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
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.	$605,000	Airbnb cash on cash: 3.98% Traditional cash on cash: 3.95% Airbnb Rental Income: $5007 Traditional Rental Income: $3970 Airbnb ROI: 3.98% Traditional ROI: 3.95%
361 HICKORY DRIVE Maitland, FL One or more photo(s) has been virtually staged. Welcome to 361 Hickory Drive, a truly spec...	3 beds \| 2 baths \| 1,407 sq.ft.	$369,000	Airbnb cash on cash: 5.74% Traditional cash on cash: 5.11% Airbnb Rental Income: $3440 Traditional Rental Income: $2459 Airbnb ROI: 5.74% Traditional ROI: 5.11%
830 FAITH STREET Maitland, FL Under contract-accepting backup offers. Beautifully renovated 3-bedroom, 2-bathroom home f...	3 beds \| 2 baths \| 1,577 sq.ft.	$525,000	Airbnb cash on cash: 2.97% Traditional cash on cash: 2.64% Airbnb Rental Income: $3440 Traditional Rental Income: $2518 Airbnb ROI: 2.97% Traditional ROI: 2.64%
354 HICKORY DRIVE Maitland, FL Multiple offers received, asking for highest and best before Sunday, April 19th at 5pm! We...	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	4 beds \| 3 baths \| 3,019 sq.ft.	$1,100,000	Airbnb cash on cash: 1.77% Traditional cash on cash: 1.63% Airbnb Rental Income: $5007 Traditional Rental Income: $3840 Airbnb ROI: 1.77% Traditional ROI: 1.63%
2642 BROOKSIDE COURT Maitland, FL Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a ...	4 beds \| 2 baths \| 2,360 sq.ft.	$640,000	Airbnb cash on cash: 4.59% Traditional cash on cash: 2.9% Airbnb Rental Income: $5007 Traditional Rental Income: $2974 Airbnb ROI: 4.59% Traditional ROI: 2.9%
1662 BOBTAIL DRIVE Maitland, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. We...	5 beds \| 3 baths \| 2,398 sq.ft.	$525,000	Airbnb cash on cash: 6.7% Traditional cash on cash: 3.77% Airbnb Rental Income: $5533 Traditional Rental Income: $2983 Airbnb ROI: 6.7% Traditional ROI: 3.77%
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%
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: 3.81% Airbnb Rental Income: $3440 Traditional Rental Income: $2485 Airbnb ROI: 4.45% Traditional ROI: 3.81%
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: 4.19% Airbnb Rental Income: $3440 Traditional Rental Income: $2401 Airbnb ROI: 4.89% Traditional ROI: 4.19%
1913 POINSETTA LANE Maitland, FL Priced to Sell \| Renovated Pool Home in Prime Maitland Location This thoughtfully refreshe...	4 beds \| 2 baths \| 1,664 sq.ft.	$399,900	Airbnb cash on cash: 8.99% Traditional cash on cash: 5.94% Airbnb Rental Income: $5007 Traditional Rental Income: $2841 Airbnb ROI: 8.99% Traditional ROI: 5.94%
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 DRIVE Maitland, FL Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, ...	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%
2065 DERBYSHIRE ROAD Maitland, FL Beautifully renovated and move-in ready, this 3-bedroom, 2-bath home offers modern design ...	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 LANE 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%
2466 FIELDINGWOOD ROAD Maitland, FL Welcome to 2466 Fieldingwood Rd, a fully re-imagined pool home in Maitland, FL. This 4 ...	4 beds \| 2 baths \| 1,765 sq.ft.	$599,000	Airbnb cash on cash: 5.67% Traditional cash on cash: 3.52% Airbnb Rental Income: $5007 Traditional Rental Income: $2778 Airbnb ROI: 5.67% Traditional ROI: 3.52%
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.	$555,000	Airbnb cash on cash: 6.16% Traditional cash on cash: 5.01% Airbnb Rental Income: $5007 Traditional Rental Income: $3387 Airbnb ROI: 6.16% Traditional ROI: 5.01%
1140 S ORLANDO AVENUE #F-1 Maitland, FL This condo was completely renovated in 2023 and is located in one of the best spots within...	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%
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 BOULEVARD 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%
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%
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%
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.	$570,000	Airbnb cash on cash: 5.94% Traditional cash on cash: 4.61% Airbnb Rental Income: $5007 Traditional Rental Income: $3272 Airbnb ROI: 5.94% Traditional ROI: 4.61%
2426 BRANCH WAY #200 Maitland, FL Welcome to this well-located condominium in Maitland, featuring fresh interior paint, bran...	1 beds \| 1 baths \| 550 sq.ft.	$105,000	Airbnb cash on cash: 7.47% Traditional cash on cash: 6.43% Airbnb Rental Income: $1832 Traditional Rental Income: $1232 Airbnb ROI: 7.47% Traditional ROI: 6.43%
2600 MOHAWK TRAIL Maitland, FL Dommerich Hills â Maitland Positioned in the heart of Maitland, this inviting single-...	4 beds \| 3 baths \| 2,265 sq.ft.	$669,000	Airbnb cash on cash: 4.78% Traditional cash on cash: 4.44% Airbnb Rental Income: $5007 Traditional Rental Income: $3768 Airbnb ROI: 4.78% Traditional ROI: 4.44%
1241 Manchester Road Maitland, FL Step into this beautifully renovated 4-bedroom, 2-bathroom home located in the heart of Ma...	4 beds \| 2 baths \| 2,038 sq.ft.	$625,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 3.04% Airbnb Rental Income: $5007 Traditional Rental Income: $2844 Airbnb ROI: 4.99% Traditional ROI: 3.04%
551 RUFFEL STREET Maitland, FL Situated at the end of a cul-de-sac in the Eatonville/Maitland area, this home offers a gr...	3 beds \| 2 baths \| 1,162 sq.ft.	$304,999	Airbnb cash on cash: 7.87% Traditional cash on cash: 6.79% Airbnb Rental Income: $3440 Traditional Rental Income: $2369 Airbnb ROI: 7.87% Traditional ROI: 6.79%
410 POPLAR COURT Maitland, FL Charming three bedroom, two bath home in the heart of Maitland! This thoughtfully updated ...	3 beds \| 2 baths \| 1,254 sq.ft.	$345,000	Airbnb cash on cash: 5.62% Traditional cash on cash: 4.45% Airbnb Rental Income: $3440 Traditional Rental Income: $2299 Airbnb ROI: 5.62% Traditional ROI: 4.45%
1776 BOBTAIL DRIVE Maitland, FL Welcome to 1776 Bobtail Drive â the kind of home that doesnât just check boxesâ¦ it c...	4 beds \| 3 baths \| 2,344 sq.ft.	$524,999	Airbnb cash on cash: 6.4% Traditional cash on cash: 4.56% Airbnb Rental Income: $5007 Traditional Rental Income: $3079 Airbnb ROI: 6.4% Traditional ROI: 4.56%
2809 WAUMPI TRAIL Maitland, FL Completely Remodeled 2026 \| Single-Story \| Split Floorplan \| The redesigned kitchen featur...	5 beds \| 3 baths \| 2,330 sq.ft.	$745,000	Airbnb cash on cash: 4.38% Traditional cash on cash: 2.87% Airbnb Rental Income: $5533 Traditional Rental Income: $3378 Airbnb ROI: 4.38% Traditional ROI: 2.87%

