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Charming 2-bedroom open water view home in Islamorada, perfect for 6 guests.

Photo gallery for Charming 2-bedroom open water view home in Islamorada, perfect for 6 guests.

A pier with white Adirondack chairs and tables, overlooking calm waters and a distant island.
A kitchen with granite countertops, wooden chairs, a dining table, ceiling fans, and a television.
A bedroom with a bed, two bedside tables, a nightstand, a ceiling fan, and a window with blinds.
A two-story building with a green roof, white exterior, and balconies.
A compact kitchen with white cabinets, a microwave, a refrigerator, a stove, and a sink.

Reviews

10 out of 10
Exceptional

Highlights

  • Discover nearby landmarks
    Walk to Islamorada Brewery & Distillery
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill

Explore the area

View in a map
Islamorada, FL
  • Place, Islamorada Brewery & Distillery
    ‪3 min walk‬
  • Place, beach near Islamorada
    ‪8 min walk‬
  • Place, Lorelei Restaurant & Cabana Bar
    ‪12 min walk‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪46 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed and 1 Double Sofa Bed

Bedroom 2

2 Twin Beds

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Porch or lanai
Kitchen
Balcony
Dining area

About this property

Charming 2-bedroom open water view home in Islamorada, perfect for 6 guests.

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.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 22
Check out before 10:00 AM
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Children

Adults only
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Events

No events allowed
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Pets

Pets allowed: dogs less than 20 lbs per pet (limit one pet total)
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 4555934ha
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 not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Islamorada

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.
Map
Islamorada, FL

What's nearby

  • 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
  • ‪Wahoo's Bar & Grill - ‬2 min drive
  • ‪Wendy's - ‬6 min walk
  • ‪Islamorada Fish Company - ‬2 min drive
  • ‪Tiki Bar - ‬3 min drive

Frequently asked questions

Is Charming 2-bedroom open water view home in Islamorada, perfect for 6 guests. pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 20 lbs per pet.

How much does it cost to stay at Charming 2-bedroom open water view home in Islamorada, perfect for 6 guests.?

As of Aug 29, 2026, prices found for a 1-night stay for 2 adults at Charming 2-bedroom open water view home in Islamorada, perfect for 6 guests. on Aug 30, 2026 start from $556, 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?

Onsite parking is available at the property.

What time is check-in at Charming 2-bedroom open water view home in Islamorada, perfect for 6 guests.?

Check-in begins at 3:00 PM.

What time is check-out at Charming 2-bedroom open water view home in Islamorada, perfect for 6 guests.?

Check-out is at 10:00 AM.

Where is Charming 2-bedroom open water view home in Islamorada, perfect for 6 guests. located?

Located in Matecumbe, this vacation 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

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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