Inspired Real Estate in America's Tropical Paradise
Address Search
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
NEW BUILD IN THE MEADOWS! Gorgeous new home in Key West style. This lovely conch cottage marries maintenance-free quality and casual Keys living. Step up to the porch on ...
- 2 Beds
- 3 Baths
- 591524 MLS
Bougainvillea Villas is a Private Secured-Gated Community with 14 Homes featuring a shared Bay Side Pool, Fishing Pier Privileges. Beautiful Kitchen features Granite Coun...
- 3 Beds
- 3 Baths
- 591520 MLS
1800 Atlantic - 2 Bed/2 Bath Condo with ocean views. Located on the quiet tropical courtyard side with a western exposure. Amenities include on-site management, security,...
- 2 Beds
- 2 Baths
- 591485 MLS
This updated waterfront 3 bedroom 2 bath ground level home is located in Yacht Harbor Island, one of Marathon's premiere boating neighborhoods. East facing and with 75 f...
- 3 Beds
- 2 Baths
- 591483 MLS
Impressive renovations already completed for you! East facing, 3 bedroom with big, designer kitchen, 3 bathrooms, soaring ceilings, plank tile floors, screened porch, pav...
- 3 Beds
- 3 Baths
- 591481 MLS
Waterfront with NEW ROOF 2017, and 5 bedrooms, Less than 5 minutes out canal to Gulf and only 10 mins to Atlantic through Tom's Harbor Channel,interior laundry room, Conv...
- 5 Beds
- 3 Baths
- 591479 MLS
Fixer Upper, 1600 + sf Manufactured home Elevated ABOVE flood. Handyman special with 3beds, 2baths, fenced in yard and Centrally located within Marathon. Home could be re...
- 3 Beds
- 2 Baths
- 591467 MLS
Property being sold ''As Is''. City has declared this an unsafe structure. City will permit using 2017 market value for repair cost under the 50% rule. This is a Fannie M...
- 3 Beds
- 2 Baths
- 591459 MLS
PRIME LOCATION, CONER UNIT, MARBLE FLOORS AND MANY UPGRADES. FORMERLY THE MODEL. BEAUTIFUL BREEZES & OCEAN/MARINA VIEWS. GREAT FOR INVESTMENT, VACATION RENTAL OR FULL TIM...
- 4 Beds
- 3 Baths
- 591456 MLS
Priced to sell! Charming, remodeled Keys home with an open floor plan and large yard for entertaining. Features custom tobacco-colored woodwork in dining and living area,...
- 2 Beds
- 1 Baths
- 591452 MLS
They say most of our family time is spent on or around the Kitchen. Well this Gem of a property features a kitchen space that incorporates right into the open concept fam...
- 5 Beds
- 3 Baths
- 591449 MLS
Perfect Florida Keys vacation home and investment opportunity! Charming 1 bedroom with full standard size bathroom, spacious open living room that walks out to a lushly ...
- 1 Beds
- 1 Baths
- 591448 MLS
Million dollar views for half the price! One of the most common compliments of this unit are the amazing bay views and sunsets! Located on the top (5th) floor, this 2 bed...
- 2 Beds
- 2 Baths
- 591435 MLS
Excellent views of Boot Key Harbor from this 2 bedroom / 2 bath home with plenty of dockage! Direct waterfront at the end of a quiet road. No flood water intrusion during...
- 2 Beds
- 2 Baths
- 591434 MLS
Property is located on a corner lot ocean access directly to the Atlantic ocean. Property sits on approximately 60' with a recently installed boat lift on the West and ap...
- 2 Beds
- 2 Baths
- 591420 MLS
Shown by appointment only. All Buyers are to provide proof of funds or prequalification/preapproval from their lender to the Listing Agent prior to scheduling the showing...
- 4 Beds
- 2 Baths
- 591418 MLS
Imagine waking up each morning to a gorgeous SUNRISE...this dream can be your reality at this gorgeous and private ~ 3 bedroom / 2 bath Pool home. Just seconds from Sombr...
