Real Estate Investment Properties for Sale in Islamorada, FL

Looking for investment property in Islamorada, FL with high ROI ?

Explore a variety of short-term homes & houses in Islamorada, FL. Invest wisely with VRBO & Islamorada, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Condos for Sale in Islamorada, FL

Search for Condo for Sale in Islamorada, Florida. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 3 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
87465 Old Hwy #102 ISLAMORADA, FL LIVE THE DREAM IN THIS OCEANFRONT BUILDING IN THE BEAUTIFUL FLORIDA KEYS! LARGER THAN OTHE...	2 beds \| 2 baths \| 1,032 sq.ft.	$428,000	Airbnb cash on cash: 6.2% Traditional cash on cash: 2.55% Airbnb Rental Income: $5754 Traditional Rental Income: $3141 Airbnb ROI: 6.2% Traditional ROI: 2.55%
79901 Overseas Higway #204 ISLAMORADA, FL Spectacular Direct Ocean Views! ? Islamorada's Best-Kept Secret! This beautifully appointe...	2 beds \| 2 baths \| N/A	$559,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 2.38% Airbnb Rental Income: $5754 Traditional Rental Income: $3596 Airbnb ROI: 4.31% Traditional ROI: 2.38%
80450 Overseas Highway #APT 106 ISLAMORADA, FL Set in the very center of Islamorada's vibrant island community, this 2BD/2.5BA townhouse ...	2 beds \| 3 baths \| 1,303 sq.ft.	$585,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 1.69% Airbnb Rental Income: $5754 Traditional Rental Income: $3633 Airbnb ROI: 3.48% Traditional ROI: 1.69%
Other Investment Properties for Sale in Islamorada
83201 Old Highway #UNIT 301 ISLAMORADA , FL Beacon Reef is calling your name! This beautifully designed 2-bedroom, 2-bath residence s...	2 beds \| 2 baths \| 1,275 sq.ft.	$850,000	Airbnb cash on cash: 1.95% Traditional cash on cash: 0.63% Airbnb Rental Income: $5754 Traditional Rental Income: $3561 Airbnb ROI: 1.95% Traditional ROI: 0.63%
75761 Overseas Highway ISLAMORADA , FL Enjoy endless ocean views and direct access to the white sandy beaches of Islamorada from ...	4 beds \| 4 baths \| 3,001 sq.ft.	$4,999,900	Airbnb cash on cash: 0.05% Traditional cash on cash: -0.18% Airbnb Rental Income: $8621 Traditional Rental Income: $5968 Airbnb ROI: 0.05% Traditional ROI: -0.18%
164 Venetian Dr ISLAMORADA , FL Boaterâs dream home in White Marlin Beach, Islamorada. Unique 2-story single-family home...	4 beds \| 2 baths \| 1,680 sq.ft.	$1,699,000	Airbnb cash on cash: 2.72% Traditional cash on cash: 1.05% Airbnb Rental Income: $8621 Traditional Rental Income: $4362 Airbnb ROI: 2.72% Traditional ROI: 1.05%
236 Costa Bravo Dr ISLAMORADA , FL A rare architectural masterpiece by renowned architect Max Strang, this modern coastal est...	5 beds \| 8 baths \| 6,367 sq.ft.	$14,900,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.27% Airbnb Rental Income: $null Traditional Rental Income: $14287 Airbnb ROI: N/A Traditional ROI: -0.27%
75433 Overseas Hwy ISLAMORADA , FL Sandy Beach Cove - A Luxurious Island Retreat Nestled in the heart of Islamorada, Sandy...	4 beds \| 4 baths \| 2,624 sq.ft.	$3,999,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 0.43% Airbnb Rental Income: $8621 Traditional Rental Income: $7466 Airbnb ROI: 0.3% Traditional ROI: 0.43%
126 Columbus Dr ISLAMORADA , FL Seller will consider seller financing. Florida Keys waterfront home, offered fully furnish...	3 beds \| 3 baths \| 1,786 sq.ft.	$1,499,999	Airbnb cash on cash: 3.05% Traditional cash on cash: 1.85% Airbnb Rental Income: $8344 Traditional Rental Income: $5089 Airbnb ROI: 3.05% Traditional ROI: 1.85%
87851 Old Highway #M5 ISLAMORADA , FL A New Standard of Paradise - Live with views of the Atlantic Ocean everyday. This home has...	2 beds \| 2 baths \| 1,732 sq.ft.	$1,300,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 1.44% Airbnb Rental Income: $5754 Traditional Rental Income: $3918 Airbnb ROI: 2.01% Traditional ROI: 1.44%
109 Columbus Drive ISLAMORADA , FL Iconic Islamorada Oceanfront Retreat. Welcome to The Last Resort, a one-of-a-kind oceanfro...	4 beds \| 5 baths \| 3,860 sq.ft.	$6,700,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 0.07% Airbnb Rental Income: $8621 Traditional Rental Income: $9745 Airbnb ROI: -0.37% Traditional ROI: 0.07%
81250 Overseas Highway #UNIT 2 ISLAMORADA , FL Experience refined coastal living at Tarpon Flats, Islamorada's most exclusive bayfront en...	3 beds \| 3 baths \| 2,072 sq.ft.	$2,850,000	Airbnb cash on cash: 0.04% Traditional cash on cash: -0.57% Airbnb Rental Income: $8344 Traditional Rental Income: $5146 Airbnb ROI: 0.04% Traditional ROI: -0.57%
36 Park Road ISLAMORADA , FL Stunning new custom pool home in the heart of Islamorada. This exceptional, brand-new grou...	4 beds \| 3 baths \| 2,277 sq.ft.	$1,600,000	Airbnb cash on cash: 3.43% Traditional cash on cash: 1.9% Airbnb Rental Income: $8621 Traditional Rental Income: $4724 Airbnb ROI: 3.43% Traditional ROI: 1.9%
130 N Hammock Road ISLAMORADA , FL Island Life in the Heart of Islamorada, a ground-level, 3 bed, 2 bath home with all the ch...	3 beds \| 2 baths \| 1,376 sq.ft.	$680,000	Airbnb cash on cash: 8.62% Traditional cash on cash: 3.72% Airbnb Rental Income: $8344 Traditional Rental Income: $3661 Airbnb ROI: 8.62% Traditional ROI: 3.72%
81250 Overseas Highway #UNIT 5 ISLAMORADA , FL Only sophistication and class represented in Islamorada's most exclusive development, Tarp...	4 beds \| 3 baths \| 2,336 sq.ft.	$2,600,000	Airbnb cash on cash: 0.09% Traditional cash on cash: -0.5% Airbnb Rental Income: $8621 Traditional Rental Income: $5568 Airbnb ROI: 0.09% Traditional ROI: -0.5%
82749 Old Highway ISLAMORADA , FL Welcome to Casa Mar Azul, a one-of-a-kind oceanfront estate located along the iconic Old H...	3 beds \| 3 baths \| 1,485 sq.ft.	$6,500,000	Airbnb cash on cash: 0.01% Traditional cash on cash: -0.35% Airbnb Rental Income: $8344 Traditional Rental Income: $4566 Airbnb ROI: 0.01% Traditional ROI: -0.35%

