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
2517 CAPER LANE #207 Maitland, FL One or more photo(s) has been virtually staged. Charming 1 Bedroom, 1 Bathroom condo in be...	1 beds \| 1 baths \| 550 sq.ft.	$114,000	Airbnb cash on cash: 9.12% Traditional cash on cash: 8.6% Airbnb Rental Income: $1832 Traditional Rental Income: $1280 Airbnb ROI: 9.12% Traditional ROI: 8.6%
1375 LAKE SHADOW CIRCLE #11208 Maitland, FL Step into comfort and ease with this charming 2-bedroom, 1-bath condo at 1375 Lake Shadow ...	2 beds \| 1 baths \| 898 sq.ft.	$195,000	Airbnb cash on cash: 4.65% Traditional cash on cash: 2.79% Airbnb Rental Income: $2379 Traditional Rental Income: $1449 Airbnb ROI: 4.65% Traditional ROI: 2.79%
500 BANYON TREE CIRCLE #104 Maitland, FL One or more photo(s) has been virtually staged. Welcome to this beautifully renovated 3-be...	3 beds \| 2 baths \| 1,428 sq.ft.	$199,999	Airbnb cash on cash: 8.04% Traditional cash on cash: 5.94% Airbnb Rental Income: $3440 Traditional Rental Income: $2280 Airbnb ROI: 8.04% Traditional ROI: 5.94%
2525 CAPER LANE #205 Maitland, FL Condo features plenty of natural light, full side kitchen, bathroom with bathtub shower co...	1 beds \| 1 baths \| 550 sq.ft.	$119,000	Airbnb cash on cash: 6.52% Traditional cash on cash: 5.6% Airbnb Rental Income: $1832 Traditional Rental Income: $1232 Airbnb ROI: 6.52% Traditional ROI: 5.6%
1655 SUNNYSIDE DRIVE Maitland, FL Welcome to 1655 Sunnyside Drive, a beautifully charming home nestled on a picturesque corn...	3 beds \| 2 baths \| 1,418 sq.ft.	$725,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 0.97% Airbnb Rental Income: $3440 Traditional Rental Income: $2319 Airbnb ROI: 1.5% Traditional ROI: 0.97%
708 THUNDER TRAIL Maitland, FL Welcome to 708 Thunder Trail in beautiful Maitland, Florida â a stunning 4-bedroom, 2-ba...	4 beds \| 2 baths \| 1,907 sq.ft.	$650,000	Airbnb cash on cash: 4.18% Traditional cash on cash: 2.68% Airbnb Rental Income: $5007 Traditional Rental Income: $3074 Airbnb ROI: 4.18% Traditional ROI: 2.68%
249 SPARTAN DRIVE Maitland, FL Discover Your Perfect Maitland Retreat! Tucked away on a quiet dead-end street, this deli...	4 beds \| 2 baths \| 1,579 sq.ft.	$345,000	Airbnb cash on cash: 9.75% Traditional cash on cash: 4.51% Airbnb Rental Income: $5007 Traditional Rental Income: $2287 Airbnb ROI: 9.75% Traditional ROI: 4.51%
1000 WINDERLEY PLACE #222 Maitland, FL Discover Sun Bay Club â Maitlandâs Hidden Gem on Lake Destiny! Behind the signature b...	2 beds \| 2 baths \| 1,164 sq.ft.	$309,000	Airbnb cash on cash: 3.79% Traditional cash on cash: 3.62% Airbnb Rental Income: $2379 Traditional Rental Income: $1743 Airbnb ROI: 3.79% Traditional ROI: 3.62%
1460 LAKE SHADOW CIRCLE #7204 Maitland, FL Resort style living in this sought after gated community located near the Maitland Exchang...	3 beds \| 2 baths \| 1,243 sq.ft.	$219,900	Airbnb cash on cash: 7.64% Traditional cash on cash: 3.96% Airbnb Rental Income: $3440 Traditional Rental Income: $1911 Airbnb ROI: 7.64% Traditional ROI: 3.96%
214 CHERRYWOOD DRIVE Maitland, FL One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available a...	3 beds \| 2 baths \| 1,178 sq.ft.	$335,000	Airbnb cash on cash: 6.17% Traditional cash on cash: 4.91% Airbnb Rental Income: $3440 Traditional Rental Income: $2281 Airbnb ROI: 6.17% Traditional ROI: 4.91%
