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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
Enjoy open water views on from this canal front home with 40 feet of deepwater dockage. No neighbors across canal provides privacy and tropical foliage views in your back...
- 2 Beds
- 2 Baths
- 597778 MLS
Introducing a well-appointed, move in ready waterfront home with spectacular water access, dock, and fully turnkey. Enjoy your expansive deck on a quiet street, and invit...
- 3 Beds
- 2 Baths
- 597777 MLS
Highly successful vacation rental property with 240 feet of water frontage and immediate Gulf access! This 4 bedroom, 3 bath pool-home flaunts an Impressive rental histor...
- 4 Beds
- 3 Baths
- 597764 MLS
Wake up every morning to the beautiful water views right from the master bedroom and living room and the kitchen in this ocean front 2/2 condo in the gated community of L...
- 2 Beds
- 2 Baths
- 597763 MLS
Sunsets for life! This private property is extra large at 20,875 sq ft. overlooking the open water canal crossings. Imagine adding a pool and outside kitchen/entertainme...
- 4 Beds
- 3 Baths
- 597747 MLS
2nd largest parcel on Gulfstream, 18k sf lot on the open water with Cut in Boat Slip, Located in Economic Opportunity Zone provides valuable Tax Incentives for redevelopm...
- 4 Beds
- 4 Baths
- 597737 MLS
Enjoy the comfort of this beautifully renovated Key Largo home with your very own private above ground pool and tiki hut in a very spacious backyard. Short walk to Buzza...
- 2 Beds
- 2 Baths
- 597729 MLS
Location, Location! This is where you want to be at Indigo Reef if you're looking for tranquility, privacy and drop dead gorgeous views, including sunsets! Just steps f...
- 3 Beds
- 3 Baths
- 597719 MLS
This amazing 6-bedroom canal front home is situated on 2 lots, offering plenty of living space and privacy. Located on a very quiet street off of Sombrero golf course an...
- 6 Beds
- 5 Baths
- 597717 MLS
What a location! Located directly across the street from the Southernmost Point, this single-family residence is one of only 7 homes in the gated community of The Reside...
- 4 Beds
- 4 Baths
- 597716 MLS
Beautiful waterfront 3 bedroom/2.5 bath condo with boat slip. Wide porches open to ocean views and prevailing breezes. This gated complex allows weekly rentals but mainta...
- 3 Beds
- 2 Baths
- 597711 MLS
Coastal meets modern with this immaculate, updated 2 bed/2 bath canal front home with 35 foot seawall. Designed for the Keys with clean lines and beautiful furnishings, t...
- 2 Beds
- 2 Baths
- 597707 MLS
Coastal meets modern with this immaculate, updated 2 bed/2 bath canal front home with 21 foot seawall. Designed for the Keys with clean lines and beautiful furnishings, t...
- 2 Beds
- 2 Baths
- 597706 MLS
Inside this pristine home, you'll find two bedrooms and two full bathrooms. The beautifully renovated kitchen includes granite counters, custom cabinets, and stainless st...
- 2 Beds
- 2 Baths
- 597702 MLS
TURTLE COVE AT FLAMINGO POINT44' Seawall Perfect for Big Boaters!This True Island Paradise, Brand New 2020 Stilted 2Bd/2Ba is location on a wide 60' sparkling canal with ...
- 2 Beds
- 2 Baths
- 597697 MLS
Beautiful views from this updated unit in very desirable Moon Bay Condo. Offers 2 bedrooms, 1.5 baths, a fully equipped kitchen with white cabinets, granite counter top,...
- 2 Beds
- 2 Baths
- 597630 MLS
Attractive half-duplex home in a convenient central Marathon location in search of a new owner. Affordable and equally fitting as a primary or seasonal residence, or long...
