Airbnb City Guide: The Best Places To Invest in Winter Haven, Florida

Airbnb Rules and Regulations in Winter Haven, Florida

In 2024, Winter Haven, Florida, implemented a set of regulations for short-term rentals, including Airbnb properties, to ensure a balance between the interests of hosts, guests, and the local community. Hosts are required to obtain a Short-Term Rental Certificate from the city and display it prominently on their listing, regardless of what short-term rental booking platform they use. The certificate ensures compliance with safety standards, occupancy limits, and parking requirements.

Quiet hours are enforced from 10 pm to 7 am. Hosts must provide guests with a copy of the city's noise ordinance. The property must be registered with the Polk County Tax Collector's Office. Hosts are responsible for collecting and remitting the applicable Tourist Development Tax. Failure to comply with these regulations may result in fines or the revocation of the Short-Term Rental Certificate. By adhering to these rules, Airbnb hosts in Winter Haven can provide their guests a safe and enjoyable experience while being good neighbors and contributing to the local economy.

Winter Haven Airbnb Market Data:

• Average Revenue – $41.8K per year
• Average Daily Rate – $194.5 per night
• Average Occupancy Rate – 58%
• Average RevPAR – $111
• Average Home Prices – $288,540

1. Top Place to Invest in Winter Haven, Florida - Lakeside Terrace

Lakeside Terrace is a picturesque Winter Haven, Florida, neighborhood known for its stunning lakefront homes and close-knit community atmosphere. Situated along the shores of Lake Eloise, this sought-after area offers residents a tranquil and scenic living experience just minutes from the heart of Winter Haven.

Lakeside Terrace Airbnb Market Data:

• Average Revenue – $40.8K per year
• Average Daily Rate – $186.5 per night
• Average Occupancy Rate – 60%
• Average RevPAR – $111.5

Convenience - 7/10

Lakeside Terrace's location provides a balance of peaceful seclusion and urban convenience. While the neighborhood itself is primarily residential, residents are just a short drive from Winter Haven's downtown area, which offers a variety of shopping, dining, and entertainment options. Major highways, such as US 17 and SR 540, are easily accessible, making traveling to nearby cities like Orlando and Tampa convenient.

Tourist Attractions - 6/10

While Lakeside Terrace itself is not a major tourist destination, its proximity to Winter Haven's attractions makes it an appealing base for visitors. LEGOLAND Florida Resort, a major draw for families, is just a 15-minute drive from the neighborhood. The Chain of Lakes, a series of interconnected lakes that offer opportunities for fishing, boating, and water sports, is also easily accessible from Lakeside Terrace.

Things to Do - 7/10

Lakeside Terrace's prime location along Lake Eloise provides residents ample outdoor recreation opportunities. The lake offers excellent fishing, boating, and water sports, while nearby parks and trails provide spaces for hiking, biking, and picnicking. The neighborhood's close proximity to Winter Haven's downtown area also means that residents can easily enjoy the city's cultural events, festivals, and thriving arts scene.

Average Home Prices - 8/10

According to Zillow, the median home value in Lakeside Terrace as of December 2023 is $385,000. This represents an impressive 8.5% increase over the past year, indicating a strong and growing real estate market. While prices in Lakeside Terrace are higher than the Winter Haven average, the neighborhood's lakefront location and scenic beauty make it a highly desirable area for those looking to purchase a property to list on Airbnb.

Proximity to Work-Related Travel - 7/10

Lakeside Terrace's location within Winter Haven makes it a convenient base for work-related travel. The neighborhood is just a short drive from major employers like LEGOLAND Florida Resort and Winter Haven Hospital. For those who need to travel to Orlando or Tampa for business, both cities are within an hour's drive. However, the nearest major airport for frequent air travelers is Orlando International Airport, which is approximately a 45-minute drive from Lakeside Terrace.

