Airbnb & VRBO Performance in Winter Haven Florida.

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Winter Haven, Florida: Airbnb & VRBO Vacation Rental Market Overview

Winter Haven, Florida, is a highly attractive and performing short-term rental market, boasting a 62% occupancy rate, an average daily rate of $206, and annual revenue of $31,000, making it an excellent investment opportunity due to its affordable housing prices and strong tourist demand driven by attractions like LEGOLAND and nearby lakes.

Market overview

Thriving Short-Term Rental Market in Winter Haven, Florida

Winter Haven, Florida, is experiencing a robust and lucrative short-term rental market, making it an attractive destination for both investors and travelers. The city boasts a median occupancy rate of 62-64%, indicating a high demand for vacation rentals throughout the year. The average daily rate for these rentals stands at approximately $115 to $206, reflecting the market's profitability.

With its strategic location between Tampa and Orlando, Winter Haven offers easy access to major attractions while maintaining a charming, small-town feel. The presence of popular spots like Legoland Florida Resort and the Chain of Lakes further enhances the area's appeal, ensuring a steady stream of guests even during off-peak seasons. The lenient local regulations and high occupancy rates make Winter Haven an ideal place for investing in short-term rentals, promising significant annual revenues and a stable cash flow.

Short Term Regulations

Short-Term Rental Regulations in Winter Haven, Florida for 2024

State and Local Requirements

State-Level Regulations

  • License Requirement: All short-term rental owners must obtain a vacation rental license from the Florida Department of Business and Professional Regulation (DBPR).
  • This involves submitting an application, providing proof of liability insurance, and ensuring the property meets safety and health standards.
  • The initial licensing fee is around $250, with a biennial renewal fee of approximately $150.

Property Registration and Documentation

  • Property Details: Hosts must provide details about their property, including the address, number of units, and maximum occupancy.
  • Safety Certifications: Properties must have working smoke detectors and fire extinguishers. A balcony inspection certificate is required if the property has balconies at least 17 feet or more from ground level.

Tax Compliance

  • Tax Collection: Hosts must register with the Florida Department of Revenue for tax collection purposes and collect state sales tax, along with any additional county-imposed sales surtax.

Local Compliance

  • Zoning and Building Codes: While Winter Haven does not have specific short-term rental licenses, hosts must comply with general zoning, building, and property maintenance standards enforced by the city's code enforcement department.

Penalties for Non-Compliance

  • Fines and Penalties: Operating without a state license or violating local codes can result in fines of up to $1,000 per day. Repeat offenders may face additional penalties, including potential jail time.

Future Regulatory Changes

  • Potential Local Regulations: Winter Haven could implement its own short-term rental licenses and regulations in the future. Hosts should stay informed about any changes to local regulations.

Additional Considerations

Insurance Requirements

  • Liability Insurance: Hosts must have liability insurance to cover accidents involving guests.

Occupancy Limits

  • Statewide Guidelines: Although Winter Haven does not have specific occupancy limits, statewide guidelines suggest that local governments can impose occupancy limits based on the number of bedrooms and other factors.

Homeowner Associations (HOAs)

  • HOA Rules: If applicable, hosts must comply with any rules or restrictions set by their homeowner associations (HOAs).

By adhering to these regulations, short-term rental hosts in Winter Haven can ensure they operate legally and responsibly.

Neighborhood Performance

Top Neighborhoods Generating Airbnb Revenue in Winter Haven, Florida

1. Winterset

  • Appeal: Winterset is highly appealing due to its proximity to the world-famous Legoland, making it a dream destination for families seeking fun and adventure. The neighborhood offers a range of housing options from cozy condos to spacious single-family homes. Guests enjoy exclusive access to amenities such as a resort-style heated pool, spa, tennis courts, and a fishing pier on Lake Winterset. The clubhouse serves as a hub for community activities, fostering a strong sense of camaraderie among residents and guests.

