Airbnb Properties for Sale in Winter Haven, FL

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

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

Airbnb For Sale in Winter Haven, FL

Q: How to get Winter-haven, FL Airbnb data?

Airbnb data on vacation rentals in Winter-haven, FL is available at Mashvisor. You can access data such as listings, real-time pricing trends, Winter-haven, FL market insights, guest information and booking details, seasonality trends and historical Winter-haven, FL Airbnb performance data .

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
135 ELOISE OAKS DRIVE Winter Haven, FL Motivated Sellers! This impeccably maintained 3-bedroom, 2-bathroom custom home is packe...	3 beds \| 2 baths \| 1,866 sq.ft.	$389,900	Airbnb cash on cash: 6.16% Traditional cash on cash: 3.94% Airbnb Rental Income: $4015 Traditional Rental Income: $2345 Airbnb ROI: 6.16% Traditional ROI: 3.94%
610 20TH STREET SW Winter Haven, FL One or more photo(s) has been virtually staged. BACK ON MARKET! 2017 ROOF, 2024 Interior P...	3 beds \| 2 baths \| 2,181 sq.ft.	$298,000	Airbnb cash on cash: 8.34% Traditional cash on cash: 6.69% Airbnb Rental Income: $4015 Traditional Rental Income: $2693 Airbnb ROI: 8.34% Traditional ROI: 6.69%
261 GERBER DAIRY ROAD Winter Haven, FL Under contract-accepting backup offers. Welcome Home! This beautifully remodeled 4 Bedroom...	4 beds \| 2 baths \| 2,139 sq.ft.	$599,900	Airbnb cash on cash: 5.51% Traditional cash on cash: 2.77% Airbnb Rental Income: $5016 Traditional Rental Income: $2458 Airbnb ROI: 5.51% Traditional ROI: 2.77%
625 KINGS LANE SW Winter Haven, FL Welcome to your future haven. This property boasts a fresh, neutral color paint scheme bot...	2 beds \| 2 baths \| 979 sq.ft.	$232,000	Airbnb cash on cash: 7.8% Traditional cash on cash: 5.91% Airbnb Rental Income: $2962 Traditional Rental Income: $1863 Airbnb ROI: 7.8% Traditional ROI: 5.91%
1963 8TH STREET SE Winter Haven, FL Under contract-accepting backup offers. This POOL house exudes mid-century charm, features...	3 beds \| 2 baths \| 1,759 sq.ft.	$325,900	Airbnb cash on cash: 8.32% Traditional cash on cash: 5.94% Airbnb Rental Income: $4015 Traditional Rental Income: $2428 Airbnb ROI: 8.32% Traditional ROI: 5.94%
3711 JULIUS ESTATES BOULEVARD Winter Haven, FL SELLER OFFERING $5,000 TO BUYERS CLOSING COSTS. This newly renovated home features 4 ...	4 beds \| 2 baths \| 1,842 sq.ft.	$342,000	Airbnb cash on cash: 9.54% Traditional cash on cash: 4.26% Airbnb Rental Income: $5016 Traditional Rental Income: $2295 Airbnb ROI: 9.54% Traditional ROI: 4.26%
101 SUGAR CREEK ROAD Winter Haven, FL LOCATION LOCATION!!! This beautiful 3 bedroom 2 bathroom brick home spans over 2400 sq ft ...	3 beds \| 2 baths \| 1,581 sq.ft.	$369,900	Airbnb cash on cash: 7.19% Traditional cash on cash: 4.41% Airbnb Rental Income: $4015 Traditional Rental Income: $2189 Airbnb ROI: 7.19% Traditional ROI: 4.41%
304 LAKE DAISY LOOP Winter Haven, FL Welcome to your dream home located at 304 Lake Daisy Loop in the beautiful city of Winter ...	3 beds \| 2 baths \| 1,474 sq.ft.	$315,000	Airbnb cash on cash: 8.43% Traditional cash on cash: 5.22% Airbnb Rental Income: $4015 Traditional Rental Income: $2205 Airbnb ROI: 8.43% Traditional ROI: 5.22%
1908 EMILY BOULEVARD Winter Haven, FL GREAT OPPORTUNITY for the first-time buyer!! 3Bed/2Bath featuring an open floor plan with ...	3 beds \| 2 baths \| 1,636 sq.ft.	$280,000	Airbnb cash on cash: 9.77% Traditional cash on cash: 5.72% Airbnb Rental Income: $4015 Traditional Rental Income: $2087 Airbnb ROI: 9.77% Traditional ROI: 5.72%