Your search for investment property begins and ends here

Condos for Sale in Islamorada, FL

87465 Old Hwy #102

ISLAMORADA, FL

2 beds | 2 baths | 1,032 sq.ft.

$428,000

Airbnb cash on cash: 6.2%

Traditional cash on cash: 2.55%

Airbnb Rental Income: $5754

Traditional Rental Income: $3141

Airbnb ROI: 6.2%

Traditional ROI: 2.55%

79901 Overseas Higway #204

ISLAMORADA, FL

2 beds | 2 baths | N/A

$559,000

Airbnb cash on cash: 4.31%

Traditional cash on cash: 2.38%

Airbnb Rental Income: $5754

Traditional Rental Income: $3596

Airbnb ROI: 4.31%

Traditional ROI: 2.38%

80450 Overseas Highway #APT 106

ISLAMORADA, FL

2 beds | 3 baths | 1,303 sq.ft.

$585,000

Airbnb cash on cash: 3.48%

Traditional cash on cash: 1.69%

Airbnb Rental Income: $5754

Traditional Rental Income: $3633

Airbnb ROI: 3.48%

Traditional ROI: 1.69%

Other Investment Properties for Sale in Islamorada

ISLAMORADA , FL

2 beds | 2 baths | 1,275 sq.ft.

$850,000

Airbnb cash on cash: 1.95%

Traditional cash on cash: 0.63%

Airbnb Rental Income: $5754

Traditional Rental Income: $3561

Airbnb ROI: 1.95%

Traditional ROI: 0.63%

ISLAMORADA , FL

4 beds | 4 baths | 3,001 sq.ft.

$4,999,900

Airbnb cash on cash: 0.05%

Traditional cash on cash: -0.18%

Airbnb Rental Income: $8621

Traditional Rental Income: $5968

Airbnb ROI: 0.05%

Traditional ROI: -0.18%

ISLAMORADA , FL

4 beds | 2 baths | 1,680 sq.ft.

$1,699,000

Airbnb cash on cash: 2.72%

Traditional cash on cash: 1.05%

Airbnb Rental Income: $8621

Traditional Rental Income: $4362

Airbnb ROI: 2.72%

Traditional ROI: 1.05%

ISLAMORADA , FL

5 beds | 8 baths | 6,367 sq.ft.

$14,900,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.27%

Airbnb Rental Income: $null

Traditional Rental Income: $14287

Airbnb ROI: N/A

Traditional ROI: -0.27%

ISLAMORADA , FL

4 beds | 4 baths | 2,624 sq.ft.

$3,999,000

Airbnb cash on cash: 0.3%

Traditional cash on cash: 0.43%

Airbnb Rental Income: $8621

Traditional Rental Income: $7466

Airbnb ROI: 0.3%

Traditional ROI: 0.43%

ISLAMORADA , FL

3 beds | 3 baths | 1,786 sq.ft.

$1,499,999