Airbnb Properties for Sale in Maitland, FL

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

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

Airbnb For Sale in Maitland, FL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1521 OXFORD ROAD Maitland, FL Welcome to 1521 Oxford Rd - here's your opportunity to own a move in ready corner lot prop...	4 beds \| 2 baths \| 1,925 sq.ft.	$480,000	Airbnb cash on cash: 6.72% Traditional cash on cash: 4.14% Airbnb Rental Income: $5007 Traditional Rental Income: $2826 Airbnb ROI: 6.72% Traditional ROI: 4.14%
1750 THUNDERBIRD TRAIL Maitland, FL Professionally renovated by local interior design firm in 2024, this 3 bedroom / 2 bath ho...	3 beds \| 2 baths \| 1,769 sq.ft.	$880,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 1.01% Airbnb Rental Income: $3440 Traditional Rental Income: $2182 Airbnb ROI: 1.61% Traditional ROI: 1.01%
1041 WINDGROVE TRAIL Maitland, FL One or more photo(s) has been virtually staged. Exceptionally Upgraded Single Story Home w...	4 beds \| 2 baths \| 1,873 sq.ft.	$449,900	Airbnb cash on cash: 7.37% Traditional cash on cash: 3.88% Airbnb Rental Income: $5007 Traditional Rental Income: $2515 Airbnb ROI: 7.37% Traditional ROI: 3.88%
1800 KING ARTHUR CIRCLE Maitland, FL MOTIVATED SELLER FINANCING TERMS AVAILABLE: 25% Down Payment with 5.99% Interest Rate....	4 beds \| 3 baths \| 3,052 sq.ft.	$1,040,000	Airbnb cash on cash: 1.93% Traditional cash on cash: 1.55% Airbnb Rental Income: $5007 Traditional Rental Income: $3615 Airbnb ROI: 1.93% Traditional ROI: 1.55%
320 EATON STREET Maitland, FL SELLER TO REPLACE THE ROOF PRIOR TO CLOSING. Welcome to this fantastic 2-bedroom, 1-bath h...	2 beds \| 1 baths \| 846 sq.ft.	$229,000	Airbnb cash on cash: 6.39% Traditional cash on cash: 5.51% Airbnb Rental Income: $2379 Traditional Rental Income: $1603 Airbnb ROI: 6.39% Traditional ROI: 5.51%
956 STONEWOOD LANE Maitland, FL STUNNING LAKEFRONT RETREAT IN MAITLAND! Discover your new beginning at this exquisite prop...	5 beds \| 3 baths \| 2,837 sq.ft.	$750,000	Airbnb cash on cash: 4.27% Traditional cash on cash: 2.86% Airbnb Rental Income: $5533 Traditional Rental Income: $3436 Airbnb ROI: 4.27% Traditional ROI: 2.86%
251 W LAKE FAITH DRIVE #204 Maitland, FL Under contract-accepting backup offers. PRICE IMPROVEMENT!! Welcome to your dream home at ...	3 beds \| 2 baths \| 1,739 sq.ft.	$369,000	Airbnb cash on cash: 5.44% Traditional cash on cash: 4.62% Airbnb Rental Income: $3440 Traditional Rental Income: $2396 Airbnb ROI: 5.44% Traditional ROI: 4.62%
920 PARK LAKE CIRCLE #36 Maitland, FL LOCATION! LOCATION! LOCATION! And NEW PRICE!!! This Maitland townhome has it all. An end u...	3 beds \| 3 baths \| 1,486 sq.ft.	$299,000	Airbnb cash on cash: 7.48% Traditional cash on cash: 6.1% Airbnb Rental Income: $3440 Traditional Rental Income: $2289 Airbnb ROI: 7.48% Traditional ROI: 6.1%
113 GEM LAKE DRIVE Maitland, FL Must remodel this 1939 home that was moved from Park Avenue many years ago but now rests i...	3 beds \| 2 baths \| 1,538 sq.ft.	$575,000	Airbnb cash on cash: 3.7% Traditional cash on cash: 3.05% Airbnb Rental Income: $3440 Traditional Rental Income: $2328 Airbnb ROI: 3.7% Traditional ROI: 3.05%