- 3 Beds
- 2 Baths
- 591411 MLS
Completely updated 1B/1B with beautiful finishes and impact windows. Live here full time or use as a rental investment property when you are not in the Florida Keys. Dai...
- 1 Beds
- 1 Baths
- 591410 MLS
This Seaside Bungalow is perfect for weekend visits to the Keys or for full-time occupancy. Fully remodeled 2/2 unit with washer and dryer located in the unit. The eat-...
- 2 Beds
- 2 Baths
- 591407 MLS
Enjoy the elegance and beauty of this luxurious Beach Front town home located at Tranquility Bay Beach House Resort. In the top grossing investment category for all of th...
- 3 Beds
- 3 Baths
- 591405 MLS
Canal front home located in a gated community on Cudjoe Key, lots of amenities! Great investment property, just 20 miles from Key West! Currently a vacation rental, great...
- 2 Beds
- 1 Baths
- 591402 MLS
Nicely furnished two bedroom/two bath half-duplex located in the ''Gem of the Keys'' Key Colony Beach. This property has a 30 ft concrete sea wall and is currently used...
- 2 Beds
- 2 Baths
- 591399 MLS
Ground level, three bed, two bath condo tucked behind white picket in picturesque 'Meadows' section of Old Town Key West. X-Flood zone. Boasts a low price per sq ft figur...
- 3 Beds
- 2 Baths
- 591388 MLS
Stunning Gulf views from this turn key condo with a premium location overlooking the renowned Faro Blanco Lighthouse and Marina. Completely updated and beautifully appoin...
- 3 Beds
- 2 Baths
- 591387 MLS
Enjoy incredible views from the balcony of this newer construction stilted custom concrete 3/2 home. Facing East this house gives you beautiful sunrise views 365 days a y...
- 3 Beds
- 2 Baths
- 591384 MLS
Rarely available 3 bedroom, single family home on the water with a deeded 40' boat slip (#6) and the zoning for NIGHTLY rentals. NOT one of the townhomes this is a free s...
- 3 Beds
- 3 Baths
- 591380 MLS
Wonderful Ocean vistas from this beautiful 2/2 apartment with resort amenities in great location. Completed updated oceanfront condo, New kitchen with all new stainless s...
- 2 Beds
- 2 Baths
- 591370 MLS
This adorable get away mobile home has it all, just bring your toothbrush! It is currently set up for short-term rentals and the seller has no issues renting it consisten...
- 1 Beds
- 1 Baths
- 591358 MLS
Rare to come on the market, so don't miss the opportunity to buy this luxurious oceanfront condo! Corner unit, just a stone's throw from the ocean with stunning views! ...
- 2 Beds
- 3 Baths
- 591350 MLS
Escape to your Islamorada condo with Endless Ocean Front Breezes and Views ! This 5th Floor Unit offers 2 Spacious Bedrooms, 2 Full Bathrooms, Updated Kitchen and Bathro...
- 2 Beds
- 2 Baths
- 591335 MLS
Faro Blanco updated 3-bedroom, 2-bath condo in this well-known Gulf Front gated community. Owners have privileges and use of the amenities at the iconic Faro Blanco Light...
- 3 Beds
- 2 Baths
- 591333 MLS
Located in the Heart of Marathon, this beautifully updated, single family, stilted home offers 2 bedrooms & 2 baths up and some fantastic bonus space down. With magical, ...
- 2 Beds
- 2 Baths
- 591330 MLS
A beautiful 2 bed 2.5 bath Villa at Hawks Cay Resort. This villa is located in a very desirable area. View an ocean access are the best from this side of the property. Fr...
- 2 Beds
- 3 Baths
- 591319 MLS
This perfectly situated two bedroom Sunset Village Drive waterfront Villa directly overlooks the beautiful waters of the Florida Keys.Rental potential is very good. Inve...
- 2 Beds
- 2 Baths
- 591318 MLS
This amazing Villa overlooks the pristine waters of one of Duck keys clearest canals. The home features granite counter tops, stainless appliances, newer tile on the firs...
