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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 for snowbirds, 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 conversation 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 forma's for individual properties, and negotiate the best price
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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
Remodeled two 3/1 units each with a new high-end metal roof and space for a boat and pool. This property has no association and according to the owner it can be rented sh...
- 6 Beds
- 2 Baths
- 606884 MLS
Step into luxury with this fully remodeled Gulf front condo boasting 3 spacious bedrooms and 2 modern bathrooms. Every corner of this beautiful property has been thoughtf...
- 3 Beds
- 2 Baths
- 606882 MLS
Just listed and move in ready for you to enjoy the upcoming festival season and make your winter home in the Southernmost City!Refined and handsomely appointed, this spac...
- 2 Beds
- 2 Baths
- 606881 MLS
Situated within a secured gated entrance this 4-bedroom, 3-bathroom home is a must see with beautiful tropical landscaping, a real grass yard and rip rap shoreline that e...
- 4 Beds
- 3 Baths
- 606878 MLS
Exceptional deep water Boot Key Harbor corner lot with two way water on a wide canal located in the Heart of Marathon. It has an astounding 150 feet of wide, deep-water d...
- 2 Beds
- 2 Baths
- 606867 MLS
Fabulous Ocean Views! TRANSIENT RENTAL WITH HISTORY! Recently updated 2Bd/2Ba featuring white kitchen cabinets with updated countertops and appliances. From the kitchen...
- 2 Beds
- 2 Baths
- 606863 MLS
Beautifully Updated 3-Bedroom Canal-Front Mobile Home in Marathon. Fully renovated 3-bedroom, 2-bathroom mobile home, boasting a generous living space of 1,447 sqft. Nest...
- 3 Beds
- 2 Baths
- 606862 MLS
This Key Colony Beach gem is a true coastal paradise! Nestled just a stone's throw away from the stunning Bonefish Bay, this property offers a unique blend of modern eleg...
- 4 Beds
- 3 Baths
- 606855 MLS
TRANSIENT RENTAL 19 Miles from Key West! This charming 2Bd/1Ba is an investors delight in a great location known as Venture Out. This home has many updates through out ...
- 2 Beds
- 1 Baths
- 606851 MLS
Experience one of the best locations in the Historic District of Key West, the Shipyard at Truman Annex! This income producing, transient licensed 2-bedroom, 1-bath condo...
- 2 Beds
- 1 Baths
- 606842 MLS
OCEANFRONT PARADISE! TRANSIENT RENTAL OPPORTUNITY! A Boater's Paradise, located on a large oversized pie shaped lot, boasting an impressive 52' concrete seawall, split ...
- 2 Beds
- 1 Baths
- 606839 MLS
Vaca Cove four bedroom, three bath beautifully furnished single family home with spacious open floor plan, wide hallways and large bedrooms. Featuring 35' of dockage and ...
- 4 Beds
- 3 Baths
- 606838 MLS
Invest in one of the top income producing properties in the Florida Keys, Tranquility Bay Beach Homes generate excellent income while you are not here enjoying this Reso...
- 3 Beds
- 3 Baths
- 606828 MLS
Coco Plum three-story home is now available. Featuring incredible open water views from every level. Three bedrooms, two and a half baths, and a lower level finished, abo...
- 3 Beds
- 3 Baths
- 606830 MLS
Large Family? No Problem...Spacious Key Colony Beach pool home, 3,696 under air plus huge screened in porch overlooking the sensational pool area and waterway. The home i...
- 7 Beds
- 4 Baths
- 606829 MLS
Looking for dockage for al large boat? Deep water boat dockage with this 2-way corner waterfront lot. 94' on one side and 122' on the other side. Be in the ocean or...
- 2 Beds
- 2 Baths
- 606825 MLS
Rare to find 3 bedroom condo with split floor plan and spacious 1650 sq. ft. of living area. The unique design also has no shared walls with other units. Huge wraparoun...
- 3 Beds
- 2 Baths
- 606810 MLS
Boater's paradise with resort life living. Enjoy this fully furnished trilevel 3 bed 3 bath townhome with marina and partial ocean view or short term rent it as an invest...
- 3 Beds
- 3 Baths
- 606808 MLS
Have You Discovered the Appeal of Residing in Key Colony Beach?Key Colony Beach Island Gem: Welcome to Casa Clara Oceanfront Condominium Dive into a life of luxury and co...
- 2 Beds
- 2 Baths
- 606805 MLS
Welcome to #9 of Key Colony Beach Club! This is one of the few condo communities which allow 7day or longer rentals in Key Colony Beach and the entire Middle Keys. This ...
- 2 Beds
- 2 Baths
- 606803 MLS
Every corner of this home has been thoughtfully designed. imported Italian Marble floors, three fully equipped kitchens.walking distance to Sombrero Beach. 6 stunning bed...
- 6 Beds
- 5 Baths
- 606789 MLS
CANAL AND OCEAN WATERVIEW VILLA overlooking the deep turquoise waters of Lake Lucille. Spectacular Sunrises can be experienced from your very own balcony. This beautiful ...
- 3 Beds
- 3 Baths
- 606788 MLS
Enjoy the Salty Air from this Key Lime Gem in the Florida Keys! This furnished, 2 bedroom, 1 bathroom manufactured home has high ceilings that allow great entertaining fr...
- 2 Beds
- 1 Baths
- 606784 MLS
A beautiful home that can only be described as a luxury beach cottage, on exclusive Dodge Lake. Another Lily of the Keys design, this luxury home is thoughtfully laid out...
