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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 unique canal-front, split level home has the air of old Keys style. Enjoy the evenings outside in your screened-in gazebo & outdoor bar area near the canal. The hom...
- 4 Beds
- 2 Baths
- 593140 MLS
Beautiful, fully updated, CBS home in the heart of Marathon, convenient to everything! Completely updated by Design Center, brand new hurricane doors, new tankless hot wa...
- 2 Beds
- 2 Baths
- 593137 MLS
Single family home located less than 3 miles from Sombrero Beach! Located in the heart of Marathon close to all of amenities, shopping and restaurants that Marathon has t...
- 1 Beds
- 1 Baths
- 593135 MLS
Nestled in a tranquil bay looking out towards Alligator Reef and located in the heart of Islamorada is Maison. Just a short 90 min drive from Miami and you are in the leg...
- 3 Beds
- 4 Baths
- 593132 MLS
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- 2 Beds
- 2 Baths
- 593128 MLS
This might be the finest condo to come on the market in The Shipyard in a long time! This property was totally remodeled down to the drywall a few years ago. It is an inv...
- 1 Beds
- 1 Baths
- 593125 MLS
This clean, well maintained 45' Park Model Mobile Home has two bedrooms and one full bathroom with bathtub. Permitted large screened lanai with tile floor offers plenty o...
- 2 Beds
- 1 Baths
- 593122 MLS
This is a great opportunity to buy a lot on a corner and the biggest lot on this side of the community, very private and lots of room. Call today.
- 0 Baths
- 593117 MLS
Wonderful opportunity to own this ground level 3/2 CBS home on a No Flood Zone (X) Lot PLUS ADJACENT BUILDABLE LOT for endless possibilities. Room to expand the existing...
- 3 Beds
- 2 Baths
- 593108 MLS
Ocean Views and Beautiful Sunrises! Great Boating! Tons of Amenities! This well maintained, single owner, never rented, 2Bd/2Ba midrise features a 35' concrete seawall eq...
- 2 Beds
- 2 Baths
- 593106 MLS
Beautiful condo with open water views of the famous marina at Hawks Cay Resort. The 2 bedroom and 2 bath home has a split floor plan with a huge screened in patio overloo...
- 2 Beds
- 2 Baths
- 593091 MLS
1.3+ Acres Oceanfront property with 4 building rights! Zoning allows for 6 market rate units per acre and 15 transient or affordable units per acre. 770 107th St, 630 107...
- 8 Beds
- 6 Baths
- 593088 MLS
This property is located in beautiful Key Colony Beach. This property is located at the end of a boating canal with quick access to the Gulf of Mexico and the Atlantic Oc...
- 2 Beds
- 2 Baths
- 593082 MLS
Great opportunity to own in Calusa Campground with community pool, boat ramp, tennis courts and basketball courts. This beautiful newer 2015 RV with land can be yours jus...
- 1 Beds
- 1 Baths
- 593068 MLS
Property will sell AS IS Where is. Least Expensive Home 5 bedrooms in Key Colony Beach. In Vacation Rental Program. Elegantly appointed five bedrooms and three baths, vau...
- 5 Beds
- 3 Baths
- 593062 MLS
Paradise abounds in this beautiful two bedroom 2.5 bath with overflow sleeping for all of your out of town guests. This amazing Florida Keys property comes complete with...
- 2 Beds
- 3 Baths
- 593051 MLS
Great residence or get-a-way. Lovely ocean view. Near restaurants and marina.
- 1 Beds
- 1 Baths
- 593050 MLS
Brand New Construction Now Complete. Nestled on the Corner of Georgia & Olivia, this Meadows Stunner offers Pure Luxury and is sure to please the most discerning buyer.De...
- 4 Beds
- 4 Baths
- 593044 MLS
Lovely duplex with open water view on a large lagoon with easy access to the Gulf of Mexico. 75 feet of deep-water dock with pilings to accommodate a large vessel. Beauti...
- 4 Beds
- 5 Baths
- 593043 MLS
Looking for that Fixer-Upper that really needs work, on a wonderful piece of property? This is it. Main octagonal structures is in very rough shape but Bungalow fares a b...
- 3 Beds
- 3 Baths
- 593039 MLS
Florida Keys two bedroom, two bath, old Florida style conch house located on a deep, clear canal with 60' of dockage. This home has been family owned since 1973. Great fl...
- 2 Beds
- 2 Baths
- 593027 MLS
Watch the sun rise out of the Atlantic, pelicans diving for their breakfast, shrimp boats hauling in Key West pinks, and kite surfers enjoying the island breezes... all f...
- 2 Beds
- 2 Baths
- 593025 MLS
Stand alone building at corner of Florida & Olivia St in the picturesque Meadows section of Old Town Key West houses 2 condo units. Lower level is 902 sq ft, 3 bed, 2 bed...
- 6 Beds
- 4 Baths
- 593019 MLS
Unique Property in Grassy Key with 60' of Beachfront. Unobstructed Oceanview on this large lot. Conveniently located on US 1 near Marathon.Home Features coral walls in th...
- 3 Beds
- 1 Baths
- 593014 MLS
Welcome to your new Hawks Cay vacation home. This beautiful 2 bedroom ocean front Villa is located in one of the most desirable locations on the property. Enjoy fishing, ...
- 2 Beds
- 2 Baths
- 593013 MLS
Above it All! This lovely 2 story property in the historic Mills Place is nestled among 19 condominiums split between bungalows and the original hospital designed by Robe...
