Real Estate Investment Properties for Sale in Anna Maria, FL

Looking for investment property in Anna Maria, FL with high ROI ?

Explore a variety of short-term homes & houses in Anna Maria, FL. Invest wisely with VRBO & Anna Maria, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes 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 27 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
222 WILLOW AVENUE ANNA MARIA, FL Welcome to SeaLuxe, where luxury meets the beach! Located on one of the most desirable str...	4 beds \| 6 baths \| 3,265 sq.ft.	$4,995,000	Airbnb cash on cash: -0.13% Traditional cash on cash: -0.06% Airbnb Rental Income: $10781 Traditional Rental Income: $9145 Airbnb ROI: -0.13% Traditional ROI: -0.06%
108 TERN DRIVE ANNA MARIA, FL Welcome to your island oasis! This stunning modern waterfront home redefines relaxation. S...	5 beds \| 6 baths \| 3,874 sq.ft.	$3,550,000	Airbnb cash on cash: 0.05% Traditional cash on cash: -0.01% Airbnb Rental Income: $9368 Traditional Rental Income: $7412 Airbnb ROI: 0.05% Traditional ROI: -0.01%
329 TARPON STREET ANNA MARIA, FL Experience the charm of Anna Maria Island with this NEWLY COMPLETED CONSTRUCTION. This lux...	4 beds \| 5 baths \| 3,751 sq.ft.	$5,850,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 0.12% Airbnb Rental Income: $10781 Traditional Rental Income: $7593 Airbnb ROI: 0.35% Traditional ROI: 0.12%
418 MAGNOLIA AVENUE ANNA MARIA, FL Sea Vous Play is 4 bedroom, 4.5 bathroom home located on Anna Maria Island. The home has a...	4 beds \| 5 baths \| 2,186 sq.ft.	$2,995,000	Airbnb cash on cash: 1.17% Traditional cash on cash: -0.17% Airbnb Rental Income: $10781 Traditional Rental Income: $5065 Airbnb ROI: 1.17% Traditional ROI: -0.17%
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.	$1,675,000	Airbnb cash on cash: 1.27% Traditional cash on cash: -0.66% Airbnb Rental Income: $6697 Traditional Rental Income: $2383 Airbnb ROI: 1.27% Traditional ROI: -0.66%
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.	$2,195,000	Airbnb cash on cash: 0.55% Traditional cash on cash: -0.45% Airbnb Rental Income: $6697 Traditional Rental Income: $3362 Airbnb ROI: 0.55% Traditional ROI: -0.45%
216 ARCHER WAY ANNA MARIA, FL Opportunity knocks at Anna Maria Island's much desired North End. This 3 bedroom/2 bath ho...	3 beds \| 2 baths \| 1,020 sq.ft.	$895,000	Airbnb cash on cash: 4.85% Traditional cash on cash: 1.55% Airbnb Rental Income: $6697 Traditional Rental Income: $2640 Airbnb ROI: 4.85% Traditional ROI: 1.55%
113 MAPLE AVENUE ANNA MARIA, FL THIS INCREDIBLE CUSTOM BUILT ESTATE IS JUST FIVE HOUSES FROM THE GULF AND NESTLED ON ONE O...	5 beds \| 5 baths \| 2,680 sq.ft.	$3,890,000	Airbnb cash on cash: -0.12% Traditional cash on cash: -0.58% Airbnb Rental Income: $9368 Traditional Rental Income: $5965 Airbnb ROI: -0.12% Traditional ROI: -0.58%
120 WHITE AVENUE ANNA MARIA, FL Nestled on Anna Maria Islandâs most famous street, this beautifully renovated coastal re...	5 beds \| 4 baths \| 2,763 sq.ft.	$3,497,500	Airbnb cash on cash: -0.07% Traditional cash on cash: -1.06% Airbnb Rental Income: $9368 Traditional Rental Income: $4407 Airbnb ROI: -0.07% Traditional ROI: -1.06%
704 GLADIOLUS STREET ANNA MARIA, FL You are just a short walk to Beach and Bay from this quality constructed 4 bed/3 bath pool...	4 beds \| 3 baths \| 2,415 sq.ft.	$2,995,000	Airbnb cash on cash: 0.99% Traditional cash on cash: -0.87% Airbnb Rental Income: $10781 Traditional Rental Income: $3609 Airbnb ROI: 0.99% Traditional ROI: -0.87%
616 FERN STREET ANNA MARIA, FL THIS is PARADISE! Enjoy this like-new construction beautiful 3 bedroom, 3 bathroom multi-...	3 beds \| 3 baths \| 2,156 sq.ft.	$2,440,000	Airbnb cash on cash: 0.43% Traditional cash on cash: -0.28% Airbnb Rental Income: $6697 Traditional Rental Income: $3776 Airbnb ROI: 0.43% Traditional ROI: -0.28%
733 HOLLY ROAD ANNA MARIA, FL Welcome to Summer Breeze - A rare island gem tucked away on Anna Mariaâs coveted North E...	5 beds \| 4 baths \| 2,838 sq.ft.	$2,500,000	Airbnb cash on cash: 1.25% Traditional cash on cash: -0.31% Airbnb Rental Income: $9368 Traditional Rental Income: $3997 Airbnb ROI: 1.25% Traditional ROI: -0.31%
50 N SHORE DRIVE ANNA MARIA, FL Welcome to your dream coastal retreat on beautiful Anna Maria Island! This stunning 4-bedr...	4 beds \| 5 baths \| 3,055 sq.ft.	$4,895,000	Airbnb cash on cash: 0% Traditional cash on cash: -0.41% Airbnb Rental Income: $10781 Traditional Rental Income: $6935 Airbnb ROI: 0% Traditional ROI: -0.41%