920 PARK LAKE CIRCLE #36 Maitland, FL Welcome to 920 Park Lake Circle in charming Maitland, FL â a beautifully updated 3 bedro...	3 beds \| 3 baths \| 1,486 sq.ft.	$269,000	Airbnb cash on cash: 7.9% Traditional cash on cash: 6.36% Airbnb Rental Income: $3440 Traditional Rental Income: $2289 Airbnb ROI: 7.9% Traditional ROI: 6.36%
2352 SIERRA LANE #2352 Maitland, FL Under contract-accepting backup offers. Experience the comfort and convenience of living i...	3 beds \| 2 baths \| 1,343 sq.ft.	$340,000	Airbnb cash on cash: 3.24% Traditional cash on cash: 1.24% Airbnb Rental Income: $3440 Traditional Rental Income: $2039 Airbnb ROI: 3.24% Traditional ROI: 1.24%
135 Roosevelt Place Maitland, FL This charming home boasts a wealth of valuable upgrades and improvements, making it an ent...	4 beds \| 2 baths \| 2,426 sq.ft.	$564,900	Airbnb cash on cash: 5.37% Traditional cash on cash: 2.67% Airbnb Rental Income: $5007 Traditional Rental Income: $2560 Airbnb ROI: 5.37% Traditional ROI: 2.67%
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%
1511 E HORATIO AVENUE Maitland, FL Welcome to your dream home located in the heart of Maitland, FL. This stunning 4-bedroom, ...	4 beds \| 3 baths \| 2,676 sq.ft.	$719,900	Airbnb cash on cash: 3.95% Traditional cash on cash: 3.31% Airbnb Rental Income: $5007 Traditional Rental Income: $3559 Airbnb ROI: 3.95% Traditional ROI: 3.31%
380 BANYAN DRIVE Maitland, FL Charming 3BR/2BA Home with Updated Interior This move-in ready home features 3 bedrooms...	3 beds \| 2 baths \| 1,404 sq.ft.	$429,000	Airbnb cash on cash: 5.16% Traditional cash on cash: 3.61% Airbnb Rental Income: $3440 Traditional Rental Income: $2055 Airbnb ROI: 5.16% Traditional ROI: 3.61%
2329 SHADOW VIEW CIRCLE #2329 Maitland, FL Welcome to this stunning, fully renovated 3-Bedroom, 2.5-Bath home located in the desirab...	3 beds \| 3 baths \| 1,583 sq.ft.	$320,000	Airbnb cash on cash: 4.45% Traditional cash on cash: 2.76% Airbnb Rental Income: $3440 Traditional Rental Income: $2169 Airbnb ROI: 4.45% Traditional ROI: 2.76%
385 LIME STREET Maitland, FL Wonderful investment opportunity in historic Eatonville. Large corner lot. Roof was replac...	4 beds \| N/A baths \| 1,680 sq.ft.	$419,900	Airbnb cash on cash: 4.89% Traditional cash on cash: 3.38% Airbnb Rental Income: $3440 Traditional Rental Income: $2082 Airbnb ROI: 4.89% Traditional ROI: 3.38%
1913 POINSETTA LANE Maitland, FL Motivated Seller! Stunningly Renovated 4-Bedroom Home in Prime Maitland Seize this rare op...	4 beds \| 2 baths \| 1,664 sq.ft.	$424,900	Airbnb cash on cash: 8.41% Traditional cash on cash: 4.41% Airbnb Rental Income: $5007 Traditional Rental Income: $2394 Airbnb ROI: 8.41% Traditional ROI: 4.41%
1325 LAKE SHADOW CIRCLE #12303 Maitland, FL Under contract-accepting backup offers. Welcome to carefree living in the sought-after Vis...	2 beds \| 2 baths \| 1,048 sq.ft.	$215,000	Airbnb cash on cash: 4.37% Traditional cash on cash: 3.48% Airbnb Rental Income: $2379 Traditional Rental Income: $1614 Airbnb ROI: 4.37% Traditional ROI: 3.48%
