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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! Or check out our Useful Information Page!
Properties For Sale Allowing Short Term Rentals
Oceanfront vacation home. Location Location Location, one of the best in the community! Sunsets all winter long...Located directly on the open water and overlooking the ...
- 2 Beds
- 2 Baths
- 603258 MLS
This unit is one of the best at Mariner's Club, easily accommodates 10 people and has been beautifully furnished and appointed. It is truly resort-style living and a grea...
- 4 Beds
- 4 Baths
- 603221 MLS
2 bedroom 2 bathroom unit on the Ocean in Key Colony Beach, Gorgeous Pool, Ocean view from balcony. active Vacation rental Booked Dec 11 through March 31. Great Investmen...
- 2 Beds
- 2 Baths
- 603254 MLS
Ocean Front Atlantic Ocean Sunrise/Sunset Views values found at $1800sqft.! Immaculate Fun Community. Newer 2021 construction, 2-story on pilings, surprisingly spacious ...
- 2 Beds
- 2 Baths
- 603253 MLS
Located in Marathon's favorite neighborhood, Boat ramp just down the street with quick access to Gulf, Stilted single family home with Metal roof updated 2018, both slide...
- 3 Beds
- 2 Baths
- 603250 MLS
A quiet street with plenty of room for ALL your toys. Short term rentals permitted. The lot is approximately 35x70, and includes 2 sheds with power. (8x8 and 8x12) The lo...
- 1 Beds
- 1 Baths
- 603243 MLS
None
- 2 Beds
- 2 Baths
- 603240 MLS
Looking for an amazing vacation home that will also bring you income? Tranquility Bay Resort Beach House, winner of TripAdvisor 2021 Travelers Choice Award in Marathon i...
- 2 Beds
- 3 Baths
- 603225 MLS
This unit is one of the best at Mariner's Club, easily accommodates 10 people and has been beautifully furnished and appointed. It is truly resort-style living and a grea...
- 4 Beds
- 4 Baths
- 603222 MLS
OWNER FINANCING AVAILABLE. Waterfront home with deep canal and direct Atlantic Ocean access that features a new metal roof and two new A/C's, paint, water heaters, etc. T...
- 5 Beds
- 5 Baths
- 603214 MLS
Boot Key View Condos are located on Sombrero Blvd., with water views of Boot Key Harbor and adjacent to Sombrero Golf course. Deep water, dedicated boat dock and 10,000-p...
- 2 Beds
- 2 Baths
- 603210 MLS
Awesome hidden gem in the middle of Marathon. Call for your appointment to see this fabulous home that has been completely updated with custom wood cabinets, custom faux ...
- 2 Beds
- 1 Baths
- 603202 MLS
This two-bedroom, two full bath, Shipyard Condominium is the larger floor plan. Second-floor end unit overlooks the community pool and is steps away from the assigned par...
- 2 Beds
- 2 Baths
- 603196 MLS
new construction . Completion date approximately January 2023.
- 2 Beds
- 2 Baths
- 603187 MLS
Point lot on Shelter Bay with 276 ft of useable frontage, 55ft cut in slip, 150 ft of covered porch overlooking Shelter bay, Large 9 ft deep Pool with SLIDE, SPLASHPAD, a...
- 3 Beds
- 3 Baths
- 603186 MLS
Occupied property, inspections not available - sold as-is. No for sale sign. Contact with occupants is prohibited.Looking for your own little piece of paradise? Look no f...
- 2 Beds
- 1 Baths
- 603182 MLS
Four ROGO's on a 10,000 sq ft lot in area that is being revitalized. MU zoning allows a multitude of uses for this redevelopment opportunity. Located Gulfside just off of...
- 4 Beds
- 3 Baths
- 603170 MLS
Beautifully remodeled and Direct Oceanfront, with a small beach and Forever Ocean Views. Large Deck Tiki Hut with the ocean breezes all day long. Living Room with an oc...
- 2 Beds
- 2 Baths
- 603169 MLS
Beautiful 3/2 on a deep water canal. Ocean/Bay access. It has a 25Ft. Dock & a Roof Top Deck with Incredible Ocean & Bay Views to watch all your Sunrises & Sunsets. . Ga...
- 3 Beds
- 2 Baths
- 603164 MLS
LUXURIOUS townhome in desirable INDIGO REEF located in Marathon! One of the most beautiful units in this upper end development with immaculate interior finishes and spect...
- 3 Beds
- 3 Baths
- 603163 MLS
Welcome to Seagulls Condominium located in Plantation Key. This turn-key 2B/2B fully furnished unit offers picturesque ocean views in every room. Completely remodeled wit...
- 2 Beds
- 2 Baths
- 603160 MLS
A rare opportunity to own an ocean front unit I the Egret Condominiums. This two bedroom, two bath unit offers spacious open floor plan living, elevator access, covered p...
- 2 Beds
- 2 Baths
- 603155 MLS
SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residen...
- 4 Beds
- 5 Baths
- 603026 MLS
SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residen...
- 4 Beds
- 5 Baths
- 603024 MLS
INCOME PRODUCING PROPERTYWelcome to the spectacular views of Boot Key Harbor frontage property, this property offers 3 separate Licensed income producing residences, 7 d...
- 4 Beds
- 5 Baths
- 603144 MLS
VERY Attractive Seller Financing is being offered to start living your best Keys life! This newly renovated waterfront property is located on a spacious 11,220 sq. ft. lo...