Vacation Rentals in Maitland

There are 31 vacation rental properties available for sale in the city of Maitland . The median list price of Airbnb properties available for sale in Maitland is $549,750 and the average price per square foot is $295. 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 31 Airbnb properties available for sale in Maitland.

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

In April 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

448 STONEWOOD LANE

Maitland, FL

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

$605,000

Airbnb cash on cash: 3.98%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $5007

Traditional Rental Income: $3970

Airbnb ROI: 3.98%

Traditional ROI: 3.95%

361 HICKORY DRIVE

Maitland, FL

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

$369,000

Airbnb cash on cash: 5.74%

Traditional cash on cash: 5.11%

Airbnb Rental Income: $3440

Traditional Rental Income: $2459

Airbnb ROI: 5.74%

Traditional ROI: 5.11%

830 FAITH STREET

Maitland, FL

3 beds | 2 baths | 1,577 sq.ft.

$525,000

Airbnb cash on cash: 2.97%

Traditional cash on cash: 2.64%

Airbnb Rental Income: $3440

Traditional Rental Income: $2518

Airbnb ROI: 2.97%

Traditional ROI: 2.64%

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

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

$1,100,000

Airbnb cash on cash: 1.77%

Traditional cash on cash: 1.63%

Airbnb Rental Income: $5007

Traditional Rental Income: $3840

Airbnb ROI: 1.77%

Traditional ROI: 1.63%

2642 BROOKSIDE COURT

Maitland, FL

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

$640,000

Airbnb cash on cash: 4.59%

Traditional cash on cash: 2.9%

Airbnb Rental Income: $5007

Traditional Rental Income: $2974

Airbnb ROI: 4.59%

Traditional ROI: 2.9%

1662 BOBTAIL DRIVE

Maitland, FL

5 beds | 3 baths | 2,398 sq.ft.

$525,000

Airbnb cash on cash: 6.7%

Traditional cash on cash: 3.77%

Airbnb Rental Income: $5533

Traditional Rental Income: $2983

Airbnb ROI: 6.7%

Traditional ROI: 3.77%

1291 OXFORD ROAD

Maitland, FL

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%