Airbnb Properties for Sale in Chesterfield, FL

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

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

Airbnb For Sale in Chesterfield, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
No properties are listed in Chesterfield, Florida at the moment.
Other Airbnb Properties for Sale in Florida
2661 HAWKS LANDING BOULEVARD Palm Harbor , FL Located within the gated community of Hawks Landing, 2661 Hawks Landing Blvd offers a comb...	5 beds \| 4 baths \| 5,114 sq.ft.	$2,300,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 0.76% Airbnb Rental Income: $8179 Traditional Rental Income: $6207 Airbnb ROI: 0.94% Traditional ROI: 0.76%
910 ALAMEDA STREET Orlando , FL Set on a quiet brick-paved street in the heart of College Parkâs coveted Lake Adair neig...	4 beds \| 4 baths \| 3,400 sq.ft.	$1,250,000	Airbnb cash on cash: 2.06% Traditional cash on cash: 1.51% Airbnb Rental Income: $5335 Traditional Rental Income: $3617 Airbnb ROI: 2.06% Traditional ROI: 1.51%
255 NW 39th St Miami , FL Two blocks from the vibrant Design District's high end fashion houses, furniture showrooms...	3 beds \| 2 baths \| 1,661 sq.ft.	$1,399,000	Airbnb cash on cash: 3.09% Traditional cash on cash: 1.55% Airbnb Rental Income: $6982 Traditional Rental Income: $3634 Airbnb ROI: 3.09% Traditional ROI: 1.55%
530 Sabal Palm Rd Miami , FL Welcome to 530 Sabal Palm Rd in prestigious Bay Pointâwhere privacy, prestige, and water...	4 beds \| 4 baths \| 3,543 sq.ft.	$5,000,000	Airbnb cash on cash: 0.21% Traditional cash on cash: -0.32% Airbnb Rental Income: $13565 Traditional Rental Income: $8675 Airbnb ROI: 0.21% Traditional ROI: -0.32%
3411 NW 1st Avenue Miami , FL Unlock a premier development opportunity in Wynwood Norte at 3411 NW 1st Avenue. This 5,33...	3 beds \| 1 baths \| 1,520 sq.ft.	$1,800,000	Airbnb cash on cash: 2.26% Traditional cash on cash: 0.91% Airbnb Rental Income: $6982 Traditional Rental Income: $3365 Airbnb ROI: 2.26% Traditional ROI: 0.91%
2020 N Bayshore Dr #2510 Miami , FL Stunning, fully renovated residence at Paramount Bay, Featuring 3 bedrooms and 4 bathroom...	3 beds \| 4 baths \| 1,679 sq.ft.	$2,450,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 0.66% Airbnb Rental Income: $9937 Traditional Rental Income: $7042 Airbnb ROI: 1.13% Traditional ROI: 0.66%
1751 GOODRICH AVENUE Winter Park , FL Welcome to 1751 Goodrich Ave, a beautifully designed residence in the heart of Winter Park...	4 beds \| 4 baths \| 2,170 sq.ft.	$1,475,000	Airbnb cash on cash: 1.66% Traditional cash on cash: 0.84% Airbnb Rental Income: $5745 Traditional Rental Income: $3463 Airbnb ROI: 1.66% Traditional ROI: 0.84%
3114 HEARTLEAF PLACE Winter Park , FL Tucked away on a rare and breathtaking .96-acre homesite, this one-of-a-kind property in L...	4 beds \| 3 baths \| 2,702 sq.ft.	$699,900	Airbnb cash on cash: 4.92% Traditional cash on cash: 3.32% Airbnb Rental Income: $5745 Traditional Rental Income: $3558 Airbnb ROI: 4.92% Traditional ROI: 3.32%
507 N PENINSULA AVENUE New Smyrna Beach , FL BEST PRICED House North of Flager Avenue. Don't miss this opportunity in the heart of New ...	3 beds \| 2 baths \| 1,425 sq.ft.	$945,000	Airbnb cash on cash: 2.65% Traditional cash on cash: 0.86% Airbnb Rental Income: $5160 Traditional Rental Income: $2534 Airbnb ROI: 2.65% Traditional ROI: 0.86%
37252 HILLTOP DRIVE Zephyrhills , FL POOL HOME !!! LAND !!! WORKSHOP !!! IN LAW !!! YES IT HAS IT ALL !!! NO HOA NO CDD. NO DEE...	4 beds \| 3 baths \| 1,592 sq.ft.	$469,900	Airbnb cash on cash: 8.57% Traditional cash on cash: 4.18% Airbnb Rental Income: $5901 Traditional Rental Income: $2798 Airbnb ROI: 8.57% Traditional ROI: 4.18%
3965 CORONA LANE Sarasota , FL Central location in Sarasota. No HOA, No CDD, No rental restrictions except residential zo...	4 beds \| 2 baths \| 1,664 sq.ft.	$395,000	Airbnb cash on cash: 7.89% Traditional cash on cash: 5.02% Airbnb Rental Income: $4641 Traditional Rental Income: $2614 Airbnb ROI: 7.89% Traditional ROI: 5.02%
2224 BAHIA VISTA STREET #E6 Sarasota , FL Step into this stylishly updated 2 bed, 2 bath condo just minutes from vibrant downtown Sa...	2 beds \| 2 baths \| 982 sq.ft.	$214,500	Airbnb cash on cash: 5.9% Traditional cash on cash: 1.85% Airbnb Rental Income: $3217 Traditional Rental Income: $1668 Airbnb ROI: 5.9% Traditional ROI: 1.85%
1724 CHERRY LANE Sarasota , FL Welcome to your own private Spanish-Mediterranean-inspired sanctuary, perfectly nestled in...	4 beds \| 4 baths \| 2,919 sq.ft.	$2,400,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 0.35% Airbnb Rental Income: $5546 Traditional Rental Income: $4283 Airbnb ROI: 0.42% Traditional ROI: 0.35%
2000 N Bayshore Dr #1502 Miami , FL 2000 N Bayshore Dr #1502, Miami, FL 33137 \| Condo/Coop	3 beds \| 2 baths \| 1,332 sq.ft.	$680,000	Airbnb cash on cash: 8.71% Traditional cash on cash: 1.53% Airbnb Rental Income: $9937 Traditional Rental Income: $3540 Airbnb ROI: 8.71% Traditional ROI: 1.53%
1600 Brightwaters Blvd NE Saint Petersburg , FL 1600 Brightwaters Blvd NE, Saint Petersburg, FL 33704 \| Single Family Residential	4 beds \| 4 baths \| 3,791 sq.ft.	$1,930,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 0.59% Airbnb Rental Income: $8687 Traditional Rental Income: $4532 Airbnb ROI: 1.99% Traditional ROI: 0.59%

