Airbnb Properties for Sale in Anna Maria, FL

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

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

Airbnb Single Family Residential For Sale in Anna Maria, FL

Search for Single Family Residential for Sale in Anna Maria, Florida. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 38 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
527 MAGNOLIA AVENUE ANNA MARIA, FL Tucked away along a tranquil canal in the heart of Anna Maria, this exceptional 3-bedroom,...	3 beds \| 2 baths \| 1,924 sq.ft.	$2,095,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 0.21% Airbnb Rental Income: $6906 Traditional Rental Income: $4588 Airbnb ROI: 0.71% Traditional ROI: 0.21%
313 MAGNOLIA AVENUE ANNA MARIA, FL Welcome to your dream getaway on Anna Maria Island! THIS HOME HAS A BRAND NEW ROOF! Nestle...	3 beds \| 2 baths \| 1,424 sq.ft.	$1,575,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 0.02% Airbnb Rental Income: $6906 Traditional Rental Income: $3358 Airbnb ROI: 1.53% Traditional ROI: 0.02%
704 GLADIOLUS STREET ANNA MARIA, FL PRICE CHANGE! You are just a short walk to Beach and Bay from this quality constructed 4 b...	4 beds \| 3 baths \| 2,415 sq.ft.	$2,945,000	Airbnb cash on cash: 0.77% Traditional cash on cash: -0.52% Airbnb Rental Income: $9956 Traditional Rental Income: $4584 Airbnb ROI: 0.77% Traditional ROI: -0.52%
893 N SHORE DRIVE ANNA MARIA, FL One or more photo(s) has been virtually staged. One or more photos have been virtually sta...	4 beds \| 3 baths \| 2,933 sq.ft.	$3,499,000	Airbnb cash on cash: 1.03% Traditional cash on cash: 0.82% Airbnb Rental Income: $9956 Traditional Rental Income: $7443 Airbnb ROI: 1.03% Traditional ROI: 0.82%
401 N SHORE DRIVE ANNA MARIA, FL Stunning Fully Remodeled 3-Bedroom Home with Pool & Spa â Prime North End Location. Welc...	3 beds \| 2 baths \| 1,680 sq.ft.	$2,200,000	Airbnb cash on cash: 0.69% Traditional cash on cash: -0.19% Airbnb Rental Income: $6906 Traditional Rental Income: $3761 Airbnb ROI: 0.69% Traditional ROI: -0.19%
771 JACARANDA ROAD ANNA MARIA, FL An easy 5-minute walk to the Gulf on the coveted north end of Anna Maria Island, Limelight...	3 beds \| 2 baths \| 1,447 sq.ft.	$1,799,000	Airbnb cash on cash: 1.02% Traditional cash on cash: -0.25% Airbnb Rental Income: $6906 Traditional Rental Income: $3445 Airbnb ROI: 1.02% Traditional ROI: -0.25%
103 SUNSET LANE ANNA MARIA, FL Tucked away at the end of a quiet cul-de-sac in Sunset Cove, this elevated beach home is a...	3 beds \| 3 baths \| 2,800 sq.ft.	$2,695,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 0.32% Airbnb Rental Income: $6906 Traditional Rental Income: $4491 Airbnb ROI: 0.75% Traditional ROI: 0.32%
510 MAGNOLIA AVENUE ANNA MARIA, FL Welcome to Aloha Beaches. This home is a successful active rental in the city of Anna Mari...	4 beds \| 3 baths \| 2,225 sq.ft.	$2,995,000	Airbnb cash on cash: 0.95% Traditional cash on cash: -0.4% Airbnb Rental Income: $9956 Traditional Rental Income: $4357 Airbnb ROI: 0.95% Traditional ROI: -0.4%
136 CRESCENT DR ANNA MARIA, FL Best priced Anna Maria City move in ready single family home with room for a pool. Anna Ma...	2 beds \| 2 baths \| 1,068 sq.ft.	$1,199,999	Airbnb cash on cash: 1.19% Traditional cash on cash: -0.19% Airbnb Rental Income: $5105 Traditional Rental Income: $2530 Airbnb ROI: 1.19% Traditional ROI: -0.19%
912 N SHORE DRIVE ANNA MARIA, FL Gorgeous recently renovated 2-bedroom, 2-bathroom cottage is perfectly situated on the nor...	2 beds \| 2 baths \| 1,332 sq.ft.	$1,195,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 0.29% Airbnb Rental Income: $5105 Traditional Rental Income: $2786 Airbnb ROI: 1.44% Traditional ROI: 0.29%
519 SOUTH DRIVE ANNA MARIA, FL âAnna Maria Oasisâ is a Bimini Bay Coastal Classic, perfectly positioned on the covete...	3 beds \| 2 baths \| 2,131 sq.ft.	$1,598,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 0.54% Airbnb Rental Income: $6906 Traditional Rental Income: $4852 Airbnb ROI: 1.02% Traditional ROI: 0.54%
115 LOS CEDROS DRIVE ANNA MARIA, FL Located on the highly sought-after North End of Anna Maria Island, 115 Los Cedrosâknown ...	4 beds \| 4 baths \| 2,203 sq.ft.	$2,290,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 0.89% Airbnb Rental Income: $9956 Traditional Rental Income: $6507 Airbnb ROI: 1.64% Traditional ROI: 0.89%
