LITTLE BAY - Cottage: 2 Bedroom Short Term Rental in Islamorada FL

LITTLE BAY - Cottage: 2 Bedroom Short Term Rental in Islamorada FL

Cottage on Gated Bayfront Property Shared with 2 Other Rental Units

Vacation Cottage in Islamorada Florida

82246 Overseas Hwy
Bedrooms: 2 Bedrooms • Sleeps 6
Bed Arrangements: King, Twin Murphy, Queen Sleeper, Queen Sleeper
Bathrooms: 2 Full Bathrooms
Virtual Tour: LITTLE BAY - Cottage - Virtual Tour
Living Space: 924 sqft.
Map of Islamorada

Rates & Availability  
(Displayed in USD)

  • Daily Rates from $450 per night
  • Weekly Rates from $3,000 per week
  • Monthly Rates from $11,000 per month
  • Minimum Stay: 7 Days

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Season Nightly Weekly Monthly
Jan 01, 2022 - Dec 31, 2022
Minimum Stay: 7 Days
$450 $3,000 $11,000
Jan 01, 2023 - Dec 31, 2023
Minimum Stay: 7 Days
$450 $3,000 $11,000

Property Description

Minimum Rental: 7 Days "Little Bay's Cottage" is one of three rental units on this property. The cottage is a ground level dwelling separate from two duplex units. It offers a unique floor plan with the main living area in the center of the house with kitchen, dining area, sitting area and a full bath. To the right is a large bedroom with a king bed and full bath. The laundry area with a full size washer and dryer is also located in this room. To the left of the living area is an enclosed sun room and at night serves as the 2nd bedroom. The sofa opens to a queen size sleeper and there is a twin size Murphy bed. The kitchen has been remodeled and is spacious and up to date in every way. The baths are up to date as are the furnishings. The cottage offers a little more privacy than the duplex units minus the water views.

The Little Bay property is an acre of lush tropical plantings in a gated compound located directly on Florida Bay. These units are available for rent by the week or month. Each unit sleeps up to 6 people - rent one or all for a family reunion. Protected dockage in the "little bay" will keep your 30' boat (or smaller) safe. There's a "sunning" area with lounge chairs on the peninsula. Relax in one of the hammocks or enjoy quiet time under the pergola or a picnic under the tiki. Central air, flat screen TV in the living room and WiFi round out the amenities that will guarantee a fabulous holiday. This property is professionally managed by Keys Holiday Rentals.

Rate Details: Rent is $3000/week or $11,000/month. Additional Charges: $225 departure cleaning fee ($325 departure cleaning fee for monthly stays); reservation fee 3.9% of base rent and 12.5% state and local taxes. For stays longer than two weeks there is an additional $200 cleaning fee for mid stay cleaning. Refundable Security Deposit: $500 with Accidental Damage Insurance or $1000 without.

Optional Insurances:
Accidental Damage: $45 covers up to $3,000 of accidental damage during your stay.
Travel Insurance: This is an optional service we offer through a national travel insurance provider. Plans include valuable medical coverage, trip interruption, emergency travel services and more. Please click on the Travel Insurance tab on our website for more information.

All reservations made on this website are tentative and subject to confirmation by the management company.
Rates and fees are subject to change without notice prior to confirmation of reservation.

Other Property Amenities

Weekly Rentals OK, BBQ Grill, Beach Access, Beach Distance, Bed Size 1st/Master, Bed Size 2nd Rm, Beds Pull-out, Bldg. Complex Name, Ceiling Fans, Micro/Dishwash/Disp., Parking, Refrig And Ice Maker, Square Footage, Est., Stove/Oven Elec/Gas, TV Cable/Satellite, TVs/VCR/DVD, Washer/Dryer, Cooling, Phone in Unit, WiFi in Unit, Misc, Boat Max Length, Boat Max Draft, Beach Front, Boat Dock-Length, Boat Lift-GuestUse, Boat Davits-GuestUse, Boat Dock/Slip, Boat Dock-Guest Use, Seawall - Concrete, Phone-Local Calls, Boat Ramp-Closest, Gated Entry, Boat Trailer Parking, Internet, Location, Max # Guests, Property Type, Coffee Maker


We rented the entire Little Bay compound and held a magical Keys wedding. It was a beautiful setting for a fairy tale wedding.
Carol C. 6/23/15

Classic Islamorada - Amazing Property

Little Bay was a perfect property for us! The setting is idyllic and classic keys - Huge backyard on the Bay with excellent dock area, hammocks and view of the bay. Covered porch was the full width of the house and was a great place to hang out morning and evening. The property had everything that we needed, was centrally located and have plans to visit again! Service provided by rental agency was top notch and very attentive - they showed us around, accepted packages on our behalf and were friendly and helpful throughout our entire rental experience - from planning to checkout. This is definitely on our To Re-Do List.

Michelle M. 1/13/15

Its was awesome Off shore fishings with buzz-on is a must

Jay E. 4/27/14

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  • little bay - cottage islamorada area
  • sleeps 6
  • 2 bedroom cottage
  • florida vacation places to rent
  • 2 bedroom vacation rental