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
84961 Old Highway #7 ISLAMORADA, FL Bring your toothbrush, everything else you need is included in this move-in ready property...	1 beds \| 1 baths \| 400 sq.ft.	$365,000	Airbnb cash on cash: 4.14% Traditional cash on cash: 4.01% Airbnb Rental Income: $2888 Traditional Rental Income: $2176 Airbnb ROI: 4.14% Traditional ROI: 4.01%
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.	$1,550,000	Airbnb cash on cash: 2.02% Traditional cash on cash: 1.99% Airbnb Rental Income: $5942 Traditional Rental Income: $4724 Airbnb ROI: 2.02% Traditional ROI: 1.99%
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: 2.45% Traditional cash on cash: 1.53% Airbnb Rental Income: $5899 Traditional Rental Income: $3653 Airbnb ROI: 2.45% 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: 2.37% Traditional cash on cash: 1.47% Airbnb Rental Income: $5899 Traditional Rental Income: $3683 Airbnb ROI: 2.37% Traditional ROI: 1.47%
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: 0.38% Traditional cash on cash: 0.1% Airbnb Rental Income: $5899 Traditional Rental Income: $4079 Airbnb ROI: 0.38% Traditional ROI: 0.1%
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.	$550,000	Airbnb cash on cash: 2.23% Traditional cash on cash: 1.86% Airbnb Rental Income: $4814 Traditional Rental Income: $3633 Airbnb ROI: 2.23% Traditional ROI: 1.86%
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: 2.2% Traditional cash on cash: 0.5% Airbnb Rental Income: $4814 Traditional Rental Income: $2880 Airbnb ROI: 2.2% Traditional ROI: 0.5%
81801 Overseas Highway #716 ISLAMORADA, FL Exquisite Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your u...	1 beds \| 1 baths \| 358 sq.ft.	$549,500	Airbnb cash on cash: 2.45% Traditional cash on cash: 1.46% Airbnb Rental Income: $2888 Traditional Rental Income: $1710 Airbnb ROI: 2.45% Traditional ROI: 1.46%
81801 Overseas Highway #715 ISLAMORADA, FL Exquisite Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your u...	1 beds \| 1 baths \| 358 sq.ft.	$549,500	Airbnb cash on cash: 2.45% Traditional cash on cash: 1.46% Airbnb Rental Income: $2888 Traditional Rental Income: $1710 Airbnb ROI: 2.45% Traditional ROI: 1.46%
81801 Old Highway #754 ISLAMORADA, FL Crystal-clear turquoise waters, swaying palms, and gentle ocean breezes create the perfect...	1 beds \| 1 baths \| 550 sq.ft.	$649,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 1.15% Airbnb Rental Income: $2888 Traditional Rental Income: $1808 Airbnb ROI: 1.83% Traditional ROI: 1.15%
81250 Overseas Highway #2 ISLAMORADA, FL Refined coastal living at Tarpon Flats, Islamorada's most exclusive bayfront enclave. This...	3 beds \| 3 baths \| 2,072 sq.ft.	$2,485,000	Airbnb cash on cash: 0.59% Traditional cash on cash: -0.26% Airbnb Rental Income: $5899 Traditional Rental Income: $2768 Airbnb ROI: 0.59% Traditional ROI: -0.26%
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: 2.42% Traditional cash on cash: 1.07% Airbnb Rental Income: $5899 Traditional Rental Income: $3223 Airbnb ROI: 2.42% Traditional ROI: 1.07%
104 Anglers Way ISLAMORADA, FL Exclusive Anglers Reef Resort-style oceanfront home in Islamorada -- a rare coastal gem. N...	2 beds \| 3 baths \| 1,376 sq.ft.	$1,300,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 0.89% Airbnb Rental Income: $4814 Traditional Rental Income: $3246 Airbnb ROI: 1.37% Traditional ROI: 0.89%
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.	$899,000	Airbnb cash on cash: 2.53% Traditional cash on cash: 1.75% Airbnb Rental Income: $4814 Traditional Rental Income: $3171 Airbnb ROI: 2.53% Traditional ROI: 1.75%
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: 1.12% Traditional cash on cash: 0.87% Airbnb Rental Income: $2888 Traditional Rental Income: $2016 Airbnb ROI: 1.12% 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: 3.54% Traditional cash on cash: 2.82% Airbnb Rental Income: $2888 Traditional Rental Income: $1913 Airbnb ROI: 3.54% Traditional ROI: 2.82%
84961 Old Highway #A1 ISLAMORADA, FL Charming concrete bungalow in the heart of Islamorada! Move right into this beautifully up...	1 beds \| 1 baths \| 406 sq.ft.	$439,000	Airbnb cash on cash: 3.6% Traditional cash on cash: 2.19% Airbnb Rental Income: $2888 Traditional Rental Income: $1641 Airbnb ROI: 3.6% Traditional ROI: 2.19%
84961 Old Hwy 17 Hwy ISLAMORADA, FL Escape to your own slice of paradise with this cozy and beautifully kept 1-bedroom, 1-bath...	1 beds \| 1 baths \| N/A	$298,000	Airbnb cash on cash: 5.81% Traditional cash on cash: 4.75% Airbnb Rental Income: $2888 Traditional Rental Income: $1921 Airbnb ROI: 5.81% Traditional ROI: 4.75%
87200 Overseas Hwy #K5 ISLAMORADA, FL Discover the Florida Keys lifestyle at Executive Bay Club Unit K5, one of Islamorada's hid...	3 beds \| 2 baths \| 1,352 sq.ft.	$685,000	Airbnb cash on cash: 3.2% Traditional cash on cash: 1.19% Airbnb Rental Income: $5899 Traditional Rental Income: $3442 Airbnb ROI: 3.2% Traditional ROI: 1.19%
107 Valencia Dr ISLAMORADA, FL OCEAN ACCESS WATERFRONT OPPORTUNITY IN VENETIAN SHORES! Immaculate 2-story CBS concrete ho...	3 beds \| 3 baths \| 1,632 sq.ft.	$2,500,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 0.03% Airbnb Rental Income: $5899 Traditional Rental Income: $3954 Airbnb ROI: 0.36% Traditional ROI: 0.03%
102 Venetian Dr ISLAMORADA, FL Boaters paradise in Isla Morada Florida the Sport Fishing Capital of the World, this 3 bed...	3 beds \| 2 baths \| 1,380 sq.ft.	$1,600,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 0.68% Airbnb Rental Income: $5899 Traditional Rental Income: $3612 Airbnb ROI: 1.43% Traditional ROI: 0.68%
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: 1.57% Traditional cash on cash: 1% Airbnb Rental Income: $2888 Traditional Rental Income: $1844 Airbnb ROI: 1.57% Traditional ROI: 1%
81200 Overseas Highway #2122 ISLAMORADA, FL Unit 21 & 22 building within Kon Tiki resort. An exceptional opportunity to own one of Isl...	2 beds \| 2 baths \| 1,066 sq.ft.	$1,100,000	Airbnb cash on cash: 2.44% Traditional cash on cash: 1.24% Airbnb Rental Income: $4814 Traditional Rental Income: $2591 Airbnb ROI: 2.44% Traditional ROI: 1.24%