150 CRESCENT DRIVE ANNA MARIA, FL Ease into Island Life at Crescent Palms. If youâve been dreaming of that perfect, easy-...	3 beds \| 2 baths \| 1,765 sq.ft.	$1,790,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 0.56% Airbnb Rental Income: $6906 Traditional Rental Income: $4093 Airbnb ROI: 1.45% Traditional ROI: 0.56%
413 POINSETTIA ROAD ANNA MARIA, FL Back on the Market with a substantial price Adjustment!!!! Take another look at 413 Poinse...	2 beds \| 2 baths \| 1,677 sq.ft.	$1,595,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 0.14% Airbnb Rental Income: $5105 Traditional Rental Income: $3491 Airbnb ROI: 0.53% Traditional ROI: 0.14%
870 N SHORE DRIVE ANNA MARIA, FL LOCATION!!!! North Shore Drive, one of the most popular streets in Anna Maria! This is a g...	4 beds \| 5 baths \| 2,091 sq.ft.	$3,895,000	Airbnb cash on cash: 0.28% Traditional cash on cash: -0.45% Airbnb Rental Income: $9956 Traditional Rental Income: $5463 Airbnb ROI: 0.28% Traditional ROI: -0.45%
120 MAPLE AVENUE ANNA MARIA, FL Prime Beachside Retreat â Steps to the Sand on Anna Maria Island! Discover coastal livi...	3 beds \| 2 baths \| 1,506 sq.ft.	$1,575,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 0.02% Airbnb Rental Income: $6906 Traditional Rental Income: $3157 Airbnb ROI: 1.67% Traditional ROI: 0.02%
866 N SHORE DRIVE ANNA MARIA, FL Don't miss your chance to own a fully remodeled home in the City of Anna Maria. Extensivel...	4 beds \| 4 baths \| 1,904 sq.ft.	$1,949,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 1.09% Airbnb Rental Income: $9956 Traditional Rental Income: $5367 Airbnb ROI: 2.6% Traditional ROI: 1.09%
108 PELICAN DRIVE ANNA MARIA, FL Located on the north end of Anna Maria, this elevated canal-front home is a true boaterâ...	4 beds \| 2 baths \| 1,472 sq.ft.	$2,295,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 0.32% Airbnb Rental Income: $9956 Traditional Rental Income: $3825 Airbnb ROI: 2.33% Traditional ROI: 0.32%
111 PALMETTO AVENUE ANNA MARIA, FL Experience elevated island living in this exceptional brand-new custom four bedroom four a...	4 beds \| 5 baths \| 2,677 sq.ft.	$5,125,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 0.2% Airbnb Rental Income: $9956 Traditional Rental Income: $7302 Airbnb ROI: 0.37% Traditional ROI: 0.2%
403 N BAY BOULEVARD ANNA MARIA, FL LARGE $100K PRICE REDUCTION - NOW PRICED TO SELL - AVAILABLE TO SHOW FRIDAY 4/10/26 AFTER ...	4 beds \| 3 baths \| 2,112 sq.ft.	$2,549,900	Airbnb cash on cash: 1.22% Traditional cash on cash: -0.36% Airbnb Rental Income: $9956 Traditional Rental Income: $4367 Airbnb ROI: 1.22% Traditional ROI: -0.36%
519 LOQUAT DRIVE ANNA MARIA, FL Welcome to 519 Loquat Drive, an exceptional waterfront retreat in the heart of Anna Maria....	4 beds \| 4 baths \| 2,606 sq.ft.	$2,995,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 0.15% Airbnb Rental Income: $9956 Traditional Rental Income: $5977 Airbnb ROI: 0.92% Traditional ROI: 0.15%
155 CRESCENT DRIVE ANNA MARIA, FL Your private island retreat awaits in this exquisitely renovated coastal cottage, situated...	3 beds \| 2 baths \| 1,512 sq.ft.	$2,200,000	Airbnb cash on cash: 0.55% Traditional cash on cash: -0.28% Airbnb Rental Income: $6906 Traditional Rental Income: $3858 Airbnb ROI: 0.55% Traditional ROI: -0.28%
112 CEDAR AVENUE ANNA MARIA, FL Completely remodeled 4-bedroom, 4-bathroom coastal retreat blending the charm of an origin...	4 beds \| 4 baths \| 1,800 sq.ft.	$2,795,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 0.38% Airbnb Rental Income: $9956 Traditional Rental Income: $5098 Airbnb ROI: 1.54% Traditional ROI: 0.38%
109 TERN DRIVE ANNA MARIA, FL Delightful waterfront home on the famed North end of Anna Maria Island. This 2 bedroom 2 ...	2 beds \| 2 baths \| 1,223 sq.ft.	$1,499,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 0.1% Airbnb Rental Income: $5105 Traditional Rental Income: $3262 Airbnb ROI: 0.68% Traditional ROI: 0.1%
246 GLADIOLUS STREET ANNA MARIA, FL Kick off your shoes and come enjoy this Island home with a truly Anna Maria feel. This is ...	3 beds \| 3 baths \| 1,979 sq.ft.	$1,999,000	Airbnb cash on cash: 0.36% Traditional cash on cash: -0.25% Airbnb Rental Income: $6906 Traditional Rental Income: $4435 Airbnb ROI: 0.36% Traditional ROI: -0.25%
