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
81801 Overseas Highway #714 ISLAMORADA, FL Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Great vacation and income p...	1 beds \| 1 baths \| 550 sq.ft.	$710,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 1% Airbnb Rental Income: $2769 Traditional Rental Income: $1844 Airbnb ROI: 1.42% Traditional ROI: 1%
81250 Overseas Highway #5 ISLAMORADA, FL Only sophistication and class represented in Islamorada's most exclusive development, Tarp...	4 beds \| 3 baths \| 2,336 sq.ft.	$2,290,000	Airbnb cash on cash: 0.28% Traditional cash on cash: -0.26% Airbnb Rental Income: $5135 Traditional Rental Income: $2954 Airbnb ROI: 0.28% Traditional ROI: -0.26%
189 Carroll Street ISLAMORADA, FL Newly Remodeled 3-Bed, 3-Bath Home in the Heart of Islamorada This beautifully remodeled 3...	3 beds \| 3 baths \| 1,525 sq.ft.	$1,250,000	Airbnb cash on cash: 2.24% Traditional cash on cash: 1.53% Airbnb Rental Income: $5601 Traditional Rental Income: $3653 Airbnb ROI: 2.24% Traditional ROI: 1.53%
191 Carroll Street ISLAMORADA, FL Newly Remodeled 3-Bed, 3-Bath Home in the Heart of Islamorada This newly remodeled 3-bedro...	3 beds \| 3 baths \| 1,550 sq.ft.	$1,250,000	Airbnb cash on cash: 2.16% Traditional cash on cash: 1.47% Airbnb Rental Income: $5601 Traditional Rental Income: $3683 Airbnb ROI: 2.16% Traditional ROI: 1.47%
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: 2.02% Traditional cash on cash: 1.16% Airbnb Rental Income: $5601 Traditional Rental Income: $3436 Airbnb ROI: 2.02% Traditional ROI: 1.16%
81906 Overseas Highway #2 ISLAMORADA, FL Perfectly positioned in the heart of Upper Matecumbe Key, this stunning residence places y...	3 beds \| 4 baths \| 1,829 sq.ft.	$2,495,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 0.1% Airbnb Rental Income: $5601 Traditional Rental Income: $4079 Airbnb ROI: 0.27% Traditional ROI: 0.1%
79901 Overseas Highway #204 ISLAMORADA, FL Spectacular Direct Ocean Views! Islamorada's Best-Kept Secret! This beautifully appointed ...	2 beds \| 2 baths \| 981 sq.ft.	$469,000	Airbnb cash on cash: 2.63% Traditional cash on cash: 1.91% Airbnb Rental Income: $4337 Traditional Rental Income: $3108 Airbnb ROI: 2.63% Traditional ROI: 1.91%
124 S Hammock Road ISLAMORADA, FL Nestled in the heart of Islamorada, this ground-level residence captures the essence of ti...	3 beds \| 2 baths \| 1,305 sq.ft.	$789,000	Airbnb cash on cash: 4.26% Traditional cash on cash: 2.92% Airbnb Rental Income: $5601 Traditional Rental Income: $3497 Airbnb ROI: 4.26% Traditional ROI: 2.92%
80450 Overseas Highway #204 ISLAMORADA, FL Welcome to Sand Pebbles -- Islamorada's Hidden Gem. Located in the heart of the Village of...	2 beds \| 2 baths \| 1,261 sq.ft.	$595,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 0.5% Airbnb Rental Income: $4337 Traditional Rental Income: $2880 Airbnb ROI: 1.48% Traditional ROI: 0.5%
143 N Hammock Road ISLAMORADA, FL Experience all that Islamorada has to offer from this stunning home that was constructed i...	3 beds \| 3 baths \| 2,022 sq.ft.	$1,199,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 1.07% Airbnb Rental Income: $5601 Traditional Rental Income: $3223 Airbnb ROI: 2.2% Traditional ROI: 1.07%
102 Anglers Way ISLAMORADA, FL ANGLERS REEF HOME THAT PAYS FOR ITSELF! Islamorada's Upscale Oceanfront Gated Community th...	2 beds \| 3 baths \| 1,376 sq.ft.	$1,150,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 0.63% Airbnb Rental Income: $4337 Traditional Rental Income: $3378 Airbnb ROI: 0.68% Traditional ROI: 0.63%
84961 Old Highway #18 ISLAMORADA, FL Beautiful Atlantic Ocean views surround this newer concrete home featuring an open-concept...	2 beds \| 2 baths \| 793 sq.ft.	$999,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 1.47% Airbnb Rental Income: $4337 Traditional Rental Income: $3171 Airbnb ROI: 1.75% Traditional ROI: 1.47%
84961 Old Highway lot: 27 ISLAMORADA, FL Memories begin here. Tucked along the ocean's edge and offering the kind of lifestyle buye...	1 beds \| 1 baths \| 468 sq.ft.	$899,000	Airbnb cash on cash: 1% Traditional cash on cash: 0.87% Airbnb Rental Income: $2769 Traditional Rental Income: $2016 Airbnb ROI: 1% Traditional ROI: 0.87%
84961 Old Highway #41 ISLAMORADA, FL ISLAMORADA RETREAT! Whether you're looking for a full-time residence, vacation getaway, or...	1 beds \| 1 baths \| N/A	$450,000	Airbnb cash on cash: 3.3% Traditional cash on cash: 2.82% Airbnb Rental Income: $2769 Traditional Rental Income: $1913 Airbnb ROI: 3.3% Traditional ROI: 2.82%