1 Lake Eloise Lane Winter Haven, FL PRICE REDUCED! SELLER MOTIVATED!! This amazing home in Southeast Winter Haven is basically...	4 beds \| 3 baths \| 2,550 sq.ft.	$577,500	Airbnb cash on cash: 5.51% Traditional cash on cash: 2.99% Airbnb Rental Income: $5016 Traditional Rental Income: $2631 Airbnb ROI: 5.51% Traditional ROI: 2.99%
503 HOLT CIRCLE Winter Haven, FL Cozy three bedrooms, 2 baths home, on a spacious fenced corner lot (0.22 acre). Upon enter...	3 beds \| 2 baths \| 1,305 sq.ft.	$279,900	Airbnb cash on cash: 9.66% Traditional cash on cash: 5.1% Airbnb Rental Income: $4015 Traditional Rental Income: $1955 Airbnb ROI: 9.66% Traditional ROI: 5.1%
555 HEATHER GLEN DRIVE Winter Haven, FL Step into your dream Florida retreat in the sought-after gated community of Heather Glen! ...	3 beds \| 2 baths \| 1,514 sq.ft.	$300,000	Airbnb cash on cash: 8.97% Traditional cash on cash: 6.3% Airbnb Rental Income: $4015 Traditional Rental Income: $2403 Airbnb ROI: 8.97% Traditional ROI: 6.3%
744 SANTA MARIA DRIVE Winter Haven, FL Under contract-accepting backup offers. Stunning 3 Bedroom, 2 Bath Pool Home, Located on a...	3 beds \| 2 baths \| 2,018 sq.ft.	$409,900	Airbnb cash on cash: 6.15% Traditional cash on cash: 6.06% Airbnb Rental Income: $4015 Traditional Rental Income: $3120 Airbnb ROI: 6.15% Traditional ROI: 6.06%
3537 RALEIGH DRIVE Winter Haven, FL Imagine waking up every day to a community that invites you to embrace a lifestyle of ease...	3 beds \| 3 baths \| 2,006 sq.ft.	$362,990	Airbnb cash on cash: 5.68% Traditional cash on cash: 4% Airbnb Rental Income: $4015 Traditional Rental Income: $2584 Airbnb ROI: 5.68% Traditional ROI: 4%
191 LAKE THOMAS DRIVE Winter Haven, FL Charming 4-Bedroom Home with Screened-In Pool on Corner Lot! Welcome to your dream home! ...	4 beds \| 2 baths \| 2,201 sq.ft.	$430,000	Airbnb cash on cash: 7.64% Traditional cash on cash: 4.69% Airbnb Rental Income: $5016 Traditional Rental Income: $2802 Airbnb ROI: 7.64% Traditional ROI: 4.69%
480 Lake Eloise Pointe Boulevard Winter Haven, FL Beautiful single-family home with open floor plan in well-kept neighborhood. This home boa...	3 beds \| 2 baths \| 1,266 sq.ft.	$291,000	Airbnb cash on cash: 9.01% Traditional cash on cash: 4.3% Airbnb Rental Income: $4015 Traditional Rental Income: $1865 Airbnb ROI: 9.01% Traditional ROI: 4.3%
1422 GRAND CAYMAN CIRCLE Winter Haven, FL Home is in great condition after Hurricane Milton and did not sustain any damages!!Discove...	3 beds \| 2 baths \| 1,615 sq.ft.	$295,000	Airbnb cash on cash: 9.44% Traditional cash on cash: 6.06% Airbnb Rental Income: $4015 Traditional Rental Income: $2218 Airbnb ROI: 9.44% Traditional ROI: 6.06%
1396 LUCERNE LOOP ROAD NE Winter Haven, FL MOVE IN READY NO STORM DAMAGE! MOTIVATED SELLER OFFERING 2 YEAR HOME WARRANTY............	4 beds \| 3 baths \| 2,371 sq.ft.	$565,000	Airbnb cash on cash: 4.45% Traditional cash on cash: 3.05% Airbnb Rental Income: $5016 Traditional Rental Income: $3251 Airbnb ROI: 4.45% Traditional ROI: 3.05%
142 AVENUE F SW Winter Haven, FL Conveniently located near countless shopping, dining, and entertainment options, this Wint...	2 beds \| 1 baths \| 1,114 sq.ft.	$210,000	Airbnb cash on cash: 9.51% Traditional cash on cash: 7.5% Airbnb Rental Income: $2962 Traditional Rental Income: $1880 Airbnb ROI: 9.51% Traditional ROI: 7.5%