229 WILLOW AVENUE ANNA MARIA, FL Here is your chance to own a 5 bed/4.5 bath custom waterfront residence on one of the most...	5 beds \| 5 baths \| 3,250 sq.ft.	$6,375,000	Airbnb cash on cash: -0.81% Traditional cash on cash: -0.85% Airbnb Rental Income: $9368 Traditional Rental Income: $7388 Airbnb ROI: -0.81% Traditional ROI: -0.85%
212 OAK AVENUE ANNA MARIA, FL STUNNING RENOVATED 5 BEDROOM POOL HOME ON A DEEP WATER CANAL ONLY STEPS FROM THE BEACH!!! ...	5 beds \| 5 baths \| 3,844 sq.ft.	$3,950,000	Airbnb cash on cash: 0.18% Traditional cash on cash: -0.3% Airbnb Rental Income: $9368 Traditional Rental Income: $5840 Airbnb ROI: 0.18% Traditional ROI: -0.3%
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: 0.61% Traditional cash on cash: -0.64% Airbnb Rental Income: $6697 Traditional Rental Income: $2846 Airbnb ROI: 0.61% Traditional ROI: -0.64%
709 GLADIOLUS STREET ANNA MARIA, FL Great opportunity for investors and homeowners to start over and design to your very own t...	4 beds \| 3 baths \| 1,933 sq.ft.	$1,595,000	Airbnb cash on cash: 3.97% Traditional cash on cash: 0.58% Airbnb Rental Income: $10781 Traditional Rental Income: $3777 Airbnb ROI: 3.97% Traditional ROI: 0.58%
771 JACARANDA ROAD ANNA MARIA, FL Welcome to Limelight â a beautifully appointed and fully furnished 3-bedroom, 2-bath coa...	3 beds \| 2 baths \| 1,447 sq.ft.	$1,890,000	Airbnb cash on cash: 0.83% Traditional cash on cash: -1.09% Airbnb Rental Income: $6697 Traditional Rental Income: $2024 Airbnb ROI: 0.83% Traditional ROI: -1.09%
893 N SHORE DRIVE ANNA MARIA, FL One or more photo(s) has been virtually staged. Waterfront Living on Anna Maria Island â...	4 beds \| 3 baths \| 2,933 sq.ft.	$3,990,000	Airbnb cash on cash: 0.97% Traditional cash on cash: -0.01% Airbnb Rental Income: $10781 Traditional Rental Income: $5167 Airbnb ROI: 0.97% Traditional ROI: -0.01%
513 BAYVIEW PLACE ANNA MARIA, FL This Bayview Palace is a One of a kind, thereâs nothing quite like this on Anna Maria Is...	4 beds \| 6 baths \| 3,464 sq.ft.	$4,495,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 1.06% Airbnb Rental Income: $10781 Traditional Rental Income: $10270 Airbnb ROI: 0.7% Traditional ROI: 1.06%
112 MAPLE AVENUE ANNA MARIA, FL STUNNING NEW CONSTRUCTION HOME WEST OF GULF DRIVE! WELCOME TO THIS AMAZING FULLY FURNISHED...	5 beds \| 5 baths \| 2,545 sq.ft.	$4,965,000	Airbnb cash on cash: 0.35% Traditional cash on cash: -0.11% Airbnb Rental Income: $9368 Traditional Rental Income: $5495 Airbnb ROI: 0.35% Traditional ROI: -0.11%
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: 0.5% Traditional cash on cash: -0.44% Airbnb Rental Income: $4769 Traditional Rental Income: $2344 Airbnb ROI: 0.5% Traditional ROI: -0.44%
110 PALMETTO AVENUE ANNA MARIA, FL Prime location at Anna Maria's north end. West of Gulf Drive and only 3 houses to the Gul...	1 beds \| 1 baths \| 596 sq.ft.	$1,850,000	Airbnb cash on cash: 0.17% Traditional cash on cash: -0.43% Airbnb Rental Income: $3294 Traditional Rental Income: $1527 Airbnb ROI: 0.17% Traditional ROI: -0.43%
403 N SHORE DRIVE ANNA MARIA, FL Discover unparalleled elegance in this stunning 3,400 sq. ft. very private residence 5 hou...	5 beds \| 7 baths \| 3,400 sq.ft.	$5,995,000	Airbnb cash on cash: -0.52% Traditional cash on cash: -0.26% Airbnb Rental Income: $9368 Traditional Rental Income: $9066 Airbnb ROI: -0.52% Traditional ROI: -0.26%
407 PINE AVENUE ANNA MARIA, FL Under contract-accepting backup offers. The Captivating Luxury Listing! Experience the...	4 beds \| 5 baths \| 3,022 sq.ft.	$3,999,000	Airbnb cash on cash: 0.18% Traditional cash on cash: -0.4% Airbnb Rental Income: $10781 Traditional Rental Income: $6650 Airbnb ROI: 0.18% Traditional ROI: -0.4%
764 N SHORE DRIVE ANNA MARIA, FL Under contract-accepting backup offers. GULF VIEWS & ISLAND VIBES: A COASTAL RETREAT LIKE ...	3 beds \| 2 baths \| 1,768 sq.ft.	$1,300,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 0.66% Airbnb Rental Income: $6697 Traditional Rental Income: $2695 Airbnb ROI: 2.89% Traditional ROI: 0.66%
826 S SOUTH BAY BOULEVARD ANNA MARIA, FL Experience Unrivaled Waterfront Living! Envelope yourself in sweeping panoramic views of T...	3 beds \| 4 baths \| 3,302 sq.ft.	$4,995,000	Airbnb cash on cash: -0.93% Traditional cash on cash: -0.76% Airbnb Rental Income: $6697 Traditional Rental Income: $6215 Airbnb ROI: -0.93% Traditional ROI: -0.76%