- 2 Beds
- 1 Baths
- 597686 MLS
KEY COLONY BEACH 3 BEDROOM 2 BATH WATERFRONT POOL HOME HAS AN ABUNDANCE OF CHARM, HIGH CEILINGS AND COMFORTABLE, WIDE OPEN SPACES!THE KITCHEN AND LIVING ROOM ARE THE PER...
- 3 Beds
- 2 Baths
- 597661 MLS
This beautiful, 2/2 half duplex is waiting for you! This is a must-SEA on 7th St, with the widest canal in Key Colony Beach. You can fit a large boat at the dock no probl...
- 2 Beds
- 2 Baths
- 597658 MLS
Completely renovated gated home in the heart of Islamorada. Heated Pool. 2Bed/ 2Bath upstairs with an Ensuite Master Bath w/ dual vanity, spa tub, glass enclosed shower a...
- 3 Beds
- 3 Baths
- 597650 MLS
Rare opportunity to own a top floor penthouse 3 bedroom 2 and a half bath residence in Bay Harbour that comes with 2 boat slips, covered parking and storage unit. Profe...
- 3 Beds
- 3 Baths
- 597637 MLS
One of the largest and luxurious condominiums in the Florida Keys this 5 bedroom residence in Bay Harbour offers gracious living with direct on ocean views, exquisite fur...
- 5 Beds
- 4 Baths
- 597624 MLS
Live in paradise beautiful views of sunsets/sunrises from you balcony. Quiet street no thru traffic. Fishing, swimming, boating, deep water no fixed bridges for instant a...
- 3 Beds
- 2 Baths
- 597621 MLS
Open concept, stilted pool home beckons you to come in, relax and enjoy the island life - wonderfully cared for and loved, available for only the 2nd time in 35 years. He...
- 3 Beds
- 3 Baths
- 597606 MLS
Canal Front, split level home with gorgeous pool and spillover spa. This home is an active and thriving vacation rental in the heart of Marathon, just a few blocks away f...
- 4 Beds
- 3 Baths
- 597603 MLS
Charming 2bd/2ba half duplex on canal in Key Colony Beach. New roof, New a/c, New water heater, New Paint. Kitchen features wood cabinets with soft close doors, granite ...
- 2 Beds
- 2 Baths
- 597598 MLS
Stunning 3bd/2ba home tastefully remodeled in 2019 so you can enjoy your time in the Keys! Front and back manicured and features 2 decks in the back, fenced in backyard,...
- 3 Beds
- 2 Baths
- 597595 MLS
$75,000 + ANNUAL GROSS INCOME! SELLER FINANCING! Island Paradise Canalfront 35' Dockage, 2Bd/2Ba with Covered Porch. This beautiful furniture two bedroom, two full bath...
- 2 Beds
- 2 Baths
- 597590 MLS
$120,000 ANNUAL GROSS INCOME-SELLER FINANCING. Tropical Island Paradise Stilted 2Bd/2Ba with 35' Dockage Open Water Views! This beautiful 2Bd/2Ba vacation home located ...
- 2 Beds
- 2 Baths
- 597587 MLS
You'll find authentic Florida Keys charm with this affordable half-duplex on a quiet, dead end street. Nice size kitchen and living spaces with durable terrazzo flooring...
- 2 Beds
- 2 Baths
- 597584 MLS
Located in Beautiful Key Colony Beach and centrally located between Miami & Key West you will find this canal front single family, 2 bedroom, 2 bathroom family retreat an...
- 2 Beds
- 2 Baths
- 597583 MLS
Welcome to Beautiful Gulfpointe Complex! Located right by Vaca Cut for great boating access! This complex offers a swimming pool and first come first serve dockage with a...
- 2 Beds
- 3 Baths
- 597572 MLS
MERMAID MAGIC is the most luxurious home ever built in Venture Out! This newly built 13 foot stilted 2 bedroom home is being offered fully furnished. It offers incredibl...