1075 8TH STREET NW Winter Haven, FL Price Adjustment and $4000 Seller Concession to Buyer. Gorgeous 4 Bedroom, 3 Bathroom, Sin...	4 beds \| 3 baths \| 1,985 sq.ft.	$545,000	Airbnb cash on cash: 6.23% Traditional cash on cash: 4.62% Airbnb Rental Income: $5016 Traditional Rental Income: $3171 Airbnb ROI: 6.23% Traditional ROI: 4.62%
1421 AVENUE G NE Winter Haven, FL Great location! 3BD/2B home located at short walking distance from Lake Elbert. The family...	3 beds \| 2 baths \| 1,546 sq.ft.	$289,500	Airbnb cash on cash: 9.56% Traditional cash on cash: 5.86% Airbnb Rental Income: $4015 Traditional Rental Income: $2148 Airbnb ROI: 9.56% Traditional ROI: 5.86%
3461 RALEIGH DRIVE Winter Haven, FL Under contract-accepting backup offers. This Delightful 2 Bedroom/ 2 Bath home is sited in...	2 beds \| 2 baths \| 1,275 sq.ft.	$249,900	Airbnb cash on cash: 5.03% Traditional cash on cash: 3.5% Airbnb Rental Income: $2962 Traditional Rental Income: $1918 Airbnb ROI: 5.03% Traditional ROI: 3.5%
3717 HUNTINGTON LANE Winter Haven, FL Looking to live the Florida retirement lifestyle and maintenance free? This sought after 5...	3 beds \| 2 baths \| 1,746 sq.ft.	$280,000	Airbnb cash on cash: 7.22% Traditional cash on cash: 3.73% Airbnb Rental Income: $4015 Traditional Rental Income: $2236 Airbnb ROI: 7.22% Traditional ROI: 3.73%
2014 BARDMOOR Winter Haven, FL Welcome to 2014 Bardmoor in Winter Haven, FL! This 3-bed, 2-bath home boasts 1,880 sq ft o...	3 beds \| 2 baths \| 1,880 sq.ft.	$317,000	Airbnb cash on cash: 8.33% Traditional cash on cash: 6.75% Airbnb Rental Income: $4015 Traditional Rental Income: $2685 Airbnb ROI: 8.33% Traditional ROI: 6.75%
209 SANTA ROSA DRIVE Winter Haven, FL LOCATION,LOCATION,LOCATION.Welcome to your dream Home! Gated community. This 3/2.1 Pool ho...	3 beds \| 3 baths \| 2,338 sq.ft.	$440,000	Airbnb cash on cash: 5.76% Traditional cash on cash: 5.76% Airbnb Rental Income: $4015 Traditional Rental Income: $3156 Airbnb ROI: 5.76% Traditional ROI: 5.76%
1437 GRAND CAYMAN CIRCLE Winter Haven, FL Discover this stunning lakefront home on Lake Dexter, a serene 166-acre lake nestled in so...	3 beds \| 2 baths \| 1,785 sq.ft.	$490,000	Airbnb cash on cash: 4.71% Traditional cash on cash: 3.6% Airbnb Rental Income: $4015 Traditional Rental Income: $2645 Airbnb ROI: 4.71% Traditional ROI: 3.6%
1935 AUSTIN TERRACE Winter Haven, FL Nestled in the heart of Winter Haven, this exquisite residence beckons those with a pencha...	3 beds \| 3 baths \| 2,494 sq.ft.	$750,000	Airbnb cash on cash: 2.69% Traditional cash on cash: 2.24% Airbnb Rental Income: $4015 Traditional Rental Income: $2841 Airbnb ROI: 2.69% Traditional ROI: 2.24%
4072 LAKE MARIANNA DRIVE Winter Haven, FL Welcome to lake life! This fully remodeled home has a peaceful lake view that is great fo...	3 beds \| 2 baths \| 1,900 sq.ft.	$539,000	Airbnb cash on cash: 4.61% Traditional cash on cash: 3.65% Airbnb Rental Income: $4015 Traditional Rental Income: $2674 Airbnb ROI: 4.61% Traditional ROI: 3.65%
55 ENCLAVE DRIVE Winter Haven, FL Under contract-accepting backup offers. It is a wonderful opportunity for YOU to be a part...	2 beds \| 2 baths \| 1,444 sq.ft.	$246,000	Airbnb cash on cash: 5.68% Traditional cash on cash: 2.67% Airbnb Rental Income: $2962 Traditional Rental Income: $1581 Airbnb ROI: 5.68% Traditional ROI: 2.67%
3806 OSPREY POINTE CIRCLE Winter Haven, FL Step into your welcoming home in the serene Osprey Pointe community, where accessibility a...	3 beds \| 2 baths \| 1,635 sq.ft.	$285,000	Airbnb cash on cash: 9.05% Traditional cash on cash: 5.06% Airbnb Rental Income: $4015 Traditional Rental Income: $2087 Airbnb ROI: 9.05% Traditional ROI: 5.06%