2632 DERBYSHIRE ROAD Maitland, FL 2025 ROOF \| POOL HOME Start your new life to one of Orlando's most prestigious sub...	4 beds \| 2 baths \| 1,770 sq.ft.	$555,000	Airbnb cash on cash: 5.7% Traditional cash on cash: 3.43% Airbnb Rental Income: $5007 Traditional Rental Income: $2807 Airbnb ROI: 5.7% Traditional ROI: 3.43%
736 FOREST GLEN COURT Maitland, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Ne...	4 beds \| 2 baths \| 1,647 sq.ft.	$479,899	Airbnb cash on cash: 6.62% Traditional cash on cash: 3.56% Airbnb Rental Income: $5007 Traditional Rental Income: $2614 Airbnb ROI: 6.62% Traditional ROI: 3.56%
1277 BLESSING STREET Maitland, FL This is a well-located townhome in the gated community of Montacino. The unit has been ref...	3 beds \| 3 baths \| 1,751 sq.ft.	$399,990	Airbnb cash on cash: 3.25% Traditional cash on cash: 2.28% Airbnb Rental Income: $3440 Traditional Rental Income: $2314 Airbnb ROI: 3.25% Traditional ROI: 2.28%
1745 E ADAMS DRIVE Maitland, FL Classic Colonial Brick Home on highly desired E Adama Drive across from Lake Maitland! 4 ...	4 beds \| 4 baths \| 2,378 sq.ft.	$1,200,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 0.99% Airbnb Rental Income: $5007 Traditional Rental Income: $3628 Airbnb ROI: 1.31% Traditional ROI: 0.99%
2155 FENNELL STREET Maitland, FL Back to Market -This is a three-bedroom two-bathroom pool house well located that needs so...	3 beds \| 2 baths \| 1,822 sq.ft.	$395,000	Airbnb cash on cash: 5.35% Traditional cash on cash: 5.11% Airbnb Rental Income: $3440 Traditional Rental Income: $2589 Airbnb ROI: 5.35% Traditional ROI: 5.11%
1140 S ORLANDO AVENUE #I-5 Maitland, FL Be the first to explore this brand new to the market, first time available in years. Disc...	2 beds \| 1 baths \| 816 sq.ft.	$170,000	Airbnb cash on cash: 5.62% Traditional cash on cash: 3.28% Airbnb Rental Income: $2379 Traditional Rental Income: $1414 Airbnb ROI: 5.62% Traditional ROI: 3.28%
2491 LAUDER DRIVE Maitland, FL Under contract-accepting backup offers. Nestled on a spacious corner lot in the highly sou...	5 beds \| 3 baths \| 2,695 sq.ft.	$650,000	Airbnb cash on cash: 4.69% Traditional cash on cash: 3.89% Airbnb Rental Income: $5533 Traditional Rental Income: $3942 Airbnb ROI: 4.69% Traditional ROI: 3.89%
449 FORESTWOOD LANE Maitland, FL âBack on the market due to buyer financing. No fault of the seller.â STONEWOOD. This ...	4 beds \| 2 baths \| 2,532 sq.ft.	$550,000	Airbnb cash on cash: 5.15% Traditional cash on cash: 3.37% Airbnb Rental Income: $5007 Traditional Rental Income: $3068 Airbnb ROI: 5.15% Traditional ROI: 3.37%
1024 KEWANNEE TRAIL Maitland, FL One or more photo(s) has been virtually staged. Welcome home to this well outfitted 4 Bed ...	4 beds \| 3 baths \| 1,845 sq.ft.	$629,000	Airbnb cash on cash: 4.29% Traditional cash on cash: 2.93% Airbnb Rental Income: $5007 Traditional Rental Income: $3187 Airbnb ROI: 4.29% Traditional ROI: 2.93%
1074 HAMLET DRIVE Maitland, FL Welcome to this beautifully maintained 3-bedroom, 2-bathroom home that blends comfort, con...	3 beds \| 2 baths \| 1,076 sq.ft.	$308,000	Airbnb cash on cash: 7.35% Traditional cash on cash: 5% Airbnb Rental Income: $3440 Traditional Rental Income: $1997 Airbnb ROI: 7.35% Traditional ROI: 5%
