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Florida Keys Investment and Vacation Rental Properties
As a popular vacation destination, the Florida Keys offers a multitude of unique real estate investment opportunities, whether it is as a primary home, second home, a new business, or an income producing vacation rental home, with varying Returns on Investment.
There are many options for investment properties for sale in the Florida Keys, and buying a vacation rental or multi-family home that allows legal 7 day or less rentals, or even 28 day minimum rentals, provides a great chance to live in this beautiful tropical destination in the Florida Keys. Our rental season runs year round, so high occupancy rates are the norm. Single family homes, condos, townhomes, half duplexes, duplexes, triplexes, condotels, or multi family houses are some of the many alternatives that will also allow you to find a great deal.
The Florida Keys has it all, whether you prefer the nightlife and excitement of living and playing in Key West, having easy access to Miami and the mainland in Key Largo, or choosing an investment property in any of the beautiful waterfront communities in between. Some of the better known Islands being Islamorada, Marathon, and Big Pine Keys, just to name a few.
There are many types of properties available for you to see right now. Let us help you find the perfect property to suit your home or investment needs using our local knowledge and expertise. Be sure to call us for a quick and easy consultation to determine the specifics of what you are looking for, especially if you are an out of town buyer. We will be the eyes and ears for you, pre-screening the appropriate properties that suit your financial and other needs.
Contact us for a personalized and extensive list of investment properties in the Florida Keys. We will provide detailed information regarding vacation rental or investment opportunities in each of the Keys, create pro formas for individual properties, and negotiate the best price
Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!
Considering selling or refinancing your home? Contact us today to find out how we can be of assistance to you!
Properties For Sale Allowing Short Term Rentals
This 'half-island' expansive property offers several rental opportunities in Paradise. Featuring over 14,000 square feet of land, this half peninsula that overlooks the B...
- 5 Beds
- 5 Baths
- 599351 MLS
Waterfront Single Family Home just steps away from Sombrero Beach. Home is located on Sombrero Lagoon for boating, kayaking, paddle boarding and more! Interior features 3...
- 3 Beds
- 2 Baths
- 599350 MLS
Boaters Dream! Deep water boating access to the Atlantic Ocean and Gulf of Mexico. Lowest priced deep water in Marathon. Bring all your toys including your sailboat. Turn...
- 3 Beds
- 1 Baths
- 599348 MLS
12th st , Key Colony Beach, Open Water Views of Shelter Bay, 75 ft of Dockage, 6beds, 3.5 baths, over 3300 SF sold furnished minus some exclusions to be provided during D...
- 6 Beds
- 4 Baths
- 599342 MLS
Charming & delightful this 1 bdrm/1 bath affords stunning views down the short canal out to the open water. The waterfront patio is covered by a large new canvas awning ...
- 1 Beds
- 1 Baths
- 599338 MLS
Welcome to paradise at this 2016 modular home with Hardie board siding! The height of this stilted home allows for RV parking underneath. Enjoy 80 ft. of seawall to dock ...
- 3 Beds
- 2 Baths
- 599337 MLS
Transient Licensed Penthouse unit with direct ocean view from living room and both bedrooms. Nightly rentals allowed. Sold Turn Key with all furniture. The balcony runs t...
- 2 Beds
- 2 Baths
- 599336 MLS
Location, location, location. One of Marathon's original fishing homes situated at the mouth of Boot Key Harbor. This spacious 2-bedroom, 2-bath expansive, home offers a ...
- 2 Beds
- 2 Baths
- 599332 MLS
Open Water Views from this cozy 1 bedroom 1 bathroom waterfront home with 35 foot seawall. Open concept floor plan, new dishwasher, vinyl wood-look flooring, wainscoting...
- 1 Beds
- 1 Baths
- 599327 MLS
Welcome to Sombrero Beach Road ''Get Hooked'' SOLD TURN KEY, with an excellent income vacation rental. Buyer shall honor future bookings, within walking distance from th...
- 4 Beds
- 3 Baths
- 599321 MLS
Fisherman's Paradise! Assigned boat slips, community boat ramp, boat trailer parking, Tiki huts, heated and chilled pool, and ample parking. 200 ft wide Canal with a 6 ft...
- 1 Beds
- 1 Baths
- 599317 MLS
Beautiful Conch Style Villa overlooking the pristine waters of Sunset Village on Duck Key. This Villa is one of the only two bedroom END units on the much desired Sunset...