524 HAINES TRAIL Winter Haven, FL THIS IS THE ONE!! MUST SEE THIS BREATHTAKING EXTREMELY WELL KEPT and HIGHLY UPGRADED HOME ...	4 beds \| 2 baths \| 1,980 sq.ft.	$370,000	Airbnb cash on cash: 9.44% Traditional cash on cash: 4.88% Airbnb Rental Income: $5016 Traditional Rental Income: $2405 Airbnb ROI: 9.44% Traditional ROI: 4.88%
123 OLD SPANISH WAY Winter Haven, FL Located in the prestigious gated community of The Trails of Lake Daisy, this custom-built ...	4 beds \| 3 baths \| 2,916 sq.ft.	$668,000	Airbnb cash on cash: 4.25% Traditional cash on cash: 1.9% Airbnb Rental Income: $5016 Traditional Rental Income: $2529 Airbnb ROI: 4.25% Traditional ROI: 1.9%
208 SHELLEY DRIVE Winter Haven, FL This charming single-story home features three spacious bedrooms and two well-appointed ba...	3 beds \| 2 baths \| 1,364 sq.ft.	$289,900	Airbnb cash on cash: 9.48% Traditional cash on cash: 5.69% Airbnb Rental Income: $4015 Traditional Rental Income: $2122 Airbnb ROI: 9.48% Traditional ROI: 5.69%
150 EL DORADO #107 Winter Haven, FL This desirable ground floor 2-bedroom, 2-bathroom condo is located in a 55+ community with...	2 beds \| 2 baths \| 1,372 sq.ft.	$151,000	Airbnb cash on cash: 9.48% Traditional cash on cash: 6.88% Airbnb Rental Income: $2962 Traditional Rental Income: $1904 Airbnb ROI: 9.48% Traditional ROI: 6.88%
5289 PEBBLE BEACH BOULEVARD Winter Haven, FL Welcome to your new home in the beautiful 55+ Golf Community of Lake Ashton. This stunnin...	3 beds \| 2 baths \| 2,002 sq.ft.	$369,000	Airbnb cash on cash: 6.16% Traditional cash on cash: 4.04% Airbnb Rental Income: $4015 Traditional Rental Income: $2422 Airbnb ROI: 6.16% Traditional ROI: 4.04%
205 HIBISCUS STREET Winter Haven, FL Welcome to this desirable property, a meticulously maintained home ready for a fresh start...	3 beds \| 2 baths \| 1,636 sq.ft.	$281,000	Airbnb cash on cash: 8.78% Traditional cash on cash: 4.74% Airbnb Rental Income: $4015 Traditional Rental Income: $2087 Airbnb ROI: 8.78% Traditional ROI: 4.74%
5726 CRYSTAL BEACH ROAD Winter Haven, FL Under contract-accepting backup offers. Come experience this fully renovated 4-bedroom, 2-...	4 beds \| 2 baths \| 1,964 sq.ft.	$449,000	Airbnb cash on cash: 7.36% Traditional cash on cash: 4.09% Airbnb Rental Income: $5016 Traditional Rental Income: $2618 Airbnb ROI: 7.36% Traditional ROI: 4.09%
4034 DORAL Winter Haven, FL Welcome to this very well kept home located in the desirable SE Winter Haven community of ...	4 beds \| 3 baths \| 2,674 sq.ft.	$425,000	Airbnb cash on cash: 8.65% Traditional cash on cash: 7.13% Airbnb Rental Income: $5016 Traditional Rental Income: $3389 Airbnb ROI: 8.65% Traditional ROI: 7.13%
2973 DAYTON DRIVE Winter Haven, FL Under contract-accepting backup offers. Only 6 years old and hardly used, this is the owne...	3 beds \| 3 baths \| 2,659 sq.ft.	$429,900	Airbnb cash on cash: 3.79% Traditional cash on cash: 2.89% Airbnb Rental Income: $4015 Traditional Rental Income: $2793 Airbnb ROI: 3.79% Traditional ROI: 2.89%
140 MORNING GLORY CIRCLE Winter Haven, FL WINTER HAVEN CHAIN OF LAKES ACCESS...Immaculate Winterset home with direct access to Lake ...	3 beds \| 2 baths \| 1,730 sq.ft.	$340,000	Airbnb cash on cash: 7.11% Traditional cash on cash: 4.08% Airbnb Rental Income: $4015 Traditional Rental Income: $2190 Airbnb ROI: 7.11% Traditional ROI: 4.08%

