January 22, 2026
Dreaming of beach time on Lido Key with rental income when you are away? You are not alone. Many buyers want a turnkey place to enjoy for a few weeks and have it earn the rest of the year. In this guide, you will learn how condo-hotels work on Lido Key, what to expect from rental programs, and how to navigate financing, insurance, taxes and due diligence. Let’s dive in.
A condo-hotel is a condominium that operates like a hotel. You own your unit with a fee simple condo deed, and a professional operator runs the resort-level services like front desk, housekeeping, marketing, and reservations.
Most buildings offer a rental program you can join so your unit is marketed and rented like any hotel room. Your exact rights and rules are set by the condominium declaration, bylaws, rules and any rental or management agreements.
In Florida, condos are governed by the Condominium Act in Chapter 718 of the Florida Statutes. On Lido Key, the high demand for winter and vacation stays makes these properties attractive if you want personal use plus flexible short-term rental opportunities.
Lido Key sits beside Sarasota and St. Armands Circle, a popular hub for dining and shopping. Seasonal demand is strong, especially in winter months when occupancy and nightly rates often rise.
Because Lido Key is a Gulf-side barrier island, factor in flood risk and hurricane exposure. Insurance, association deductibles and flood coverage can meaningfully impact your total cost of ownership.
Rental agreements typically define how and when you can stay in your unit. Expect limits on the number of owner days, advance booking procedures, and possible blackout dates during peak season. If you want high-season weeks, you may need to plan well ahead.
Agreements outline how gross revenue is divided and which operating expenses are deducted before your share is paid. Common charges include management and marketing fees, reservation system fees, housekeeping per turnover, utilities, and contributions to maintenance or reserves. Standards for furniture and decor usually apply to keep the hotel experience consistent.
Many condo-hotels are considered non-warrantable under Fannie Mae and Freddie Mac guidelines. That can limit conforming loan options and affect rates and down payments.
Confirm early with your lender:
Flood zones are common on barrier islands. If a building sits in a Special Flood Hazard Area, lenders usually require flood insurance, which is separate from your condo policy.
You will likely carry an HO-6 policy for the interior and personal property while the association maintains a master policy for the building. Understand the association’s wind and hurricane deductibles since Florida associations often carry large deductibles that can be passed to owners. If your unit is used as short-term lodging in a hotel program, confirm liability coverage for guest stays.
Request the association’s insurance certificates and master policy, and obtain an HO-6 and flood quote during your inspection period.
Short-term rental income is taxable at the federal and state level. You can often deduct eligible expenses such as management fees, maintenance and depreciation, consistent with IRS rules. Speak with a tax advisor about your specific situation and passive activity rules.
Short-term rentals are also subject to state and local transient lodging and sales taxes. In many hotel-managed programs, the operator collects and remits these taxes, but do not assume. Confirm who registers, collects and remits, and how taxes are reported to you.
Lido Key is seasonal, so occupancy and average daily rates can vary widely by month and special events. Build a conservative pro forma and test peak, shoulder and off-season assumptions.
Budget for these line items:
Ask for 12 to 36 months of unit-level performance for your specific stack or a close comparable. Review occupancy, average daily rate, gross revenue and all deductions to estimate your net distributions.
Request these documents early in your inspection window:
Key questions to ask:
Red flags that call for caution:
Work with a Sarasota-area agent who can search the MLS for true condo-hotel properties and verify project status. Ask your agent to confirm whether a building operates with a central reservation system and hotel services rather than just allowing short-term rentals.
Request the association name and the management company contact so you can verify program terms early. If you see an online listing, ask the agent to confirm whether it is a hotel condo and to obtain the governing documents.
Get pre-qualified with a lender experienced in condo-hotels so you understand down payment and document requirements.
Engage a local real estate attorney or an experienced agent to review the condo documents and management agreement before you go under contract.
Request at least 12 months of rental performance for the unit or a close comparable, and validate assumptions for high and low season.
Obtain HO-6 and flood quotes and review the association’s master policy and deductibles.
Schedule a thorough inspection and confirm that furnishings and fixtures meet the resort’s standards.
If you want a second home you can enjoy and also rent with confidence, partner with advisors who live this niche. For principal-led guidance from search to closing, connect with The VanDuren Group for a white-glove consultation tailored to your goals on Lido Key.
Real Estate Professional
Sheryl VanDuren is a top luxury real estate specialist serving Wellen Park, Lakewood Ranch, and Sarasota’s surrounding areas. With eight years of experience and recognition among Coldwell Banker's Top 3% Global Realtors, she provides expert guidance and a stress-free buying or selling experience. Her background in home staging and deep local knowledge make her a trusted resource for clients. When not helping buyers and sellers, she enjoys spin biking, interior design, and community involvement.
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