Airbnb Properties for Sale in Holiday, FL

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

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

Airbnb Single Family Residential For Sale in Holiday, FL

Search for Single Family Residential for Sale in Holiday, 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 65 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
2329 BARRACUDA COURT HOLIDAY, FL Imagine the opportunity to wake and enjoy your morning coffee with this majestic pond view...	3 beds \| 2 baths \| 1,740 sq.ft.	$344,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 3.24% Airbnb Rental Income: $3151 Traditional Rental Income: $2429 Airbnb ROI: 3.27% Traditional ROI: 3.24%
1028 Orca Court HOLIDAY, FL Investment opportunity with great tenants in place. Welcome to this beautifully updated 3-...	3 beds \| 2 baths \| 1,740 sq.ft.	$350,000	Airbnb cash on cash: 3.61% Traditional cash on cash: 3.59% Airbnb Rental Income: $3151 Traditional Rental Income: $2430 Airbnb ROI: 3.61% Traditional ROI: 3.59%
2511 INDIAN KEY DRIVE HOLIDAY, FL One or more photo(s) has been virtually staged. PRICE IMPROVEMENT \| NEW ROOF INSTALLED \| M...	4 beds \| 2 baths \| 2,027 sq.ft.	$410,000	Airbnb cash on cash: 6.34% Traditional cash on cash: 4.53% Airbnb Rental Income: $4419 Traditional Rental Income: $2798 Airbnb ROI: 6.34% Traditional ROI: 4.53%
2807 BANNER STONE COURT HOLIDAY, FL Welcome to this stunning 4-bedroom, 3-bathroom home located in the desirable Key Vista com...	4 beds \| 3 baths \| 2,188 sq.ft.	$499,000	Airbnb cash on cash: 5.14% Traditional cash on cash: 4.25% Airbnb Rental Income: $4419 Traditional Rental Income: $3079 Airbnb ROI: 5.14% Traditional ROI: 4.25%
4803 TRAFFORD ROAD HOLIDAY, FL This charming block home features a fenced backyard and a total of 1,402 square feet of li...	3 beds \| 2 baths \| 988 sq.ft.	$239,000	Airbnb cash on cash: 8.08% Traditional cash on cash: 5.58% Airbnb Rental Income: $3151 Traditional Rental Income: $1874 Airbnb ROI: 8.08% Traditional ROI: 5.58%
2115 ERIN DR HOLIDAY, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. **...	3 beds \| 2 baths \| 1,116 sq.ft.	$259,900	Airbnb cash on cash: 7.5% Traditional cash on cash: 5.81% Airbnb Rental Income: $3151 Traditional Rental Income: $2024 Airbnb ROI: 7.5% Traditional ROI: 5.81%
3426 COLDWELL DRIVE HOLIDAY, FL Discover your Florida retreat in the heart of Holiday Lake Estates! This beautifully refre...	4 beds \| 2 baths \| 1,116 sq.ft.	$300,000	Airbnb cash on cash: 9.91% Traditional cash on cash: 4.99% Airbnb Rental Income: $4419 Traditional Rental Income: $2102 Airbnb ROI: 9.91% Traditional ROI: 4.99%
3447 PALOMA DR HOLIDAY, FL Welcome to this meticulously maintained home offering 3 spacious bedrooms, 2 full bathroom...	3 beds \| 2 baths \| 1,628 sq.ft.	$310,000	Airbnb cash on cash: 6.67% Traditional cash on cash: 6.2% Airbnb Rental Income: $3151 Traditional Rental Income: $2302 Airbnb ROI: 6.67% Traditional ROI: 6.2%
3426 PINON DR HOLIDAY, FL One or more photo(s) has been virtually staged. Move In Ready in Holiday Lake Estates. Fr...	3 beds \| 1 baths \| 884 sq.ft.	$225,000	Airbnb cash on cash: 8.56% Traditional cash on cash: 5.08% Airbnb Rental Income: $3151 Traditional Rental Income: $1696 Airbnb ROI: 8.56% Traditional ROI: 5.08%