Your search for investment property begins and ends here

Single Family Homes for Sale in Anna Maria, FL

222 WILLOW AVENUE

ANNA MARIA, FL

4 beds | 6 baths | 3,265 sq.ft.

$4,995,000

Airbnb cash on cash: -0.13%

Traditional cash on cash: -0.06%

Airbnb Rental Income: $10781

Traditional Rental Income: $9145

Airbnb ROI: -0.13%

Traditional ROI: -0.06%

108 TERN DRIVE

ANNA MARIA, FL

5 beds | 6 baths | 3,874 sq.ft.

$3,550,000

Airbnb cash on cash: 0.05%

Traditional cash on cash: -0.01%

Airbnb Rental Income: $9368

Traditional Rental Income: $7412

Airbnb ROI: 0.05%

Traditional ROI: -0.01%

329 TARPON STREET

ANNA MARIA, FL

4 beds | 5 baths | 3,751 sq.ft.

$5,850,000

Airbnb cash on cash: 0.35%

Traditional cash on cash: 0.12%

Airbnb Rental Income: $10781

Traditional Rental Income: $7593

Airbnb ROI: 0.35%

Traditional ROI: 0.12%

418 MAGNOLIA AVENUE

ANNA MARIA, FL

4 beds | 5 baths | 2,186 sq.ft.

$2,995,000

Airbnb cash on cash: 1.17%

Traditional cash on cash: -0.17%

Airbnb Rental Income: $10781

Traditional Rental Income: $5065

Airbnb ROI: 1.17%

Traditional ROI: -0.17%

313 MAGNOLIA AVENUE

ANNA MARIA, FL

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

$1,675,000

Airbnb cash on cash: 1.27%

Traditional cash on cash: -0.66%

Airbnb Rental Income: $6697

Traditional Rental Income: $2383

Airbnb ROI: 1.27%

Traditional ROI: -0.66%

527 MAGNOLIA AVENUE

ANNA MARIA, FL

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

$2,195,000

Airbnb cash on cash: 0.55%

Traditional cash on cash: -0.45%

Airbnb Rental Income: $6697

Traditional Rental Income: $3362

Airbnb ROI: 0.55%

Traditional ROI: -0.45%

216 ARCHER WAY

ANNA MARIA, FL

3 beds | 2 baths | 1,020 sq.ft.

$895,000

Airbnb cash on cash: 4.85%

Traditional cash on cash: 1.55%

Airbnb Rental Income: $6697

Traditional Rental Income: $2640

Airbnb ROI: 4.85%

Traditional ROI: 1.55%

113 MAPLE AVENUE

ANNA MARIA, FL

5 beds | 5 baths | 2,680 sq.ft.

$3,890,000

Airbnb cash on cash: -0.12%

Traditional cash on cash: -0.58%

Airbnb Rental Income: $9368

Traditional Rental Income: $5965

Airbnb ROI: -0.12%