Airbnb Properties for Sale in Big Pine Key, FL

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

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

Airbnb For Sale in Big Pine Key, FL

Q: How many Airbnb properties are available for sale in Big-pine-key?

There are 31 Airbnb properties available for sale in Big-pine-key

Q: What is the average Airbnb occupancy rate in Big-pine-key, FL?

In November 2026, the average Airbnb occupancy rate in Big-pine-key is 33%.

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
30354 Palm Drive Big Pine Key, FL Private Lower Keys opportunity! Nestled behind a lush hedge of mature Areca palms, this 2B...	2 beds \| 2 baths \| 1,030 sq.ft.	$499,999	Airbnb cash on cash: 4.03% Traditional cash on cash: 3.05% Airbnb Rental Income: $3624 Traditional Rental Income: $2374 Airbnb ROI: 4.03% Traditional ROI: 3.05%
1669 Lantana Lane Big Pine Key, FL This beautifully updated 2 bedroom, 2 bathroom home sits on an oversized lot and offers th...	2 beds \| 2 baths \| 988 sq.ft.	$895,000	Airbnb cash on cash: 1.72% Traditional cash on cash: 1.48% Airbnb Rental Income: $3624 Traditional Rental Income: $2628 Airbnb ROI: 1.72% Traditional ROI: 1.48%
1632 Bogie Drive Big Pine Key, FL Welcome to your tropical Keys retreat on a huge double lot totaling nearly half an acre--p...	3 beds \| 4 baths \| 1,508 sq.ft.	$1,164,000	Airbnb cash on cash: 5.15% Traditional cash on cash: 1.55% Airbnb Rental Income: $9228 Traditional Rental Income: $3604 Airbnb ROI: 5.15% Traditional ROI: 1.55%
29635 Saratoga Avenue Big Pine Key, FL Welcome to your slice of island paradise in Pine Channel Estates in Big Pine Key! This bea...	3 beds \| 2 baths \| 1,396 sq.ft.	$1,450,000	Airbnb cash on cash: 3.76% Traditional cash on cash: 0.64% Airbnb Rental Income: $9228 Traditional Rental Income: $3300 Airbnb ROI: 3.76% Traditional ROI: 0.64%
1657 Watson Boulevard Big Pine Key, FL Experience the keys waterfront lifestyle! This charming 3 bedroom, 2 bath home has peekabo...	3 beds \| 2 baths \| 1,330 sq.ft.	$1,150,000	Airbnb cash on cash: 5.3% Traditional cash on cash: 2.32% Airbnb Rental Income: $9228 Traditional Rental Income: $4316 Airbnb ROI: 5.3% Traditional ROI: 2.32%
30363 Flamingo Lane Big Pine Key, FL Welcome to the ultimate angler's retreat in Tropical Bay Estates. This elevated concrete w...	4 beds \| 3 baths \| 2,136 sq.ft.	$1,695,000	Airbnb cash on cash: 2.9% Traditional cash on cash: 1.73% Airbnb Rental Income: $8598 Traditional Rental Income: $5132 Airbnb ROI: 2.9% Traditional ROI: 1.73%
3962-3964 No Name Road Big Pine Key, FL Waterfront DUPLEX ~ CBS Construction 4BD/2BA with 2BD\|1BA on each side. Property features,...	4 beds \| 2 baths \| 1,536 sq.ft.	$925,000	Airbnb cash on cash: 6.4% Traditional cash on cash: 2.91% Airbnb Rental Income: $8598 Traditional Rental Income: $3973 Airbnb ROI: 6.4% Traditional ROI: 2.91%
1733 Sunrise Dr Big Pine Key, FL Beautiful Waterfront Ocean & Canal property 3BD/2BA concrete block (CBS) direct ocean and ...	3 beds \| 2 baths \| 1,849 sq.ft.	$1,970,000	Airbnb cash on cash: 2.54% Traditional cash on cash: 1.39% Airbnb Rental Income: $9228 Traditional Rental Income: $5396 Airbnb ROI: 2.54% Traditional ROI: 1.39%
29562 Saratoga Avenue Big Pine Key, FL Embrace island living in your own tropical paradise, where comfort, space, and waterfront ...	4 beds \| 2 baths \| 2,310 sq.ft.	$1,435,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 1.1% Airbnb Rental Income: $8598 Traditional Rental Income: $3804 Airbnb ROI: 3.48% Traditional ROI: 1.1%