2153 Parrot Fish Drive HOLIDAY, FL Live the Florida lifestyle in this spacious, maintenance-free villa located just minutes f...	3 beds \| 2 baths \| 1,876 sq.ft.	$325,000	Airbnb cash on cash: 5.81% Traditional cash on cash: 5.65% Airbnb Rental Income: $3151 Traditional Rental Income: $2388 Airbnb ROI: 5.81% Traditional ROI: 5.65%
3427 CANTRELL STREET HOLIDAY, FL SELLER HAPPY TO CONTRIBUTE TO BUYERâS CLOSING COSTS! This charming 3-bedroom, 1-bath blo...	3 beds \| 1 baths \| 1,176 sq.ft.	$224,500	Airbnb cash on cash: 9.54% Traditional cash on cash: 7.19% Airbnb Rental Income: $3151 Traditional Rental Income: $1937 Airbnb ROI: 9.54% Traditional ROI: 7.19%
3518 MOOG Road HOLIDAY, FL Enjoy Florida living in this updated 3-bedroom, 2-bath home featuring a bright open layout...	3 beds \| 2 baths \| 1,514 sq.ft.	$289,900	Airbnb cash on cash: 6.86% Traditional cash on cash: 4.96% Airbnb Rental Income: $3151 Traditional Rental Income: $1917 Airbnb ROI: 6.86% Traditional ROI: 4.96%
1023 ORCA COURT HOLIDAY, FL GORGEOUS! GORGEOUS! GORGEOUS! Welcome to the Highly Sought-After Community of Gulfwinds! ...	3 beds \| 2 baths \| 1,740 sq.ft.	$379,500	Airbnb cash on cash: 3.15% Traditional cash on cash: 2.93% Airbnb Rental Income: $3151 Traditional Rental Income: $2360 Airbnb ROI: 3.15% Traditional ROI: 2.93%
2452 BIG PINE DRIVE HOLIDAY, FL Under contract-accepting backup offers. Stunning, move-in-ready, single-family home locate...	3 beds \| 2 baths \| 1,750 sq.ft.	$394,900	Airbnb cash on cash: 3.68% Traditional cash on cash: 3.51% Airbnb Rental Income: $3151 Traditional Rental Income: $2375 Airbnb ROI: 3.68% Traditional ROI: 3.51%
3238 MELA COURT HOLIDAY, FL 5 Bedroom, 3.5 Bath, 2 Story home located in the Gated Community of Vista Lakes, perfectl...	5 beds \| 4 baths \| 3,198 sq.ft.	$575,000	Airbnb cash on cash: 6.77% Traditional cash on cash: 5.32% Airbnb Rental Income: $6270 Traditional Rental Income: $4260 Airbnb ROI: 6.77% Traditional ROI: 5.32%
3138 DEERGRASS COURT HOLIDAY, FL Welcome to 3138 Deergrass Ct, nestled in the charming Glenwood of Gulf Trace neighborhood....	4 beds \| 3 baths \| 2,525 sq.ft.	$480,000	Airbnb cash on cash: 4.97% Traditional cash on cash: 2.9% Airbnb Rental Income: $4419 Traditional Rental Income: $2564 Airbnb ROI: 4.97% Traditional ROI: 2.9%
2310 WOOD POINTE DRIVE HOLIDAY, FL Under contract-accepting backup offers. PRICE JUST REDUCED........PRICED TO SELL! WELCOME ...	5 beds \| 3 baths \| 2,429 sq.ft.	$489,900	Airbnb cash on cash: 8.46% Traditional cash on cash: 4.73% Airbnb Rental Income: $6270 Traditional Rental Income: $3327 Airbnb ROI: 8.46% Traditional ROI: 4.73%
3124 LECANTO STREET HOLIDAY, FL Welcome Home!! Seller is offering a $5,000 buyer credit at closing with an accepted contra...	3 beds \| 1 baths \| 1,104 sq.ft.	$227,000	Airbnb cash on cash: 8.59% Traditional cash on cash: 5.48% Airbnb Rental Income: $3151 Traditional Rental Income: $1770 Airbnb ROI: 8.59% Traditional ROI: 5.48%
4627 TROPICAL LANE HOLIDAY, FL Where are you going to find an UPDATED 4 bedroom 2 bathroom home for 325,000? Are you look...	4 beds \| 2 baths \| 1,520 sq.ft.	$325,000	Airbnb cash on cash: 9.14% Traditional cash on cash: 4.12% Airbnb Rental Income: $4419 Traditional Rental Income: $1959 Airbnb ROI: 9.14% Traditional ROI: 4.12%
3628 NETTLE CREEK COURT HOLIDAY, FL Short Sale. Come take a look and make an offer today! Go ahead and discover this charming ...	3 beds \| 2 baths \| 1,693 sq.ft.	$349,999	Airbnb cash on cash: 4.52% Traditional cash on cash: 3.33% Airbnb Rental Income: $3151 Traditional Rental Income: $2046 Airbnb ROI: 4.52% Traditional ROI: 3.33%
