Airbnb Properties for Sale in Islamorada, FL

Looking for a vacation rental investment in Islamorada, FL with high ROI ?

Explore a range of newly added short-term rental homes in Islamorada, FL. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Islamorada, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
104 Anglers Way ISLAMORADA, FL Exclusive Anglers Reef Resort style Home in Islamorada. Experience the best of oceanfront ...	2 beds \| 3 baths \| 1,376 sq.ft.	$1,299,999	Airbnb cash on cash: 2.34% Traditional cash on cash: 0.49% Airbnb Rental Income: $6227 Traditional Rental Income: $2764 Airbnb ROI: 2.34% Traditional ROI: 0.49%
84961 Old Highway #UNIT 21 ISLAMORADA, FL Stunning Ocean Views in Islamorada - the Fishing Capital of the World!Enjoy panoramic view...	2 beds \| 2 baths \| 946 sq.ft.	$1,399,000	Airbnb cash on cash: 2.56% Traditional cash on cash: 0.85% Airbnb Rental Income: $6227 Traditional Rental Income: $2784 Airbnb ROI: 2.56% Traditional ROI: 0.85%
84745 Old Highway #UNIT 4 ISLAMORADA, FL Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a ...	3 beds \| 3 baths \| 1,680 sq.ft.	$1,375,000	Airbnb cash on cash: 1.84% Traditional cash on cash: 1.07% Airbnb Rental Income: $6036 Traditional Rental Income: $3858 Airbnb ROI: 1.84% Traditional ROI: 1.07%
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: 0.24% Traditional cash on cash: -0.55% Airbnb Rental Income: $13156 Traditional Rental Income: $5897 Airbnb ROI: 0.24% Traditional ROI: -0.55%
82762 Overseas Highway #UNIT 3 ISLAMORADA, FL Open Bay Views, Boat Dockage, Pool and more... all in the Heart of Downtown Islamorada! Ha...	4 beds \| 4 baths \| 2,728 sq.ft.	$1,975,000	Airbnb cash on cash: 3.89% Traditional cash on cash: 0.73% Airbnb Rental Income: $13156 Traditional Rental Income: $4986 Airbnb ROI: 3.89% Traditional ROI: 0.73%
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: 5.97% Traditional cash on cash: 1.23% Airbnb Rental Income: $13156 Traditional Rental Income: $3726 Airbnb ROI: 5.97% Traditional ROI: 1.23%
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: 5.58% Traditional cash on cash: 2.9% Airbnb Rental Income: $6036 Traditional Rental Income: $3139 Airbnb ROI: 5.58% Traditional ROI: 2.9%
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: 1.66% Traditional cash on cash: -1.03% Airbnb Rental Income: $13156 Traditional Rental Income: $4286 Airbnb ROI: 1.66% Traditional ROI: -1.03%
83201 Old Highway #UNIT 405 ISLAMORADA, FL Unparalleled amenities are what seperates Beacon Reef condo complex from any other complex...	2 beds \| 2 baths \| 1,275 sq.ft.	$1,199,000	Airbnb cash on cash: 1.84% Traditional cash on cash: -0.05% Airbnb Rental Income: $6227 Traditional Rental Income: $2890 Airbnb ROI: 1.84% Traditional ROI: -0.05%
189 Carroll Street ISLAMORADA, FL Newly Remodeled 3-Bed, 3-Bath Home in the Heart of IslamoradaThis beautifully remodeled 3-...	3 beds \| 3 baths \| 1,525 sq.ft.	$1,250,000	Airbnb cash on cash: 2.55% Traditional cash on cash: 0.98% Airbnb Rental Income: $6036 Traditional Rental Income: $3015 Airbnb ROI: 2.55% Traditional ROI: 0.98%
191 Carroll Street ISLAMORADA, FL Newly Remodeled 3-Bed, 3-Bath Home in the Heart of IslamoradaThis newly remodeled 3-bedroo...	3 beds \| 3 baths \| 1,550 sq.ft.	$1,250,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 0.98% Airbnb Rental Income: $6036 Traditional Rental Income: $3110 Airbnb ROI: 2.47% Traditional ROI: 0.98%
83201 Old Highway #UNIT 409 ISLAMORADA, FL Welcome to Unit #409 at Beacon Reef, an oceanfront gem located in the heart of Islamorada....	2 beds \| 2 baths \| 1,275 sq.ft.	$999,000	Airbnb cash on cash: 1.64% Traditional cash on cash: -0.63% Airbnb Rental Income: $6227 Traditional Rental Income: $2889 Airbnb ROI: 1.64% Traditional ROI: -0.63%
32 Park Road ISLAMORADA, FL Ideally located in the heart of Islamorada, this charming home is perfectly updated with a...	3 beds \| 2 baths \| 1,224 sq.ft.	$1,300,000	Airbnb cash on cash: 2.32% Traditional cash on cash: 0.55% Airbnb Rental Income: $6036 Traditional Rental Income: $2702 Airbnb ROI: 2.32% Traditional ROI: 0.55%
