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
1281 Wellington Ter Maitland, FL 1281 Wellington Ter, Maitland, FL 32751 \| Single Family Residential	4 beds \| 3 baths \| 2,931 sq.ft.	$979,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 1.39% Airbnb Rental Income: $5007 Traditional Rental Income: $3128 Airbnb ROI: 2.33% Traditional ROI: 1.39%
824 TOWN CIRCLE #101 Maitland, FL Move-in ready two story townhome. This beautifully updated 3 bd 2.5 ba corner unit is loca...	3 beds \| 3 baths \| 1,565 sq.ft.	$264,990	Airbnb cash on cash: 6.1% Traditional cash on cash: 4.93% Airbnb Rental Income: $3440 Traditional Rental Income: $2385 Airbnb ROI: 6.1% Traditional ROI: 4.93%
921 N Thistle Ln Maitland, FL So much potential! Located on a premium 1/4 acre lot, this 3 bed/2 bath home is set back f...	4 beds \| 3 baths \| 2,300 sq.ft.	$1,049,000	Airbnb cash on cash: 2.81% Traditional cash on cash: 1.8% Airbnb Rental Income: $5007 Traditional Rental Income: $2999 Airbnb ROI: 2.81% Traditional ROI: 1.8%
448 STONEWOOD LANE Maitland, FL One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4-b...	4 beds \| 3 baths \| 3,308 sq.ft.	$624,990	Airbnb cash on cash: 3.82% Traditional cash on cash: 3.8% Airbnb Rental Income: $5007 Traditional Rental Income: $3970 Airbnb ROI: 3.82% Traditional ROI: 3.8%
361 HICKORY DRIVE Maitland, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. We...	3 beds \| 2 baths \| 1,407 sq.ft.	$349,000	Airbnb cash on cash: 6.12% Traditional cash on cash: 5.46% Airbnb Rental Income: $3440 Traditional Rental Income: $2459 Airbnb ROI: 6.12% Traditional ROI: 5.46%
354 HICKORY DRIVE Maitland, FL Under contract-accepting backup offers. Multiple offers received, asking for highest and b...	3 beds \| 2 baths \| 1,395 sq.ft.	$375,000	Airbnb cash on cash: 5.58% Traditional cash on cash: 3.89% Airbnb Rental Income: $3440 Traditional Rental Income: $2082 Airbnb ROI: 5.58% Traditional ROI: 3.89%
1665 KING ARTHUR CIRCLE Maitland, FL Under contract-accepting backup offers. 1665 King Arthur Circle	5 beds \| 3 baths \| 3,019 sq.ft.	$1,100,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 1.63% Airbnb Rental Income: $5533 Traditional Rental Income: $3840 Airbnb ROI: 2.19% Traditional ROI: 1.63%
2642 BROOKSIDE COURT Maitland, FL Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a ...	5 beds \| 2 baths \| 2,360 sq.ft.	$629,000	Airbnb cash on cash: 5.43% Traditional cash on cash: 2.96% Airbnb Rental Income: $5533 Traditional Rental Income: $2974 Airbnb ROI: 5.43% Traditional ROI: 2.96%
612 Green Meadow Ave Maitland, FL Welcome to a home that doesnât just check boxes â it supports your lifestyle. Tucked i...	3 beds \| 2 baths \| 1,707 sq.ft.	$500,000	Airbnb cash on cash: 3.43% Traditional cash on cash: 2.82% Airbnb Rental Income: $3440 Traditional Rental Income: $2396 Airbnb ROI: 3.43% Traditional ROI: 2.82%
2150 Tortoise Shell Dr Maitland, FL One or more photo(s) has been virtually staged. Perfect starter home nestled in the heart ...	3 beds \| 2 baths \| 1,512 sq.ft.	$429,900	Airbnb cash on cash: 4.45% Traditional cash on cash: 3.7% Airbnb Rental Income: $3440 Traditional Rental Income: $2378 Airbnb ROI: 4.45% Traditional ROI: 3.7%
1291 OXFORD ROAD Maitland, FL Welcome to this thoughtfully updated one-story home in the established community of Englis...	3 beds \| 2 baths \| 1,370 sq.ft.	$459,000	Airbnb cash on cash: 4.35% Traditional cash on cash: 3.78% Airbnb Rental Income: $3440 Traditional Rental Income: $2434 Airbnb ROI: 4.35% Traditional ROI: 3.78%
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.	$719,000	Airbnb cash on cash: 3.95% Traditional cash on cash: 3.32% Airbnb Rental Income: $5007 Traditional Rental Income: $3559 Airbnb ROI: 3.95% Traditional ROI: 3.32%
1230 Hollyridge Trl Maitland, FL Under contract-accepting backup offers. *** Unique private paradise in Dommerich â back ...	3 beds \| 2 baths \| 1,641 sq.ft.	$534,900	Airbnb cash on cash: 3.82% Traditional cash on cash: 3.6% Airbnb Rental Income: $3440 Traditional Rental Income: $2567 Airbnb ROI: 3.82% Traditional ROI: 3.6%