- 2 Beds
- 2 Baths
- 597570 MLS
Great location in the Heart of Marathon! Close to all amenities including grocery stores (Publix, Winn-Dixie), beautiful Sombrero Beach, Marathon Airport, Home Depot, man...
- 3 Beds
- 2 Baths
- 597569 MLS
Immaculate, impeccably maintained 4 bedroom, 3 bath property with over 2,400 square feet of living space all above Base Flood Elevation. You have not seen anything like t...
- 4 Beds
- 3 Baths
- 587093 MLS
Coral Key Village is an oceanfront community to boast about! This three bedroom, two bath octagonal home was built in 2019 with everything one would expect and want in a ...
- 3 Beds
- 2 Baths
- 597551 MLS
An exclusive enclave is coming to the coastline in the middle Keys. Introducing Key Colony Beach's Newest Luxury Oceanfront Condominiums - Marabella! This private beachfr...
- 3 Beds
- 3 Baths
- 597537 MLS
Relax on the back patio with a view of Boot Key Harbor from this charming 1bd/1ba with 50' of seawall on canal. Gated carport area with gate features 2 storage areas, ro...
- 1 Beds
- 1 Baths
- 597535 MLS
Here it is, your wonderfully updated, big family home on a double lot. This huge, lushly landscaped lot would make the perfect canvas for your addition of a pool, spa an...
- 3 Beds
- 2 Baths
- 597520 MLS
Beautiful oceanfront Islamorada Condo in Plantation Key. 2 Bedroom, 2 baths with an ocean view, spacious porch adjacent to the living room and both bedrooms. Generous siz...
- 2 Beds
- 2 Baths
- 597502 MLS
Stunning 2bd/2ba custom stilt home on Flamingo Island. All quality - no details spared and meticulously cared for! 48 ft fixed composite dock on canal with davits and hea...
- 2 Beds
- 2 Baths
- 597492 MLS
MOTIVATED SELLER! Very rare 3 bed 3 bath FULLY REMODELED (rewired, repiped) canal front half duplex with interior zoning and room for a pool. All impact openings, updated...
- 3 Beds
- 3 Baths
- 597487 MLS
Unparalleled location, relaxation and recreation-this house has it all. At the end of a quiet cul de sac, on a point surrounded by water on 3 sides, it doesn't get any be...
- 5 Beds
- 5 Baths
- 597483 MLS
TIDEWATER VIEWS is a cozy 820 square foot cottage that has already proven to be a successful vacation rental income property, with 2021 year-to-date gross income of $76,0...
- 2 Beds
- 2 Baths
- 597478 MLS
Perfectly positioned to maximize the view down the canal, this home offers the lifestyle you have been seeking. With 60' of concrete dockage and a 15,000 pound boat lift...
- 2 Beds
- 2 Baths
- 597463 MLS
YOUR ULTIMATE ESCAPE to paradise awaits...Beautiful modern finishes and a fantastic location highlight this wonderfully luxurious OPEN concept, 3 bedroom, 2 bath waterfro...
- 3 Beds
- 2 Baths
- 597460 MLS
Enjoy the open view and breezes from this 2nd story end unit overlooking the beautiful newly developed Truman Waterfront. Renovated kitchen and bath, Mexican tile floors ...
- 2 Beds
- 1 Baths
- 597450 MLS
Date with Sunset! Great location in the Heart of Marathon Florida Keys! Welcome to Gulfpointe complex which offers pool, first come first serve boating with easy bay and ...
- 2 Beds
- 3 Baths
- 597440 MLS
Hidden gem can get used a lot when selling houses, this time however it's truly the real deal. Behind unassuming bushes on a quiet block of the Meadows, occupying an over...
- 4 Beds
- 4 Baths
- 597439 MLS
Very Cute Refurbished Canal Front Half Duplex with Room for a Pool. Cool and Comfortable home with room for the outside amenities that come with the Keys Lifestyle. This ...
- 2 Beds
- 2 Baths
- 597436 MLS
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