Vacation Rentals in Winter Haven

There are 293 vacation rental properties available for sale in the city of Winter Haven . The median list price of Airbnb properties available for sale in Winter Haven is $304,995 and the average price per square foot is $172. The cash on cash return on vacation rentals in Winter Haven is 9.00%. The average monthly short term rental income in Winter Haven is $4,015.

Winter Haven, FL Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 293 Airbnb properties available for sale in Winter Haven.

In 2024, the best neighborhood to buy short term rental property is Winter Haven.

In November 2024, the average Airbnb occupancy rate in Winter Haven is 84%.

Airbnb data on vacation rentals in Winter Haven, FL is available at Mashvisor. You can access data such as listings, real-time pricing trends, Winter Haven, FL market insights, guest information and booking details, seasonality trends and historical Winter Haven, FL Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Winter Haven, FL

135 ELOISE OAKS DRIVE

Winter Haven, FL

3 beds | 2 baths | 1,866 sq.ft.

$389,900

Airbnb cash on cash: 6.16%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $4015

Traditional Rental Income: $2345

Airbnb ROI: 6.16%

Traditional ROI: 3.94%

610 20TH STREET SW

Winter Haven, FL

3 beds | 2 baths | 2,181 sq.ft.

$298,000

Airbnb cash on cash: 8.34%

Traditional cash on cash: 6.69%

Airbnb Rental Income: $4015

Traditional Rental Income: $2693

Airbnb ROI: 8.34%

Traditional ROI: 6.69%

261 GERBER DAIRY ROAD

Winter Haven, FL

4 beds | 2 baths | 2,139 sq.ft.

$599,900

Airbnb cash on cash: 5.51%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $5016

Traditional Rental Income: $2458

Airbnb ROI: 5.51%

Traditional ROI: 2.77%

625 KINGS LANE SW

Winter Haven, FL

2 beds | 2 baths | 979 sq.ft.

$232,000

Airbnb cash on cash: 7.8%

Traditional cash on cash: 5.91%

Airbnb Rental Income: $2962

Traditional Rental Income: $1863

Airbnb ROI: 7.8%

Traditional ROI: 5.91%

1963 8TH STREET SE

Winter Haven, FL

3 beds | 2 baths | 1,759 sq.ft.

$325,900

Airbnb cash on cash: 8.32%

Traditional cash on cash: 5.94%

Airbnb Rental Income: $4015

Traditional Rental Income: $2428

Airbnb ROI: 8.32%

Traditional ROI: 5.94%

3711 JULIUS ESTATES BOULEVARD

Winter Haven, FL

4 beds | 2 baths | 1,842 sq.ft.

$342,000

Airbnb cash on cash: 9.54%

Traditional cash on cash: 4.26%

Airbnb Rental Income: $5016

Traditional Rental Income: $2295

Airbnb ROI: 9.54%

Traditional ROI: 4.26%

101 SUGAR CREEK ROAD

Winter Haven, FL

3 beds | 2 baths | 1,581 sq.ft.

$369,900

Airbnb cash on cash: 7.19%

Traditional cash on cash: 4.41%

Airbnb Rental Income: $4015

Traditional Rental Income: $2189

Airbnb ROI: 7.19%

Traditional ROI: 4.41%

304 LAKE DAISY LOOP

Winter Haven, FL

3 beds | 2 baths | 1,474 sq.ft.

$315,000

Airbnb cash on cash: 8.43%

Traditional cash on cash: 5.22%

Airbnb Rental Income: $4015

Traditional Rental Income: $2205

Airbnb ROI: 8.43%