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Florida Keys Investment 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.
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 in the Florida Keys provides a great chance to live in this beautiful tropical destination. Our rental season runs year round, so high occupancy rates are the norm. Duplexes, triplexes, or multi family houses are some of the 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.
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Properties For Sale Allowing Short Term Rentals
This elegantly appointed and meticulously maintained, fully furnished townhome with single car garage has 2 master bedroom suites and oozes with charm. The 900 square fo...
- 3 Beds
- 3.0 Baths
- 581510 MLS
Oceanfront,open water view Hurricane Irma damaged property being sold as is. AMAZING sunrise views from the back deck. Home is in a nice, quiet neighborhood. Large down...
- 2 Beds
- 2.0 Baths
- 581507 MLS
AS SEEN ON TV! Dale Earnhardt Jr. and his wife Amy lovingly renovated their home from the ground up in Key West, and it was filmed on HGTV. This is a once in a lifetime c...
- 3 Beds
- 3.1 Baths
- 581506 MLS
SPLENDOR in the ''SLOW LANE!'' You will be in total ''relaxation'' mode after you purchase this beautiful condo @ La BRISA! You have the ''package deal'' here with a be...
- 2 Beds
- 2.0 Baths
- 581497 MLS
Nicely remodeled 2 bedroom, 2 bath home with beautiful custom wood cabinets, great room concept AND 50 feet of dockage with boat lift! Paver bricked back patio and dock,...
- 2 Beds
- 2.0 Baths
- 581491 MLS
Historic Old Town Gem lovingly cared for and owned for numerous years by the same family. This shotgun style home is decorated with a whimsical,fun,coastal theme and can ...
- 2 Beds
- 1.0 Baths
- 581488 MLS
Priced to sell single wide mobile with carport! 50 Ft dockage and quick access to the Boot Key Harbor and the ocean and gulf! Move in to this home as/is or remove and ad...
- 1 Beds
- 1.0 Baths
- 581478 MLS
Fixer Upper In Old Town! Just listed! This property offers a deep 108' lot with room for parking and a pool. The house has an open floor plan, high ceilings, and is rea...
- 4 Beds
- 1.0 Baths
- 581472 MLS
Gorgeous Oceanfront 2Bd/2Ba with many upgrades throughout with breathtaking views from morning to sundown. Features a 35' concrete seawall for excellent boating access eq...
- 2 Beds
- 2.0 Baths
- 581465 MLS
Inspirational! Corner unit! Was the model which featured all the upgrades, bells & whistles. The perfect location steps to the rare & protected oceanfront marina. This pr...
- 3 Beds
- 3.0 Baths
- 581458 MLS
Beautifully renovated condo at Ocean Pointe. On-site amenities include, manned front gate, oversized swimming pool, cafe & bar, tennis courts, private beach, and marina. ...
- 2 Beds
- 2.0 Baths
- 581454 MLS
HUGE OCEANFRONT PARCEL JUST UNDER 3 ACRES IN ISLAMORADA, large deep water basin! 600' of waterfrnot! You will enjoy this gated compound with a ground level home with many...
- 3 Beds
- 2.0 Baths
- 581451 MLS
This very charming Conch Style home is one block from the famous Sombrero Beach Park, in an area of upscale homes with bike paths and close to Marathon High School. Luxu...
- 3 Beds
- 2.1 Baths
- 581442 MLS
Dip into this ''Walk-in-Beach, swim under the stars, moon and enjoy the warm feeling of the sun during the day in the infinity pool or on the travertine paved deck.This 3...
- 3 Beds
- 2.0 Baths
- 581439 MLS
Looking for a low maintenance, income producing property? This well cared for townhome has steadily produced income for the past 6 yrs. & has future bookings in place. B...
- 3 Beds
- 3.0 Baths
- 581431 MLS
Excellent opportunity to own a renovated 3 bedroom and 2 and a half bathroom home in the quiet Meadows neighborhood of Key West. Just a short walk or bike ride to the His...