X-Factor - 9/10

What sets Lakeside Terrace apart is its stunning lakefront location and scenic beauty. The neighborhood's homes, many of which feature breathtaking views of Lake Eloise, offer a tranquil and picturesque living experience, making it perfect for Instagram-worthy rentals that are hard to find elsewhere in Winter Haven. The area's close-knit community atmosphere and proximity to natural beauty and urban amenities make it a desirable location for residents and visitors alike.

2. Top Place to Invest in Winter Haven, Florida - Eloise

Nestled in the heart of Winter Haven, the Eloise neighborhood offers a unique blend of vintage charm and modern convenience. With its tree-lined streets and diverse architectural styles, this well-established community provides a glimpse into the city's rich past while offering easy access to its vibrant present.

Eloise Airbnb Market Data:

• Average Revenue – $43K per year
• Average Daily Rate – $206.5 per night
• Average Occupancy Rate – 57%
• Average RevPAR – $117.6

Convenience - 8/10

Eloise's central location within Winter Haven ensures that residents can access a wide range of amenities easily. The neighborhood is just a short drive from the city's bustling downtown area, which boasts a variety of shopping, dining, and entertainment options. Major highways, such as US 17 and SR 540, are easily accessible, making traveling to nearby cities like Orlando and Tampa convenient.

Tourist Attractions - 6/10

While Eloise itself is not a major tourist destination, its proximity to Winter Haven's attractions makes it an appealing base for visitors. The world-famous LEGOLAND Florida Resort is just a 10-minute drive from the neighborhood, drawing families from around the globe. The Chain of Lakes, a series of interconnected lakes that offer opportunities for fishing, boating, and water sports, makes it an incredibly fun vacation spot for fitness-focused getaways.

Things to Do - 7/10

Eloise's central location within Winter Haven provides residents with a wealth of recreational opportunities. The neighborhood is home to several parks and green spaces, offering spaces for picnicking, walking, and outdoor activities. The nearby Chain of Lakes also provides ample fishing, boating, and water sports opportunities. Additionally, Eloise's proximity to Winter Haven's downtown area means that residents can easily enjoy the city's cultural events, festivals, and thriving arts scene.

Average Home Prices - 7/10

According to Zillow, the median home value in Eloise as of 2024 is $275,000. This represents a 5.8% increase over the past year, indicating a stable and growing real estate market. While prices in Eloise are slightly lower than the Winter Haven average, the neighborhood's historic charm and convenient location make it an attractive option for both homebuyers and renters.

Proximity to Work-Related Travel - 8/10

Eloise's central location within Winter Haven makes it an ideal base for corporate rentals, targeting guests with work-related travel. The neighborhood is just a short drive from major employers like LEGOLAND Florida Resort and Winter Haven Hospital. Additionally, major business and convention destinations in Orlando and Tampa are within an hour's drive. For those who require frequent air travel, the nearest major airport is Orlando International Airport, approximately a 45-minute drive from Eloise.

X-Factor - 8/10

Eloise's unique blend of historic charm and modern convenience sets it apart. The neighborhood's tree-lined streets and diverse architectural styles, ranging from charming bungalows to stately Victorian homes, offer a glimpse into Winter Haven's rich history. At the same time, Eloise's central location and proximity to the city's amenities ensure that residents have easy access to all the modern conveniences they need. This combination of historic character and urban accessibility makes Eloise a highly desirable location for residents and visitors alike.

3. Top Place to Invest in Winter Haven, Florida - Cypresswood

Nestled within the charming city of Winter Haven, Cypresswood is a prestigious gated community that offers a harmonious blend of luxury living and outdoor recreation.

Cypresswood Airbnb Market Data:

• Average Revenue – $39K per year
• Average Daily Rate – $190.6 per night
• Average Occupancy Rate – 56%
• Average RevPAR – $105.2

Convenience - 8/10

Cypresswood boasts a prime location just minutes away from the heart of Winter Haven, providing residents with easy access to a wide array of amenities. Major highways, such as US 17 and SR 540, are conveniently accessible, facilitating seamless travel to nearby cities and attractions. Within the community itself, residents can enjoy a well-stocked pro shop, a wellness center, and a restaurant, ensuring that their daily needs are met without venturing far.