2632 TUNG DRIVE HOLIDAY, FL Florida Living at Its Best! Welcome to this delightful 3-bedroom, 2-bathroom home in the ...	3 beds \| 2 baths \| 1,690 sq.ft.	$374,000	Airbnb cash on cash: 4.16% Traditional cash on cash: 2.88% Airbnb Rental Income: $3151 Traditional Rental Income: $1987 Airbnb ROI: 4.16% Traditional ROI: 2.88%
2641 BIG PINE DRIVE HOLIDAY, FL NEW PRICE! Welcome to your dream home in the highly sought-after Key Vista Community of Ho...	3 beds \| 2 baths \| 2,027 sq.ft.	$424,990	Airbnb cash on cash: 2.99% Traditional cash on cash: 2.33% Airbnb Rental Income: $3151 Traditional Rental Income: $2174 Airbnb ROI: 2.99% Traditional ROI: 2.33%
3814 HOLIDAY LAKE DRIVE HOLIDAY, FL Great Investment Opportunity â Income Property with Long-Term Tenant Potential! This 3-b...	3 beds \| 2 baths \| 1,283 sq.ft.	$275,000	Airbnb cash on cash: 6.83% Traditional cash on cash: 5.52% Airbnb Rental Income: $3151 Traditional Rental Income: $2099 Airbnb ROI: 6.83% Traditional ROI: 5.52%
1144 RUSHMORE DRIVE HOLIDAY, FL Welcome to a perfect blend of style, comfort, and modern living in beautiful Holiday, Flor...	2 beds \| 2 baths \| 1,028 sq.ft.	$250,000	Airbnb cash on cash: 4.24% Traditional cash on cash: 4.1% Airbnb Rental Income: $2176 Traditional Rental Income: $1590 Airbnb ROI: 4.24% Traditional ROI: 4.1%
3529 WINDHAM DRIVE HOLIDAY, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. We...	2 beds \| 2 baths \| 848 sq.ft.	$195,000	Airbnb cash on cash: 5.83% Traditional cash on cash: 5.32% Airbnb Rental Income: $2176 Traditional Rental Income: $1530 Airbnb ROI: 5.83% Traditional ROI: 5.32%
4911 BARTELT ROAD HOLIDAY, FL ALL MAINTENANCE ITEMS LIKE ROOF, A/C, ELETRICAL PANEL HAVE BEEN DONE, NEW ELECTRICAL OUTLE...	2 beds \| 2 baths \| 816 sq.ft.	$205,000	Airbnb cash on cash: 5.42% Traditional cash on cash: 4.71% Airbnb Rental Income: $2176 Traditional Rental Income: $1485 Airbnb ROI: 5.42% Traditional ROI: 4.71%
2614 HAWK ROOST COURT HOLIDAY, FL (MOTIVATED SELLER) Immaculate Move-In Ready Home in Sought-After Key Vista Community! Nes...	3 beds \| 3 baths \| 2,620 sq.ft.	$442,500	Airbnb cash on cash: 3.37% Traditional cash on cash: 2.75% Airbnb Rental Income: $3151 Traditional Rental Income: $2180 Airbnb ROI: 3.37% Traditional ROI: 2.75%
3640 RICHBORO DRIVE HOLIDAY, FL This property has new floors, new baseboards, kitchen cabinets, kitchen sink, plumbing und...	3 beds \| 2 baths \| 1,519 sq.ft.	$255,000	Airbnb cash on cash: 8.42% Traditional cash on cash: 5.51% Airbnb Rental Income: $3151 Traditional Rental Income: $1736 Airbnb ROI: 8.42% Traditional ROI: 5.51%
1441 SOLAR DRIVE HOLIDAY, FL Discover comfort and convenience in this inviting 2-bedroom, 1-bathroom residence located ...	2 beds \| 1 baths \| 960 sq.ft.	$195,000	Airbnb cash on cash: 6.23% Traditional cash on cash: 5.54% Airbnb Rental Income: $2176 Traditional Rental Income: $1496 Airbnb ROI: 6.23% Traditional ROI: 5.54%
3311 HEARTHSTONE COURT HOLIDAY, FL Your Private Retreat with New Roof & Entertainerâs Backyard! Welcome to a move-in ready ...	3 beds \| 2 baths \| 2,196 sq.ft.	$489,900	Airbnb cash on cash: 2.6% Traditional cash on cash: 1.64% Airbnb Rental Income: $3151 Traditional Rental Income: $1995 Airbnb ROI: 2.6% Traditional ROI: 1.64%