- 3 Beds
- 3 Baths
- 603142 MLS
Fabulous Canal front lot featuring a 35' seawall with open water views and located on a Y-shaped canal offering expansive water views on 60' wide canal. Furnished 1Bd/BA ...
- 1 Beds
- 1 Baths
- 603134 MLS
NEW Luxury, modern concrete construction in the heart of Marathon. This stunning new build is offered completely turn key- come enjoy this winter in paradise! Featuring ...
- 6 Beds
- 5 Baths
- 603129 MLS
Welcome to the Meadows. 823 Georgia Street is a beautifully updated Conch home with over 2,400 square feet of indoor living. First, you are invited in to the home on a...
- 4 Beds
- 4 Baths
- 603126 MLS
Sunny, nicely updated two-bedroom, two-bath home in sought-after Harbor Isle. Easy ocean and bay access via Boot Key Harbor from the 53-foot, deepwater dock. Welcoming fr...
- 2 Beds
- 2 Baths
- 603120 MLS
This recently remodeled 1/2 duplex has a 2.5% ASSUMABLE FHA MORTGAGE, Don't Miss This Opportunity! This home is situated quietly off the road. The fully fenced large yar...
- 2 Beds
- 2 Baths
- 603111 MLS
This 3 bedroom 2 bath home is ideally located the oceanside of Marathon close to Sombrero Beach. With exceptional boating access, be on world class fishing and diving hot...
- 3 Beds
- 2 Baths
- 603101 MLS
Anglers Reef large 4 bedroom Home with deeded boat slip. This rarely available 2000 sq ft 4 bedroom, 3.5 bath home has beautiful views of the ocean and has been recently ...
- 4 Beds
- 4 Baths
- 603089 MLS
15 unit Apartment Building on 2 lots plus 3 vacant lots all totaling of 300 feet of waterfront. Units consist of 5 2/1 & 10 1/1. All units have tile floors, central A/C a...
- 19 Beds
- 15 Baths
- 603088 MLS
This 5,500 sq. ft. lot with two structures and a storage shed is located near the heart of Key Largo at MM 97.6. The primary building is CBS (concrete block) construction...
- 2 Beds
- 2 Baths
- 603087 MLS
Your dream Fishing hole just came on the market! Use it as a full-time resident or rent it out daily! The options are endless, and the memories are priceless! The communi...
- 1 Beds
- 1 Baths
- 603086 MLS
A sprawling 1.44 acres located in one of Marathon's most sought-after neighborhoods. 3beds 2.5 baths in main house and a 1bed 1bath guest cottage. The entire property has...
- 4 Beds
- 4 Baths
- 603062 MLS
Beautifully rennovated 6 bedroom canal front home on 2 lots in quiet neighborhood. Perfect for a large family or will make a great vacation rental. Close to Sombrero Beac...
- 6 Beds
- 5 Baths
- 603055 MLS
Built in 2017, this coveted waterfront property delivers everything a buyer could want. Impeccably maintained and barely used by the current owners, this home is an ideal...
- 4 Beds
- 3 Baths
- 603052 MLS
SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residen...
- 4 Beds
- 5 Baths
- 603018 MLS
Very clean, 3 bed, 3 bath home on an 11,200 square foot lot in one of Marathon's best neighborhoods. 79th Street Ocean ends at canal so no traffic other than those who li...
- 3 Beds
- 3 Baths
- 603034 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
- 603032 MLS
MOTIVATED SELLER! Adorable 2 bedroom, 2 bath half duplex on clean, wide canal with 30 feet of dockage! Enjoy the East facing backyard offering nice afternoon shade whil...
- 2 Beds
- 2 Baths
- 603009 MLS
First floor Shipyard condominium features 2 bedrooms and 1 bath. Perfectly located, it is just two blocks to Duval St and a short walk or bike ride to Truman Waterfront a...
- 2 Beds
- 1 Baths
- 602995 MLS
Complete duplex with a total of 5 bedrooms and 3 bathrooms. You are surrounded by an abundance of plants and ponds in the front yard. Tongue and groove pine open ceiling ...
- 5 Beds
- 3 Baths
- 602983 MLS
Southernmost Vacation Rental Opportunity! This fully furnished historic home checks all the boxes. Superbly positioned only steps from the Atlantic Ocean, the southernmos...
- 4 Beds
- 3 Baths
- 602964 MLS
''Pretty in Pink!'' When it comes to living stress-free, one of the most common thoughts to come to our minds is the idea of living on a peaceful, secluded island. Surrou...
- 4 Beds
- 5 Baths
- 602946 MLS
Welcome to 'Ocean Oasis', a private oceanfront estate with sandy walk-in beach, pool, outdoor bar and a hammock retreat where you may enjoy rocking your cares away under ...
- 5 Beds
- 4 Baths
- 602942 MLS
QUICK GULF ACCESS and an EXPANSIVE BACKYARD OASIS complete w/ a concrete Pool/spa and WATERFALL feature await you... at this TURN-KEY waterfront home in the heart of Mara...
- 2 Beds
- 2 Baths
- 602900 MLS
Mariner's Club in Key Largo is pure paradise! It's the perfect combination of resort-style Florida Keys get-away and income producing investment property that you've been...
- 4 Beds
- 3 Baths
- 602890 MLS
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