Real Estate Investment Properties for Sale in Holiday, FL

Looking for investment property in Holiday, FL with high ROI ?

Explore a variety of short-term homes & houses in Holiday, FL. Invest wisely with VRBO & Holiday, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Condos for Sale in Holiday, FL

Search for Condo for Sale in Holiday, Florida. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 22 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
4345 TAHITIAN GARDENS CIRCLE #C HOLIDAY, FL JUST REDUCED! This two-bedroom, BATH & HALF condominium located at the back of a cul-de-sa...	2 beds \| 2 baths \| 825 sq.ft.	$143,500	Airbnb cash on cash: 8.05% Traditional cash on cash: 9.7% Airbnb Rental Income: $2176 Traditional Rental Income: $1851 Airbnb ROI: 8.05% Traditional ROI: 9.7%
3954 SAILMAKER LANE HOLIDAY, FL Welcome to the wonderful Holiday Lake Villas, a desirable and conveniently located 55+ com...	2 beds \| 2 baths \| 1,318 sq.ft.	$145,000	Airbnb cash on cash: 8.33% Traditional cash on cash: 11.73% Airbnb Rental Income: $2176 Traditional Rental Income: $2096 Airbnb ROI: 8.33% Traditional ROI: 11.73%
4355 TAHITIAN GARDENS CIRCLE #A HOLIDAY, FL THIS WAS RENOVATED FROM A 2 BEDROOM to a VERY LARGE 1 BEDROOM & LARGER PRIMARY BATHROOM! Y...	1 beds \| 1 baths \| 825 sq.ft.	$149,900	Airbnb cash on cash: 4.87% Traditional cash on cash: 7.06% Airbnb Rental Income: $1617 Traditional Rental Income: $1472 Airbnb ROI: 4.87% Traditional ROI: 7.06%
4352 TAHITIAN GARDENS CIRCLE #E HOLIDAY, FL *Turn-key, Furnished, & Updated* This home is located in the highly desirable commu...	2 beds \| 2 baths \| 842 sq.ft.	$148,000	Airbnb cash on cash: 6.72% Traditional cash on cash: 5.39% Airbnb Rental Income: $2176 Traditional Rental Income: $1436 Airbnb ROI: 6.72% Traditional ROI: 5.39%
4352 TAHITIAN GARDENS CIRCLE #M HOLIDAY, FL A NEW YEAR TREAT! Come see this IMMACULATE, WATERFRONT, 2-bedroom, bath and a half townhou...	2 beds \| 2 baths \| 842 sq.ft.	$179,900	Airbnb cash on cash: 6.61% Traditional cash on cash: 5.59% Airbnb Rental Income: $2176 Traditional Rental Income: $1451 Airbnb ROI: 6.61% Traditional ROI: 5.59%
3968 SAILMAKER LANE #3968 HOLIDAY, FL Lifestyle of your dreams! Maintenance free home, more time to play!****BEING SOLD FULLY FU...	2 beds \| 2 baths \| 1,318 sq.ft.	$159,900	Airbnb cash on cash: 2.87% Traditional cash on cash: 5.34% Airbnb Rental Income: $2176 Traditional Rental Income: $2001 Airbnb ROI: 2.87% Traditional ROI: 5.34%
3968 Sailmaker Lane HOLIDAY, FL Lifestyle of your dreams! Maintenance free home, more time to play!****BEING SOLD FULLY FU...	2 beds \| 2 baths \| 1,318 sq.ft.	$159,900	Airbnb cash on cash: 7.03% Traditional cash on cash: 11.21% Airbnb Rental Income: $2176 Traditional Rental Income: $2263 Airbnb ROI: 7.03% Traditional ROI: 11.21%
4349 TAHITIAN GARDENS CIRCLE #G HOLIDAY, FL FRESHLY PAINTED! NOT IN A FLOOD ZONE! Discover this bright and cheerful 1-bedroom condo in...	1 beds \| 1 baths \| 600 sq.ft.	$109,900	Airbnb cash on cash: 7.83% Traditional cash on cash: 9.75% Airbnb Rental Income: $1617 Traditional Rental Income: $1363 Airbnb ROI: 7.83% Traditional ROI: 9.75%
4137 EDGEWOOD DRIVE HOLIDAY, FL A MUST SEE spacious 2/2 condo located in the beautiful live oak tree setting of Edgewood a...	2 beds \| 2 baths \| 1,232 sq.ft.	$230,000	Airbnb cash on cash: 2.97% Traditional cash on cash: 4.28% Airbnb Rental Income: $2176 Traditional Rental Income: $1909 Airbnb ROI: 2.97% Traditional ROI: 4.28%
2727 FEATHERSTONE DRIVE #2727 HOLIDAY, FL GORGEOUS CONDO IN THE DESIRABLE GULF TRACE COMMUNITY! THIS SITS AT THE END OF A LARGE CUL ...	3 beds \| 2 baths \| 1,517 sq.ft.	$275,000	Airbnb cash on cash: 5.29% Traditional cash on cash: 4.8% Airbnb Rental Income: $3151 Traditional Rental Income: $2308 Airbnb ROI: 5.29% Traditional ROI: 4.8%