- 5 Beds
- 6 Baths
- 606781 MLS
A piece of paradise! This cosy home in renowned Key Colony Beach in the heart of The Florida Keys. Offering two bedrooms, one bathroom, tile floors, granite countertops, ...
- 2 Beds
- 1 Baths
- 606780 MLS
Incredible SUNRISE over Bonefish Bay! Large water views with oversized docking. Very active vacation rental. Being sold fully furnished and ready to use as passive incom...
- 2 Beds
- 2 Baths
- 606779 MLS
Step into a dreamy haven: this 2-bedroom, 1-bathroom mobile oasis perfectly situated in the Keys. Compact yet bursting with charm, this home offers direct Marina access, ...
- 2 Beds
- 1 Baths
- 606770 MLS
Another beautiful creation by D'Asign Source, situated in the Heart of the Florida Keys and a short walk to the famous Sombrero Beach Park. The location is an area where...
- 5 Beds
- 4 Baths
- 606769 MLS
Another beautiful creation by D'Asign Source, situated in the Heart of the Florida Keys and a short walk to the famous Sombrero Beach Park. The location is an area where...
- 5 Beds
- 4 Baths
- 606768 MLS
Immerse yourself in the enchantment of an old Florida charm with this delightful FL Key treehouse. While the interior exudes modest square footage, it offers a surprising...
- 2 Beds
- 1 Baths
- 606742 MLS
Rarely Available & Very Sought-After Moon Bay Condo! Resort Style living at its Best! Beautifully renovated unit is move in ready and completely furnished with Water View...
- 2 Beds
- 1 Baths
- 606738 MLS
Imagine waking up to the gentle sound of the ocean waves and breathtaking views of the ocean every morning in your very own piece of paradise! This 2-bedroom, 2-bathroom ...
- 2 Beds
- 2 Baths
- 606737 MLS
Located in Marathon, Florida. This property boasts an expansive lot size of over 1/4 acre, offering ample room for parking and all types of recreational vehicles, from bi...
- 2 Beds
- 2 Baths
- 606732 MLS
This Cudjoe cutie in Venture Out is also ideal for the income-minded buyer. Current owner has lovingly refreshed the unit preparing it for amazing vacation income revenue...
- 2 Beds
- 1 Baths
- 606729 MLS
Introducing the Epitome of Waterfront Luxury Living. A newly constructed home nestled on a captivating peninsula surrounded by elegant new homes. This 4 bedroom, 4.5 bat...
- 4 Beds
- 5 Baths
- 606714 MLS
Embrace the coastal lifestyle in this quaint 2-bed, 2-bath home located just four houses away from the open ocean. With a boat lift and the option for a boat, this reside...
- 2 Beds
- 2 Baths
- 606713 MLS
Be a part of the world famous Hawks Cay Resort while generating some of the highest Florida Keys rental income possible. This is a wonderful 2 bed 2.5 bath ocean front vi...
- 2 Beds
- 3 Baths
- 606711 MLS
Luxury 3rd floor waterfront condo offers comfort and breathtaking Atlantic ocean views from your living room and private covered balcony. This unit has an open floorplan,...
- 2 Beds
- 2 Baths
- 606708 MLS
Discover the epitome of coastal living in this fully furnished two-bedroom, two-bath home located within the highly desirable Venture Out Community. As you step inside, y...
- 2 Beds
- 2 Baths
- 606704 MLS
Single family home located in a very desired and relaxing neighborhood. Property sits on a flow through canal three minutes from the Gulf and 10 minutes to the Atlantic. ...
- 3 Beds
- 2 Baths
- 606695 MLS
Have your cake and eat it too! 60+ feet of Protected Seawall and boatlift, PLUS a gorgeous open water Gulf View. Elevated home with three bedrooms and two baths opens on ...
- 3 Beds
- 2 Baths
- 606686 MLS
Peaceful and serene describes this lovely home. Featuring vaulted ceilings in a large open living and dining room area along with the updated kitchen with granite counte...
- 2 Beds
- 2 Baths
- 606679 MLS
Exactly what you're looking for! A Florida Keys vacation home where you can make happy memories with family & friends AND earn income when you can't be there. Resort-styl...
- 3 Beds
- 4 Baths
- 606674 MLS
Looking for an opportunity, look no further. This is a vacation time in paradise turned in to reality. Easy financing by the and qualifying by the owner. This AirBNB coul...
- 2 Beds
- 1 Baths
- 606673 MLS
Welcome to the Conch Cottage! This stunning no detail overlooked property boasts four spacious bedrooms and three luxurious white marble bathrooms, providing ample space ...
- 4 Beds
- 3 Baths
- 606670 MLS
This charming 1/2 duplex concrete home is a coastal paradise that boasts an array of desirable features, making it the perfect place to call home or your vacation getaway...
- 2 Beds
- 1 Baths
- 606667 MLS
The shimmering waters of the bay and the radiant hues of a setting sun create a picturesque backdrop.Discover your tranquil haven in this two-bedroom, two-bathroom condo ...
- 2 Beds
- 2 Baths
- 606642 MLS
This spectacular New Construction combines modern luxury, functionality, and a prime waterfront location! This stunning property is the epitome of modern coastal living. ...
- 4 Beds
- 4 Baths
- 606635 MLS
Introducing a slice of paradise in the Florida Keys! This charming townhome embodies the Keys lifestyle in a beautiful gated oceanfront resort-like community. With a cons...
- 2 Beds
- 3 Baths
- 606628 MLS
Welcome home to Coral Club condos, located just 1 mile from Sombrero Beach! This well-maintained community is pet friendly, offers 1st come, 1st serve 31 foot boat slips...
- 2 Beds
- 2 Baths
- 606614 MLS
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