Experience luxury at Little Bay Compound in Islamorada with stunning views.
Little Bay Compound - 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, accommodating a total of 18 people.
The Upper & Lower Duplex are each 1,500 sq ft units, each with two bedrooms, two full baths, full modern kitchen, laundry, family room, and 10' x 40' porch overlooking the bay. Each unit accommodates 6 people (upper master bedroom: king and twin murphy, Guest bedroom: two twins, sofa sleeper) (lower master bedroom: queen and twin murphy, guest bedroom: two twins, sofa sleeper)
The Cottage is a bright and airy 1,250 sq ft unit with a huge master bedroom (king & sofa bed), 2nd sunroom with sofa bed and twin murphy bed, two full baths, laundry room, and combined family room, kitchen, & great room. The Cottage accommodates 6 people. All units come equipped with central a/c and ceiling fans, loads of outdoor furniture and BBQs for each unit, 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! 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#- 24-0336, 24-0334, 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.
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Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
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Smoking
Smoking is not permitted
Important information
You need to know
Property # 4555962
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Islamorada
Matecumbe, a neighbourhood in Islamorada, is home to this holiday home. The area's natural beauty can be seen at Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park, while Keys History & Discovery Center and History of Diving Museum are cultural highlights. Ready for a night out? Consider Lorelei Restaurant & Cabana Bar and Hog Heaven.
Islamorada Brewery & Distillery - 3 min walk - 0.3 km
beach near Islamorada - 8 min walk - 0.7 km
Keys History & Discovery Center - 9 min walk - 0.8 km
Lorelei Restaurant & Cabana Bar - 12 min walk - 1.0 km
History of Diving Museum - 13 min walk - 1.2 km
Getting around
Marathon, FL (MTH-Florida Keys Marathon) - 39 min drive
Restaurants
Lorelei Restaurant & Cabana Bar - 10 min walk
Hog Heaven - 5 min drive
Lazy Days Restaurant - 4 min drive
Wahoo's Bar & Grill - 2 min drive
Islamorada Fish Company - 2 min drive
Frequently asked questions
Is Experience luxury at Little Bay Compound in Islamorada with stunning views. pet-friendly?
Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.
How much does it cost to stay at Experience luxury at Little Bay Compound in Islamorada with stunning views.?
As of 19 Aug 2026, prices found for a 1-night stay for 2 adults at Experience luxury at Little Bay Compound in Islamorada with stunning views. on 26 Aug 2026 start from AU$17,119, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Experience luxury at Little Bay Compound in Islamorada with stunning views.?
On-site parking is available at the property.
What time is check-in at Experience luxury at Little Bay Compound in Islamorada with stunning views.?
Check-in begins at 3:00 PM.
What time is check-out at Experience luxury at Little Bay Compound in Islamorada with stunning views.?
Checkout is at 10:00 AM.
Where is Experience luxury at Little Bay Compound in Islamorada with stunning views. located?
Located in Matecumbe, this holiday home is within a 15-minute walk of Islamorada Brewery & Distillery, Lorelei Restaurant & Cabana Bar and Keys History & Discovery Center. History of Diving Museum and Matecumbe United Methodist Church are also within 15 minutes.
About the host
Hosted by Freewheeler Vacations
Languages:
English
Premier Host
They consistently provide great experiences for their guests