3849 STAYSAIL LANE HOLIDAY, FL Welcome to this beautifully updated one-story villa located at 3849 Staysail in Holiday. ...	2 beds \| 2 baths \| 1,318 sq.ft.	$149,900	Airbnb cash on cash: 4.5% Traditional cash on cash: 7.16% Airbnb Rental Income: $2176 Traditional Rental Income: $2006 Airbnb ROI: 4.5% Traditional ROI: 7.16%
4321 TAHITIAN GARDENS CIRCLE #A HOLIDAY, FL Welcome to paradise in this easy Florida living remodeled and updated condo with 2 bedroom...	2 beds \| 2 baths \| 768 sq.ft.	$125,000	Airbnb cash on cash: 7.78% Traditional cash on cash: 8.06% Airbnb Rental Income: $2176 Traditional Rental Income: $1658 Airbnb ROI: 7.78% Traditional ROI: 8.06%
3421 TRICON LANE #22 HOLIDAY, FL Welcome to a thoughtfully, UPGRADED ALL NEW INSIDE CONDO at 3421 Tricon Ln Unit 22 âa ho...	2 beds \| 1 baths \| 870 sq.ft.	$139,900	Airbnb cash on cash: 6.13% Traditional cash on cash: 5.13% Airbnb Rental Income: $2176 Traditional Rental Income: $1490 Airbnb ROI: 6.13% Traditional ROI: 5.13%
1020 BOWSPRIT LANE #X HOLIDAY, FL Do not miss this one! A rare and gorgeous two bedroom, two bath that overlooks the sparkli...	2 beds \| 2 baths \| 1,278 sq.ft.	$145,000	Airbnb cash on cash: 8.65% Traditional cash on cash: 11.23% Airbnb Rental Income: $2176 Traditional Rental Income: $1982 Airbnb ROI: 8.65% Traditional ROI: 11.23%
4324 TAHITIAN GARDENS CIRCLE #J HOLIDAY, FL WATERFRONT, 2-bedroom, bath-and-a-half condo in the gated 55+ community of Tahitian Garden...	2 beds \| 2 baths \| 825 sq.ft.	$151,500	Airbnb cash on cash: 8.34% Traditional cash on cash: 8.78% Airbnb Rental Income: $2176 Traditional Rental Income: $1688 Airbnb ROI: 8.34% Traditional ROI: 8.78%
3832 SAILMAKER LANE #3832 HOLIDAY, FL Beautiful 2 bedrooms, 2 bathrooms villa completely remodeled with 1 carport parking space ...	2 beds \| 2 baths \| 1,542 sq.ft.	$179,800	Airbnb cash on cash: 3.16% Traditional cash on cash: 7.06% Airbnb Rental Income: $2176 Traditional Rental Income: $2293 Airbnb ROI: 3.16% Traditional ROI: 7.06%
4359 TAHITIAN GARDENS CIRCLE #G HOLIDAY, FL Hidden Gem in a Gated 55+ Community! Discover comfort, style, and peace of mind in this b...	2 beds \| 2 baths \| 825 sq.ft.	$135,000	Airbnb cash on cash: 6.76% Traditional cash on cash: 7.32% Airbnb Rental Income: $2176 Traditional Rental Income: $1697 Airbnb ROI: 6.76% Traditional ROI: 7.32%
1121 BOWSPRIT LANE HOLIDAY, FL ChatGPT said: Welcome to 1121 Bowsprit Lane, nestled in the desirable Holiday Lake Vill...	2 beds \| 2 baths \| 1,296 sq.ft.	$139,999	Airbnb cash on cash: 5.74% Traditional cash on cash: 8.84% Airbnb Rental Income: $2176 Traditional Rental Income: $2040 Airbnb ROI: 5.74% Traditional ROI: 8.84%
4312 TAHITIAN GARDENS CIR #E HOLIDAY, FL Experience the tranquility of condominium living with serene water views at your doorstep....	2 beds \| 1 baths \| 768 sq.ft.	$149,900	Airbnb cash on cash: 8.47% Traditional cash on cash: 9.33% Airbnb Rental Income: $2176 Traditional Rental Income: $1747 Airbnb ROI: 8.47% Traditional ROI: 9.33%
4739 SUNNY LOOP #4739 HOLIDAY, FL Under contract-accepting backup offers. Welcome to this charming 2-bedroom, 2-bathroom vil...	2 beds \| 2 baths \| 975 sq.ft.	$149,900	Airbnb cash on cash: 9.28% Traditional cash on cash: 10.41% Airbnb Rental Income: $2176 Traditional Rental Income: $1786 Airbnb ROI: 9.28% Traditional ROI: 10.41%
1016 BOWSPRIT LANE HOLIDAY, FL Under contract-accepting backup offers. Move-in ready condo in the desirable Holiday Lake ...	2 beds \| 2 baths \| 1,114 sq.ft.	$130,000	Airbnb cash on cash: 9.34% Traditional cash on cash: 11.77% Airbnb Rental Income: $2176 Traditional Rental Income: $1929 Airbnb ROI: 9.34% Traditional ROI: 11.77%
1137 BOWSPRIT LANE #1137 HOLIDAY, FL Skip the stairs, forget the carpets, and step into effortless Florida living in this beaut...	2 beds \| 2 baths \| 1,114 sq.ft.	$149,000	Airbnb cash on cash: 9.42% Traditional cash on cash: 11.48% Airbnb Rental Income: $2176 Traditional Rental Income: $1918 Airbnb ROI: 9.42% Traditional ROI: 11.48%

