Entire apartment
2nd Floor Duplex on Gated Bayfront Property
Islamorada apartment in Matecumbe area
Choose dates to view prices
Photo gallery for 2nd Floor Duplex on Gated Bayfront Property





Entire apartment
Popular amenities
- Kitchen
- Washer
- Dryer
- Pet friendly
- Air conditioning
- Parking available
Explore the area

Islamorada, FL
- Islamorada Brewery & DistilleryPlace, Islamorada Brewery & Distillery3 min walk
- History of Diving MuseumPlace, History of Diving Museum13 min walk
- Florida Keys Brewing Co.Place, Florida Keys Brewing Co.1 min drive
- Marathon, FL (MTH-Florida Keys Marathon)Airport, Marathon, FL (MTH-Florida Keys Marathon)50 min drive
Room options
You may also like
Ad

Lime Tree Bay Resort
Long Key
- On private beach
- Pool
- Pet friendly
- Parking included
4.6 out of 5, Wonderful, 1,184 reviews
4.6
Wonderful
1,184 reviews
Ad

Hadley Resort and Marina
Matecumbe
- On private beach
- Pool
- Breakfast included
- Pet friendly
3.8 out of 5, Good, 1,000 reviews
3.8
Good
1,000 reviews
Ad

Chesapeake Beach Resort
Matecumbe
- On private beach
- Pool
- Breakfast included
- Pet friendly
4.6 out of 5, Wonderful, 1,654 reviews
4.6
Wonderful
1,654 reviews
The price is CA $462
CA $462
CA $597 total
includes taxes & fees
Mar 1 - Mar 2
Ad

Fisher Inn Resort & Marina
Islamorada
- On private beach
- Pool
- Breakfast included
- Pet friendly
4.2 out of 5, Very good, 1,001 reviews
4.2
Very good
1,001 reviews
The price is CA $449
CA $449
CA $550 total
includes taxes & fees
Mar 29 - Mar 30
Ad

Bayside Villas by Islander Resort
Matecumbe
- Pool
- Pet friendly
- Parking included
- Free WiFi
4.4 out of 5, Excellent, 410 reviews
4.4
Excellent
410 reviews
The price is CA $536
CA $536
CA $696 total
includes taxes & fees
Mar 1 - Mar 2
Ad

Islander Resort
Matecumbe
- On private beach
- Pool
- Pet friendly
- Parking included
4.6 out of 5, Wonderful, 1,001 reviews
4.6
Wonderful
1,001 reviews
The price is CA $524
CA $524
CA $681 total
includes taxes & fees
Mar 24 - Mar 25
Ad

Creekside Inn
Tavernier
- Pool
- Pet friendly
- Parking included
- Free WiFi
3.9 out of 5, Good, 1,004 reviews
3.9
Good
1,004 reviews
The price is CA $422
CA $422
CA $475 total
includes taxes & fees
Mar 4 - Mar 5
About the area
Islamorada
Seaside stay .At this Matecumbe apartment, you'll be steps from Islamorada Brewery & Distillery and within a 15-minute walk of Keys History & Discovery Center. History of Diving Museum and Matecumbe United Methodist Church are also within 2 miles (3 km).
What's nearby
- Islamorada Brewery & Distillery - 3 min walk - 0.3 km
- Keys History & Discovery Center - 9 min walk - 0.8 km
- History of Diving Museum - 13 min walk - 1.2 km
- Matecumbe United Methodist Church - 17 min walk - 1.4 km
- Florida Keys Brewing Co. - 1 min drive - 1.7 km
Getting around
- Marathon, FL (MTH-Florida Keys Marathon) - 39 min drive
Restaurants
- Wahoo's Bar & Grill - 2 min drive
- Lorelei Restaurant & Cabana Bar - 11 min walk
- Wendy's - 7 min walk
- Bayside Gourmet of Islamorada - 5 min walk
- Islamorada Fish Company - 2 min drive
About this property
Entire place
You'll have the entire apartment to yourself and will only share it with other guests in your party.
2nd Floor Duplex on Gated Bayfront Property
PROPERTY NAME: Little Bay Upper Duplex
82246 Overseas Highway, Islamorada, Florida
LOCATION: Upper 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 units 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 2 bedrooms, 2 bathrooms, and a queen-size sleeper sofa
- Updated kitchen with new appliances and granite countertops
This vacation rental is the perfect place to relax and enjoy the beauty of Florida Keys. With its protected dockage, you can safely moor your boat and enjoy all the water activities the area has to offer. Or simply relax on the sunning area or in one of the hammocks and soak up the sun. When it's time to head indoors, the Upper Duplex has everything you need for a comfortable stay. The spacious bedrooms and bathrooms are perfect for families or groups of friends. And the updated kitchen is well-equipped for cooking your own meals.
Whether you're looking for a relaxing weekend getaway or a family vacation, Little Bay's Upper Duplex is the perfect place to stay. Book your stay today!
Sleeping Arrangements: Sleeps 6 comfortably
Primary Bedroom: King + (Murphy Twin) Shower
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: Upper 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 units 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 2 bedrooms, 2 bathrooms, and a queen-size sleeper sofa
- Updated kitchen with new appliances and granite countertops
This vacation rental is the perfect place to relax and enjoy the beauty of Florida Keys. With its protected dockage, you can safely moor your boat and enjoy all the water activities the area has to offer. Or simply relax on the sunning area or in one of the hammocks and soak up the sun. When it's time to head indoors, the Upper Duplex has everything you need for a comfortable stay. The spacious bedrooms and bathrooms are perfect for families or groups of friends. And the updated kitchen is well-equipped for cooking your own meals.
Whether you're looking for a relaxing weekend getaway or a family vacation, Little Bay's Upper Duplex is the perfect place to stay. Book your stay today!
Sleeping Arrangements: Sleeps 6 comfortably
Primary Bedroom: King + (Murphy Twin) Shower
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.
Similar properties