165 CRESCENT DRIVE ANNA MARIA, FL Charming coastal retreat located at 165 Crescent Dr in the heart of Anna Maria! This beaut...	3 beds \| 2 baths \| 1,403 sq.ft.	$1,695,000	Airbnb cash on cash: 1.28% Traditional cash on cash: 0.2% Airbnb Rental Income: $6906 Traditional Rental Income: $3857 Airbnb ROI: 1.28% Traditional ROI: 0.2%
727 JACARANDA ROAD ANNA MARIA, FL Incredible, spacious home with a private heated pool - close to the beach!! This 3 bedroo...	3 beds \| 3 baths \| 2,055 sq.ft.	$2,150,000	Airbnb cash on cash: 0.45% Traditional cash on cash: -0.13% Airbnb Rental Income: $6906 Traditional Rental Income: $4410 Airbnb ROI: 0.45% Traditional ROI: -0.13%
865 N SHORE DRIVE ANNA MARIA, FL Brand new metal roof! Fully updated, beach front stunner! Situated on the highly coveted n...	3 beds \| 2 baths \| 1,754 sq.ft.	$2,999,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 0.13% Airbnb Rental Income: $6906 Traditional Rental Income: $4375 Airbnb ROI: 0.56% Traditional ROI: 0.13%
213 OAK AVENUE ANNA MARIA, FL Experience Florida coastal living at its finest in this exceptional custom-built home feat...	4 beds \| 4 baths \| 3,053 sq.ft.	$3,400,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 0.88% Airbnb Rental Income: $9956 Traditional Rental Income: $7178 Airbnb ROI: 1.17% Traditional ROI: 0.88%
872 NORTH SHORE DRIVE ANNA MARIA, FL BEAUTIFUL WATER VIEWS. This four-bedroom, two-bath stilt home with a two-car garage offers...	4 beds \| 2 baths \| 1,560 sq.ft.	$1,949,999	Airbnb cash on cash: 2.3% Traditional cash on cash: -0.45% Airbnb Rental Income: $9956 Traditional Rental Income: $3130 Airbnb ROI: 2.3% Traditional ROI: -0.45%
785 JACARANDA ROAD ANNA MARIA, FL Under contract-accepting backup offers. OHHHH THE UPDATES!! BRAND NEW KITCHEN and floorin...	3 beds \| 3 baths \| 1,500 sq.ft.	$1,999,900	Airbnb cash on cash: 0.77% Traditional cash on cash: -0.71% Airbnb Rental Income: $6906 Traditional Rental Income: $2832 Airbnb ROI: 0.77% Traditional ROI: -0.71%
412 ALAMANDA ROAD ANNA MARIA, FL This stunning and private retreat is perfect for those who enjoy indoor/outdoor living, fl...	2 beds \| 2 baths \| 1,168 sq.ft.	$1,650,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 0.02% Airbnb Rental Income: $5105 Traditional Rental Income: $3043 Airbnb ROI: 0.68% Traditional ROI: 0.02%
116 HAMMOCK ROAD ANNA MARIA, FL Under contract-accepting backup offers. Discover Mia Bella â a rare canal-front estate o...	4 beds \| 4 baths \| 2,366 sq.ft.	$2,395,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 1% Airbnb Rental Income: $9956 Traditional Rental Income: $6064 Airbnb ROI: 1.92% Traditional ROI: 1%
57 N SHORE DRIVE ANNA MARIA, FL Under contract-accepting backup offers. 57 North Shore Drive: The Art of Island Living Di...	3 beds \| 3 baths \| 1,240 sq.ft.	$1,890,000	Airbnb cash on cash: 0.99% Traditional cash on cash: -0.27% Airbnb Rental Income: $6906 Traditional Rental Income: $3347 Airbnb ROI: 0.99% Traditional ROI: -0.27%
101 SUNSET LANE ANNA MARIA, FL Under contract-accepting backup offers. Built in 2002 by respected Whitehead Construction,...	4 beds \| 4 baths \| 2,507 sq.ft.	$2,995,000	Airbnb cash on cash: 0.89% Traditional cash on cash: -0.46% Airbnb Rental Income: $9956 Traditional Rental Income: $4366 Airbnb ROI: 0.89% Traditional ROI: -0.46%
807 S BAY BOULEVARD ANNA MARIA, FL Under contract-accepting backup offers. Experience the perfect blend of modern luxury and ...	3 beds \| 2 baths \| 1,969 sq.ft.	$2,300,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 0.27% Airbnb Rental Income: $6906 Traditional Rental Income: $3862 Airbnb ROI: 1.07% Traditional ROI: 0.27%
417 POINSETTIA ROAD ANNA MARIA, FL Under contract-accepting backup offers. Welcome to 417 Poinsettia on Anna Maria Island! Si...	2 beds \| 2 baths \| 1,540 sq.ft.	$1,595,000	Airbnb cash on cash: 0.35% Traditional cash on cash: -0.78% Airbnb Rental Income: $5105 Traditional Rental Income: $2391 Airbnb ROI: 0.35% Traditional ROI: -0.78%
612 FERN STREET ANNA MARIA, FL Under contract-accepting backup offers. Great Income Opportunity! Short-Term Rental approv...	3 beds \| 2 baths \| 1,472 sq.ft.	$1,795,000	Airbnb cash on cash: 0.88% Traditional cash on cash: -0.42% Airbnb Rental Income: $6906 Traditional Rental Income: $3402 Airbnb ROI: 0.88% Traditional ROI: -0.42%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Anna Maria, FL