31357 Avenue C Big Pine Key, FL Bring your vision and make this Big Pine Key property your own! Situated on two spacious, ...	3 beds \| 2 baths \| 1,451 sq.ft.	$748,516	Airbnb cash on cash: 8.91% Traditional cash on cash: 6.16% Airbnb Rental Income: $9228 Traditional Rental Income: $5584 Airbnb ROI: 8.91% Traditional ROI: 6.16%
30525 Winifred Street Big Pine Key, FL Nestled in the heart of Big Pine Key, this private canal-front retreat with screened in PO...	3 beds \| 3 baths \| 1,774 sq.ft.	$1,125,000	Airbnb cash on cash: 5.39% Traditional cash on cash: 5.15% Airbnb Rental Income: $9228 Traditional Rental Income: $7247 Airbnb ROI: 5.39% Traditional ROI: 5.15%
31490 Avenue F Big Pine Key, FL Brand-New Waterfront Home in the Florida Keys Discover the ultimate Florida Keys lifestyle...	3 beds \| 3 baths \| 1,654 sq.ft.	$950,000	Airbnb cash on cash: 6.58% Traditional cash on cash: 3.68% Airbnb Rental Income: $9228 Traditional Rental Income: $4935 Airbnb ROI: 6.58% Traditional ROI: 3.68%
1540 Lantana Lane Big Pine Key, FL Bring your boats to this beautifully furnished canal front home. This home is secluded on ...	3 beds \| 2 baths \| 1,418 sq.ft.	$899,000	Airbnb cash on cash: 7.08% Traditional cash on cash: 5.15% Airbnb Rental Income: $9228 Traditional Rental Income: $5883 Airbnb ROI: 7.08% Traditional ROI: 5.15%
30375 Oleander Boulevard Big Pine Key, FL Island Living in Big Pine Key! Charming and updated 2-bedroom, 1-bath concrete block home ...	2 beds \| 1 baths \| 816 sq.ft.	$539,900	Airbnb cash on cash: 3.76% Traditional cash on cash: 1.69% Airbnb Rental Income: $3624 Traditional Rental Income: $1783 Airbnb ROI: 3.76% Traditional ROI: 1.69%
31507 Avenue E Big Pine Key, FL Experience waterfront living in Big Pine Key at this striking coastal residence, positione...	3 beds \| 2 baths \| 1,140 sq.ft.	$1,300,000	Airbnb cash on cash: 4.61% Traditional cash on cash: 0.73% Airbnb Rental Income: $9228 Traditional Rental Income: $2821 Airbnb ROI: 4.61% Traditional ROI: 0.73%
30468 Oleander Boulevard Big Pine Key, FL Discover the easygoing charm of the Lower Keys at this .81-acre waterfront estate, featuri...	3 beds \| 3 baths \| 2,486 sq.ft.	$2,150,000	Airbnb cash on cash: 2.1% Traditional cash on cash: 1.6% Airbnb Rental Income: $9228 Traditional Rental Income: $6518 Airbnb ROI: 2.1% Traditional ROI: 1.6%
30368 Killdeer Lane Big Pine Key, FL Welcome to island living in Big Pine Key. Situated on a desirable corner lot, this beautif...	3 beds \| 2 baths \| 1,200 sq.ft.	$964,999	Airbnb cash on cash: 6.59% Traditional cash on cash: 2.94% Airbnb Rental Income: $9228 Traditional Rental Income: $4223 Airbnb ROI: 6.59% Traditional ROI: 2.94%
31450 Avenue G Big Pine Key, FL Exclusive New Construction in Big Pine Key, Florida Discover the perfect blend of modern l...	4 beds \| 3 baths \| 2,323 sq.ft.	$1,750,000	Airbnb cash on cash: 2.74% Traditional cash on cash: 2.17% Airbnb Rental Income: $8598 Traditional Rental Income: $6051 Airbnb ROI: 2.74% Traditional ROI: 2.17%
31569 Avenue D Big Pine Key, FL Brand-New Waterfront Luxury Home in the Florida Keys Discover the ultimate Florida Keys li...	4 beds \| 3 baths \| 1,896 sq.ft.	$1,200,000	Airbnb cash on cash: 4.96% Traditional cash on cash: 3.35% Airbnb Rental Income: $8598 Traditional Rental Income: $5176 Airbnb ROI: 4.96% Traditional ROI: 3.35%
31441 Avenue F Big Pine Key, FL Brand-New Waterfront Home in the Florida Keys Discover the perfect blend of modern luxury ...	4 beds \| 3 baths \| 1,458 sq.ft.	$975,000	Airbnb cash on cash: 6.3% Traditional cash on cash: 3.72% Airbnb Rental Income: $8598 Traditional Rental Income: $4631 Airbnb ROI: 6.3% Traditional ROI: 3.72%