Vacation Rentals in Islamorada

There are 25 vacation rental properties available for sale in the city of Islamorada . The median list price of Airbnb properties available for sale in Islamorada is $1,259,167 and the average price per square foot is $771. The cash on cash return on vacation rentals in Islamorada is N/A%. The average monthly short term rental income in Islamorada is $4,868.

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

There are 25 Airbnb properties available for sale in Islamorada.

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

In October 2026, the average Airbnb occupancy rate in Islamorada is 24%.

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

84961 Old Highway #7

ISLAMORADA, FL

1 beds | 1 baths | 400 sq.ft.

$365,000

Airbnb cash on cash: 4.14%

Traditional cash on cash: 4.01%

Airbnb Rental Income: $2888

Traditional Rental Income: $2176

Airbnb ROI: 4.14%

Traditional ROI: 4.01%

36 Park Road

ISLAMORADA, FL

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

$1,550,000

Airbnb cash on cash: 2.02%

Traditional cash on cash: 1.99%

Airbnb Rental Income: $5942

Traditional Rental Income: $4724

Airbnb ROI: 2.02%

Traditional ROI: 1.99%

189 Carroll Street

ISLAMORADA, FL

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

$1,250,000

Airbnb cash on cash: 2.45%

Traditional cash on cash: 1.53%

Airbnb Rental Income: $5899

Traditional Rental Income: $3653

Airbnb ROI: 2.45%

Traditional ROI: 1.53%

191 Carroll Street

ISLAMORADA, FL

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

$1,250,000

Airbnb cash on cash: 2.37%

Traditional cash on cash: 1.47%

Airbnb Rental Income: $5899

Traditional Rental Income: $3683

Airbnb ROI: 2.37%

Traditional ROI: 1.47%

81906 Overseas Highway #2

ISLAMORADA, FL

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

$2,495,000

Airbnb cash on cash: 0.38%

Traditional cash on cash: 0.1%

Airbnb Rental Income: $5899

Traditional Rental Income: $4079

Airbnb ROI: 0.38%

Traditional ROI: 0.1%

80450 Overseas Highway #Apt 106

ISLAMORADA, FL

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

$550,000

Airbnb cash on cash: 2.23%

Traditional cash on cash: 1.86%

Airbnb Rental Income: $4814

Traditional Rental Income: $3633

Airbnb ROI: 2.23%

Traditional ROI: 1.86%

80450 Overseas Highway #204

ISLAMORADA, FL

2 beds | 2 baths | 1,261 sq.ft.

$595,000

Airbnb cash on cash: 2.2%

Traditional cash on cash: 0.5%

Airbnb Rental Income: $4814

Traditional Rental Income: $2880

Airbnb ROI: 2.2%

Traditional ROI: 0.5%

81801 Overseas Highway #716

ISLAMORADA, FL

1 beds | 1 baths | 358 sq.ft.

$549,500

Airbnb cash on cash: 2.45%

Traditional cash on cash: 1.46%

Airbnb Rental Income: $2888

Traditional Rental Income: $1710

Airbnb ROI: 2.45%