527 MAGNOLIA AVENUE

ANNA MARIA, FL

3 beds | 2 baths | 1,924 sq.ft.

$2,095,000

Airbnb cash on cash: 0.71%

Traditional cash on cash: 0.21%

Airbnb Rental Income: $6906

Traditional Rental Income: $4588

Airbnb ROI: 0.71%

Traditional ROI: 0.21%

313 MAGNOLIA AVENUE

ANNA MARIA, FL

3 beds | 2 baths | 1,424 sq.ft.

$1,575,000

Airbnb cash on cash: 1.53%

Traditional cash on cash: 0.02%

Airbnb Rental Income: $6906

Traditional Rental Income: $3358

Airbnb ROI: 1.53%

Traditional ROI: 0.02%

704 GLADIOLUS STREET

ANNA MARIA, FL

4 beds | 3 baths | 2,415 sq.ft.

$2,945,000

Airbnb cash on cash: 0.77%

Traditional cash on cash: -0.52%

Airbnb Rental Income: $9956

Traditional Rental Income: $4584

Airbnb ROI: 0.77%

Traditional ROI: -0.52%

893 N SHORE DRIVE

ANNA MARIA, FL

4 beds | 3 baths | 2,933 sq.ft.

$3,499,000

Airbnb cash on cash: 1.03%

Traditional cash on cash: 0.82%

Airbnb Rental Income: $9956

Traditional Rental Income: $7443

Airbnb ROI: 1.03%

Traditional ROI: 0.82%

401 N SHORE DRIVE

ANNA MARIA, FL

3 beds | 2 baths | 1,680 sq.ft.

$2,200,000

Airbnb cash on cash: 0.69%

Traditional cash on cash: -0.19%

Airbnb Rental Income: $6906

Traditional Rental Income: $3761

Airbnb ROI: 0.69%

Traditional ROI: -0.19%

771 JACARANDA ROAD

ANNA MARIA, FL

3 beds | 2 baths | 1,447 sq.ft.

$1,799,000

Airbnb cash on cash: 1.02%

Traditional cash on cash: -0.25%

Airbnb Rental Income: $6906

Traditional Rental Income: $3445

Airbnb ROI: 1.02%

Traditional ROI: -0.25%

103 SUNSET LANE

ANNA MARIA, FL

3 beds | 3 baths | 2,800 sq.ft.

$2,695,000

Airbnb cash on cash: 0.75%

Traditional cash on cash: 0.32%

Airbnb Rental Income: $6906

Traditional Rental Income: $4491

Airbnb ROI: 0.75%

Traditional ROI: 0.32%

510 MAGNOLIA AVENUE

ANNA MARIA, FL

4 beds | 3 baths | 2,225 sq.ft.

$2,995,000

Airbnb cash on cash: 0.95%

Traditional cash on cash: -0.4%

Airbnb Rental Income: $9956

Traditional Rental Income: $4357

Airbnb ROI: 0.95%