Your search for investment property begins and ends here

Condos for Sale in Holiday, FL

4345 TAHITIAN GARDENS CIRCLE #C

HOLIDAY, FL

2 beds | 2 baths | 825 sq.ft.

$143,500

Airbnb cash on cash: 8.05%

Traditional cash on cash: 9.7%

Airbnb Rental Income: $2176

Traditional Rental Income: $1851

Airbnb ROI: 8.05%

Traditional ROI: 9.7%

3954 SAILMAKER LANE

HOLIDAY, FL

2 beds | 2 baths | 1,318 sq.ft.

$145,000

Airbnb cash on cash: 8.33%

Traditional cash on cash: 11.73%

Airbnb Rental Income: $2176

Traditional Rental Income: $2096

Airbnb ROI: 8.33%

Traditional ROI: 11.73%

4355 TAHITIAN GARDENS CIRCLE #A

HOLIDAY, FL

1 beds | 1 baths | 825 sq.ft.

$149,900

Airbnb cash on cash: 4.87%

Traditional cash on cash: 7.06%

Airbnb Rental Income: $1617

Traditional Rental Income: $1472

Airbnb ROI: 4.87%

Traditional ROI: 7.06%

4352 TAHITIAN GARDENS CIRCLE #E

HOLIDAY, FL

2 beds | 2 baths | 842 sq.ft.

$148,000

Airbnb cash on cash: 6.72%

Traditional cash on cash: 5.39%

Airbnb Rental Income: $2176

Traditional Rental Income: $1436

Airbnb ROI: 6.72%

Traditional ROI: 5.39%

4352 TAHITIAN GARDENS CIRCLE #M

HOLIDAY, FL

2 beds | 2 baths | 842 sq.ft.

$179,900

Airbnb cash on cash: 6.61%

Traditional cash on cash: 5.59%

Airbnb Rental Income: $2176

Traditional Rental Income: $1451

Airbnb ROI: 6.61%

Traditional ROI: 5.59%

3968 SAILMAKER LANE #3968

HOLIDAY, FL

2 beds | 2 baths | 1,318 sq.ft.

$159,900

Airbnb cash on cash: 2.87%

Traditional cash on cash: 5.34%

Airbnb Rental Income: $2176

Traditional Rental Income: $2001

Airbnb ROI: 2.87%

Traditional ROI: 5.34%

3968 Sailmaker Lane

HOLIDAY, FL

2 beds | 2 baths | 1,318 sq.ft.

$159,900

Airbnb cash on cash: 7.03%

Traditional cash on cash: 11.21%

Airbnb Rental Income: $2176

Traditional Rental Income: $2263

Airbnb ROI: 7.03%

Traditional ROI: 11.21%

4349 TAHITIAN GARDENS CIRCLE #G

HOLIDAY, FL

1 beds | 1 baths | 600 sq.ft.

$109,900

Airbnb cash on cash: 7.83%

Traditional cash on cash: 9.75%

Airbnb Rental Income: $1617

Traditional Rental Income: $1363

Airbnb ROI: 7.83%