Airbnb Management
Full-service Airbnb management for your short-term rental. Nationwide.
Longboat Key, Florida
Longboat Key, Florida, offers a diverse range of Airbnb accommodations that cater to various preferences and budgets. Visitors can choose from luxurious beachfront villas that provide stunning ocean views and direct access to the pristine beaches, perfect for those seeking a high-end, relaxing getaway. There are also charming condos and apartments, often located within resort communities, offering amenities like pools, tennis courts, and fitness centers, ideal for families or groups looking for convenience and comfort. For a more intimate experience, guests can opt for cozy cottages or bungalows nestled in lush tropical settings, providing a serene retreat. Additionally, some properties are pet-friendly, allowing travelers to bring their furry companions along. Whether seeking a lavish escape or a quaint hideaway, Longboat Key's Airbnb options cater to a wide array of tastes and needs.
In Longboat Key, Florida, short-term rentals, including those listed on platforms like Airbnb, are subject to specific regulations. The town enforces a minimum rental period of 30 days or one calendar month, effectively prohibiting short-term rentals that are common on Airbnb. This regulation is intended to maintain the residential character of the community. Property owners who wish to rent their homes must also comply with local zoning laws and obtain the necessary permits. In terms of taxes, hosts are required to collect and remit a 5% tourist development tax to Sarasota County, as well as a 7% state sales tax. These taxes are applicable to all short-term rental income and are crucial for compliance with local and state tax laws.
Managing an Airbnb in Longboat Key, Florida, involves several key tasks to ensure a successful and smooth operation. First, property owners need to focus on maintaining the property to meet high guest expectations, which includes regular cleaning, landscaping, and addressing any maintenance issues promptly. Effective marketing is crucial, requiring high-quality photos and engaging descriptions to attract potential guests. Pricing strategies should be dynamic, taking into account seasonal demand fluctuations typical of a beach destination. Communication with guests is essential, from the initial booking inquiry to post-stay follow-ups, ensuring a positive guest experience and encouraging repeat visits. Additionally, compliance with local regulations and taxes is necessary to avoid legal issues. Finally, leveraging guest reviews and feedback can help improve the property and service, enhancing the overall guest experience and boosting occupancy rates.
Longboat Key, Florida, offers a serene and upscale vacation experience, with several prime areas for Airbnb stays. The northern part of the island, near the Longboat Key Village, is ideal for those seeking a quaint, community feel with easy access to local eateries and art galleries. For beach lovers, the central and southern parts of Longboat Key provide stunning beachfront properties with direct access to the Gulf of Mexico's pristine sands and turquoise waters. Staying near the Bay Isles area offers a more luxurious experience, with proximity to golf courses, marinas, and the exclusive Longboat Key Club. Each area provides a unique blend of relaxation and recreation, making Longboat Key a perfect destination for a tranquil getaway.
Longboat Key, Florida, is an attractive market for Airbnb investment due to its stunning Gulf Coast beaches, upscale amenities, and year-round appeal to tourists. The area is known for its luxury accommodations and serene environment, making it a popular destination for affluent travelers seeking a peaceful retreat. The demand for short-term rentals is bolstered by Longboat Key's proximity to cultural attractions in nearby Sarasota, such as the Ringling Museum and the vibrant arts scene. Additionally, the region's favorable climate and outdoor activities, including golfing, boating, and fishing, ensure a steady flow of visitors throughout the year. Investors can benefit from the area's high occupancy rates and premium rental prices, making it a lucrative market for those looking to capitalize on the growing trend of vacation rentals.
Longboat Key, Florida, is a popular destination for vacationers, and its Airbnb market reflects this demand with relatively high average revenues. Hosts in Longboat Key typically benefit from the area's appeal, which includes beautiful beaches, upscale amenities, and a tranquil atmosphere. The average Airbnb revenue in this area can vary significantly depending on factors such as property size, location, and seasonality, with peak tourist seasons generally driving higher earnings. Properties that offer unique features or are located near key attractions tend to command higher nightly rates and occupancy levels, contributing to increased revenue potential for hosts. Overall, Longboat Key's Airbnb market is lucrative, particularly for those who can capitalize on the area's strong tourism draw.
Longboat Key, Florida, experiences a relatively high occupancy rate for Airbnbs, driven by its appeal as a coastal destination with beautiful beaches and a relaxed atmosphere. The occupancy rate tends to peak during the winter months, particularly from December to April, as tourists flock to the area to escape colder climates, making it a popular spot for snowbirds. During this period, visitors are drawn to the mild weather and various outdoor activities. Conversely, the summer months see a dip in occupancy due to the hot and humid conditions typical of Florida, although the area still attracts visitors looking for a quieter beach experience. Overall, Longboat Key's Airbnb market benefits from its seasonal appeal, with winter being the most lucrative period for hosts.
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.