Airbnb Properties for Sale in Summerland Key, FL

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

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

Airbnb For Sale in Summerland Key, FL

Q: How to get Summerland-key, FL Airbnb data?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
24840 Park Drive Summerland Key, FL Hard to find a home in a Park like setting with a boat ramp right out the back door! 3 bed...	3 beds \| 2 baths \| 1,565 sq.ft.	$950,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 3.32% Airbnb Rental Income: $5696 Traditional Rental Income: $4413 Airbnb ROI: 3.48% Traditional ROI: 3.32%
23950 Overseas Highway Summerland Key, FL Welcome to Pink Sands, a Glenn Gray-designed waterfront retreat where the vibrant colors a...	5 beds \| 4 baths \| 3,886 sq.ft.	$3,300,000	Airbnb cash on cash: 8.81% Traditional cash on cash: 0.73% Airbnb Rental Income: $37133 Traditional Rental Income: $6030 Airbnb ROI: 8.81% Traditional ROI: 0.73%
673 Indies Road Summerland Key, FL Elevated Coastal Living in Breezeswept Beach Estates. Skip the typical vacation rentals & ...	3 beds \| 2 baths \| 1,329 sq.ft.	$989,000	Airbnb cash on cash: 3.17% Traditional cash on cash: 1.78% Airbnb Rental Income: $5696 Traditional Rental Income: $3280 Airbnb ROI: 3.17% Traditional ROI: 1.78%
24347 W Caribbean Drive Summerland Key, FL Welcome to Summerland Key Cove! This beautifully home is perfectly situated on a deep-wate...	3 beds \| 2 baths \| 1,232 sq.ft.	$1,299,000	Airbnb cash on cash: 2.06% Traditional cash on cash: 1.71% Airbnb Rental Income: $5696 Traditional Rental Income: $4135 Airbnb ROI: 2.06% Traditional ROI: 1.71%
324 S Airport Drive Summerland Key, FL Rare opportunity to own a canal-front home directly on the private Summerland Cove Airport...	2 beds \| 2 baths \| 960 sq.ft.	$875,000	Airbnb cash on cash: 1.9% Traditional cash on cash: 1.29% Airbnb Rental Income: $4001 Traditional Rental Income: $2644 Airbnb ROI: 1.9% Traditional ROI: 1.29%
96 John Street Summerland Key, FL Well-maintained 3-bedroom, 2-bath home offering 1,120 square feet of comfortable living sp...	3 beds \| 2 baths \| 1,120 sq.ft.	$550,800	Airbnb cash on cash: 6.94% Traditional cash on cash: 3.15% Airbnb Rental Income: $5696 Traditional Rental Income: $2607 Airbnb ROI: 6.94% Traditional ROI: 3.15%
23940 Overseas Highway Summerland Key, FL Bring your water toys & experience island living in this newly built waterfront home in Su...	3 beds \| 2 baths \| 1,242 sq.ft.	$899,000	Airbnb cash on cash: 3.57% Traditional cash on cash: 1.81% Airbnb Rental Income: $5696 Traditional Rental Income: $3079 Airbnb ROI: 3.57% Traditional ROI: 1.81%
701 Spanish Main Dr Lot 49 Summerland Key, FL ******Nightly Licensed Transient Rental!!!****** This amazing, two bedroom / one bathr...	2 beds \| 1 baths \| 806 sq.ft.	$799,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 0.25% Airbnb Rental Income: $4001 Traditional Rental Income: $2241 Airbnb ROI: 1.47% Traditional ROI: 0.25%
701 Spanish Main Dr #536 Summerland Key, FL Welcome to your slice of the Florida Keys lifestyle! This charming beach-themed retreat is...	2 beds \| 1 baths \| 726 sq.ft.	$350,000	Airbnb cash on cash: 5.51% Traditional cash on cash: 4.98% Airbnb Rental Income: $4001 Traditional Rental Income: $2971 Airbnb ROI: 5.51% Traditional ROI: 4.98%
701 Spanish Main Dr #495 Summerland Key, FL Spectacular peekaboo open water views abound with this updated 2 bed/2 bath canal front ho...	2 beds \| 2 baths \| 864 sq.ft.	$639,000	Airbnb cash on cash: 2.32% Traditional cash on cash: 0.85% Airbnb Rental Income: $4001 Traditional Rental Income: $2264 Airbnb ROI: 2.32% Traditional ROI: 0.85%
701 Spanish Main Dr #639 Summerland Key, FL Enjoy the Salty Air from this Key Lime Gem in the Florida Keys! This furnished, 2 bedroom,...	2 beds \| 1 baths \| 748 sq.ft.	$425,000	Airbnb cash on cash: 4.35% Traditional cash on cash: 0.81% Airbnb Rental Income: $4001 Traditional Rental Income: $1737 Airbnb ROI: 4.35% Traditional ROI: 0.81%
701 Spanish Main Dr #140 Summerland Key, FL This charming and meticulously maintained property is perfect for anyone looking to start ...	2 beds \| 1 baths \| 833 sq.ft.	$399,900	Airbnb cash on cash: 5.1% Traditional cash on cash: 5.07% Airbnb Rental Income: $4001 Traditional Rental Income: $3134 Airbnb ROI: 5.1% Traditional ROI: 5.07%
701 Spanish Main Drive #97 Summerland Key, FL Luxurious Waterfront Living - Welcome to your perfect coastal oasis in the sought-after co...	2 beds \| 2 baths \| 640 sq.ft.	$799,000	Airbnb cash on cash: 2.44% Traditional cash on cash: 1.11% Airbnb Rental Income: $4001 Traditional Rental Income: $2154 Airbnb ROI: 2.44% Traditional ROI: 1.11%

