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Asking Price: $260,000

21 Home Vacation Rental Management Company

Not Disclosed, FL
Lake County

A well-established vacation rental management and short-term hospitality company operating in prime Central Florida tourist submarkets (ChampionsGate, Davenport, Orlando). The business manages a curated portfolio of privately owned, high-performing luxury pool homes and villas ranging from 3 to 6 bedrooms. Situated in immediate proximity to Walt Disney World, Universal Studios, and premier golf resorts, the company benefits from year-round domestic and international leisure travel.Key Investment HighlightsTurnkey Infrastructure: Fully integrated operational framework using leading industry short-term rental management software (CiiRUS), automated direct-booking channels, and established guest communication portals.Prime Geographic Footprint: Contracts concentrated in high-demand vacation resort communities including Windsor Hills, Indian Creek, Florida Pines, Calabria, and Highlands Reserve.Diversified Revenue Model: Generates consistent cash flow through tiered property management commissions, direct booking fees, cleaning/maintenance oversight, and guest concierge services.Strong Brand Reputation: Proven track record of exceptional guest satisfaction with consistent 5-star reviews, high guest retention, and steady organic referral traffic.Growth & Expansion Potential: Immediate upside available through expanding digital marketing/PPC campaigns, onboarding additional homeowner doors within existing serviced communities, and introducing premium value-add guest packages.Please refer to listing 3353-192821 and ask for Mike Shea when inquiring.

Cash Flow $139,425
Revenue $264,852

Asking Price: $499,000

Short-Term Rental Management: Exclusive Gulf Coast

Not Disclosed, FL
Pinellas County

Short-Term Rental Management: Exclusive Gulf Coast TerritoryThis is an exceptional opportunity to acquire an award-winning, full-service short-term rental property management franchise serving homeowners and investors along approximately 60 miles of Florida’s Gulf Coast. The territory is supported by strong, year-round tourism demand driven by renowned beaches, boating, fishing, golf, scalloping season, and major regional events, including MLB Spring Training and PGA golf at Innisbrook Golf Resort (home of the Valspar Championship). The business is supported by a strong reputation with 484 five-star reviews.The service area includes highly desirable destinations such as Weeki Wachee State Park, Honeymoon Island, Caladesi Island, Fred Howard State Park, Sunset Beach, SunWest Park, Pine Island, and the Tarpon Springs Sponge Docks, all of which consistently attract leisure travelers and seasonal residents.The business provides full-service short-term rental property management, generating recurring management fee revenue, including income from long-term management contracts, typically ranging from 15%–20% of gross rental income. Operations are supported by a software platform, which syndicates property listings across 85 booking channels, extending well beyond Airbnb and VRBO to maximize exposure and revenue performance for property owners.The company operates under a home-based, low-overhead model with no physical office location required and is currently run as a family-operated business with no employees. Two fully stocked storage units support efficient operations by enabling cleaning teams to replenish supplies as needed and maintain consistent property standards.Marketing efforts have primarily focused on social media and referral relationships with real estate professionals, providing meaningful upside for a new owner to expand business development and marketing initiatives within a protected franchise territory that offers significant expansion potential.A Florida short-term rental business license is required. Comprehensive training is included and designed to allow a buyer with reasonable operational and customer service skills to transition smoothly, with an estimated learning curve of approximately one week.Seller Financing Available for a Well-Qualified Buyer.This business has been Lender Prequalified, which means you could own a business cash flowing over $100k for only 10% down! Inquire for more details and learn how you can buy a business for as little as 10% down on qualified SBA listings or how to use creative financing options to get a deal done! At Transworld Business Advisors, we are the most active business brokerage in the country - listing and selling the most businesses in the state. Get added to our buyer list today to receive notifications as businesses with your criteria hit the market! 

Cash Flow $143,013
Revenue $270,548
$ Owner Financing Available

Asking Price: $5,200,000

Boutique 16 Unit Tropical Hotel

Not Disclosed, FL
Broward County

This beautifully maintained 16-unit boutique hotel offers a rare opportunity to acquire a highly rated hospitality property in a premier tourist market. Designed with a modern tropical motif, the property delivers an upscale, tranquil guest experience while operating with minimal owner involvement and low overhead.The hotel consists of two buildings with eight units each and was appraised at $6 million in 2024. Guests enjoy a tropical lounge area with tiki bar and convenient charging stations throughout the property. Lush landscaping, palm trees, and vibrant tropical accents create a relaxing oasis atmosphere that consistently earns excellent online reviews.An established website with integrated online booking provides seamless reservations and strong digital presence. The business operates efficiently with two full-time and two part-time contract employees, all expected to remain, making this an ideal turnkey investment for an owner-operator or passive investor.All furniture, fixtures, and equipment (FFE) are included — fully appointed guest rooms, pool furnishings, and operational supplies — ensuring immediate continuity.Business Highlights:16 fully furnished guest units (2 buildings, 8 units each)Appraised at $4.5M in the past yearTropical tiki bar lounge areaAll FFE included – complete turnkey operationEstablished website with online booking systemExcellent online reviews and strong reputation2 full-time & 2 part-time contract staff expected to stayMinimal owner involvement with low payroll and overheadPrime location in a highly desirable tourist marketThis is a rare chance to acquire a profitable, well-established boutique hotel with strong guest loyalty and significant long-term value.

Cash Flow $455,000
Revenue $600,000

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