- 2 Beds
- 2 Baths
- 593006 MLS
With Direct Ocean Front Location and Private Staircase to the Beach this prestigious island purchase offers an unobstructed sunrise and the sounds of the lapping ocean. E...
- 3 Beds
- 2 Baths
- 592999 MLS
One of the biggest half-duplex for sale in Key Colony Beach, FL. 4 Bedrooms, 2 Baths, 2 Terraces- one on the front of the property facing the street and the park, one on ...
- 4 Beds
- 2 Baths
- 592993 MLS
New Construction. Permit In hand. Reputable builder has many home in the area under construction. Concrete subfloor, 16x16 poured concrete columns, Metal Roof, Impact win...
- 3 Beds
- 2 Baths
- 592987 MLS
New Construction. Permit In hand. Reputable builder has many home in the area under construction. Concrete subfloor, 16x16 poured concrete columns, Metal Roof, Impact win...
- 3 Beds
- 2 Baths
- 592986 MLS
OPEN WATER and DEEP WATER ACCESS comes with this immaculate 2 bedroom and 2 bath home, fabulous views, great porch to relax on and enjoy the views, big kitchen to enterta...
- 2 Beds
- 2 Baths
- 592985 MLS
Beautiful newer trailer on a great location.
- 1 Beds
- 1 Baths
- 592983 MLS
Paradise is not a place to go but a feeling to live. Move-in pristine condition! Now we have a Gym on the third floor.Unit 203 is the Gem of the Seapointe Oceanfront Con...
- 4 Beds
- 4 Baths
- 592979 MLS
Beautifully updated and upgraded END UNIT Bay Harbour condo WITH DEEDED BOATSLIP! Features include wood plank tile floors throughout, new impact sliding glass doors, quar...
- 3 Beds
- 3 Baths
- 592957 MLS
Outstanding open water views can be enjoyed from your open balcony. This beautiful villa has 2 bedrooms, 1.5 baths and a host of upgrades including granite counter tops, ...
- 2 Beds
- 2 Baths
- 592954 MLS
Canal front home, with mother in-law/guest suite option, open floor plan with separate dining room area, Dock is Treks with concrete pilings and property has 60 feet of f...
- 3 Beds
- 1 Baths
- 592952 MLS
Matterport, coming soon. Direct Ocean Views from this tri-level townhome in the gem of the Florida Keys, Key Colony BEACH! 3 bedroom and 3 baths in over 2100 sq ft. Vacat...
- 3 Beds
- 3 Baths
- 592947 MLS
Brand new stilted home with ocean views and priced well below oceanfront homes for those Little Venice lovers. Great neighborhood, easy maintenance yard, close to many r...
- 3 Beds
- 2 Baths
- 592945 MLS
Custom built coastal farmhouse beauty designed to welcome family and friends with a casual & elegant ambiance. Just minutes from open ocean access, this NEW home offers a...
- 4 Beds
- 4 Baths
- 592908 MLS
Tiki time at this lovely, 3 bedroom, east facing gem. Updates & improvements including the designer kitchen, paved patio and tiki bar for maximum enjoyment & outdoor ent...
- 3 Beds
- 2 Baths
- 592937 MLS
This beautiful 2 bed, 2 bath home is tucked back on Grassy Key offering the maximum in private tranquility. The home has an open floor planned living area with updated ki...
- 2 Beds
- 2 Baths
- 592935 MLS
Spectacular Ocean & Harbor Views! Ocean Pointe Building 5- D Model unit offers 2 bedrooms and 2 baths with updates throughout and magnificent views from your living/kit...
- 2 Beds
- 2 Baths
- 592923 MLS
D model with TWO Oceanfront Balconies !! This Condo Grossed $54,377.08 in 2019. Building 3 has Impact windows in all the windows and doors !!The Owners Suite has an Ocean...
- 2 Beds
- 2 Baths
- 592922 MLS
Beautifully decorated and furnished home with brand new concrete dock and deep water dockage that would accommodate a 50 Ft Yacht on a 200 Ft wide canal. This home is tas...
- 2 Beds
- 2 Baths
- 592921 MLS
Not just a Home! This property is listed with an additional TBR (Transferrable Building Right). The home is very spacious with generous proportions, cathedral ceiling an...
- 2 Beds
- 3 Baths
- 592916 MLS
Gorgeous and meticulously maintained 3 bed/2.5 bath Key West inspired single family home is tucked away on a quiet Gulf-side street in the exclusive Roosevelt Point subdi...
- 3 Beds
- 3 Baths
- 592915 MLS
Weekly vacation rentals allowed! Moon Bay is a fully gated community with amenities including a pool, tennis court, marina, sun deck, clubhouse, saunas, and more. This 2 ...
- 2 Beds
- 2 Baths
- 592897 MLS
Gorgeous Turn Key Stilt Home in Venture Out! Boaters Delight with 35' Concrete Seawall! This meticulously maintained 2 bed/2 bath home sits on a 60' wide canal and comes...
- 2 Beds
- 2 Baths
- 592886 MLS
Awesome condo and location doesn't get better than this. Pool and tiki bar on the property. Rent it nightly, weekly or monthly. Sombrero Beach nearby for the beach love...
- 1 Beds
- 1 Baths
- 592868 MLS
Rare opportunity to own in the gated community of Bay Harbor! Waterfront with beautiful open water and ocean views. Located Bayside with protected dockage, includes a 30'...
- 2 Beds
- 3 Baths
- 592851 MLS
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- 11600 1st Ave #33 Marathon, FL