Islamorada, FL Homes for Sale under $300,000

Escape to your own slice of paradise with this cozy and beautifully kept 1-bedroom, 1-bath Jayco RV. Whether you’re looking for a peaceful weekend retreat, a seasonal getaway, or a spot with great rental potential, this charming hideaway has it all. Wake up to the soothing sounds of the Atlantic and enjoy unforgettable sunrises and sunsets right from the jetty. Nestled in a rare, intimate

Stanley Samy Luft Realty

Welcome to Sea Breeze 41, a refined island residence in the gated Coral Harbour Club. This spacious 3-bedroom, 2-bath condo offers elegant coastal living with a private 30' boat slip included (fits up to 33') Professionally decorated in a Tropical Modern style, The open-concept layout seamlessly connects the gourmet kitchen with stainless steel appliances and corian counter tops to the living,

Steven Koleno Beycome of Florida, LLC

1 dry lot ''Transferable Development Right (TDR)'' for the Village of Islamorada. Receiver site must be scarified. No real property being exchanged.

AJ Vetter Palm House Real Estate

Discover luxury Keys living in this fully furnished 1-bedroom, 1-bathroom residence located at Mile Marker 91.5 Oceanside in the heart of Tavernier. Thoughtfully renovated with high-end finishes, designer furnishings, premium appliances, and modern décor throughout, this spacious turnkey apartment offers the perfect blend of comfort, style, and convenience. Ideally situated just minutes from

Kevin Cornell Cornell Commercial Real Estate, Inc.

SPECTACULAR VENETIAN SHORES HOME! 70' concrete dock on deep water canal which opens directly to Snake Creek for quick and easy access to bay or ocean; Furnished; 5 bedrooms/4.5 baths; private master retreat with gorgeous bath on third level; marble floors throughout; elevator; FABULOUS chef's kitchen with Wolf gas range and huge island; large terraces and fantastic entertaining spaces; Sonos

Emily Romberg Real Estate Sales Force - Coral Gables

Mixed-Use Opportunity with Highway Frontage in the Heart of Islamorada! Now available for lease at 88100 Overseas Hwy, Unit 1, this versatile mixed-use property offers the flexibility to be used as a residence, business space, or a combination of both. With prime frontage along the Overseas Highway, this is an excellent opportunity for a business seeking visibility and easy customer access in one

Jamie Gunthner Real Estate Sales Force, Inc.

2 Bedroom, 2 Bath Townhome for Rent Enjoy resort-style living in this beautifully maintained 2-bedroom, 2-bath townhome featuring an array of desirable community amenities. Residents have access to a sparkling pool, private beach area, tennis courts, BBQ facilities, and a welcoming clubhouse. Conveniently located near top-rated schools, shopping, Founders Park, and the local hospital, this home

Lizette Miller Coldwell Banker Schmitt Islamorada

***Available starting November 15, 2026. *** Experience elevated living in this fully furnished, luxury studio 1/1 apartment located at Mile Marker 91.5 Oceanside in Tavernier. Recently renovated from top to bottom, this turnkey residence features designer furnishings, modern appliances, and premium finishes throughout. Ideally positioned in the heart of the Upper Keys, the property offers

Kevin Cornell Cornell Commercial Real Estate, Inc.

Discover luxury Keys living in this fully furnished 3-bedroom, 2-bathroom residence located at Mile Marker 91.8 Oceanside in the heart of Tavernier. Thoughtfully renovated with high-end finishes, designer furnishings, and premium appliances, this spacious apartment offers a turnkey lifestyle with comfort and style throughout. Conveniently situated just minutes from grocery stores, fitness

Kevin Cornell Cornell Commercial Real Estate, Inc.

Two-story waterfront home located on a canal with direct access to the bay. Ideal for boating enthusiasts, this property offers a functional layout, great natural light, and beautiful water views. Enjoy easy access to open water from your backyard, perfect for fishing, kayaking, or relaxing by the canal. Great opportunity for full-time living or a vacation home in the Florida Keys.

Adriana Alvarez A.M.A. Realty Group Inc.

Welcome to this mobile home in Tavernier! This cozy 2-bedroom, 1-bathroom mobile home offers the perfect blend of affordability and location. Nestled in a prime spot close to the beach, boat ramps, picnic areas, and ball fields. Tavernier is known for its picturesque surroundings, friendly community, and easy access to local amenities, shops, and dining options.

Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

Experience the ultimate Florida Keys retreat at Pickle Ball Estate, a stunning new luxury rental in the heart of Islamorada, thoughtfully crafted by 4 Keys Construction. This brand-new four-bedroom, five-bathroom residence combines sophisticated coastal design with exceptional amenities, creating the perfect escape for extended stays and seasonal living.Designed for both relaxation and

Alexander Pinero Pine River Realty, LLC

Monthly and seasonal rental available in the desirable Hammer Point neighborhood in Tavernier, Florida at Mile Marker 93. Available starting August 2026 - May 2027, with a minimum rental period of 28 days. Offered fully furnished.Enjoy the Florida Keys lifestyle with great outdoor amenities including a built-in BBQ, outdoor TV, pergola, 15,000 lb boat lift, additional dockage, outdoor

Gamal Riquelme Florida Realty of Miami

Discover luxury Keys living in this fully furnished 2-bedroom, 1-bathroom residence located at Mile Marker 91.5 Oceanside in the heart of Tavernier. Thoughtfully renovated with high-end finishes, designer furnishings, premium appliances, and modern décor throughout, this spacious turnkey apartment offers the perfect blend of comfort, style, and convenience. Ideally situated just minutes from

Kevin Cornell Cornell Commercial Real Estate, Inc.

Escape to your own slice of paradise with this cozy and beautifully kept 1-bedroom, 1-bath Jayco RV. Whether you’re looking for a peaceful weekend retreat, a seasonal getaway, or a spot with great rental potential, this charming hideaway has it all. Wake up to the soothing sounds of the Atlantic and enjoy unforgettable sunrises and sunsets right from the jetty. Nestled in a rare, intimate

Nice furnished 2 bedroom 2.5 bath condo on the bay with dockage up to 30 feet. Convenient to Miami. Call for more information. First Last and Security required.

Krissy Carnahan Paradise Florida Keys Real Estate, a Luxury Brand