Entire home
Charming 2 Bedroom Upstairs Home with Bay Views
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Reviews
10 out of 10
Exceptional
2 bedrooms 2 bathrooms Sleeps 6
Popular amenities
Explore the area

Islamorada, FL
- Place, Islamorada Brewery & Distillery3 min walk
- Place, Florida Keys Brewing Co.2 min drive
- Place, Theater of the Sea4 min drive
- Airport, Marathon, FL (MTH-Florida Keys Marathon)51 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
1 Double Murphy Bed and 1 King Bed
Bedroom 2
1 Queen Bed
Common Space
1 Double Sofa Bed
2 bathrooms
Bathroom 1
Bathroom 2
Spaces
About this property
Charming 2 Bedroom Upstairs Home with Bay Views
Little Bay Upper Level - Located just off US-1 behind a gated fence awaits a Fantastic Keys Getaway. Little Bay is a private compound situated on a beautiful 1-acre piece of paradise on the Florida Bay. The property has a total of three separate rental units. The Upper Duplex is a 1,500 sq ft unit with two bedrooms, two full baths, full modern kitchen, laundry, family room, and 10' x 40' porch overlooking the Bay. Master bedroom: king and twin murphy bed. Guest bedroom: two twins. Living room: sofa sleeper
This unit comes equipped with central a/c and ceiling fans. The Upper Duplex shares with the other two units so there are loads of outdoor furniture and BBQ, large private boat basin with 12' X 25' Chickee hut and 12' X 25' Pergola, bait prep station, freshwater shower and power on the dock. The spacious front yard is enhanced by Tropical Landscaping and offers a large circular driveway with plenty of parking for cars and trailers.
Located in the heart of Islamorada within walking distance to water & land activities, restaurants, shops, and more! The Upper Duplex can be rented individually or in combination with the entire Little Bay Compound.
Please note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in the total cost. We prefer payments via personal check or eCheck. However, if you opt to pay by credit card, a 3% convenience fee will be applied to your rental. You will receive the Freewheeler Vacations Vacation Rental Agreement via email, which must be signed before your arrival. All future correspondence will be made through Freewheeler Vacations.
If booking more than a year in advance current prices may not reflect annual cost of living increase.
Many of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us.
VR-24-0334 Per Islamorada's vacation rental ordinances for weekly rentals 2 people per bedroom are allowed, and 2 additional guests if under the age of 6.
This unit comes equipped with central a/c and ceiling fans. The Upper Duplex shares with the other two units so there are loads of outdoor furniture and BBQ, large private boat basin with 12' X 25' Chickee hut and 12' X 25' Pergola, bait prep station, freshwater shower and power on the dock. The spacious front yard is enhanced by Tropical Landscaping and offers a large circular driveway with plenty of parking for cars and trailers.
Located in the heart of Islamorada within walking distance to water & land activities, restaurants, shops, and more! The Upper Duplex can be rented individually or in combination with the entire Little Bay Compound.
Please note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in the total cost. We prefer payments via personal check or eCheck. However, if you opt to pay by credit card, a 3% convenience fee will be applied to your rental. You will receive the Freewheeler Vacations Vacation Rental Agreement via email, which must be signed before your arrival. All future correspondence will be made through Freewheeler Vacations.
If booking more than a year in advance current prices may not reflect annual cost of living increase.
Many of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us.
VR-24-0334 Per Islamorada's vacation rental ordinances for weekly rentals 2 people per bedroom are allowed, and 2 additional guests if under the age of 6.
Add dates for prices
Amenities
Washing machine
Dryer
Pet-friendly
Air conditioning
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House Rules
Check in after 3:00 PM
Minimum age to rent: 23
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets 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
On-site 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 not indicated whether there is a smoke detector on the property
About the area
Islamorada
Matecumbe, a neighbourhood in Islamorada, is home to this holiday home. Hurricane Monument and Indian Key Historic State Park are local landmarks, and some of the area's activities can be experienced at Islamorada Brewery & Distillery and Florida Keys Brewing Co..

Islamorada, FL
What's nearby
- Islamorada Brewery & Distillery - 3 min walk - 0.3 km
- Florida Keys Brewing Co. - 2 min drive - 1.7 km
- Windley Key Fossil Reef Geological State Park - 4 min drive - 4.4 km
- Theater of the Sea - 4 min drive - 4.7 km
- Bud n' Mary's Dive Center - 5 min drive - 5.0 km
Getting around
Restaurants
- Lorelei Restaurant & Cabana Bar - 10 min walk
- Wendy's - 6 min walk
- Islamorada Fish Company - 2 min drive
- The Trading Post - 14 min walk
- Bayside Gourmet of Islamorada - 4 min walk
Frequently asked questions
About the host
Hosted by Freewheeler Vacations

Languages:
English
Premier Host
They consistently provide great experiences for their guests
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