- 2 Beds
- 3 Baths
- 591311 MLS
TURN KEY PROPERTY! Complete with resort ready furnishings. Come and see this very well maintained 2 bedroom, 2 bathroom villa that offers a unique open floor plan which c...
- 2 Beds
- 2 Baths
- 591310 MLS
Fantastic location for this second floor, 1 bedroom, 1 bath condo in Shipyard. Your front yard is a park in the Shipyard community. Off street and private setting feature...
- 1 Beds
- 1 Baths
- 591300 MLS
Shown by appointment only. All Buyers are to provide proof of funds or prequalification/preapproval from their lender to the Listing Agent prior to scheduling the showing...
- 2 Beds
- 2 Baths
- 591299 MLS
Beautiful, CBS home in the heart of Marathon, convenient to everything! Completely updated by Design Center, brand new hurricane doors, tankless hot water heater, recentl...
- 2 Beds
- 2 Baths
- 591298 MLS
Great location in the original fishing village of Little Venice, convenient to everything Marathon has to offer! Updated and move in ready, this home has been meticulousl...
- 2 Beds
- 1 Baths
- 591297 MLS
Here is your opportunity to own a very unique 4 bedroom, 3 full bath Villa overlooking the pristine emerald waters of Lake Lucille. There are very few 4 bedroom floor pl...
- 4 Beds
- 3 Baths
- 591271 MLS
Private gated community in Key Largo that allows WEEKLY RENTALS! HOA in great financial shape. Beautifully remodeled unit with kitchen having stainless steel appliances,...
- 2 Beds
- 2 Baths
- 591294 MLS
Bayfront Rv lot the most beautiful view 1 bed/1 bathOWN a piece of paradise . this is a resort with swimmingpool, boat ramp . you own the land plus 30 feet of dock deed...
- 1 Beds
- 1 Baths
- 591283 MLS
None
- 1 Beds
- 1 Baths
- 591282 MLS
All you need is your bathing suit! One of the most updated Foundry units in the Truman Annex is sold completely turn-key, with exception of a fish mount and one personal ...
- 2 Beds
- 3 Baths
- 591272 MLS
Mini waterfront compound. Excellent boating location. Quick shot to Ocean or Gulf , close proximity to two marinas for fuel and several waterfront restaurants. Perfect i...
- 6 Beds
- 4 Baths
- 591268 MLS
3bed 2bath Fully Furnished Turn Key Waterfront Home with 38 feet of concrete seawall. East facing for cool shaded evenings, this Property is stilted on concrete Columns, ...
- 3 Beds
- 2 Baths
- 591263 MLS
Well appointed three bedroom condo overlooking large harbor and the Atlantic Ocean, being sold fully furnished, and Includes rare 50 ft boat slip. End unit, over 2,000...
- 3 Beds
- 3 Baths
- 591262 MLS
Gorgeous, Ellison, east facing with POOL! This one has it all...impact windows, open living, dining & kitchen with soaring ceiling. 46 ft concrete dock with 14,000 lb bo...
- 3 Beds
- 2 Baths
- 591259 MLS
This single family, ground level home is located in a quiet neighborhood in charming Little Venice. A corner lot with mature landscaping and a peek a boo view of the Oce...
- 1 Beds
- 1 Baths
- 591241 MLS
Address Search
Translate Site
Search Florida Keys Popular Areas
Useful Information
Have us create a Custom Search by e-mail. You will automatically receive new listings daily, weekly or monthly that match your criteria.
Buying & Selling Made Easy
Freshest Data Available Active Listings Only Customizable Search Options New Listing Alerts Instant Home Value Assessments
Recent Blog Posts
- Florida Keys Market Stats May 2020 Manufactured
- Florida Keys Market Stats May 2020 Townhouse and condo
- Florida Keys Market Stats May 2020 Single Family
- Record Surge in Pending Home Sales
- Florida Keys Real Estate Stats April 2020 Manufactured Homes
- Florida Keys Real Estate Stats April 2020 Townhouses and Condos
- Florida Keys Real Estate Stats April 2020 Single Family