1518 Sunrise Drive Big Pine Key, FL Discover your paradise in the heart of Big Pine Key! This beautifully maintained 3-bedroom...	3 beds \| 2 baths \| 1,540 sq.ft.	$1,400,000	Airbnb cash on cash: 4.13% Traditional cash on cash: -0.08% Airbnb Rental Income: $9228 Traditional Rental Income: $2018 Airbnb ROI: 4.13% Traditional ROI: -0.08%
29486 Ranger Avenue Big Pine Key, FL Your Florida Keys lifestyle is calling! This newly updated Big Pine Key home offers 3 bedr...	3 beds \| 2 baths \| 1,320 sq.ft.	$1,200,000	Airbnb cash on cash: 5% Traditional cash on cash: 0.51% Airbnb Rental Income: $9228 Traditional Rental Income: $2492 Airbnb ROI: 5% Traditional ROI: 0.51%
3742 Seagrape Street Big Pine Key, FL Escape to ''The Castle'', a luxurious gated Gulf-front estate rarely spanning 1.14 acres o...	3 beds \| 3 baths \| 4,687 sq.ft.	$4,450,000	Airbnb cash on cash: 0.11% Traditional cash on cash: -0.22% Airbnb Rental Income: $9228 Traditional Rental Income: $6139 Airbnb ROI: 0.11% Traditional ROI: -0.22%
31473 Warner Road Big Pine Key, FL Welcome to an exquisite open-water retreat in Big Pine Key, an unparalleled blend of moder...	3 beds \| 4 baths \| 2,087 sq.ft.	$2,450,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 1.01% Airbnb Rental Income: $9228 Traditional Rental Income: $6082 Airbnb ROI: 1.64% Traditional ROI: 1.01%
30374 Oleander Boulevard Big Pine Key, FL This spacious Big Pine Key home is situated on a lushly landscaped 12,500 sq. ft. double l...	4 beds \| 2 baths \| 2,136 sq.ft.	$763,000	Airbnb cash on cash: 7.91% Traditional cash on cash: 5.45% Airbnb Rental Income: $8598 Traditional Rental Income: $5225 Airbnb ROI: 7.91% Traditional ROI: 5.45%
29565 Flying Cloud Ave Big Pine Key, FL Waterfront retreat with excellent boating access in the heart of Big Pine Key! Home has 15...	4 beds \| 3 baths \| 960 sq.ft.	$1,100,000	Airbnb cash on cash: 5.03% Traditional cash on cash: 1.02% Airbnb Rental Income: $8598 Traditional Rental Income: $2877 Airbnb ROI: 5.03% Traditional ROI: 1.02%
29424 Forrestal Avenue Big Pine Key, FL If you've been dreaming of easy waterfront living in the Keys, this beautifully furnished ...	3 beds \| 2 baths \| 1,392 sq.ft.	$1,550,000	Airbnb cash on cash: 3.61% Traditional cash on cash: 0.7% Airbnb Rental Income: $9228 Traditional Rental Income: $3313 Airbnb ROI: 3.61% Traditional ROI: 0.7%
29678 Enterprise Avenue Big Pine Key, FL Discover an outstanding opportunity in Big Pine Key with this canal-front, stilted duplex ...	4 beds \| 2 baths \| 1,820 sq.ft.	$1,295,000	Airbnb cash on cash: 4.69% Traditional cash on cash: 1.77% Airbnb Rental Income: $9228 Traditional Rental Income: $3980 Airbnb ROI: 4.69% Traditional ROI: 1.77%
31032 Hollerich Drive Big Pine Key, FL Waterfront Duplex with Income Potential in Big Pine Key! Live the Florida Keys lifestyle w...	4 beds \| 2 baths \| 1,460 sq.ft.	$825,000	Airbnb cash on cash: 8.43% Traditional cash on cash: 3.02% Airbnb Rental Income: $9228 Traditional Rental Income: $3346 Airbnb ROI: 8.43% Traditional ROI: 3.02%
1539 Lantana Ln Big Pine Key, FL Beautifully maintained CBS home in the desirable Eden Pines Colony, custom-built by well-k...	2 beds \| 2 baths \| 1,092 sq.ft.	$995,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 1.13% Airbnb Rental Income: $3624 Traditional Rental Income: $2655 Airbnb ROI: 1.32% Traditional ROI: 1.13%