219 Preston Street ISLAMORADA, FL Back on market with Huge Price Improvement! Rare Downtown Islamorada Opportunity... Just s...	4 beds \| 2 baths \| 1,766 sq.ft.	$990,000	Airbnb cash on cash: 3.38% Traditional cash on cash: 2.5% Airbnb Rental Income: $6036 Traditional Rental Income: $4032 Airbnb ROI: 3.38% Traditional ROI: 2.5%
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.	$895,000	Airbnb cash on cash: 2.28% Traditional cash on cash: -0.21% Airbnb Rental Income: $6227 Traditional Rental Income: $2929 Airbnb ROI: 2.28% Traditional ROI: -0.21%
83201 Old Highway #UNIT 504 ISLAMORADA, FL Exclusive Beacon Reef Unit 504 presents a rare opportunity in the heart of downtown Islamo...	2 beds \| 2 baths \| 1,275 sq.ft.	$950,000	Airbnb cash on cash: 1.71% Traditional cash on cash: -0.65% Airbnb Rental Income: $6227 Traditional Rental Income: $2918 Airbnb ROI: 1.71% Traditional ROI: -0.65%
20 Park Road ISLAMORADA, FL Downtown Islamorada gem located on a massive 11,000+ square-foot lot on a quiet street. Va...	2 beds \| 2 baths \| 1,120 sq.ft.	$899,000	Airbnb cash on cash: 4.17% Traditional cash on cash: 1.05% Airbnb Rental Income: $6227 Traditional Rental Income: $2387 Airbnb ROI: 4.17% Traditional ROI: 1.05%
82207 Old Highway ISLAMORADA, FL Ground-level living in the heart of Islamorada! Situated on an oversized parcel, this beau...	2 beds \| 2 baths \| 1,224 sq.ft.	$889,000	Airbnb cash on cash: 4.28% Traditional cash on cash: 1.51% Airbnb Rental Income: $6227 Traditional Rental Income: $2713 Airbnb ROI: 4.28% Traditional ROI: 1.51%
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: 0.86% Traditional cash on cash: -0.28% Airbnb Rental Income: $13156 Traditional Rental Income: $5464 Airbnb ROI: 0.86% Traditional ROI: -0.28%
141 El Capitan Drive ISLAMORADA, FL Stunning Waterfront Oasis in Port Antigua Welcome to your dream home in the Florida Keys-a...	4 beds \| 3 baths \| 2,098 sq.ft.	$2,650,000	Airbnb cash on cash: 3.11% Traditional cash on cash: 0.55% Airbnb Rental Income: $13156 Traditional Rental Income: $4487 Airbnb ROI: 3.11% Traditional ROI: 0.55%
126 Columbus Dr ISLAMORADA, FL Florida Keys waterfront home, offered fully furnished, 1,786 SqFt living area (larger than...	3 beds \| 3 baths \| 1,786 sq.ft.	$1,499,999	Airbnb cash on cash: 1.67% Traditional cash on cash: 0.04% Airbnb Rental Income: $6036 Traditional Rental Income: $2559 Airbnb ROI: 1.67% Traditional ROI: 0.04%
164 Venetian Dr ISLAMORADA, FL Boaterâs dream in White Marlin Beach, Islamorada! Unique 2-story single-family home with...	4 beds \| 2 baths \| 1,680 sq.ft.	$1,849,000	Airbnb cash on cash: 4.62% Traditional cash on cash: 0.55% Airbnb Rental Income: $13156 Traditional Rental Income: $3786 Airbnb ROI: 4.62% Traditional ROI: 0.55%
325 Calusa ISLAMORADA, FL This stunning three-story waterfront home offers panoramic ocean views from every level an...	3 beds \| 3 baths \| 1,619 sq.ft.	$2,300,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 0.07% Airbnb Rental Income: $6036 Traditional Rental Income: $3620 Airbnb ROI: 0.64% Traditional ROI: 0.07%
75433 Overseas Hwy ISLAMORADA, FL Sandy Beach Cove â A Luxurious Island Retreat Nestled in the heart of Islamorada, Sandy ...	4 beds \| 4 baths \| 2,624 sq.ft.	$4,189,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 0.92% Airbnb Rental Income: $13156 Traditional Rental Income: $9641 Airbnb ROI: 1.21% Traditional ROI: 0.92%
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: 7.18% Traditional cash on cash: 1.32% Airbnb Rental Income: $6227 Traditional Rental Income: $2648 Airbnb ROI: 7.18% Traditional ROI: 1.32%
189 Gulfview Drive ISLAMORADA, FL Welcome to Port Antigua! This beautiful Key West-style home in Port Antigua boasts an open...	3 beds \| 2 baths \| 2,010 sq.ft.	$2,599,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 0.2% Airbnb Rental Income: $6036 Traditional Rental Income: $4292 Airbnb ROI: 0.43% Traditional ROI: 0.2%
120 Anglers Way ISLAMORADA, FL Islamorada Exclusive Anglers Reef Resort! An oceanfront gated community with resort -style...	2 beds \| 3 baths \| 1,137 sq.ft.	$1,500,000	Airbnb cash on cash: 1.35% Traditional cash on cash: -0.06% Airbnb Rental Income: $6227 Traditional Rental Income: $3027 Airbnb ROI: 1.35% Traditional ROI: -0.06%

