Islamorada, FL Homes for Sale under $300,000

Discover luxury Keys living in this fully furnished Studio Apartment 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 centers, Tavernier

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

Stanley Samy Luft Realty

6+ Month/Annual-- Rental--Beautiful Double Waterfront Lot in Prestigious Plantation Key Colony. This stunning 4-bedroom, 2-bath waterfront home sits on a Rare Double Lot with a Private Boat Ramp & Boat lift. Step outside to your Private Oasis complete with a Private Tiki hut - Gorgeous secluded in-ground Pool and Cabana Hut Bungalow - The open-concept kitchen features Granite countertops and

Tracey Petrusha Venture Realty Group

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

Florida Keys Oceanfront ''Fisherman's Paradise'' with Panoramic Views and Private Dockage. Experience the ultimate coastal lifestyle in this fully renovated 3 bedroom, 2 bathroom oceanfront home with sweeping, unobstructed views of the Atlantic. This beautifully appointed property features three spacious bedrooms and two modern bathrooms in the main living area, with an additional full bath and

Monica Benitez Xcellence

Single Family Home in a private community Sunset Acres Situated in Tavernier - Bay sideHouse on ground level - with 3 bed 2 baths -open kitchen- living room and dining area combine - There is an extra front room that can be a 4th bed-Office or Florida room Tile floors - Fence - back patio fenced -lot of trees and tropical setting in the back2 AC units recently serviced - Front entrance

isabel linowitz RE/MAX All Keys Real Estate

''Rare 30' Boat Slip Included | Ocean & Lagoon Views | Direct Ocean Access'' The Ultimate Florida Keys Waterfront Lifestyle. Boaters, anglers, and waterfront enthusiasts will appreciate this exceptional opportunity to lease a spacious and furnished 2-bedroom, 2-bath residence with boat slip and direct ocean access in the gated Coral Harbour Club community. Offering 1,672 square feet of living

Silvestri Team Jeanette & Janessa Silves Coldwell Banker Schmitt Key Largo

Available September 1st! Affordable Keys living awaits! This ground-floor efficiency is located in a charming six-unit building on a canal in Plantation Key Colony. Designed for comfortable, low-maintenance living, this home is ideally suited for single occupancy. Enjoy a peaceful waterfront setting just minutes from marinas, restaurants, shopping, and all the conveniences of the Upper Keys. If

Samantha Arce Better Homes and Gardens Real Estate Destinations

WAKE UP TO BREATHTAKING OCEAN VIEWS IN THIS RARELY AVAILABLE 2-BEDROOM WATERFRONT CONDO IN THE BEAUTIFUL FLORIDA KEYS! AS YOU ENTER THIS RESORT STYLE OCEANFRONT GATED COMMUNITY, THE DIRECT OCEAN VIEW, STUNNING HEATED POOL, AND LUSH LANDSCAPING WELCOMES YOU HOME AS YOU PULL INTO YOUR DESIGNATED COVERED PARKING SPACE CONVENIENTLY LOCATED RIGHT BY THE ELEVATORS. AS YOU ENTER THIS CONDO, YOU ARE

Anthony Garcia The Keyes Company

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.

Furnished 3 Bed / 2 Bath - All Utilities IncludedBeautifully furnished upper-level unit featuring 3 bedrooms and 2 bathrooms. Rent includes utilities, cable, lawn care, and pool service for a truly hassle-free living experience. Located in a quiet neighborhood close to restaurants, shopping, and top-rated schools.Interested in more space? The entire house (6 Bed / 4 Bath) is also

Tracey Petrusha Venture Realty Group

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 shower,

Gamal Riquelme Florida Realty of Miami

Experience elevated living in this fully furnished 1 bedroom / 1 bathroom luxury 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 unmatched convenience with restaurants,

Kevin Cornell Cornell Commercial Real Estate, Inc.

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.

Newly built (2024) home located at Mile Marker 90 on Plantation Key available annual rental! Located directly across from the community boat ramp with 72 hour dockage and direct access to both the Bay and Ocean via Tavernier Creek. Offering a total of 4 bedrooms and 3 bathrooms, this home provides beautifully appointed fixtures and finishes throughout and ample space for comfortable living. The

Natalie Bevis Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

Long term (1 year) rental located on Old Highway on Upper Matecumbe Key in Islamorada. Mobile home has been refurbished with new appliances, etc. Combined living-dining-kitchen and 1 bedroom/bath with bonus room for office and exercise room.

Randy Selden Century 21 Circle- Islamorada

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