What Vacation Innovations does

Vacation Innovations, LLC is a privately held Orlando-based provider of secondary-market services and solutions for the timeshare and vacation ownership industry, founded in 1999. The company operates what it describes as the world's largest timeshare resale and rental marketplace through a portfolio of 50+ websites and 12+ brands, anchored by SellMyTimeshareNow.com, VacationOwnership.com, ResortRentals.com, and licensed brokerage entities operating as Timeshare Broker Services. Its technology stack includes a proprietary CRM developed by Chief Product Officer Sergio Santos, HSI's one-click booking engine, loyalty and membership platforms, and business intelligence and marketing automation tooling. VI serves more than 2 million members, over 2,500 affiliates and partners, and processes approximately $236 million in purchase and rental offers annually across 4.8 million website visits.

The company operates a hybrid B2B/B2C business model spanning multiple revenue streams: subscription-based advertising and marketing for timeshare owners listing properties for sale or rent, transaction-fee brokerage through licensed real estate entities, recurring membership revenue (HSI Advantage Program and similar) providing travel discounts at below-OTA rates, and professional services to developers and HOAs including tour generation, loyalty solutions, sales tools, and the Maintenance Fee Protection program. Maintenance Fee Protection — a first-of-its-kind initiative that reimburses owners for maintenance fees on unused intervals while leveraging those stays across VI's travel platforms — grew 800% year-over-year in 2024 with $5.4 million distributed and $10M+ projected for 2025. The company is backed by private equity firm Tritium Partners (since November 2017), with Chad Newbold as CEO and Bryan Rand as President following a September 2020 leadership transition.

Name

Vacation Innovations

Legal name

Vacation Innovations, LLC

Website

https://vacationinnovations.com

Company type

Private

Founded year

1999

Operating status

Operating

Headcount range

251–500 employees

Short description

Vacation Innovations operates the world's largest timeshare resale and rental marketplace through 50+ websites, serving 2M+ members, 2,500+ affiliates, timeshare owners, developers, and HOAs with brokerage, membership, and financial protection services.

Ownership category

akta.pro rank

Product category

Timeshare Resale and Vacation Ownership Services

NAICS

Traveler Accommodation (7211), Travel Agencies (561510)

SIC

Hotels, Rooming Houses, Camps & Other Lodging Places (7000)

akta.pro primary industry

Lodging & Vacation Rental Booking Platforms (BPAMAIAC)

akta.pro secondary industries

Professional/Managed Inventory Vacation Rental Marketplaces (THAMALAB), Vacation & Short-Term Rental Management (BPAJAFAI)

Keywords

• Timeshare resale marketplace
• Vacation ownership services
• Travel membership programs
• Timeshare brokerage solutions
• Secondary market platforms

Headquarters

HQ city

Orlando

HQ country

United States

HQ region

North America

Offices4 records

Markets served

GTM type

B2B and B2C

Offering type

Digital Commerce or Content

Cost components

Personnel, Technology or R&D, Marketing or Sales, Operations, Infrastructure

Revenue model

1. Marketplace / Advertising Services: Online advertising and marketing products enabling timeshare owners to list properties for sale or rent. Sellers pay subscription or advertising fees to list on the company's marketplaces. The company acts as an intermediary, forwarding inquiries between buyers and sellers.
2. Timeshare Brokerage Services: Licensed timeshare brokerage through Timeshare Broker Services, providing transactional brokerage services for timeshare sales and title transfer. Sellers can choose 'Assisted Listing' services through a licensed real estate brokerage.
3. Membership Programs: Travel membership programs (e.g., Advantage Program) providing members with discounted travel access at below-OTA rates, loyalty rewards, and exclusive travel opportunities. Membership programs serve both consumer and corporate partner segments.
4. Developer and HOA Solutions: Turnkey product solutions for developers and HOAs including Tour Generation Services, Loyalty Solutions, Sales Tools and Incentives, and Maintenance Fee Protection. Revenue derived from service fees paid by resort developers and associations.
5. Resort Rentals: Simplified resort rental services providing inventory fulfillment for timeshare resorts. Vacation Innovations places its significant web traffic (nearly 5 million visits annually) into resort rental bookings.