- 2 Beds
- 3 Baths
- 599306 MLS
Enjoy the privacy offered by a Harbor Village Spa Villa. This two-bedroom Villa with a private spa pool offers a great outdoor area overlooking the pristine canal waters ...
- 2 Beds
- 2 Baths
- 599305 MLS
Extra Large unit with 2100 sf interior living, Spacious with Large bedrooms, Entire complex 2 year old roof and impact windows, This unit has new a/c, updated bamboo floo...
- 3 Beds
- 2 Baths
- 599296 MLS
Escape to the crown jewel of Islamorada, a magnificent estate spanning white sandy beaches, warm Florida Bay waters, and the most glorious sunsets in our hemisphere. Mas...
- 7 Beds
- 8 Baths
- 599285 MLS
This new listing is like no other home in Calusa, concrete, elevated, quiet and secluded. Built in 2016, turn key, fully furnished and move in ready! This is a rare prope...
- 5 Beds
- 4 Baths
- 599266 MLS
SIMPLY STUNNING VIEWS DIRECTLY OUT OVER THE BEACH AND OCEAN, AND A CORNER UNIT VIEWING THE LARGE POOL AND LIGHTED FISHING PIER AS WELL. Nice two bedroom 2 bath unit, end...
- 2 Beds
- 2 Baths
- 599264 MLS
PERFECT OPPORTUNITY TO OWN AN OPEN WATER VILLA overlooking the pristine waters of Duck Key. Spectacular Sunsets can be viewed most evenings from your very own balcony. Th...
- 2 Beds
- 3 Baths
- 599256 MLS
Location is the keys, amazing home, when you think of private, peacefulness, relaxation and enjoyment, you have arrived at your own ocean breeze paradise. This large prop...
- 4 Beds
- 4 Baths
- 599253 MLS
Remarks: Private boat dock 100'. 12,000 lb lift, 20 Amp and 50 Amp service on dock. walled courtyard and pool with screened patio and wet bar. Anderson windows 175 MPH, B...
- 6 Beds
- 6 Baths
- 599249 MLS
SERENITY awaits with GORGEOUS OPEN WATER views from this updated MID-RISE! And the added bonus: transient rentals are allowed for nightly and weekly and can bring in ove...
- 2 Beds
- 2 Baths
- 599246 MLS
Oceanfront Acreage with private deep-water harbor! A rare find in exclusive Islamorada, this CBS home sits on nearly 3 acres offering a rarely seen combination of ocean f...
- 3 Beds
- 2 Baths
- 599230 MLS
Investors Dream! Excellent Opportunity to own this amazing, canal front 2414 SF triplex in paradise. This gorgeous property consists of 3 two bedroom / 1 bathroom units a...
- 6 Beds
- 3 Baths
- 599227 MLS
This cute ground level, half duplex home is ready for you to make it your own! Stay cool with the newer AC re-done in 2018 and the single floor layout. With 37+ feet of...
- 2 Beds
- 1 Baths
- 599217 MLS
2/2 Top Floor condo with Beautiful Ocean Views. This D model with an extended U kitchen is possibly the nicest Condo at OP that I have ever seen!!! To many extras to list...
- 2 Beds
- 2 Baths
- 599213 MLS
Endless Possibilities.Small fishing cottage with 210 feet of total dockage , seconds to the Bay, and an oversized corner lot (75 x 35) make this a boaters dream.
- 3 Beds
- 3 Baths
- 599206 MLS
Concrete 3 bedroom, 2 bath home in an X flood zone in Key Largo! Built in 2012, this CBS residence has modern features such as a metal roof, impact windows and an open fl...
- 3 Beds
- 2 Baths
- 599205 MLS
This is a fantastic family home with endless possibilities and amazing views of the ocean and Alligator Lighthouse. Residential Estate Zoning qualifies this oceanfront h...
- 3 Beds
- 2 Baths
- 599204 MLS
Living the dream on Boot Key Harbor! Enjoy the Sunrises with your morning coffee. Every day you will be watching the boats and activity within the Harbor. Fishing and s...
- 2 Beds
- 2 Baths
- 599202 MLS
WATERFRONT - BEAUTIFUL SOMBRERO BEACH RENOVATED 3 BEDROOM 2 BATH STILTED CANAL FRONTAGE POOL HOME WITH HURRICANE IMPACT WINDOWS AND DOORS. EXCELLENT RENTAL INCOME - RENT ...
- 2 Beds
- 3 Baths
- 599201 MLS
Resort living at its best, potential investment rental income property, Duck Key. This villa is not a current rental. Stunning custom renovations, professionally decorate...