Tourist Attractions - 6/10

While Cypresswood itself is not a major tourist destination, its proximity to Winter Haven's attractions makes it an appealing base for visitors. The world-famous LEGOLAND Florida Resort, a must-visit for families, is just a short drive away. Additionally, the historic Cypress Gardens, now part of LEGOLAND, offers a glimpse into the area's rich cultural heritage.

Things to Do - 9/10

Cypresswood is a true haven for outdoor enthusiasts and sports aficionados. The community's crown jewel is its 18-hole championship golf course, designed by the renowned Ron Garl. Residents can also indulge in tennis, swimming, and fitness activities, all within the confines of the gated community. For those seeking a more leisurely pace, the community's lush greenery and tranquil surroundings provide the perfect backdrop for strolls and picnics.

Average Home Prices - 8/10

According to Zillow, the median home value in Cypresswood, as part of the broader Winter Haven area, is $298,245 as of 2024. This figure represents a 1.4% increase over the past year, indicating a robust and growing real estate market. While prices in Cypresswood may be higher than in some surrounding areas due to its exclusive nature, the community offers a prime investment opportunity for those seeking to cater to luxury living and a strong potential for property appreciation.

Proximity to Work-Related Travel - 7/10

Cypresswood's location within Winter Haven provides convenient access to several work-related destinations. The Maine Coast Memorial Hospital, a major healthcare facility, is just a short drive away, making the community an attractive option for medical professionals. Additionally, the area's proximity to Legoland Florida Resort and the Polk Parkway offers easy access for those who frequently travel for business or conventions.

X-Factor - 9/10

What truly sets Cypresswood apart is its exclusive, resort-like atmosphere and commitment to an active, outdoor lifestyle. The community's gated entrance, meticulously maintained grounds, and top-notch amenities create a sense of privacy and luxury that is unmatched in the region. Furthermore, Cypresswood's emphasis on golf, tennis, and fitness activities caters to those who value an active and healthy lifestyle, making it a highly desirable destination for both residents and visitors alike.

4. Top Place to Invest in Winter Haven, Florida - Inwood

Inwood, a charming neighborhood in the heart of Winter Haven, offers a perfect blend of residential tranquility and urban convenience. With its tree-lined streets, well-maintained homeshttps://www.bnbcalc.com/blog/Best-Cleaning-Practices, and friendly community atmosphere, Inwood has become an increasingly attractive destination for both residents and investors alike.

Inwood Airbnb Market Data:

• Average Revenue – $40.8K per year
• Average Daily Rate – $186.5 per night
• Average Occupancy Rate – 60%
• Average RevPAR – $111.5

Convenience - 8/10

One of Inwood's greatest strengths is its convenient location within Winter Haven. The neighborhood is just a short drive from the city's vibrant downtown area, which boasts a wide array of shopping, dining, and entertainment options. Residents also enjoy easy access to major highways, such as US 17 and SR 540, making traveling to nearby cities and attractions a breeze.

Tourist Attractions - 6/10

While Inwood is primarily a residential area, its proximity to Winter Haven's top tourist attractions makes it an appealing visitor base. The world-famous LEGOLAND Florida Resort, a major draw for families, is just a 15-minute drive from the neighborhood. The Chain of Lakes, a series of interconnected lakes offering fishing, boating, and water sports, is easily accessible from Inwood.

Things to Do - 7/10

Inwood's location within Winter Haven provides residents ample recreation and leisure opportunities. The neighborhood is home to several parks and green spaces, perfect for picnics, walks, and outdoor activities. The nearby Chain of Lakes also offers a wealth of water-based activities, from fishing and boating to kayaking and paddleboarding. For those seeking cultural experiences, Inwood's proximity to downtown Winter Haven means easy access to the city's many events, festivals, and arts venues.