1426 GERARD LANE HOLIDAY, FL Welcome to 1426 Gerard! You are going to fall in love with this Fully Updated 3 Bedro...	3 beds \| 1 baths \| 1,004 sq.ft.	$252,500	Airbnb cash on cash: 8% Traditional cash on cash: 3.9% Airbnb Rental Income: $3151 Traditional Rental Income: $1459 Airbnb ROI: 8% Traditional ROI: 3.9%
1741 FAIRFIELD STREET HOLIDAY, FL Discover the perfect blend of comfort, flexibility, and income potential in this beautiful...	3 beds \| 2 baths \| 1,442 sq.ft.	$320,000	Airbnb cash on cash: 5.53% Traditional cash on cash: 3.42% Airbnb Rental Income: $3151 Traditional Rental Income: $1802 Airbnb ROI: 5.53% Traditional ROI: 3.42%
1551 DERRICK STREET HOLIDAY, FL No Flood Zone! No Damage from either storm! High and Dry! Beautiful Holiday Home Situat...	3 beds \| 3 baths \| 1,344 sq.ft.	$279,000	Airbnb cash on cash: 7.03% Traditional cash on cash: 6.94% Airbnb Rental Income: $3151 Traditional Rental Income: $2413 Airbnb ROI: 7.03% Traditional ROI: 6.94%
3049 MOOG ROAD HOLIDAY, FL Welcome to Florida living! Nestled in Beacon Square you will find this charming 2 bedroom,...	2 beds \| 1 baths \| 1,016 sq.ft.	$190,000	Airbnb cash on cash: 6.4% Traditional cash on cash: 6.13% Airbnb Rental Income: $2176 Traditional Rental Income: $1577 Airbnb ROI: 6.4% Traditional ROI: 6.13%
2105 SUGARBUSH DRIVE HOLIDAY, FL Welcome to your new home in the Forest Hills neighborhood, located near the Anclote River....	3 beds \| 2 baths \| 1,665 sq.ft.	$259,900	Airbnb cash on cash: 6.92% Traditional cash on cash: 6.44% Airbnb Rental Income: $3151 Traditional Rental Income: $2320 Airbnb ROI: 6.92% Traditional ROI: 6.44%
3525 EISENHOWER DRIVE HOLIDAY, FL One or more photo(s) has been virtually staged. Motivated Seller â Best Deal on a Pool H...	3 beds \| 2 baths \| 1,368 sq.ft.	$285,000	Airbnb cash on cash: 6.57% Traditional cash on cash: 6.21% Airbnb Rental Income: $3151 Traditional Rental Income: $2340 Airbnb ROI: 6.57% Traditional ROI: 6.21%
2611 EAGLE CREST COURT HOLIDAY, FL SELLER OFFERING 10k TOWARDS BUYERS CLOSING COSTS OR RATE BUY DOWN! Welcome to your dream h...	5 beds \| 3 baths \| 2,433 sq.ft.	$465,000	Airbnb cash on cash: 9.16% Traditional cash on cash: 4.4% Airbnb Rental Income: $6270 Traditional Rental Income: $2965 Airbnb ROI: 9.16% Traditional ROI: 4.4%
3539 ROCK ROYAL DRIVE HOLIDAY, FL One or more photo(s) has been virtually staged. Completely renovated in 2025, this beautif...	3 beds \| 2 baths \| 1,160 sq.ft.	$237,500	Airbnb cash on cash: 8.23% Traditional cash on cash: 6.65% Airbnb Rental Income: $3151 Traditional Rental Income: $2083 Airbnb ROI: 8.23% Traditional ROI: 6.65%
3406 HONEYMOON LANE HOLIDAY, FL This is truly one of the nicest and best-priced homes available in Holidayâfully renovat...	3 beds \| 2 baths \| 1,334 sq.ft.	$259,900	Airbnb cash on cash: 7.34% Traditional cash on cash: 6.26% Airbnb Rental Income: $3151 Traditional Rental Income: $2173 Airbnb ROI: 7.34% Traditional ROI: 6.26%
1415 YALE DRIVE HOLIDAY, FL BRAND NEW ROOF (May 2025) with Transferable Warranty! New AC 2021! New Security System 2...	3 beds \| 2 baths \| 1,490 sq.ft.	$275,000	Airbnb cash on cash: 7.18% Traditional cash on cash: 6.7% Airbnb Rental Income: $3151 Traditional Rental Income: $2315 Airbnb ROI: 7.18% Traditional ROI: 6.7%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Holiday, FL