385 Lime St 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: 4.19% Airbnb Rental Income: $3440 Traditional Rental Income: $2401 Airbnb ROI: 4.89% Traditional ROI: 4.19%
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.	$549,750	Airbnb cash on cash: 5.04% Traditional cash on cash: 3.45% Airbnb Rental Income: $5007 Traditional Rental Income: $3169 Airbnb ROI: 5.04% Traditional ROI: 3.45%
1074 Hamlet Dr 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: 5.91% Airbnb Rental Income: $3440 Traditional Rental Income: $2262 Airbnb ROI: 7.35% Traditional ROI: 5.91%
2514 Tuscarora Trl Maitland, FL Welcome Home to Your Private Lakeside Oasis! ? Step into the lifestyle youâve been drea...	4 beds \| 2 baths \| 3,000 sq.ft.	$745,000	Airbnb cash on cash: 4.02% Traditional cash on cash: 3.53% Airbnb Rental Income: $5007 Traditional Rental Income: $3645 Airbnb ROI: 4.02% Traditional ROI: 3.53%
2065 DERBYSHIRE ROAD Maitland, FL Under contract-accepting backup offers. Beautifully renovated and move-in ready, this 3-be...	3 beds \| 2 baths \| 1,430 sq.ft.	$449,990	Airbnb cash on cash: 4.78% Traditional cash on cash: 4.39% Airbnb Rental Income: $3440 Traditional Rental Income: $2510 Airbnb ROI: 4.78% Traditional ROI: 4.39%
67 Cypress Ln Maitland, FL Welcome to 67 Cypress Lane, a stunning single-owner custom residence nestled among majesti...	4 beds \| 3 baths \| 2,292 sq.ft.	$1,130,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 1.75% Airbnb Rental Income: $5007 Traditional Rental Income: $3379 Airbnb ROI: 2.33% Traditional ROI: 1.75%
1033 Hamlet Dr Maitland, FL 1033 Hamlet Dr, Maitland, FL 32751 \| Single Family Residential	3 beds \| 2 baths \| 1,146 sq.ft.	$350,000	Airbnb cash on cash: 5.81% Traditional cash on cash: 3.98% Airbnb Rental Income: $3440 Traditional Rental Income: $2078 Airbnb ROI: 5.81% Traditional ROI: 3.98%
2453 Worthington Rd Maitland, FL 2453 Worthington Rd, Maitland, FL 32751 \| Single Family Residential	4 beds \| 2 baths \| 1,959 sq.ft.	$585,000	Airbnb cash on cash: 5.24% Traditional cash on cash: 2.7% Airbnb Rental Income: $5007 Traditional Rental Income: $2598 Airbnb ROI: 5.24% Traditional ROI: 2.7%
1000 Winderley Pl #239 Maitland, FL 1000 Winderley Pl #239, Maitland, FL 32751 \| Condo/Coop	2 beds \| 2 baths \| 1,164 sq.ft.	$299,000	Airbnb cash on cash: 2.09% Traditional cash on cash: 2.02% Airbnb Rental Income: $2379 Traditional Rental Income: $1774 Airbnb ROI: 2.09% Traditional ROI: 2.02%
791 Sequoia Trl Maitland, FL 791 Sequoia Trl, Maitland, FL 32751 \| Single Family Residential	5 beds \| 3 baths \| 4,144 sq.ft.	$1,100,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 1.91% Airbnb Rental Income: $5533 Traditional Rental Income: $3972 Airbnb ROI: 2.35% Traditional ROI: 1.91%
1695 E Horatio Ave Maitland, FL 1695 E Horatio Ave, Maitland, FL 32751 \| Single Family Residential	4 beds \| 2 baths \| 1,939 sq.ft.	$529,000	Airbnb cash on cash: 5.99% Traditional cash on cash: 3.16% Airbnb Rental Income: $5007 Traditional Rental Income: $2586 Airbnb ROI: 5.99% Traditional ROI: 3.16%
1631 Indian Dance Ct Maitland, FL 1631 Indian Dance Ct, Maitland, FL 32751 \| Single Family Residential	5 beds \| N/A baths \| 4,110 sq.ft.	$849,900	Airbnb cash on cash: 3.59% Traditional cash on cash: 2.08% Airbnb Rental Income: $5533 Traditional Rental Income: $3229 Airbnb ROI: 3.59% Traditional ROI: 2.08%
2570 DERBYSHIRE BOULEVARD Maitland, FL One or more photo(s) has been virtually staged. Welcome to 2570 Derbyshire Blvd, a fully t...	4 beds \| 3 baths \| 1,857 sq.ft.	$545,000	Airbnb cash on cash: 6.29% Traditional cash on cash: 5.12% Airbnb Rental Income: $5007 Traditional Rental Income: $3387 Airbnb ROI: 6.29% Traditional ROI: 5.12%
1321 Benevolent St Maitland, FL 1321 Benevolent St, Maitland, FL 32751 \| Townhouse	3 beds \| 2 baths \| 1,751 sq.ft.	$369,000	Airbnb cash on cash: 3.91% Traditional cash on cash: 1.71% Airbnb Rental Income: $3440 Traditional Rental Income: $1915 Airbnb ROI: 3.91% Traditional ROI: 1.71%