- 3 Beds
- 2.1 Baths
- 581430 MLS
Beautiful ocean front pool home zoned residential estate! Over 1/3 acre of gated property with sandy beach and deep water dockage! Featuring 4 bedrooms and 3 baths in t...
- 5 Beds
- 4.0 Baths
- 581429 MLS
If BIG BOATS & water toys are what your have, then this is the house for you and them! Owner currently docks his 50 ft at the floating dock, plus his skiff and jet ski. ...
- 2 Beds
- 2.0 Baths
- 581427 MLS
Adorable conch cottage by the sea in the Heart of Islamorada. This house is actually better in person than the photos! Just steps to the beach and within walking distanc...
- 1 Beds
- 1.0 Baths
- 581413 MLS
None
- 3 Beds
- 2.0 Baths
- 581403 MLS
Three bedroom two bathroom top floor and a one bedroom one bathroom down with handicap access by wheel chair ramp. Deck on top floor with water view. Patio and Hot tub on...
- 4 Beds
- 3.0 Baths
- 581396 MLS
Quarter Acre lot across the street from Coco Plum Beach. Room for pool, covered parking and trailer/RV/boat storage. Weekly rentals allowed. 100 feet of frontage on the w...
- 3 Beds
- 2.0 Baths
- 581388 MLS
Amazing Gulf Views! Key West Marriott Beachside is one of the highest rated resorts in the Keys. This furnished two bedroom/two and a half bath suite offers gourmet kitch...
- 2 Beds
- 2.1 Baths
- 581385 MLS
The best of the best accurately describes this brand new interior and exterior waterfront deluxe pool home.The photos do not look as good as the property. There is a bill...
- 3 Beds
- 2.0 Baths
- 581381 MLS
LEASE PURCHASE POSSIBLE! 2 LOTS! Fabulous opportunity to own this 4 bedroom 3 bath home on a DOUBLE LOT on 50th Street in Marathon! 50th Street ends at the Gulf, so no th...
- 4 Beds
- 3.0 Baths
- 581375 MLS
BAYFRONT TOWNHOUSE WITH DEEDED BOATSLIP! LOVELY MOON BAY UNIT WITH WEEKLY RENTALS ALLOWED. BEAUTIFUL SUNSET VIEWS!!
- 2 Beds
- 1.0 Baths
- 581373 MLS
This property is now under auction terms. All offers should be submitted through www.Auction.com. This property is subject to a 5% buyer's premium pursuant to the Auction...
- 3 Beds
- 2.1 Baths
- 581367 MLS
Fantastic location on deep water bay with cut in boat slip. Downstairs has been gutted and is legal for storage only. Located on the golf course in the heart of the popul...
- 2 Beds
- 2.0 Baths
- 581366 MLS
4 bedrooms 4 full bathrooms, 2167 sf of a/c living space, the interior features triple master suites with main master on top floor, granite kitchen, stainless appliances ...
- 4 Beds
- 4.0 Baths
- 581365 MLS
OPEN HOUSE Sunday August 26, 1-3pm. Recently renovated 1940s cottage in Meadows neighborhood. One story. 2 master suites. No-flood zone. What more can you want? OK, how a...
- 2 Beds
- 2.0 Baths
- 581356 MLS
2 Bedroom 2 Bath townhouse in desirable Truman Annex with transient license!! Walking distance to Fort Zachary Taylor Beach, restaurants, art galleries, nightlife and sho...
- 2 Beds
- 2.1 Baths
- 581363 MLS
Beautiful brand new 3 bedroom/3 bath concrete open floor plan home a minutes walk to Sombrero Beach. Low cost insurance with all the credits! Easy access to the ocean for...
- 3 Beds
- 3.0 Baths
- 581348 MLS
Bayfront Rv lot with the most beautiful view with one bedroom one bath .Protected 30 ft of dock resort has Boat ramp and swimming pool.you can rented daily.
