Bayfront duplex oasis with dockage & tropical views
Apartment in Upper Matecumbe Key, FL
12 guests · 4 bedrooms · 4 baths
Reasons to book
Great for petsBring all your friends and family, even the furry ones
Includes essentialsPets allowed, Kitchen or Kitchenette, Air conditioner and more
About this apartment rental
Little Bay - Prime
PROPERTY NAME: Little Bay Prime
82246 Overseas Highway, Islamorada, Florida
LOCATION: Two story Duplex Located Directly on the Florida Bay
MINIMUM STAY: Weekly or Monthly
MILE MARKER: 82.2
DETAILS:
- 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 4 bedrooms, 4 bathrooms, and 2 queen-size sleeper sofa
- Updated kitchen with new appliances and granite countertops
Little Bay Prime is a two-story duplex with a unique floor plan. Both the lower and upper duplexes have 2 bedrooms, 2 baths and their own kitchen, laundry and living area. Plus, the balcony on the second floor has incredible views of the Bay! The Little Bay property includes three rentals on an acre of lush tropical plantings in a gated estate located directly on Florida Bay. The units are available for rent by the week or month. Each unit sleeps up to 6 people, so you can rent one or all of them for a family reunion. Protected dockage in the "little bay" can accommodate boats up to 34 feet long. There is also a sunning area with lounge chairs on the peninsula, as well as hammocks, a pergola, and a tiki hut. All of the units have central air conditioning, a flat-screen TV in the living room, and WiFi. Property is professionally managed by Keys Holiday Rentals.
SLEEPING ARRANGEMENTS: Sleeps 8-10
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: Two story Duplex Located Directly on the Florida Bay
MINIMUM STAY: Weekly or Monthly
MILE MARKER: 82.2
DETAILS:
- 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 4 bedrooms, 4 bathrooms, and 2 queen-size sleeper sofa
- Updated kitchen with new appliances and granite countertops
Little Bay Prime is a two-story duplex with a unique floor plan. Both the lower and upper duplexes have 2 bedrooms, 2 baths and their own kitchen, laundry and living area. Plus, the balcony on the second floor has incredible views of the Bay! The Little Bay property includes three rentals on an acre of lush tropical plantings in a gated estate located directly on Florida Bay. The units are available for rent by the week or month. Each unit sleeps up to 6 people, so you can rent one or all of them for a family reunion. Protected dockage in the "little bay" can accommodate boats up to 34 feet long. There is also a sunning area with lounge chairs on the peninsula, as well as hammocks, a pergola, and a tiki hut. All of the units have central air conditioning, a flat-screen TV in the living room, and WiFi. Property is professionally managed by Keys Holiday Rentals.
SLEEPING ARRANGEMENTS: Sleeps 8-10
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.
Map of Upper Matecumbe Key, FL
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