compound on Gated Bayfront Property pet friendly?
Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.
What amenities are available at Entire Compound on Gated Bayfront Property?
We found 11 amenities for this rental. This includes pool, air conditioner, pets allowed, kitchen or kitchenette, and internet / wifi.
Explore similar vacation rentals in Upper Matecumbe Key
Explore all rentals in Upper Matecumbe KeyUpper Matecumbe Key travel inspiration
Read our blogGuides
Best East Coast Beaches and Getaway Locations You Can’t Miss
Budget Travel
7 Most Affordable Snowbird Destinations for 2025
Guides
Top Activities to Try in Panama City Beach, Florida
Guides
Top Things to Do in Gulf Shores, Alabama: Adventure and Fun Await
Local Culture
Exploring Miami’s Wynwood District: Street Art, Food, and More
Guides
Fun Things to Do in Ocean City, Maryland
Local Culture
A Foodie’s Guide to the Best Dining in Orlando, Florida
Guides
Top Things to Do in Oahu and Honolulu