Vacation Rentals in Summerland Key

There are 42 vacation rental properties available for sale in the city of Summerland Key . The median list price of Airbnb properties available for sale in Summerland Key is $899,000 and the average price per square foot is $686. The cash on cash return on vacation rentals in Summerland Key is 2.00%. The average monthly short term rental income in Summerland Key is $4,001.

Summerland Key, FL Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 42 Airbnb properties available for sale in Summerland Key.

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

In July 2026, the average Airbnb occupancy rate in Summerland Key is 32%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Summerland Key, FL

24840 Park Drive

Summerland Key, FL

3 beds | 2 baths | 1,565 sq.ft.

$950,000

Airbnb cash on cash: 3.48%

Traditional cash on cash: 3.32%

Airbnb Rental Income: $5696

Traditional Rental Income: $4413

Airbnb ROI: 3.48%

Traditional ROI: 3.32%

23950 Overseas Highway

Summerland Key, FL

5 beds | 4 baths | 3,886 sq.ft.

$3,300,000

Airbnb cash on cash: 8.81%

Traditional cash on cash: 0.73%

Airbnb Rental Income: $37133

Traditional Rental Income: $6030

Airbnb ROI: 8.81%

Traditional ROI: 0.73%

673 Indies Road

Summerland Key, FL

3 beds | 2 baths | 1,329 sq.ft.

$989,000

Airbnb cash on cash: 3.17%

Traditional cash on cash: 1.78%

Airbnb Rental Income: $5696

Traditional Rental Income: $3280

Airbnb ROI: 3.17%

Traditional ROI: 1.78%

24347 W Caribbean Drive

Summerland Key, FL

3 beds | 2 baths | 1,232 sq.ft.

$1,299,000

Airbnb cash on cash: 2.06%

Traditional cash on cash: 1.71%

Airbnb Rental Income: $5696

Traditional Rental Income: $4135

Airbnb ROI: 2.06%

Traditional ROI: 1.71%

324 S Airport Drive

Summerland Key, FL

2 beds | 2 baths | 960 sq.ft.

$875,000

Airbnb cash on cash: 1.9%

Traditional cash on cash: 1.29%

Airbnb Rental Income: $4001

Traditional Rental Income: $2644

Airbnb ROI: 1.9%

Traditional ROI: 1.29%

96 John Street

Summerland Key, FL

3 beds | 2 baths | 1,120 sq.ft.

$550,800

Airbnb cash on cash: 6.94%

Traditional cash on cash: 3.15%

Airbnb Rental Income: $5696

Traditional Rental Income: $2607

Airbnb ROI: 6.94%

Traditional ROI: 3.15%

23940 Overseas Highway

Summerland Key, FL

3 beds | 2 baths | 1,242 sq.ft.

$899,000

Airbnb cash on cash: 3.57%

Traditional cash on cash: 1.81%

Airbnb Rental Income: $5696

Traditional Rental Income: $3079

Airbnb ROI: 3.57%

Traditional ROI: 1.81%

701 Spanish Main Dr Lot 49

Summerland Key, FL

2 beds | 1 baths | 806 sq.ft.

$799,000

Airbnb cash on cash: 1.47%

Traditional cash on cash: 0.25%

Airbnb Rental Income: $4001

Traditional Rental Income: $2241

Airbnb ROI: 1.47%