1140 S ORLANDO AVENUE #F-1 Maitland, FL Under contract-accepting backup offers. This condo was completely renovated in 2023 and is...	2 beds \| 2 baths \| 816 sq.ft.	$385,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 0.78% Airbnb Rental Income: $2379 Traditional Rental Income: $1661 Airbnb ROI: 1.15% Traditional ROI: 0.78%
1275 Lake Shadow Cir #13206 Maitland, FL 1275 Lake Shadow Cir #13206, Maitland, FL 32751 \| Condo/Coop	1 beds \| 1 baths \| 672 sq.ft.	$157,500	Airbnb cash on cash: 3.44% Traditional cash on cash: 2.51% Airbnb Rental Income: $1832 Traditional Rental Income: $1198 Airbnb ROI: 3.44% Traditional ROI: 2.51%
2837 Shadow View Cir #2837 Maitland, FL 2837 Shadow View Cir #2837, Maitland, FL 32751 \| Condo/Coop	2 beds \| 2 baths \| 1,280 sq.ft.	$225,000	Airbnb cash on cash: 3.57% Traditional cash on cash: 3.1% Airbnb Rental Income: $2379 Traditional Rental Income: $1695 Airbnb ROI: 3.57% Traditional ROI: 3.1%
1140 S ORLANDO AVENUE #E13 Maitland, FL Under contract-accepting backup offers. Welcome to Lake Maitland Terrace Condominiums â ...	2 beds \| 1 baths \| 816 sq.ft.	$245,000	Airbnb cash on cash: 2.41% Traditional cash on cash: 1.19% Airbnb Rental Income: $2379 Traditional Rental Income: $1511 Airbnb ROI: 2.41% Traditional ROI: 1.19%
1741 Lyndale Blvd Maitland, FL Charming Newly Renovated Bungalow in Prime Maitland Location â Move-In Ready with Endles...	3 beds \| 2 baths \| 1,495 sq.ft.	$739,990	Airbnb cash on cash: 1.78% Traditional cash on cash: 1.71% Airbnb Rental Income: $3440 Traditional Rental Income: $2634 Airbnb ROI: 1.78% Traditional ROI: 1.71%
1140 S Orlando Ave #F11 Maitland, FL 1140 S Orlando Ave #F11, Maitland, FL 32751 \| Condo/Coop	2 beds \| 1 baths \| 816 sq.ft.	$349,000	Airbnb cash on cash: 1.44% Traditional cash on cash: -0.04% Airbnb Rental Income: $2379 Traditional Rental Income: $1306 Airbnb ROI: 1.44% Traditional ROI: -0.04%
1817 BRAELOCH COURT Maitland, FL Under contract-accepting backup offers. Welcome to this stunning home in Maitland, located...	4 beds \| 3 baths \| 2,872 sq.ft.	$974,900	Airbnb cash on cash: 2.65% Traditional cash on cash: 2.29% Airbnb Rental Income: $5007 Traditional Rental Income: $3658 Airbnb ROI: 2.65% Traditional ROI: 2.29%
140 E Faith Ter Maitland, FL 140 E Faith Ter, Maitland, FL 32751 \| Single Family Residential	4 beds \| 3 baths \| 2,748 sq.ft.	$525,000	Airbnb cash on cash: 6.05% Traditional cash on cash: 4.95% Airbnb Rental Income: $5007 Traditional Rental Income: $3448 Airbnb ROI: 6.05% Traditional ROI: 4.95%
2040 Geronimo Trl Maitland, FL 2040 Geronimo Trl, Maitland, FL 32751 \| Single Family Residential	3 beds \| 2 baths \| 2,375 sq.ft.	$799,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 1.07% Airbnb Rental Income: $3440 Traditional Rental Income: $2289 Airbnb ROI: 1.59% Traditional ROI: 1.07%
320 White Oak Cir Maitland, FL 320 White Oak Cir, Maitland, FL 32751 \| Single Family Residential	4 beds \| 2 baths \| 2,681 sq.ft.	$849,000	Airbnb cash on cash: 2.99% Traditional cash on cash: 0.96% Airbnb Rental Income: $5007 Traditional Rental Income: $2377 Airbnb ROI: 2.99% Traditional ROI: 0.96%
150 SENECA TRAIL Maitland, FL Under contract-accepting backup offers. In the heart of Dommerich, this thoughtfully renov...	4 beds \| 3 baths \| 2,221 sq.ft.	$745,000	Airbnb cash on cash: 3.18% Traditional cash on cash: 1.93% Airbnb Rental Income: $5007 Traditional Rental Income: $3113 Airbnb ROI: 3.18% Traditional ROI: 1.93%
2801 Waumpi Trl Maitland, FL 2801 Waumpi Trl, Maitland, FL 32751 \| Single Family Residential	5 beds \| 3 baths \| 2,836 sq.ft.	$864,900	Airbnb cash on cash: 3.49% Traditional cash on cash: 1.67% Airbnb Rental Income: $5533 Traditional Rental Income: $2956 Airbnb ROI: 3.49% Traditional ROI: 1.67%
623 GREEN MEADOW AVENUE Maitland, FL Welcome to this two-owner concrete block home offering the perfect blend of comfort, chara...	4 beds \| 2 baths \| 1,909 sq.ft.	$525,000	Airbnb cash on cash: 6.53% Traditional cash on cash: 5.08% Airbnb Rental Income: $5007 Traditional Rental Income: $3272 Airbnb ROI: 6.53% Traditional ROI: 5.08%