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

There are 0 Airbnb properties available for sale in Chesterfield.

In March 2026, the average Airbnb occupancy rate in Chesterfield is N/A%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Chesterfield, FL

Other Airbnb Properties for Sale in Florida

Palm Harbor , FL

5 beds | 4 baths | 5,114 sq.ft.

$2,300,000

Airbnb cash on cash: 0.94%

Traditional cash on cash: 0.76%

Airbnb Rental Income: $8179

Traditional Rental Income: $6207

Airbnb ROI: 0.94%

Traditional ROI: 0.76%

Orlando , FL

4 beds | 4 baths | 3,400 sq.ft.

$1,250,000

Airbnb cash on cash: 2.06%

Traditional cash on cash: 1.51%

Airbnb Rental Income: $5335

Traditional Rental Income: $3617

Airbnb ROI: 2.06%

Traditional ROI: 1.51%

Miami , FL

3 beds | 2 baths | 1,661 sq.ft.

$1,399,000

Airbnb cash on cash: 3.09%

Traditional cash on cash: 1.55%

Airbnb Rental Income: $6982

Traditional Rental Income: $3634

Airbnb ROI: 3.09%

Traditional ROI: 1.55%

Miami , FL

4 beds | 4 baths | 3,543 sq.ft.

$5,000,000

Airbnb cash on cash: 0.21%

Traditional cash on cash: -0.32%

Airbnb Rental Income: $13565

Traditional Rental Income: $8675

Airbnb ROI: 0.21%

Traditional ROI: -0.32%

Miami , FL

3 beds | 1 baths | 1,520 sq.ft.

$1,800,000

Airbnb cash on cash: 2.26%

Traditional cash on cash: 0.91%

Airbnb Rental Income: $6982

Traditional Rental Income: $3365

Airbnb ROI: 2.26%

Traditional ROI: 0.91%

Miami , FL

3 beds | 4 baths | 1,679 sq.ft.

$2,450,000

Airbnb cash on cash: 1.13%

Traditional cash on cash: 0.66%

Airbnb Rental Income: $9937

Traditional Rental Income: $7042

Airbnb ROI: 1.13%

Traditional ROI: 0.66%

Winter Park , FL

4 beds | 4 baths | 2,170 sq.ft.

$1,475,000

Airbnb cash on cash: 1.66%

Traditional cash on cash: 0.84%

Airbnb Rental Income: $5745

Traditional Rental Income: $3463

Airbnb ROI: 1.66%

Traditional ROI: 0.84%

Winter Park , FL

4 beds | 3 baths | 2,702 sq.ft.

$699,900

Airbnb cash on cash: 4.92%

Traditional cash on cash: 3.32%

Airbnb Rental Income: $5745

Traditional Rental Income: $3558

Airbnb ROI: 4.92%

Traditional ROI: 3.32%

New Smyrna Beach , FL

3 beds | 2 baths | 1,425 sq.ft.

$945,000

Airbnb cash on cash: 2.65%

Traditional cash on cash: 0.86%

Airbnb Rental Income: $5160