2. Ruby Lake

  • Appeal: Ruby Lake attracts guests with its secure and family-oriented environment. This gated community ensures a safe and exclusive living experience, complete with top-rated schools and unique amenities like landscaped parks and community events. Its convenient location near Cypress Gardens Boulevard provides easy access to Winter Haven’s best attractions while maintaining a peaceful atmosphere.

3. Lake Ashton

  • Appeal: Lake Ashton is a magnet for those seeking luxury and elegance. Known for its high-value properties and upscale living experience, this neighborhood offers homes that are statements of style and sophistication. Guests are drawn to the refined lifestyle, modern amenities, and serene environment, making it perfect for those desiring an elevated living experience.

Additional Factors Contributing to Appeal

  • Proximity to Attractions: Many of these neighborhoods are strategically located near popular attractions such as Legoland, Disney World, Universal Studios, and the Chain of Lakes, making them highly convenient for tourists.
  • Amenities and Activities: The availability of pools, spas, tennis courts, and community clubhouses enhances the guest experience, providing a range of recreational activities.
  • Family-Friendly Environment: Neighborhoods like Winterset and Ruby Lake are particularly appealing to families due to their safe, family-oriented environments and access to top-rated schools.
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Design Tips

Tips for Furnishing and Design of an Airbnb in Winter Haven, Florida

To create an inviting and uniquely styled Airbnb in Winter Haven, Florida, consider the following tips:

Embrace Local Aesthetics

  • Incorporate a blend of comfort and functionality, reflecting the city's lakeside vibe. Use contemporary coastal designs with light colors and natural textures to create a warm and inviting atmosphere.

Prioritize Outdoor Living

  • Invest in spacious outdoor living areas such as lanai spaces, pools, and patios. These amenities are highly sought after by families and groups, and they enhance the overall guest experience.

Modern and Clean Interiors

  • Ensure the property has modern interiors and is well-maintained. Cleanliness and modern amenities are crucial for positive guest reviews and repeat bookings.

Family-Friendly Furnishings

  • Opt for durable fabrics and versatile layouts that can accommodate larger groups. Family-friendly furnishings, including high chairs, travel cribs, and strollers, can make the space more appealing to families.

Unique and Themed Decor

  • Add unique elements such as themed decor, comfortable bedding, and multi-functional furniture to differentiate your property in a competitive market. Local art and eclectic decor can also resonate well with guests.

Essential Amenities

  • Include essential amenities such as Wi-Fi, air conditioning, and fully equipped kitchens. These are fundamental for creating a comfortable and convenient stay for guests.

Pet-Friendly Considerations

  • If you plan to allow pets, ensure the property is pet-friendly with necessary amenities and a clear pet policy. This can include a pet security deposit and non-refundable pet fees.

Proximity to Attractions

  • Highlight the property's proximity to local attractions such as Legoland, the Chain of Lakes, and other theme parks. This can be a major selling point for guests.

Maintenance and Upkeep

  • Regularly maintain amenities like pools, hot tubs, and outdoor spaces to ensure they are always guest-ready. This includes lawn maintenance, cleaning services, and other necessary upkeep.

By following these tips, you can create an Airbnb in Winter Haven that is both inviting and reflective of the city's unique style, enhancing the overall guest experience and attracting repeat bookings.

Insider Tips

Discovering Winter Haven, Florida: Local Attractions and Insider Tips

Local Attractions

Theme Parks and Family Fun

  • LEGOLAND Florida Resort: A must-visit for kids and adults alike, featuring over 50 attractions, a water park, and the historic Cypress Gardens Botanical Gardens. Don't miss the nearby Peppa Pig Theme Park, perfect for pre-schoolers.

Water Activities

  • Cypress Gardens Water Ski Team: Watch the thrilling water ski shows on Lake Silver on the third Saturday of each month from March to October.
  • The Living Water Boat Cruises: Explore Winter Haven’s Chain of Lakes with a pontoon boat cruise.
  • Paddleboard Winter Haven: Rent kayaks or paddleboards and explore the lakes with guided tours and equipment.