Vacation Rentals in Maitland

There are 68 vacation rental properties available for sale in the city of Maitland . The median list price of Airbnb properties available for sale in Maitland is $555,000 and the average price per square foot is $262. The cash on cash return on vacation rentals in Maitland is 3.00%. 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 68 Airbnb properties available for sale in Maitland.

In 2026, the best neighborhood to buy short term rental property is Maitland.

In May 2026, 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

1281 Wellington Ter

Maitland, FL

4 beds | 3 baths | 2,931 sq.ft.

$979,000

Airbnb cash on cash: 2.33%

Traditional cash on cash: 1.39%

Airbnb Rental Income: $5007

Traditional Rental Income: $3128

Airbnb ROI: 2.33%

Traditional ROI: 1.39%

824 TOWN CIRCLE #101

Maitland, FL

3 beds | 3 baths | 1,565 sq.ft.

$264,990

Airbnb cash on cash: 6.1%

Traditional cash on cash: 4.93%

Airbnb Rental Income: $3440

Traditional Rental Income: $2385

Airbnb ROI: 6.1%

Traditional ROI: 4.93%

921 N Thistle Ln

Maitland, FL

4 beds | 3 baths | 2,300 sq.ft.

$1,049,000

Airbnb cash on cash: 2.81%

Traditional cash on cash: 1.8%

Airbnb Rental Income: $5007

Traditional Rental Income: $2999

Airbnb ROI: 2.81%

Traditional ROI: 1.8%

448 STONEWOOD LANE

Maitland, FL

4 beds | 3 baths | 3,308 sq.ft.

$624,990

Airbnb cash on cash: 3.82%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $5007

Traditional Rental Income: $3970

Airbnb ROI: 3.82%

Traditional ROI: 3.8%

361 HICKORY DRIVE

Maitland, FL

3 beds | 2 baths | 1,407 sq.ft.

$349,000

Airbnb cash on cash: 6.12%

Traditional cash on cash: 5.46%

Airbnb Rental Income: $3440

Traditional Rental Income: $2459

Airbnb ROI: 6.12%

Traditional ROI: 5.46%

354 HICKORY DRIVE

Maitland, FL

3 beds | 2 baths | 1,395 sq.ft.

$375,000

Airbnb cash on cash: 5.58%

Traditional cash on cash: 3.89%

Airbnb Rental Income: $3440

Traditional Rental Income: $2082

Airbnb ROI: 5.58%

Traditional ROI: 3.89%

1665 KING ARTHUR CIRCLE

Maitland, FL

5 beds | 3 baths | 3,019 sq.ft.

$1,100,000

Airbnb cash on cash: 2.19%

Traditional cash on cash: 1.63%

Airbnb Rental Income: $5533

Traditional Rental Income: $3840

Airbnb ROI: 2.19%

Traditional ROI: 1.63%

2642 BROOKSIDE COURT

Maitland, FL

5 beds | 2 baths | 2,360 sq.ft.

$629,000

Airbnb cash on cash: 5.43%

Traditional cash on cash: 2.96%

Airbnb Rental Income: $5533

Traditional Rental Income: $2974

Airbnb ROI: 5.43%