- 3 Beds
- 4 Baths
- 599197 MLS
Full Duplex in the heart of Marathon! Great rental potential with long term tenant in place! Both halves have been updated. Side 1 has granite counter tops, stainless ste...
- 6 Beds
- 2 Baths
- 599191 MLS
This first-floor condo has 2 bedrooms and one bath. It is unit 210-1 Southard as tax records show as unit 128, which was developer's numbering. This does NOT have, or qua...
- 2 Beds
- 1 Baths
- 599187 MLS
Resort living at its best, investment rental income property, Duck Key. Turn imagination into reality with this lovely 2 bedroom unit in the heart of Harbor Village. Gorg...
- 2 Beds
- 2 Baths
- 599186 MLS
Fisherman's Paradise! Assigned boat slips, community boat ramp, boat trailer parking, Tiki huts, heated and chilled pool, and ample parking. 200 ft wide Canal with a 6 ft...
- 1 Beds
- 1 Baths
- 599185 MLS
Beautiful and New spacious Mobile Home sleeps 10, located in the sought out Calusa Campground. Only 45 minutes from Miami to relax and enjoy all Calusa offers, boat ramp,...
- 3 Beds
- 1 Baths
- 599181 MLS
Great location on Harbor Village Drive within the beautiful Village at Hawks Cay at Hawks Cay Resort. This immaculate 2 bedroom, 2.5 bath villa features some of the resor...
- 2 Beds
- 2 Baths
- 599176 MLS
Floating house with million dollar views. Sit on the upper or lower level deck and watch the beautiful Marathon Sunset over the Gulf. Wide open floorplan where the kitche...
- 2 Beds
- 2 Baths
- 599160 MLS
Indulge in the luxurious waterfront lifestyle you've been dreaming of in this newly constructed Marathon! Multiple upgrades and high-end finishes await in this fully furn...
- 5 Beds
- 5 Baths
- 599159 MLS
1st TIME ON THE MARKET! This east-facing, single family home is ideally located across the street from the Cabana club (membership transfers) and is situated on a clean ...
- 3 Beds
- 2 Baths
- 599132 MLS
Fun in the Sun! This Adorable half-duplex is situated right across the street from the beloved Cabana Club (membership transfers to new owner). And offers a 30 foot conc...
- 2 Beds
- 2 Baths
- 599131 MLS
Your opportunity to own a boutique hotel location and vacation rental property in the fabulous Florida Keys! Conch Key Villas offers sunsets year-round over the Gulf of M...
- 5 Beds
- 4 Baths
- 599123 MLS
OPEN WATER VIEWS with 35' concrete seawall! Oceanside access to Kemp Channel and back country. 2Bd/ 1Ba. Central air for cooling, recent new refrigerator and washer/ drye...
- 2 Beds
- 1 Baths
- 599122 MLS
This Updated Spa Villa is located steps away from the fishing dock in the heart of Harbor Village. The unit features upgraded roll down hurricane shutters and a semipriva...
- 2 Beds
- 3 Baths
- 599110 MLS
The Best of all Possible Worlds: Panoramic water views and sunsets over protected, renowned Boot Key Harbor. Boat slip allows quick access to Ocean or Gulf. Cruise to man...
- 3 Beds
- 3 Baths
- 599102 MLS
Relax overlooking the 60' wide canal with 17' seawall. This 2Bd/1.5Ba, double wide with the main living area that faces the water to enjoy the Florida Keys Lifestyle. Enj...
- 2 Beds
- 2 Baths
- 599095 MLS
Key West living at its finest. Spectacular ocean views, with beautiful swimming pool, tennis courts, outdoor grilling area across the street from the Atlantic ocean. Cove...
- 2 Beds
- 2 Baths
- 599083 MLS
Sunset Village lives up to its name every evening, offering gorgeous views of the Florida Keys sunset over Tom's Harbor, and that's what you'll get with this amazing Vill...
- 2 Beds
- 2 Baths
- 599075 MLS
Half Duplex, 3 bedrooms and 2 full baths, Neighborly quiet street on the gulf side. Lots of spacious room with a front and back living room. Updated kitchen with new appl...
- 3 Beds
- 2 Baths
- 599074 MLS
Lush tropical estate with open water views private beach and tennis courts. Dockage for large boats drawing 4' with instant access to the Gulf and a quick trip to the Atl...
- 6 Beds
- 4 Baths
- 599066 MLS
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