Arts and Culture

  • The Historic Ritz Theatre: A beautifully restored Art Deco theater hosting live performances, classic films, and community events.
  • Theatre Winter Haven: One of Florida’s best community theaters, offering a variety of shows and performances.

Food and Dining

  • Bowen Yard: A vibrant food hall featuring local eateries like Hemingways for Cuban cuisine and Ripples for unique handcrafted ice cream flavors.
  • Honeycomb Bread Bakers: Known for delicious homemade breads and pastries made with organic wheat flour.
  • Adler’s Burgers: Enjoy juicy burgers, crispy fries, and craft fountain sodas in a cozy local setting.

Shopping and Antiques

  • Sherman’s Antiques: Explore 5,000 square feet of antiques and a doll hospital, open seven days a week.
  • Andy Thornal Company: A boutique version of REI, offering outdoor gear and more in the heart of Downtown Winter Haven.

Insider Tips

Best Times to Visit

  • Water Ski Shows: Catch the Cypress Gardens Water Ski Team on the third Saturday of each month from March to October.

Local Favorites

  • Sunset Views: Enjoy vibrant orange and pink sunsets from a dock while sipping on a glass of wine or a local craft beer.
  • Community Events: Check out the local event calendar for concerts, family festivals, and downtown craft beer crawls.

Hidden Gems

  • Gram Parson’s Derry Down: A historic listening room featuring local and big-name acts, including a free open mic night.
  • Bonnet Springs Park: While technically in nearby Lakeland, this park is worth a visit for its natural beauty and recreational activities.

Outdoor Activities

  • Rent a Pontoon Boat: Cruise the Chain of Lakes with rentals from Marine Supply.
  • Wakeboarding and Tubing: Experience water sports with Central Florida Watersports.

By sharing these attractions and tips, you can help your Airbnb guests make the most of their visit to Winter Haven, Florida.

Practical Tips

Practical Tips to Run a Successful Short-Term Rental Business in Winter Haven, Florida

To run a successful short-term rental business in Winter Haven, Florida, several practical tips can enhance guest satisfaction and compliance with local regulations. Here are some key considerations:

Noise Regulations and Quiet Hours

Inform your guests about quiet hours to maintain a peaceful environment for both the guests and the neighbors. Include clear guidelines on noise levels in your house manual and communicate these rules through pre-arrival messages or in-app notifications.

Creating a Comprehensive House Manual

Develop both digital and physical house manuals that include essential instructions, such as Wi-Fi passwords, appliance usage, and emergency contact information. This manual should also outline the property's amenities, local attractions, and any specific rules or regulations.

Simplified Check-in Process

Utilize smart locks to streamline the check-in process, eliminating the need for physical key exchanges. Provide guests with detailed instructions on how to access the property, along with photos of the lock and any other relevant entry points.

Parking Instructions

Include clear parking instructions with photos in your house manual to avoid any confusion. This ensures that guests know exactly where to park and how to access the property, reducing the likelihood of issues or complaints.

By implementing these strategies, you can create a seamless and enjoyable experience for your guests, while also ensuring compliance with local regulations and maintaining good relations with your neighbors. This approach will help you build a positive reputation and attract repeat bookings in the competitive Winter Haven short-term rental market.

Local Vendors

Here is a brief list of house cleaning services in Winter Haven, Florida:

House Cleaning Services in Winter Haven, FL

MaidPro

  • Offers weekly, bi-weekly, or one-time house cleaning services.

Orchid Cleaning Service

  • Provides recurring weekly or bi-weekly cleaning, deep cleaning, organization services, move-in/move-out cleaning, and additional services like window washing and carpet cleaning.

Merry Maids of Winter Haven

  • Offers expert cleaning services with 40 years of experience and provides free estimates.

Qualified Cleaning Service

  • Provides professional house cleaning, including deluxe cleaning, maintenance cleaning, and move-in/move-out cleaning. Serves the Lakeland–Winter Haven Metropolitan area and Polk County.
Management fees

Short-Term Rental Management Fees in Winter Haven, Florida: A Comprehensive Guide

In Winter Haven, Florida, short-term rental management fees can vary significantly, typically ranging from 10% to 30% of the rental revenue, depending on the level of service provided. Full-service management companies, such as those offered by GoSummer and Village Realty Rental, which include comprehensive services like guest communication, marketing, maintenance, and property promotion, tend to be on the higher end of this spectrum, often starting at around 20% of the rental revenue.