- 1 Beds
- 1.0 Baths
- 581329 MLS
Discover this treasure...Exclusive Coury Drive address new to the market. Unique Key Colony Beach pool home offers casual elegance, captivating open water Ocean Views and...
- 3 Beds
- 2.0 Baths
- 581304 MLS
POOl VIEW Kawama Unit, 3/3 with 3 levels, and 4 balconies. Granite counter tops and stainless steel appliances. Light and bright, clean and move in ready. Crown molding...
- 3 Beds
- 3.0 Baths
- 581298 MLS
Here is your chance to own your very own getaway and make passive income at the same time. This Oceanfront property offer you a clean slate to make yours along with a luc...
- 0.0 Baths
- 581297 MLS
KAWAMA OCEAN SIDE GREAT LOCATION TOWNHOUSE! This building is the closest to the marina and beach area. It is also close to the kid's playground, pool, saltwater lagoon ...
- 3 Beds
- 3.0 Baths
- 581294 MLS
At the end of a quiet lane, in the heart of old town, is a truly unique Compound, a world of it's own!The Hutchinson Lane Compound has 4 single family homes/cottages who ...
- 2 Beds
- 1.0 Baths
- 581291 MLS
Very unique ocean front villa located in an extremely desirable area of the Tranquility Bay Resort. This is one of the highest income producers at Tranquility. The sand ...
- 2 Beds
- 2.1 Baths
- 581281 MLS
Adorable conch house with an old Florida feel, situated at the end of a quiet street just two houses in from the Gulf. Two bedrooms, two baths with Dade county pine ceili...
- 2 Beds
- 2.0 Baths
- 581288 MLS
Boater's dream! Double lot, double seawall 175' deep-water canal with two boat lifts 12K lb and 7K lb and one 1,500 lb jet ski lift! In the heart of desirable Key Colony ...
- 3 Beds
- 4.0 Baths
- 581285 MLS
LARGE, CORNER LOT - 2265 SQ. FEET - with a 2 BEDROOM/1 BATH mobile home with an outdoor patio & parking for a boat & cars !!! BAYFRONT NEIGHBORHOOD HAS 24 hour manned ele...
- 2 Beds
- 1.0 Baths
- 581282 MLS
Canalfront 2Bd/1.5Ba vacation home features 35' concrete seawall located on a 60' wide canal only minutes from the open water for excellent boating! The dock features a ...
- 2 Beds
- 1.1 Baths
- 581277 MLS
You've been waiting for this location to come available at Indigo Reef! Premier spot just steps from the water with gorgeous Gulf and sunset views. Deeded slip closeby f...
- 3 Beds
- 2.1 Baths
- 581276 MLS
Your Piece of Paradise is waiting for you. Bonefish Yacht Club is a small community with only 36 units. Come see this beautiful 2 story townhouse with open water views. I...
- 3 Beds
- 3.0 Baths
- 581271 MLS
Nice updated home on the quiet N side of park, located next to bath house, New Split AC, Hot Water Heater, Florida Room has impact windows. Dock box out back with a large...
- 1 Beds
- 1.0 Baths
- 581268 MLS
Tranquility Bay Beach House Resort. Lovely 2 bedroom, 2.5 bath villa with amazing ocean and pool views. If you are looking for a great investment, this villa generates e...
- 2 Beds
- 2.1 Baths
- 581244 MLS
LOCATION! LOCATION! LOCATION! Amazing 2/1 with screen patio in Calusa. Direct bay front lot with a 35 ft seawall, boat lift and spectacular sunsets views over the bay, of...
- 2 Beds
- 1.0 Baths
- 581227 MLS
Old Town Key West Classic Revival home originally constructed as a cigar factory in the 1880's. Covered porches upstairs and down, spanning entire front of the home, affo...
- 3 Beds
- 2.0 Baths
- 581221 MLS
Park Model RV in popular Calusa Campground located in the heart of Key Largo. Updated kitchen, tile floors, ductless a/c and a large screened patio to relax and enjoy the...
- 1 Beds
- 1.0 Baths
- 581215 MLS
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