Vacation Rentals in Islamorada

There are 15 vacation rental properties available for sale in the city of Islamorada . The median list price of Airbnb properties available for sale in Islamorada is $1,334,202 and the average price per square foot is $753. The cash on cash return on vacation rentals in Islamorada is N/A%. The average monthly short term rental income in Islamorada is $4,337.

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

There are 15 Airbnb properties available for sale in Islamorada.

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

In July 2026, the average Airbnb occupancy rate in Islamorada is 27%.

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

81801 Overseas Highway #714

ISLAMORADA, FL

1 beds | 1 baths | 550 sq.ft.

$710,000

Airbnb cash on cash: 1.42%

Traditional cash on cash: 1%

Airbnb Rental Income: $2769

Traditional Rental Income: $1844

Airbnb ROI: 1.42%

Traditional ROI: 1%

81250 Overseas Highway #5

ISLAMORADA, FL

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

$2,290,000

Airbnb cash on cash: 0.28%

Traditional cash on cash: -0.26%

Airbnb Rental Income: $5135

Traditional Rental Income: $2954

Airbnb ROI: 0.28%

Traditional ROI: -0.26%

189 Carroll Street

ISLAMORADA, FL

3 beds | 3 baths | 1,525 sq.ft.

$1,250,000

Airbnb cash on cash: 2.24%

Traditional cash on cash: 1.53%

Airbnb Rental Income: $5601

Traditional Rental Income: $3653

Airbnb ROI: 2.24%

Traditional ROI: 1.53%

191 Carroll Street

ISLAMORADA, FL

3 beds | 3 baths | 1,550 sq.ft.

$1,250,000

Airbnb cash on cash: 2.16%

Traditional cash on cash: 1.47%

Airbnb Rental Income: $5601

Traditional Rental Income: $3683

Airbnb ROI: 2.16%

Traditional ROI: 1.47%

32 Park Road

ISLAMORADA, FL

3 beds | 2 baths | 1,224 sq.ft.

$1,300,000

Airbnb cash on cash: 2.02%

Traditional cash on cash: 1.16%

Airbnb Rental Income: $5601

Traditional Rental Income: $3436

Airbnb ROI: 2.02%

Traditional ROI: 1.16%

81906 Overseas Highway #2

ISLAMORADA, FL

3 beds | 4 baths | 1,829 sq.ft.

$2,495,000

Airbnb cash on cash: 0.27%

Traditional cash on cash: 0.1%

Airbnb Rental Income: $5601

Traditional Rental Income: $4079

Airbnb ROI: 0.27%

Traditional ROI: 0.1%

79901 Overseas Highway #204

ISLAMORADA, FL

2 beds | 2 baths | 981 sq.ft.

$469,000

Airbnb cash on cash: 2.63%

Traditional cash on cash: 1.91%

Airbnb Rental Income: $4337

Traditional Rental Income: $3108

Airbnb ROI: 2.63%

Traditional ROI: 1.91%

124 S Hammock Road

ISLAMORADA, FL

3 beds | 2 baths | 1,305 sq.ft.

$789,000

Airbnb cash on cash: 4.26%

Traditional cash on cash: 2.92%

Airbnb Rental Income: $5601

Traditional Rental Income: $3497

Airbnb ROI: 4.26%