Updated on Jul 20, 2026
|
Type
|
Private vacation home
|
|
Bedrooms
|
2
|
|
Bathrooms
|
2
|
|
House Rules
|
-
Pets allowed: dogs less than 20 lbs per pet (limit one pet total)
-
Adults only
-
Smoking is not permitted
-
No events allowed
|
|
Max Occupancy
|
4
|
|
Host Language
|
English
|
|
Property Id
|
4555934
|
Little Bay Lower 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 Lower 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: queen and twin murphy bed. Guest bedroom: two twins. Living room: sofa sleeper
This unit comes equipped with central a/c and ceiling fans. The Lower Duplex shares with the other two units 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 heart of Islamorada within walking distance to water & land activities, restaurants, shops, and more! The Lower Duplex can be rented individually or in combination with the entire Little Bay Compound.
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.
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.
VR-24-0335 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.
Matecumbe, a neighborhood in Islamorada, is home to this vacation home. Keys History & Discovery Center and History of Diving Museum are cultural highlights, and some of the area's landmarks include Hurricane Monument and Indian Key Historic State Park. Ready for a night out? Consider Lorelei Restaurant & Cabana Bar and Hog Heaven.
Get the full listing »
2 Br Private Vacation Home Vacation Rental In Long Key, Florida - Vrbo Property # 899004
The Henry FlaglerOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Slip into the beach lifestyle and leave the...
2 Br Villa Vacation Rental In Islamorada, Florida - Vrbo Property # 72385
Bayside is a first floor apartment overlooking the beautiful waters of Florida Bay. Bayside is located on a small resort property nestled in a native hammock directly on Florida Bay. An easy 80...
1 Br Hotel Vacation Rental In Layton, Florida - Vrbo Property # 4552154
This listing is for a room within a hotel. Your room is 331 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay....
2 Br Villa Vacation Rental In Islamorada, Florida - Vrbo Property # 33938
The Kottage is a free-standing 2 bedroom/2 bath villa located on a small resort property nestled in a native hammock on Florida Bay. The Kottage is a conch-style cottage which was just completely...
2 Br Private Vacation Home Vacation Rental In Layton, Florida - Vrbo Property # 482657
Beautiful two story waterfront vacation home ideally located in Long Key. Situated between IslaMorada an Marathon Key in the famous Florida Keys. 2 spacious bedrooms 2 full baths and a loft that...
2 Br Private Vacation Home Vacation Rental In Islamorada, Florida - Vrbo Property # 944148
Fabulous vacation home in the exclusive gated oceanfront community of Anglers Reef (Unit # 114) at mile marker 85 in Islamorada of the Florida Keys. Luxurious beach decor, plush furnishings,...
2 Br Hotel Resort Vacation Rental In Long Key, Florida - Vrbo Property # 292416
Located conveniently between Islamorada and Marathon, Captain Ollie's feels more like the master suite on a cruise ship then a condo. Built directly on the sand, visitors see only unspoiled ocean...
1 Br Apartment Vacation Rental In Layton, Florida - Vrbo Property # 5313472
Your home away from home in Layton with 1 bedroom. This marvelous apartment features a cozy queen bed and bathroom with a refreshing shower. A sofabed is also in the living room/kitchen area....
3 Br Hotel Vacation Rental In Layton, Florida - Vrbo Property # 4539213
This listing is for a room within a hotel. Your room is 1500 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay....
3 Br Private Vacation Home Vacation Rental In Long Key, Florida - Vrbo Property # 3074445
Forget your worries in this spacious and serene space. Boasts spectacular water view, abundant outdoor living space with private beach at a peaceful location. Fish from the Private dock or walk to...