326 BANYAN DRIVE Maitland, FL One or more photo(s) has been virtually staged. Welcome to this beautifully updated home. ...	4 beds \| 3 baths \| 2,538 sq.ft.	$465,000	Airbnb cash on cash: 7.35% Traditional cash on cash: 6.97% Airbnb Rental Income: $5007 Traditional Rental Income: $3818 Airbnb ROI: 7.35% Traditional ROI: 6.97%
251 W HORATIO AVENUE Maitland, FL Incredible opportunity to own one of the oldest homes in Maitland. ThisÂ charming 2-bedroo...	4 beds \| 2 baths \| 1,648 sq.ft.	$750,000	Airbnb cash on cash: 4.11% Traditional cash on cash: 1.78% Airbnb Rental Income: $5007 Traditional Rental Income: $2352 Airbnb ROI: 4.11% Traditional ROI: 1.78%
502 LISA LANE Maitland, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. PH...	4 beds \| 3 baths \| 2,552 sq.ft.	$725,900	Airbnb cash on cash: 4.3% Traditional cash on cash: 3.13% Airbnb Rental Income: $5007 Traditional Rental Income: $3192 Airbnb ROI: 4.3% Traditional ROI: 3.13%
818 PARK LAKE CIRCLE #10 Maitland, FL Welcome to this charming two-story Maitland condo featuring a spacious living room/dining ...	3 beds \| 3 baths \| 1,575 sq.ft.	$274,900	Airbnb cash on cash: 8.81% Traditional cash on cash: 7.58% Airbnb Rental Income: $3440 Traditional Rental Income: $2361 Airbnb ROI: 8.81% Traditional ROI: 7.58%
1511 E HORATIO AVENUE Maitland, FL One or more photo(s) has been virtually staged. Welcome to this beautifully updated 4 Bedr...	4 beds \| 3 baths \| 2,676 sq.ft.	$749,000	Airbnb cash on cash: 3.76% Traditional cash on cash: 3.15% Airbnb Rental Income: $5007 Traditional Rental Income: $3559 Airbnb ROI: 3.76% Traditional ROI: 3.15%
1030 GREGORY DRIVE Maitland, FL Welcome to this stunning 5-bedroom, 2.5-bathroom mid-century gem! Boasting 2,289 sq ft of ...	5 beds \| 3 baths \| 2,289 sq.ft.	$625,000	Airbnb cash on cash: 5.63% Traditional cash on cash: 4.69% Airbnb Rental Income: $5533 Traditional Rental Income: $3872 Airbnb ROI: 5.63% Traditional ROI: 4.69%
2109 FALKNER ROAD Maitland, FL Under contract-accepting backup offers. BACK ON THE MARKET AT THE SAME GREAT PRICE, BUT BE...	3 beds \| 2 baths \| 1,822 sq.ft.	$420,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 3.49% Airbnb Rental Income: $3440 Traditional Rental Income: $2354 Airbnb ROI: 4.31% Traditional ROI: 3.49%
2260 GILLIS COURT Maitland, FL Welcome to 2260 Gillis Court, a luxurious haven nestled in the heart of the sought-after D...	4 beds \| 2 baths \| 1,894 sq.ft.	$709,000	Airbnb cash on cash: 4.56% Traditional cash on cash: 2.49% Airbnb Rental Income: $5007 Traditional Rental Income: $2619 Airbnb ROI: 4.56% Traditional ROI: 2.49%
2672 TUSCARORA TRAIL Maitland, FL EXTENDED CONCRETE PAD - BRING YOUR RV's AND BOATS!! Located just minutes from the fine di...	4 beds \| 2 baths \| 2,059 sq.ft.	$605,000	Airbnb cash on cash: 5.49% Traditional cash on cash: 3.77% Airbnb Rental Income: $5007 Traditional Rental Income: $3009 Airbnb ROI: 5.49% Traditional ROI: 3.77%
1990 KENASTON ROAD #1990 Maitland, FL Sellers offering to pay $4,000 towards buyers closing costs! Prepare to fall in love with...	3 beds \| 3 baths \| 1,696 sq.ft.	$418,000	Airbnb cash on cash: 5.22% Traditional cash on cash: 4.22% Airbnb Rental Income: $3440 Traditional Rental Income: $2287 Airbnb ROI: 5.22% Traditional ROI: 4.22%
1100 LAKE SHADOW CIRCLE #2101 Maitland, FL The community features 2 swimming pools, a gym, tennis and basketball courts, and beautifu...	2 beds \| 2 baths \| 1,111 sq.ft.	$228,000	Airbnb cash on cash: 4.06% Traditional cash on cash: 3.29% Airbnb Rental Income: $2379 Traditional Rental Income: $1626 Airbnb ROI: 4.06% Traditional ROI: 3.29%