Pricing tiers

Go-to-market motion2 records

Distribution channels6 records

Marketing channels7 records

Core offering

Vacation Innovations operates a portfolio of 50+ online marketplaces and licensed brokerage services for the global timeshare resale and rental market, complemented by the Holiday Systems International (HSI) travel membership platform serving nearly 400,000 members, the Advantage Program membership, and turnkey technology solutions for resort developers and HOAs including the first-of-its-kind Maintenance Fee Protection program. The company generates revenue through marketplace advertising subscriptions, brokerage commissions, membership fees, and developer/HOA service contracts, processing more than $236 million in purchase and rental offers annually.

Product overview

Vacation Innovations operates a platform-plus-modules architecture serving the vacation ownership and timeshare secondary market. The core platform consists of multiple marketplace brands including SellMyTimeshareNow.com (the largest global timeshare resale marketplace), VacationOwnership.com, and ResortRentals.com, supported by Timeshare Broker Services as the licensed brokerage arm. The company layers on additional value modules including the Maintenance Fee Protection program, Tour Generation Services, Loyalty Solutions, and Sales Tools. The portfolio is enhanced through the acquired Holiday Systems International (HSI) brand, which provides the underlying technology infrastructure including a proprietary CRM, one-click checkout booking engine, and the Advantage Program travel membership serving nearly 400,000 members. The platform processes over $236 million in purchase and rental offers annually across 4.8 million website visits, serving more than 2 million members and over 2,500 affiliates and partners.

Differentiator

Problem solved

Functional benefit

Brands

• SellMyTimeshareNow.com: One of the world's largest and most active timeshare resale and rental marketplaces
• Timeshare Broker Services
• VacationOwnership.com
• ResortRentals.com
• Holiday Systems International (HSI)
• Advantage Program
• Maintenance Fee Protection

Products and services

• SellMyTimeshareNow.com The largest and most active timeshare resale and rental marketplace worldwide, enabling timeshare owners to advertise properties for sale or rent and prospective buyers and renters to search and transact. Drives more than 4.8 million website visits annually and generates 50,000+ purchase and rental offers totaling over $235 million per year.
• Timeshare Broker Services Licensed real estate brokerage specializing in timeshare assets, providing transaction brokerage and representation services for timeshare sales and title transfers. Operates under Vacation Ownership Brokerage, LLC and Vacation Ownership Brokerage of New Hampshire, LLC, offering Assisted Listing services as an alternative to FSBO listings.
• ResortRentals.com Timeshare rental booking website providing simplified resort rentals for travelers and inventory fulfillment for timeshare resorts, leveraging VI's significant web traffic to generate rental bookings.
• VacationOwnership.com Timeshare resale marketplace brand offering online advertising and marketing services for by-owner timeshare sales, part of the VI portfolio of 50+ websites serving the secondary vacation ownership market.
• Maintenance Fee Protection Program First-of-its-kind consumer financial protection program that reimburses timeshare owners for maintenance fees on unused intervals or points, with unused stays leveraged across VI's travel and loyalty platforms in a closed-loop system. Offered as a turnkey solution to resort developers and HOAs, helping reduce delinquencies and improve owner retention.
• Holiday Systems International (HSI) Membership Platform Wholesale travel platform and membership program providing travel discounts at below-OTA rates, loyalty systems, booking engines with one-click checkout, membership systems, employee benefit programs, travel agency booking platforms, corporate travel systems, and travel gift cards. Serves nearly 400,000 members and multiple major global corporate partners.
• Advantage Program Flagship travel membership program of Vacation Innovations providing members with discounted travel access at below-OTA rates, loyalty rewards, and exclusive travel opportunities. Winner of the Best Membership Program award at the 2022 and 2024 GNEX Vacation Industry Awards.