Average Home Prices - 7/10

According to Zillow, the median home value in Inwood, as part of the broader Winter Haven area, is $298,450 as of 2024. This figure represents a 6.2% increase over the past year, indicating a stable and growing real estate market. While prices in Inwood may be slightly higher than in some surrounding areas due to its desirable location and well-maintained homes, the neighborhood still offers a more affordable option compared to larger metropolitan areas.

Proximity to Work-Related Travel - 7/10

Inwood's central location within Winter Haven makes it a convenient base for work-related travel. The neighborhood is just a short drive from major employers like LEGOLAND Florida Resort and Winter Haven Hospital. For those who need to travel to Orlando or Tampa for business, both cities are within an hour's drive. However, the nearest major airport for frequent air travelers is Orlando International Airport, which is approximately a 45-minute drive from Inwood.

X-Factor - 8/10

What sets Inwood apart is its strong sense of community and neighborhood charm. The area's well-maintained homes, tree-lined streets, and family-friendly neighborhood create a welcoming atmosphere that is hard to find in many modern developments. This close-knit community feel, combined with the neighborhood's convenient location and proximity to Winter Haven's many amenities, makes Inwood a highly desirable place to live and invest.

5. Top Place to Invest in Winter Haven, Florida - Wahneta

Wahneta, a small unincorporated community located just east of Winter Haven, offers a unique investment opportunity for those seeking an affordable entry point into the Florida short-term rental market. With its close proximity to Winter Haven's amenities and attractions, Wahneta presents a compelling case for investors looking to capitalize on the area's growth potential.

Wahneta Airbnb Market Data:

• Average Revenue – $43K per year
• Average Daily Rate – $206.5 per night
• Average Occupancy Rate – 57%
• Average RevPAR – $117.6

Convenience - 6/10

While Wahneta is a small community with limited amenities, its location just minutes from Winter Haven provides residents easy access to a wide range of conveniences. Major grocery stores, shopping centers, and restaurants are just a short drive away, ensuring that residents have everything they need within reach. However, the lack of public transportation and needing personal vehicles may be a drawback for some.

Tourist Attractions - 5/10

Wahneta is not known for its tourist attractions, as it is primarily a residential community. However, its proximity to Winter Haven means that visitors staying in Wahneta can easily access the city's many attractions, such as LEGOLAND Florida Resort and the Chain of Lakes. While this may not be a major selling point for the community, it presents an opportunity for investors looking to cater to budget-conscious travelers.

Things to Do - 5/10

As a small, unincorporated community, Wahneta has limited options for recreation and entertainment within its borders. However, residents can easily access the many parks, lakes, and outdoor activities that Winter Haven has to offer. The city's vibrant downtown area, with its many events, festivals, and cultural attractions, is also just a short drive away.

Average Home Prices - 7/10

According to Zillow, the median home value in Wahneta, as of 2024, is $225,000. This represents a modest 3.5% increase over the past year, indicating a stable, albeit slower-growing, real estate market compared to some other areas in Winter Haven. The lower home prices in Wahneta make it an attractive option for investors looking to enter the market at a more affordable price point while still benefiting from the area's overall growth potential.

Proximity to Work-Related Travel - 6/10

Wahneta's location just east of Winter Haven provides relatively easy access to major employers in the area, such as LEGOLAND Florida Resort and Winter Haven Hospital. However, for those who need to travel to Orlando or Tampa for work, the commute may be slightly longer than from other parts of Winter Haven. The nearest major airport, Orlando International Airport, is approximately a 60-minute drive from Wahneta.

X-Factor - 6/10

What sets Wahneta apart is its affordability and potential for growth. As Winter Haven continues to develop and attract new residents and businesses, the demand for affordable housing options close to the city will likely increase. This presents a unique opportunity for investors to acquire properties at a lower price point and potentially benefit from the area's future growth. However, it is important to note that Wahneta's small size and limited amenities may not appeal to all renters, so investors should carefully consider their target market.