Airbnb Management
Full-service Airbnb management for your short-term rental. Nationwide.
Longwood, Florida
In Longwood, Florida, guests can find a variety of Airbnb accommodations to suit different preferences and budgets. Options range from cozy private rooms in suburban homes to entire houses that offer more space and privacy, ideal for families or groups. Many of these properties are nestled in quiet, residential neighborhoods, providing a peaceful retreat while still being conveniently located near local attractions and amenities. Some listings feature unique amenities such as pools, spacious backyards, or proximity to natural parks, appealing to those looking for a relaxing getaway. Additionally, there are charming cottages and modern apartments available, offering a blend of comfort and style for travelers seeking a more intimate or contemporary stay.
As of the latest information, Longwood, Florida, does not have specific laws governing short-term rentals like Airbnb. However, hosts must comply with Seminole County regulations and state laws. In Florida, short-term rental operators are required to collect and remit state sales tax and local tourist development taxes. Seminole County imposes a tourist development tax on accommodations rented for six months or less. Hosts should ensure they are registered with the Florida Department of Revenue to handle these taxes appropriately. Additionally, property owners should be aware of any homeowners association rules or deed restrictions that may impact their ability to operate a short-term rental.
Managing an Airbnb in Longwood, Florida, involves several key tasks to ensure a successful operation. First, property owners need to maintain a clean and welcoming environment, which includes regular cleaning, restocking essentials, and ensuring all amenities are in working order. Effective communication with guests is crucial, from promptly responding to inquiries and booking requests to providing clear check-in and check-out instructions. Marketing the property through high-quality photos and detailed descriptions can help attract more guests. Additionally, staying informed about local regulations and compliance requirements is essential to avoid any legal issues. Finally, managing reviews and feedback is important for maintaining a good reputation and making necessary improvements based on guest experiences.
Longwood, Florida, offers a variety of appealing neighborhoods for Airbnb stays, each with its unique charm. The historic district of Longwood is a top choice, featuring quaint streets lined with beautifully preserved Victorian homes and easy access to local shops and dining. For those seeking a more suburban feel, the Wekiva Springs area provides a serene environment with lush greenery and proximity to outdoor activities like hiking and kayaking in the nearby state park. Additionally, the Lake Brantley area is popular for its family-friendly atmosphere and access to recreational facilities. Each of these areas offers a distinct experience, making Longwood a versatile destination for visitors.
Longwood, Florida, presents a promising opportunity for Airbnb investment due to its strategic location and appealing local attractions. Nestled in the heart of Seminole County, Longwood offers a suburban feel with easy access to the bustling city life of Orlando, making it attractive to both tourists and business travelers. The city's proximity to popular destinations such as Walt Disney World, Universal Studios, and various natural parks enhances its appeal as a short-term rental market. Additionally, Longwood's charming historic district, local events, and family-friendly environment contribute to its potential for high occupancy rates. Investors can benefit from the area's relatively lower property prices compared to Orlando, while still capitalizing on the steady influx of visitors seeking a more relaxed and authentic Florida experience.
As of the latest data, the average Airbnb revenue for properties in Longwood, Florida, reflects a moderate yet promising market for short-term rentals. Hosts in this suburban area, which is part of the Orlando-Kissimmee-Sanford metropolitan region, typically benefit from its proximity to major attractions while offering a quieter, more residential experience. The average monthly revenue for Airbnb listings in Longwood varies depending on factors such as property type, location, amenities, and seasonality, with hosts generally seeing higher earnings during peak tourist seasons when demand surges. Overall, Longwood presents a viable opportunity for Airbnb hosts looking to capitalize on the area's blend of suburban charm and accessibility to central Florida's attractions.
Longwood, Florida, experiences a moderate occupancy rate for Airbnbs, with fluctuations primarily driven by seasonal tourism trends. The city's proximity to popular attractions in the Orlando area, such as theme parks and natural reserves, contributes to higher occupancy rates during peak tourist seasons, particularly in the spring and summer months when families are on vacation. Additionally, the winter months see an uptick in occupancy due to the influx of snowbirds seeking warmer climates. However, the shoulder seasons, including late fall and early spring, typically witness a dip in occupancy as the tourist flow decreases. Overall, Longwood's Airbnb market benefits from its strategic location near major attractions, though it remains subject to the broader seasonal patterns of Central Florida tourism.
Why Choose Checkmate Rentals?
![]() | Other Property Managers | |
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Cost | Starting at 15% fee | 25-40% fee |
Guest Communications | Guest response within 10 minutes, 24 hours a day | Sporadic guest communications |
Host Communications | Designated host call in phone line | Bot response assistants |
Insurance | Full damage protection for every reservation | Unreliable insurance coverage |
Contract | No annual agreements | Contract lock-ins |
Checkmate Rentals

Attract Guests
List on top booking sites
Optimize listings for SEO
Feature show-stopping photos
Competitive, dynamic pricing
Mangage Operations
Tailored pricing algorithms
24/7 guest service
Reliable, professional cleaning
Restocking & inventory management
Maintenance coordination


Host Care
Unlimited owner stays
Flexible contract options
East to use host portal
Set it and forget it billing
Exclusive insurance discounts via our partner network
Get in touch with us.

Checkmate Rentals is a full-service property manager. That means the Airbnb listing, the home, the guest and the work is our responsibility.
Local Team Support
Know that you have a friendly, accessible team right up the road to handle any property needs.
Guest Screenings
Book only the most qualified guests 25 and over who’ll enjoy your home the right way.
Unlimited Owner Use
Block off your vacation days with ease, and enjoy your home as often as you want.
Reliable Property Maintenance
Keep your home running smoothly around the clock with a fast, reliable maintenance team.
Transparent Finances
Transparent Finances Booking payouts get paid directly to you for full financial transparency. We never handle your money.
Fast 24/7 Guest Communication
Make every guest feel cared for with industry best response times of 1-15 minutes day and night.
Marketing
Target, attract & book qualified guests with photography, email marketing, and optimized listings.
Revenue Management
Get the competitive edge with dynamic pricing and rates optimized daily by your pricing manager.

Ready to make the jump?
Let's get started! Schedule a call today to learn more about Checkmate Rentals.