In contrast, basic services that may only include rent collection, accounting, and minimal maintenance can be less expensive. Additional fees may apply for services such as cleaning, repairs, and design, which can further impact the overall cost. For instance, companies may charge guests a cleaning fee that is then passed on to the owner, or they might offer separate design services for an extra cost.

Understanding these fee structures is crucial for property owners to ensure they are getting the best value for their investment while complying with local regulations, including the collection and remittance of state and local taxes.

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Why choose RedAwning

RedAwning is a tech leader in full-service short-term rental management, powered by our exclusive, unmatched tools.
Other property managers
Cost
Starting at 10%
25-40%
Guest communications
5-15 mins / 24 hours a day
1 hour+
Host communications
Dedicated phone and text line with no time on hold
Chat bots, hold lines and email threads
Insurance
Robust liability and dwelling coverage for every reservation
Spotty coverage with low claim approval rates
Contract
No cancellation fees
No contract lock-in
Just 90 days notice to cancel
Cancellation penalties
Number of Channels Your Listing is On
50+
2-4

Experience in numbers

Rest well knowing your property is managed by an experienced team powered by world-class technology.
+10-30%
in gross revenue
4.8 stars
guest rating
14+ years
managing STRs

Short Term Rental Calculator

Find out how much your property in Winter Haven should generate as a short term rental and look at the performance of properties around yours.

35,000+ Properties
Hosts stay with RedAwning
1,000,000,00 Nights Booked
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Furnishing checklist

This comprehensive checklist ensures that your rental is guest-ready with all the essentials to create a comfortable and memorable experience in Winter Haven.

Living Room
Seating: Sofa, armchairs, and ottomans
Coffee Table
Entertainment: Smart TV (with streaming apps) and remote control
Decor: Area rug, wall art, plants, and throw pillows
Lighting: Floor lamp or table lamps
Charging Stations: Power strips or outlets with USB ports
Bedrooms
Beds: High-quality mattress with mattress protector
Linens: At least two sets of sheets per bed
Pillows: Hypoallergenic pillows (2-4 per bed)
Blankets: Extra throw blankets or quilts
Nightstands: With lamps or charging docks
Closet or Storage: Hangers, dresser, or luggage rack
Blackout Curtains or Shades
Bathrooms
Towels: Bath towels, hand towels, washcloths (2 sets per guest)
Shower Curtain & Liner
Toiletries: Shampoo, conditioner, body wash, hand soap
Bathroom Essentials: Toilet paper, tissues, trash bin
Hairdryer
Mirror: Full-length or wall mirror
Dining Area
Dining Table: Seating for the maximum number of guests
Place Settings: Placemats or tablecloths
Centerpiece: Vase with flowers or decorative piece
Kitchen
Appliances: Refrigerator, microwave, toaster, coffee maker, kettle
Cookware: Pots, pans, baking trays
Utensils: Forks, knives, spoons, spatulas, tongs
Dinnerware: Plates, bowls, glasses, mugs (2 sets per guest)
Cutting Board & Knives
Basic Spices & Condiments: Salt, pepper, oil
Cleaning Supplies: Sponge, dish soap, paper towels, trash bags
Outdoor Space (if applicable)
Seating: Outdoor chairs, benches, or lounges
Table: For outdoor dining or drinks
Lighting: String lights or outdoor lanterns
Grill: With necessary utensils and instructions
Outdoor Trash Bin
Extras to Elevate Guest Experience
Welcome Basket: Snacks, water bottles, or wine
Guidebook: Local recommendations and house rules
Board Games or Books: Entertainment for guests
Umbrella & Flashlight
Iron & Ironing Board
Laundry: Washer, dryer, and detergent (if available)
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⇤ Airbnb Statistics for Florida