2329 BARRACUDA COURT

HOLIDAY, FL

3 beds | 2 baths | 1,740 sq.ft.

$344,000

Airbnb cash on cash: 3.27%

Traditional cash on cash: 3.24%

Airbnb Rental Income: $3151

Traditional Rental Income: $2429

Airbnb ROI: 3.27%

Traditional ROI: 3.24%

1028 Orca Court

HOLIDAY, FL

3 beds | 2 baths | 1,740 sq.ft.

$350,000

Airbnb cash on cash: 3.61%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $3151

Traditional Rental Income: $2430

Airbnb ROI: 3.61%

Traditional ROI: 3.59%

2511 INDIAN KEY DRIVE

HOLIDAY, FL

4 beds | 2 baths | 2,027 sq.ft.

$410,000

Airbnb cash on cash: 6.34%

Traditional cash on cash: 4.53%

Airbnb Rental Income: $4419

Traditional Rental Income: $2798

Airbnb ROI: 6.34%

Traditional ROI: 4.53%

2807 BANNER STONE COURT

HOLIDAY, FL

4 beds | 3 baths | 2,188 sq.ft.

$499,000

Airbnb cash on cash: 5.14%

Traditional cash on cash: 4.25%

Airbnb Rental Income: $4419

Traditional Rental Income: $3079

Airbnb ROI: 5.14%

Traditional ROI: 4.25%

4803 TRAFFORD ROAD

HOLIDAY, FL

3 beds | 2 baths | 988 sq.ft.

$239,000

Airbnb cash on cash: 8.08%

Traditional cash on cash: 5.58%

Airbnb Rental Income: $3151

Traditional Rental Income: $1874

Airbnb ROI: 8.08%

Traditional ROI: 5.58%

2115 ERIN DR

HOLIDAY, FL

3 beds | 2 baths | 1,116 sq.ft.

$259,900

Airbnb cash on cash: 7.5%

Traditional cash on cash: 5.81%

Airbnb Rental Income: $3151

Traditional Rental Income: $2024

Airbnb ROI: 7.5%

Traditional ROI: 5.81%

3426 COLDWELL DRIVE

HOLIDAY, FL

4 beds | 2 baths | 1,116 sq.ft.

$300,000

Airbnb cash on cash: 9.91%

Traditional cash on cash: 4.99%

Airbnb Rental Income: $4419

Traditional Rental Income: $2102

Airbnb ROI: 9.91%

Traditional ROI: 4.99%

3447 PALOMA DR

HOLIDAY, FL

3 beds | 2 baths | 1,628 sq.ft.

$310,000

Airbnb cash on cash: 6.67%

Traditional cash on cash: 6.2%

Airbnb Rental Income: $3151

Traditional Rental Income: $2302

Airbnb ROI: 6.67%