Quantifiable outcome

• Over $5.4 million in maintenance fee reimbursements distributed to timeshare owners in 2024 (800% year-over-year increase), with projections of $10M+ in 2025
• +4 more outcomes

Named customers5 records

Segments3 records

Ideal customer profiles3 records

Technology focussed Yes

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

AI capability2 records

Feature5 records

Partnerships

Two partnerships are on record, tiered minor and core.

• PhocusWire / PhocuswrightminorStrategic or Co-development Partner · 21 September 2021Vacation Innovations partnered with PhocusWire (a brand of Phocuswright, the most respected travel research authority) to develop a first-of-its-kind white paper on the timeshare secondary market. The report, 'Timeshare in transition: The rise of the secondary market,' provides a comprehensive look at the timeshare industry, its key players, and the importance of the secondary market. VI's CEO Chad Newbold and President Bryan Rand contributed expert perspectives to the report.
• Holiday Systems International (HSI)coreStrategic or Co-development Partner · 1 July 2020Vacation Innovations acquired Holiday Systems International in July 2020. HSI is a leading wholesale travel provider and developer of award-winning travel rewards programs and technology with a membership base of nearly 400,000 travelers and multiple major global corporate partners. HSI provides travel discounts at below-OTA rates and custom software solutions including loyalty systems, booking engines, membership systems, employee benefit programs, and travel agency platforms. The acquisition added 12 brands to the VI portfolio along with an impressive suite of established travel products and new products in development.

Scale indicators11 records

Recent moves7 records

Expansion highlights6 records

Direct peers

• RedWeek: Online timeshare rental and resale marketplace serving owners and renters. Direct competitor to SellMyTimeshareNow.com in the secondary timeshare marketplace space, with similar by-owner listings and timeshare rental inventory.
• DAE (Dial An Exchange): Timeshare exchange network enabling owners to trade and rent weeks. Directly comparable to HSI's exchange and rental capabilities, and a partner/competitor in vacation ownership inventory fulfillment (DAE is also referenced by VI's "Verified & Secured by DAE" platform feature).
• ResortCom: Provider of timeshare management, rental, and resale services for resorts and HOAs. Directly comparable to VI's developer/HOA solutions including resale, rental inventory management, and resort rental distribution.
• Selling Timeshares: Licensed timeshare resale brokerage and advertising platform. Competes directly with Timeshare Broker Services and the VI marketplace on licensed brokerage and assisted-listing services for timeshare sellers.

Broad incumbents

• Hilton Grand Vacations: Large timeshare developer with internal resale marketplace and loyalty programs. Functions both as a customer (for VI's developer/HOA solutions) and an indirect competitor in resale/rental and loyalty offerings.
• Wyndham Vacation Resorts (club/resort operations): Major timeshare developer with internal resale/rental programs and large-scale resort operations. Comparable as a developer-side counterpart that VI serves through developer solutions, and operates overlapping rental platforms.
• Airbnb / Vrbo (Expedia Group): Mainstream short-term rental marketplaces with growing timeshare/resort inventory. Indirect competitor to ResortRentals.com and HSI's rental distribution; represents the broader travel platform alternative VI competes against for traveler mindshare.
• Interval International: Major timeshare exchange and vacation membership network serving developers, HOAs, and owners. Competes with HSI's membership platform and VI's Advantage Program in loyalty/exchange services, and overlaps in developer solutions.
• RCI (Resort Condominiums International): Global timeshare exchange network and vacation rental platform owned by Travel + Leisure Co. Overlaps with VI's timeshare rental and loyalty offerings at scale, and serves many of the same developer/HOA clients.

Emerging players

• Timeshare Users Group (TUG): Owner-supported timeshare rental and resale community with classified listings. Overlaps with VI's marketplace as a destination for timeshare owners seeking to rent or sell, though more community-driven than transactional.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat6 records

Key risks6 records

Key highlights7 records

Customer concentration

• LinkedInlinkedin.com/company/vacation-innovations-fka-strategis-companies-

Revenue estimate

Valuation estimate

Number of profiles

Profiles4 records

Subsidiaries5 records

Funding overview

Funding rounds1 record

Investors1 record

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A1 record

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Vacation Innovations