440 BANYON TREE CIRCLE #102 Maitland, FL Attention Investors price just REDUCED. Centrally located updated condo, in close proximit...	2 beds \| 2 baths \| 1,206 sq.ft.	$195,000	Airbnb cash on cash: 7.4% Traditional cash on cash: 6.71% Airbnb Rental Income: $2379 Traditional Rental Income: $1665 Airbnb ROI: 7.4% Traditional ROI: 6.71%
240 PEOPLE STREET Maitland, FL Welcome to this beautifully renovated home, boasting three generous bedrooms, 2 full baths...	3 beds \| 2 baths \| 1,287 sq.ft.	$330,000	Airbnb cash on cash: 5.89% Traditional cash on cash: 3.73% Airbnb Rental Income: $3440 Traditional Rental Income: $2007 Airbnb ROI: 5.89% Traditional ROI: 3.73%
1440 LAKE SHADOW CIRCLE #8303 Maitland, FL INVESTORS DELIGHT Introducing an exquisite 2-bedroom, 2-bathroom condominium in the hi...	2 beds \| 2 baths \| 1,048 sq.ft.	$232,500	Airbnb cash on cash: 3.98% Traditional cash on cash: 3.13% Airbnb Rental Income: $2379 Traditional Rental Income: $1607 Airbnb ROI: 3.98% Traditional ROI: 3.13%
2330 CAROLTON ROAD Maitland, FL Under contract-accepting backup offers. NO STORM DAMAGE! This is the home you donât want...	3 beds \| 2 baths \| 1,671 sq.ft.	$430,000	Airbnb cash on cash: 4.97% Traditional cash on cash: 4.66% Airbnb Rental Income: $3440 Traditional Rental Income: $2555 Airbnb ROI: 4.97% Traditional ROI: 4.66%
1475 LAKE SHADOW CIRCLE #6204 Maitland, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Re...	2 beds \| 2 baths \| 1,048 sq.ft.	$228,000	Airbnb cash on cash: 5.75% Traditional cash on cash: 4.9% Airbnb Rental Income: $2379 Traditional Rental Income: $1610 Airbnb ROI: 5.75% Traditional ROI: 4.9%
1000 WINDERLEY PLACE #143 Maitland, FL Discover Your Sunshine Retreat in Maitland, Great Orlando Area! This rare gem is nested ...	3 beds \| 2 baths \| 1,700 sq.ft.	$320,000	Airbnb cash on cash: 4.62% Traditional cash on cash: 3.3% Airbnb Rental Income: $3440 Traditional Rental Income: $2278 Airbnb ROI: 4.62% Traditional ROI: 3.3%
1010 WINDERLEY PLACE #139 Maitland, FL Welcome to 1010 Winderley Place #139, nestled in the exclusive gated Villas of Lake Destin...	3 beds \| 3 baths \| 1,651 sq.ft.	$369,000	Airbnb cash on cash: 4.08% Traditional cash on cash: 3.1% Airbnb Rental Income: $3440 Traditional Rental Income: $2338 Airbnb ROI: 4.08% Traditional ROI: 3.1%
1100 LAKE SHADOW CIRCLE #2305 Maitland, FL Under contract-accepting backup offers. Discover your dream home in this beautifully maint...	2 beds \| 2 baths \| 1,048 sq.ft.	$227,900	Airbnb cash on cash: 4.54% Traditional cash on cash: 3.62% Airbnb Rental Income: $2379 Traditional Rental Income: $1595 Airbnb ROI: 4.54% Traditional ROI: 3.62%
1230 HOLLYRIDGE TRAIL Maitland, FL Under contract-accepting backup offers. *** Unique private paradise in Dommerich â back ...	3 beds \| 2 baths \| 1,641 sq.ft.	$569,000	Airbnb cash on cash: 3.53% Traditional cash on cash: 2.67% Airbnb Rental Income: $3440 Traditional Rental Income: $2222 Airbnb ROI: 3.53% Traditional ROI: 2.67%
914 PARK LAKE CIRCLE #33 Maitland, FL Experience modern luxury and serene living in this stunning 3-bedroom, 3-bath townhome-sty...	3 beds \| 3 baths \| 1,496 sq.ft.	$347,595	Airbnb cash on cash: 6.63% Traditional cash on cash: 5.23% Airbnb Rental Income: $3440 Traditional Rental Income: $2222 Airbnb ROI: 6.63% Traditional ROI: 5.23%