Vacation Rentals in Big Pine Key

There are 31 vacation rental properties available for sale in the city of Big Pine Key . The median list price of Airbnb properties available for sale in Big Pine Key is $964,541 and the average price per square foot is $625. The cash on cash return on vacation rentals in Big Pine Key is 2.00%. The average monthly short term rental income in Big Pine Key is $8,598.

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

There are 31 Airbnb properties available for sale in Big Pine Key.

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

In November 2026, the average Airbnb occupancy rate in Big Pine Key is 33%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Big Pine Key, FL

30354 Palm Drive

Big Pine Key, FL

2 beds | 2 baths | 1,030 sq.ft.

$499,999

Airbnb cash on cash: 4.03%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $3624

Traditional Rental Income: $2374

Airbnb ROI: 4.03%

Traditional ROI: 3.05%

1669 Lantana Lane

Big Pine Key, FL

2 beds | 2 baths | 988 sq.ft.

$895,000

Airbnb cash on cash: 1.72%

Traditional cash on cash: 1.48%

Airbnb Rental Income: $3624

Traditional Rental Income: $2628

Airbnb ROI: 1.72%

Traditional ROI: 1.48%

1632 Bogie Drive

Big Pine Key, FL

3 beds | 4 baths | 1,508 sq.ft.

$1,164,000

Airbnb cash on cash: 5.15%

Traditional cash on cash: 1.55%

Airbnb Rental Income: $9228

Traditional Rental Income: $3604

Airbnb ROI: 5.15%

Traditional ROI: 1.55%

29635 Saratoga Avenue

Big Pine Key, FL

3 beds | 2 baths | 1,396 sq.ft.

$1,450,000

Airbnb cash on cash: 3.76%

Traditional cash on cash: 0.64%

Airbnb Rental Income: $9228

Traditional Rental Income: $3300

Airbnb ROI: 3.76%

Traditional ROI: 0.64%

1657 Watson Boulevard

Big Pine Key, FL

3 beds | 2 baths | 1,330 sq.ft.

$1,150,000

Airbnb cash on cash: 5.3%

Traditional cash on cash: 2.32%

Airbnb Rental Income: $9228

Traditional Rental Income: $4316

Airbnb ROI: 5.3%

Traditional ROI: 2.32%

30363 Flamingo Lane

Big Pine Key, FL

4 beds | 3 baths | 2,136 sq.ft.

$1,695,000

Airbnb cash on cash: 2.9%

Traditional cash on cash: 1.73%

Airbnb Rental Income: $8598

Traditional Rental Income: $5132

Airbnb ROI: 2.9%

Traditional ROI: 1.73%

3962-3964 No Name Road

Big Pine Key, FL

4 beds | 2 baths | 1,536 sq.ft.

$925,000

Airbnb cash on cash: 6.4%

Traditional cash on cash: 2.91%

Airbnb Rental Income: $8598

Traditional Rental Income: $3973

Airbnb ROI: 6.4%

Traditional ROI: 2.91%

1733 Sunrise Dr

Big Pine Key, FL

3 beds | 2 baths | 1,849 sq.ft.

$1,970,000

Airbnb cash on cash: 2.54%

Traditional cash on cash: 1.39%

Airbnb Rental Income: $9228

Traditional Rental Income: $5396

Airbnb ROI: 2.54%