2318 CASTLEWOOD ROAD Maitland, FL One or more photo(s) has been virtually staged. You know it is your house as you walk on y...	4 beds \| 3 baths \| 2,335 sq.ft.	$580,000	Airbnb cash on cash: 5.82% Traditional cash on cash: 4.61% Airbnb Rental Income: $5007 Traditional Rental Income: $3329 Airbnb ROI: 5.82% Traditional ROI: 4.61%
1140 S ORLANDO AVENUE #16 Maitland, FL Lovely direct waterfront condominium with large screen porch overlooking beautiful 451 acr...	2 beds \| 1 baths \| 816 sq.ft.	$459,000	Airbnb cash on cash: 2.44% Traditional cash on cash: 2.32% Airbnb Rental Income: $2379 Traditional Rental Income: $1745 Airbnb ROI: 2.44% Traditional ROI: 2.32%
840 MULBERRY STREET Maitland, FL Under contract-accepting backup offers. Welcome to this beautifully renovated 3 bedroom, 2...	3 beds \| 2 baths \| 1,306 sq.ft.	$299,000	Airbnb cash on cash: 6.93% Traditional cash on cash: 4.44% Airbnb Rental Income: $3440 Traditional Rental Income: $1976 Airbnb ROI: 6.93% Traditional ROI: 4.44%
107 CHERRYWOOD GARDENS DRIVE #8 Maitland, FL Under contract-accepting backup offers. Welcome to Cherrywood Gardens! This charming 2-bed...	2 beds \| 2 baths \| 953 sq.ft.	$175,000	Airbnb cash on cash: 9.09% Traditional cash on cash: 8.78% Airbnb Rental Income: $2379 Traditional Rental Income: $1742 Airbnb ROI: 9.09% Traditional ROI: 8.78%
1938 MICHAEL TIAGO COURT Maitland, FL Charming and Spacious Townhome in Maitland! Welcome to 1938 Michael Tiago a beautifully...	4 beds \| 3 baths \| 2,708 sq.ft.	$490,000	Airbnb cash on cash: 5.29% Traditional cash on cash: 3.74% Airbnb Rental Income: $5007 Traditional Rental Income: $3269 Airbnb ROI: 5.29% Traditional ROI: 3.74%
225 QUAYSIDE CIRCLE Maitland, FL Discover the perfect blend of style and location in this beautifully updated 3-bedroom, 2....	3 beds \| 3 baths \| 1,734 sq.ft.	$595,000	Airbnb cash on cash: 3.14% Traditional cash on cash: 2.66% Airbnb Rental Income: $3440 Traditional Rental Income: $2414 Airbnb ROI: 3.14% Traditional ROI: 2.66%
1291 BLESSING STREET Maitland, FL Welcome to Montacino, a gated community offering both convenience and charm. This updated ...	3 beds \| 3 baths \| 1,674 sq.ft.	$385,000	Airbnb cash on cash: 4.22% Traditional cash on cash: 2.78% Airbnb Rental Income: $3440 Traditional Rental Income: $2159 Airbnb ROI: 4.22% Traditional ROI: 2.78%
1601 GROVE STREET #552 Maitland, FL One or more photo(s) has been virtually staged. Discover this stunning, newly renovated on...	2 beds \| 2 baths \| 1,087 sq.ft.	$260,000	Airbnb cash on cash: 5.84% Traditional cash on cash: 5.24% Airbnb Rental Income: $2379 Traditional Rental Income: $1646 Airbnb ROI: 5.84% Traditional ROI: 5.24%
314 BANYAN DRIVE Maitland, FL Experience Modern Florida Living at Its Finest Step inside this fully remodeled 3-bedroom,...	3 beds \| 2 baths \| 1,234 sq.ft.	$400,000	Airbnb cash on cash: 5.56% Traditional cash on cash: 3.59% Airbnb Rental Income: $3440 Traditional Rental Income: $1940 Airbnb ROI: 5.56% Traditional ROI: 3.59%
735 GAMEWELL AVENUE Maitland, FL Under contract-accepting backup offers. COZY, 2 bedroom, 1 bath, 1 car garage home with a ...	2 beds \| 1 baths \| 938 sq.ft.	$330,000	Airbnb cash on cash: 4.08% Traditional cash on cash: 3.65% Airbnb Rental Income: $2379 Traditional Rental Income: $1662 Airbnb ROI: 4.08% Traditional ROI: 3.65%