Chesapeake Beach Resort
Chesapeake Beach Resort
Matecumbe
- On private beach
- Pool
- Breakfast included
- Pet friendly
4.6 out of 5, Wonderful, 1,654 reviews
4.6
Wonderful
1,654 reviews
The price is CA $462
CA $462
CA $597 total
includes taxes & fees
Mar 1 - Mar 2

Glunz Ocean Beach Hotel & Resort
Glunz Ocean Beach Hotel & Resort
Key Colony Beach
- On private beach
- Pool
- Hot tub
- Parking included
4.5 out of 5, Wonderful, 1,001 reviews
4.5
Wonderful
1,001 reviews
The price is CA $556
CA $556
CA $685 total
includes taxes & fees
Mar 1 - Mar 2

Rainbow Bend Resort
Rainbow Bend Resort
Marathon
- On private beach
- Pool
- Hot tub
- Pet friendly
4.1 out of 5, Very good, 864 reviews
4.1
Very good
864 reviews
The price is CA $272
CA $272
CA $368 total
includes taxes & fees
Mar 1 - Mar 2

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Marathon
- Pool
- Spa
- Pet friendly
- Free WiFi
4.4 out of 5, Excellent, 1,209 reviews
4.4
Excellent
1,209 reviews
The price is CA $504
CA $504
CA $618 total
includes taxes & fees
Mar 4 - Mar 5

Isla Bella Beach Resort & Spa
Isla Bella Beach Resort & Spa
Marathon
- Pool
- Spa
- Pet friendly
- Free WiFi
4.6 out of 5, Wonderful, 1,092 reviews
4.6
Wonderful
1,092 reviews
The price is CA $762
CA $762
CA $955 total
includes taxes & fees
Mar 22 - Mar 23

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Marathon
- Pool
- Hot tub
- Pet friendly
- Free WiFi
4.5 out of 5, Wonderful, 1,001 reviews
4.5
Wonderful
1,001 reviews
The price is CA $490
CA $490
CA $605 total
includes taxes & fees
Mar 22 - Mar 23

Seascape Resort & Marina
Seascape Resort & Marina
Marathon
- On private beach
- Pool
- Parking included
- Free WiFi
4.7 out of 5, Exceptional, 574 reviews
4.7
Exceptional
574 reviews
The price is CA $509
CA $509
CA $596 total
includes taxes & fees
Mar 10 - Mar 11

Tropical Cottages
Tropical Cottages
Marathon
- Parking included
- Restaurant
- Outdoor Space
- Barbecue grill
4.3 out of 5, Excellent, 935 reviews
4.3
Excellent
935 reviews
The price is CA $328
CA $328
CA $369 total
includes taxes & fees
Mar 1 - Mar 2

The Hammocks at Marathon
The Hammocks at Marathon
Marathon
- Pool
- Hot tub
- Restaurant
- Air conditioning
4.5 out of 5, Wonderful, 127 reviews
4.5
Wonderful
127 reviews

Beautiful unit in one of the most prestigious Condo Complex in Islamorada
Beautiful unit in one of the most prestigious Condo Complex in Islamorada
Matecumbe
- Ocean view
- Pool
- Hot tub
- Kitchen
4.0 out of 5, Very good, 1 review
4.0
Very good
1 review
Property amenities
Internet
- Available in the apartment: Internet access
Parking and transportation
- Parking on site
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Microwave
- Oven
- Refrigerator
- Stovetop
- Toaster
Dining
- Dining table
Bedrooms
- 2 bedrooms
- Bedsheets provided
Bathroom
- 2 bathrooms
- Bathtub or shower
- Hair dryer
- Shower
Living spaces
- Dining table
Entertainment
- Stereo
- TV
Outdoor areas
- Balcony
- Barbecue grill
Laundry
- Laundry facilities
- Washing machine
Comfort
- Air conditioning
- Heating
Pets
- Pet friendly
Suitability/Accessibility
- Smoking not allowed
Services and conveniences
- Limited housekeeping
- Phone
Location highlights
- Near a health/beauty spa
- Near a hospital
- Near an outlet shopping mall
- Near the bay
- Near the sea
- On the waterfront
Things to do
- Birdwatching nearby
- Cycling nearby
- Ecotours nearby
- Fishing nearby
- Jet skiing nearby
- Kayaking nearby
- Motor boating nearby
- Parasailing nearby
- Snorkeling nearby
- Swimming nearby
- Water skiing nearby
- Water tubing nearby
- Wildlife walks nearby
- Windsurfing nearby
Safety features
- Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
- Smoke detector (host has indicated there is a smoke detector on the property)
- Fire extinguisher
- Deadbolt lock
Policies
Check-in
Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
- Pets are welcome
- Service animals are exempt from fees
Children and extra beds
- Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
- This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.
Property is also known as
781589