Vacation Rentals in Islamorada

There are 27 vacation rental properties available for sale in the city of Islamorada . The median list price of Airbnb properties available for sale in Islamorada is $1,724,500 and the average price per square foot is $783. The cash on cash return on vacation rentals in Islamorada is 1.00%. The average monthly short term rental income in Islamorada is $6,227.

Islamorada, FL Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 27 Airbnb properties available for sale in Islamorada.

In 2026, the best neighborhood to buy short term rental property is ISLAMORADA.

In January 2026, the average Airbnb occupancy rate in Islamorada is 57%.

Airbnb data on vacation rentals in Islamorada, FL is available at Mashvisor. You can access data such as listings, real-time pricing trends, Islamorada, FL market insights, guest information and booking details, seasonality trends and historical Islamorada, FL Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Islamorada, FL

104 Anglers Way

ISLAMORADA, FL

2 beds | 3 baths | 1,376 sq.ft.

$1,299,999

Airbnb cash on cash: 2.34%

Traditional cash on cash: 0.49%

Airbnb Rental Income: $6227

Traditional Rental Income: $2764

Airbnb ROI: 2.34%

Traditional ROI: 0.49%

84961 Old Highway #UNIT 21

ISLAMORADA, FL

2 beds | 2 baths | 946 sq.ft.

$1,399,000

Airbnb cash on cash: 2.56%

Traditional cash on cash: 0.85%

Airbnb Rental Income: $6227

Traditional Rental Income: $2784

Airbnb ROI: 2.56%

Traditional ROI: 0.85%

84745 Old Highway #UNIT 4

ISLAMORADA, FL

3 beds | 3 baths | 1,680 sq.ft.

$1,375,000

Airbnb cash on cash: 1.84%

Traditional cash on cash: 1.07%

Airbnb Rental Income: $6036

Traditional Rental Income: $3858

Airbnb ROI: 1.84%

Traditional ROI: 1.07%

109 Columbus Drive

ISLAMORADA, FL

4 beds | 5 baths | 3,860 sq.ft.

$6,700,000

Airbnb cash on cash: 0.24%

Traditional cash on cash: -0.55%

Airbnb Rental Income: $13156

Traditional Rental Income: $5897

Airbnb ROI: 0.24%

Traditional ROI: -0.55%

82762 Overseas Highway #UNIT 3

ISLAMORADA, FL

4 beds | 4 baths | 2,728 sq.ft.

$1,975,000

Airbnb cash on cash: 3.89%

Traditional cash on cash: 0.73%

Airbnb Rental Income: $13156

Traditional Rental Income: $4986

Airbnb ROI: 3.89%

Traditional ROI: 0.73%

36 Park Road

ISLAMORADA, FL

4 beds | 3 baths | 2,277 sq.ft.

$1,600,000

Airbnb cash on cash: 5.97%

Traditional cash on cash: 1.23%

Airbnb Rental Income: $13156

Traditional Rental Income: $3726

Airbnb ROI: 5.97%

Traditional ROI: 1.23%

130 N Hammock Road

ISLAMORADA, FL

3 beds | 2 baths | 1,376 sq.ft.

$680,000

Airbnb cash on cash: 5.58%

Traditional cash on cash: 2.9%

Airbnb Rental Income: $6036

Traditional Rental Income: $3139

Airbnb ROI: 5.58%

Traditional ROI: 2.9%

81250 Overseas Highway #UNIT 5

ISLAMORADA, FL

4 beds | 3 baths | 2,336 sq.ft.

$2,600,000

Airbnb cash on cash: 1.66%

Traditional cash on cash: -1.03%

Airbnb Rental Income: $13156

Traditional Rental Income: $4286

Airbnb ROI: 1.66%