Vacation Rentals in Maitland

There are 51 vacation rental properties available for sale in the city of Maitland . The median list price of Airbnb properties available for sale in Maitland is $429,450 and the average price per square foot is $249. 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 51 Airbnb properties available for sale in Maitland.

In 2025, the best neighborhood to buy short term rental property is Maitland.

In November 2025, 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

2517 CAPER LANE #207

Maitland, FL

1 beds | 1 baths | 550 sq.ft.

$114,000

Airbnb cash on cash: 9.12%

Traditional cash on cash: 8.6%

Airbnb Rental Income: $1832

Traditional Rental Income: $1280

Airbnb ROI: 9.12%

Traditional ROI: 8.6%

1375 LAKE SHADOW CIRCLE #11208

Maitland, FL

2 beds | 1 baths | 898 sq.ft.

$195,000

Airbnb cash on cash: 4.65%

Traditional cash on cash: 2.79%

Airbnb Rental Income: $2379

Traditional Rental Income: $1449

Airbnb ROI: 4.65%

Traditional ROI: 2.79%

500 BANYON TREE CIRCLE #104

Maitland, FL

3 beds | 2 baths | 1,428 sq.ft.

$199,999

Airbnb cash on cash: 8.04%

Traditional cash on cash: 5.94%

Airbnb Rental Income: $3440

Traditional Rental Income: $2280

Airbnb ROI: 8.04%

Traditional ROI: 5.94%

2525 CAPER LANE #205

Maitland, FL

1 beds | 1 baths | 550 sq.ft.

$119,000

Airbnb cash on cash: 6.52%

Traditional cash on cash: 5.6%

Airbnb Rental Income: $1832

Traditional Rental Income: $1232

Airbnb ROI: 6.52%

Traditional ROI: 5.6%

1655 SUNNYSIDE DRIVE

Maitland, FL

3 beds | 2 baths | 1,418 sq.ft.

$725,000

Airbnb cash on cash: 1.5%

Traditional cash on cash: 0.97%

Airbnb Rental Income: $3440

Traditional Rental Income: $2319

Airbnb ROI: 1.5%

Traditional ROI: 0.97%

708 THUNDER TRAIL

Maitland, FL

4 beds | 2 baths | 1,907 sq.ft.

$650,000

Airbnb cash on cash: 4.18%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $5007

Traditional Rental Income: $3074

Airbnb ROI: 4.18%

Traditional ROI: 2.68%

249 SPARTAN DRIVE

Maitland, FL

4 beds | 2 baths | 1,579 sq.ft.

$345,000

Airbnb cash on cash: 9.75%

Traditional cash on cash: 4.51%

Airbnb Rental Income: $5007

Traditional Rental Income: $2287

Airbnb ROI: 9.75%

Traditional ROI: 4.51%

1000 WINDERLEY PLACE #222

Maitland, FL

2 beds | 2 baths | 1,164 sq.ft.

$309,000

Airbnb cash on cash: 3.79%

Traditional cash on cash: 3.62%

Airbnb Rental Income: $2379

Traditional Rental Income: $1743

Airbnb ROI: 3.79%