1450 RIDGEWOOD AVENUE Maitland, FL Welcome to this delightful 1950s gem, nestled in the heart of the highly sought-after Mait...	3 beds \| 2 baths \| 1,549 sq.ft.	$699,900	Airbnb cash on cash: 2.2% Traditional cash on cash: 1.66% Airbnb Rental Income: $3440 Traditional Rental Income: $2327 Airbnb ROI: 2.2% Traditional ROI: 1.66%
1030 HAMLET DRIVE Maitland, FL This 3-bedroom, 2-bathroom home is a rare gem in The Hamlet at Maitland Community. As you ...	3 beds \| 2 baths \| 1,146 sq.ft.	$314,900	Airbnb cash on cash: 6.4% Traditional cash on cash: 3.66% Airbnb Rental Income: $3440 Traditional Rental Income: $1864 Airbnb ROI: 6.4% Traditional ROI: 3.66%
160 BIRCHWOOD DRIVE Maitland, FL Charming and centrally located house in the heart of Maitland, close to I-4, which connect...	3 beds \| 2 baths \| 1,308 sq.ft.	$375,000	Airbnb cash on cash: 6.12% Traditional cash on cash: 4.24% Airbnb Rental Income: $3440 Traditional Rental Income: $2014 Airbnb ROI: 6.12% Traditional ROI: 4.24%
940 GAMEWELL AVENUE Maitland, FL Under contract-accepting backup offers. Diamond in the rough!! Solid block construction w...	3 beds \| 2 baths \| 1,475 sq.ft.	$412,500	Airbnb cash on cash: 5.27% Traditional cash on cash: 4.11% Airbnb Rental Income: $3440 Traditional Rental Income: $2230 Airbnb ROI: 5.27% Traditional ROI: 4.11%
404 BANYON TREE CIRCLE #200 Maitland, FL Welcome to this spacious 1,612 sq. ft. condo, perfectly located for both convenience and l...	3 beds \| 2 baths \| 1,612 sq.ft.	$235,000	Airbnb cash on cash: 7.25% Traditional cash on cash: 5.14% Airbnb Rental Income: $3440 Traditional Rental Income: $2208 Airbnb ROI: 7.25% Traditional ROI: 5.14%
636 GAMEWELL AVENUE Maitland, FL Come and see this updated open floor plan and move in ready 3 bedroom, 2 bath, split floor...	3 beds \| 2 baths \| 1,564 sq.ft.	$499,900	Airbnb cash on cash: 3.35% Traditional cash on cash: 2.5% Airbnb Rental Income: $3440 Traditional Rental Income: $2281 Airbnb ROI: 3.35% Traditional ROI: 2.5%
1140 S ORLANDO AVENUE #K17 Maitland, FL Rare and incredible opportunity to live on the Winter Park/Chain of Lakes in the desirable...	2 beds \| 1 baths \| 816 sq.ft.	$299,900	Airbnb cash on cash: 2.27% Traditional cash on cash: 1.78% Airbnb Rental Income: $2379 Traditional Rental Income: $1656 Airbnb ROI: 2.27% Traditional ROI: 1.78%
1140 S ORLANDO AVENUE #3 Maitland, FL New to the market condo in Lake Maitland Terrace! This charming 1st-floor condominium, lo...	2 beds \| 2 baths \| 816 sq.ft.	$384,900	Airbnb cash on cash: 3.4% Traditional cash on cash: 2.6% Airbnb Rental Income: $2379 Traditional Rental Income: $1502 Airbnb ROI: 3.4% Traditional ROI: 2.6%
1175 LAKE SHADOW CIRCLE #4103 Maitland, FL Welcome to your dream condo! This beautifully updated 3-bedroom, 2-bathroom first-floor un...	3 beds \| 2 baths \| 1,243 sq.ft.	$269,900	Airbnb cash on cash: 6.62% Traditional cash on cash: 3.4% Airbnb Rental Income: $3440 Traditional Rental Income: $1858 Airbnb ROI: 6.62% Traditional ROI: 3.4%
1150 LAKE SHADOW CIRCLE #3304 Maitland, FL Stunning and Bright Condo on the 3rd Floor in the Resort-Style Community of Visconti Th...	2 beds \| 2 baths \| 1,048 sq.ft.	$230,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 3.13% Airbnb Rental Income: $2379 Traditional Rental Income: $1647 Airbnb ROI: 3.8% Traditional ROI: 3.13%

Vacation Rentals in Maitland

There are 40 vacation rental properties available for sale in the city of Maitland . The median list price of Airbnb properties available for sale in Maitland is $420,000 and the average price per square foot is $224. The cash on cash return on vacation rentals in Maitland is 4.00%. The average monthly short term rental income in Maitland is $3,440.

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

There are 40 Airbnb properties available for sale in Maitland.

In 2024, the best neighborhood to buy short term rental property is Maitland.

In December 2024, the average Airbnb occupancy rate in Maitland is 68%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Maitland, FL

1521 OXFORD ROAD

Maitland, FL

4 beds | 2 baths | 1,925 sq.ft.

$480,000

Airbnb cash on cash: 6.72%

Traditional cash on cash: 4.14%

Airbnb Rental Income: $5007

Traditional Rental Income: $2826

Airbnb ROI: 6.72%

Traditional ROI: 4.14%

1750 THUNDERBIRD TRAIL

Maitland, FL

3 beds | 2 baths | 1,769 sq.ft.

$880,000

Airbnb cash on cash: 1.61%

Traditional cash on cash: 1.01%

Airbnb Rental Income: $3440

Traditional Rental Income: $2182

Airbnb ROI: 1.61%

Traditional ROI: 1.01%

1041 WINDGROVE TRAIL

Maitland, FL

4 beds | 2 baths | 1,873 sq.ft.

$449,900

Airbnb cash on cash: 7.37%

Traditional cash on cash: 3.88%

Airbnb Rental Income: $5007

Traditional Rental Income: $2515

Airbnb ROI: 7.37%

Traditional ROI: 3.88%

1800 KING ARTHUR CIRCLE

Maitland, FL

4 beds | 3 baths | 3,052 sq.ft.

$1,040,000

Airbnb cash on cash: 1.93%

Traditional cash on cash: 1.55%

Airbnb Rental Income: $5007

Traditional Rental Income: $3615

Airbnb ROI: 1.93%

Traditional ROI: 1.55%

320 EATON STREET

Maitland, FL

2 beds | 1 baths | 846 sq.ft.

$229,000

Airbnb cash on cash: 6.39%

Traditional cash on cash: 5.51%

Airbnb Rental Income: $2379

Traditional Rental Income: $1603

Airbnb ROI: 6.39%

Traditional ROI: 5.51%

956 STONEWOOD LANE

Maitland, FL

5 beds | 3 baths | 2,837 sq.ft.

$750,000

Airbnb cash on cash: 4.27%

Traditional cash on cash: 2.86%

Airbnb Rental Income: $5533

Traditional Rental Income: $3436

Airbnb ROI: 4.27%

Traditional ROI: 2.86%

251 W LAKE FAITH DRIVE #204

Maitland, FL

3 beds | 2 baths | 1,739 sq.ft.

$369,000

Airbnb cash on cash: 5.44%

Traditional cash on cash: 4.62%

Airbnb Rental Income: $3440

Traditional Rental Income: $2396

Airbnb ROI: 5.44%

Traditional ROI: 4.62%

920 PARK LAKE CIRCLE #36

Maitland, FL

3 beds | 3 baths | 1,486 sq.ft.

$299,000

Airbnb cash on cash: 7.48%

Traditional cash on cash: 6.1%

Airbnb Rental Income: $3440

Traditional Rental Income: $2289

Airbnb ROI: 7.48%